Day Trips From Chicago

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Chicago's Best Beaches

Hikes Near Chicago

Skiing Near Chicago

Top Museums

Theater in Chicago

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Shopping Guide

Annual Festivals

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Craft Beer in Chicago

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Neighborhoods to Know

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One-Day Itinerary

One Day in Chicago: The Perfect Itinerary

one day visit chicago

TripSavvy / Cory Giguere 

Don’t let the winds blowing off Lake Michigan scare you— Chicago , the Windy City, is a metropolis full of culture and history. Sightseers flock to the birthplace of the skyscraper, for its: Michelin-starred restaurants ; major league sports teams; world-class theater, dance, music, and film; festivals; 26 miles of lakefront; well-curated museums ; and stellar shopping. Chicago is also full of green spaces that are worth exploring like Chicago Botanic Garden and The Morton Arboretum . No matter what you do, or where you go, you’ll appreciate the city’s midwestern allure, with a bit of urban edginess. 

This walking-city, with 2.7 million residents, utilizes speedy public transportation to get from point A to point B. As you get on and off the elevated rail, or L, you’ll notice a mashup of sleek and modern buildings with loads of history and nods to the past throughout Chicago’s 46 historic districts and 77 vibrant neighborhoods. Chicago River architecture tours or walking excursions will highlight the City of the Big Shoulders’ storied past—the rise of a transportation hub, the Great Chicago Fire, the World’s Columbian Exposition of 1893, prohibition era, and Chicago’s public enemy number one, Al Capone .

Whether you’re a first-time visitor to the Second City, or a seasoned local, peruse this 24-hour itinerary for an across-the-board exploration of what Chicago has to offer, highlighting must-see tourist spots as well as local neighborhood gems.

The Night Before

Night: Arrive in Chicago and check-in to your accommodations—there are 119 hotels to choose from in the central business district. Luxurious options in the city include: Waldorf Astoria Chicago , Four Seasons Hotel Chicago (the spa here is fantastic), The Langham Chicago , Park Hyatt Hotel Chicago , and The Peninsula Chicago (the lobby is exquisite). Other well-located alternatives are Hotel Zachary , near Wrigley Field (the second oldest ballpark in Major League Baseball); Hotel EMC2 , with a robot concierge; and InterContinental Chicago Magnificent Mile , with a hidden hole in the wall for a prohibition-era alcohol stash.

Intrepid families that would love to spend a night at one of the museums can bring a sleeping bag and a sense of adventure to Adler Planetarium’s Astro Overnights, the Field Museum’s Dozin’ with the Dinos, Overnights at the Shedd Aquarium , or the Museum of Science and Industry’s Science Snoozeum.

7:30 a.m.: Take advantage of waking up in one of the best cities in the world and go for a leisurely jog or a fast-paced walk along the Chicago Riverwalk, a 1.25-mile stretch that has Adirondack chairs toward the east end for catching your breath. You’ll pass by stunning architecture, art installations, and boats cruising up and down the Chicago River. Continue on to the paved Chicago Lakefront Trail, along Lake Michigan, which runs from Ardmore Street on the north side to 71st Street on the south side, traversing many historic neighborhoods like Lincoln Park, South Loop, Bronzeville, and Hyde Park. The skyline views, when you’re facing south, are incredible, especially at this time of day. You can see Navy Pier , Chicago’s most-visited attraction, from the trail, with its Centennial Wheel rising high in the sky. For great people watching, linger at Oak Street Beach for a beat. (The 606, in Logan Square, is another great place to run that is popular with locals. This neighborhood park was created on the old elevated Bloomingdale train line—similar to New York’s High Line .)

10 a.m.: Make your way to Cindy’s for brunch, located on the rooftop of the famed Chicago Athletic Association Hotel , formerly a men-only social club. You won’t believe the terrace view of Millennium Park, The Art Institute of Chicago (the “Historic Route 66” begins in front of the Art Institute), Lake Michigan, and the shops and restaurants below at street level. Make reservations well in advance—this place is always packed—and order the avocado toast and the roasted vegetable strata. Save room for the house-made vanilla mascarpone Danish, with roasted cherries.

Noon: Across from Cindy’s is the 24.5-acre Millennium Park , a well-loved public space that is home to the Jay Pritzker Pavilion, Cloud Gate—the Instagram-worthy shiny bean-shaped sculpture, Crown Fountain, and Lurie Garden. Millennium Park Campus is also where you’ll find Maggie Daley Park, the best place to go if you have kids in tow.

1:00 p.m.: Meet up with Chicago Architecture Foundation ’s guide to learn about Chicago architecture and history on a two-hour walking tour through the city. You’ll get the lay of the land and learn more than you dreamed possible to enrich your time spent in the city. On the way, caffeinate with a cold brew or bulletproof coffee at Goddess and the Baker , located at Wacker Drive and Lasalle Street.

3:00 p.m.: You can’t leave Chicago without weighing in on which pizzeria serves up the best slice of deep dish . Is it Giordano’s, Lou Malnati’s, Pizzeria Due, Gino’s East, Piece, or Home Run Inn? You decide.

5:00 p.m.: Walk off that heavy pizza and stroll along the Magnificent Mile , a 14-block stretch of Michigan Avenue—from the Chicago River to Oak Street—that is mecca for shopping. Here, you’ll find malls and boutiques full of designer threads as well as affordable clothing brands. Keep in mind, this area is usually congested with shoppers, especially around the holidays and on weekends, so it’s best to plan out which shops you’d like to see in advance. Take a few snaps in front of the famous Chicago Water Tower , built in 1869, on the north end of Michigan Avenue. If shopping isn’t your thing, why not take an Intro to Climbing class at Chicago’s Brooklyn Boulders , located in Greek Town, west of the river, near Ogilvie Transportation Center?

6:00 p.m.: Take the high-speed elevator up to the observatory at 360 Chicago (formerly The Hancock Observatory) where, on a clear day, you can see Michigan, Indiana, and Wisconsin. Test your fear of heights on the Skydeck open-air viewing deck and see Michigan Avenue, 1,000-feet below, in the TILT attraction.

7:00 p.m.: You’ll want to experience Chicago’s diverse theater, music, or dance scene—the city has more than 250 theaters, 225 music venues, and 200 dance companies. Long-standing theaters include: The Second City in Old Town, Goodman Theatre and Chicago Theatre in the Loop, Music Box Theatre in Lakeview, Blue Man Group at Briar Street Theatre in Boystown, Steppenwolf Theatre Company , Chicago Shakespeare Theater , Lookingglass Theatre Company , just to name a few. And, of course, Chicago has no shortage of great live music, especially blues and jazz music (the term “jazz” was coined in Chicago). Music festivals like Chicago Blues Festival, Chicago Jazz Festival , Lollapalooza , Pitchfork Music Festival and Riot Fest are well-attended and loved in this city. Not to be missed is Chicago Symphony Orchestra , Lyric Opera and the Joffrey Ballet . The Harris Theater for Music and Dance is home to major Chicago dance troupes. You can’t do it all of course, so pick wisely and plan on returning to Chicago for another go-round in the future.

10:00 p.m.: For late-night noshes, local beers, and inventive cocktails, pop over to Lincoln Park’s Broken Barrel Bar , with Chef Bryant Anderson at the helm. This place is great for that non-touristy neighborhood feel that Chicago is really known for and you’ll get a sense of what one Chicago community is like by playing a game of bags or hanging around in the beer garden. Other great options, with completely different environments are: The Berkshire Room in River North, Milk Room in the Loop, The Aviary in the West Loop , The Violet Hour in Wicker Park, River Roast on the Chicago River, and The Optima in Old Town.

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48 Hours in Chicago: The Ultimate Itinerary

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Top 10 Chicago Museums

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One Day in Chicago Itinerary – How to Spend a Perfect Day in Chicago, Illinois

Chicago is one of the most vibrant cities in the world – combining an eclectic mix of sports, architecture, music, food and art. Located on the shores of Lake Michigan, the towering skyscrapers stand proudly over the beaches of Lake Shore Drive and the outdoor spaces of Millennium Park. Whether you want to enjoy a hot dog in the outfield at a Cubs game or visit the world-renowned Art Institute of Chicago, this city provides unlimited activities for even the most discerning travelers. You could never see all of Chicago in a single day but this itinerary will take you to its top destinations.

One day in Chicago Itinerary

GUEST POST BY DEBORAH JANOWSKI BLOG: Relaxed Nomad

What’s the best time to visit Chicago?

Chicago is known as the windy city  and winter means it can be very, very cold, so the best time to visit Chicago is during the summer when the weather is a beautiful eighty degrees and sunny – and the outdoor parks and streets are alive with activity.

Chicago Skyline

What’s good to know about Chicago?

Chicago is very compact, so the majority of sights are located in the downtown area which makes it easy to see a lot in a short period. North of Wacker Drive is where you can find most of the stores and restaurants of Michigan Avenue and south of Wacker Drive is Millennium Park , the Art Institute of Chicago and Soldier Field.

Chicago Millenium Park

One Day in Chicago Itinerary

Store your luggage:  LuggageHero allows you to store your luggage for as long as you want to. If you are there only for a day, or waiting for a check-in, this sounds like a perfect option!

Follow this guide and make the most of your trip even if you’re short on time. These are the top sights and things to do during your one day in Chicago.

Millennium Park, Art Institute of Chicago

Begin your morning by walking Millennium Park . This park is home to the Buckingham Fountain, the Cloud Gate sculpture (often referred to as The Bean), large outdoor modern sculptures and gardens.

Chicago Cloud Gate

After touring the park, t he Art Institute of Chicago is located at the southern end. The museum houses some of the most famous works of art in the world including Grant Wood’s American Gothic and Edward Hopper’s Nighthawks. After perusing the art, t he Gage across the street is a local favorite for lunch complete with Scottish Eggs and Poutine Fries.

Art Institute of Chicago

Wrigley Field

If you like sports, you may want to try to head a bit north to visit the historic Wrigley Field and catch a Cubs game on a beautiful afternoon. The stadium is home to a number of Chicago staples including craft sausages, hot dogs and buffalo chicken fries. And Chicago fans are typically very welcoming and happy to talk with visitors about their love of the city and their home teams.

Wrigley Field

Architectural Boat Tour

Or, if you don’t particularly like baseball or there is not a game in town the day you are visiting, you can go on one of the many architectural boat tours in the harbor of Lake Michigan to learn about the history and sights of the Chicago skyline from the water while enjoying a cool summer breeze.

Chicago Architectural Boat Tour

Hancock Tower, Michigan Avenue

Many visitors will visit the Skydeck where you can purchase tickets to stand in a glass outcropping to see the entire Chicago area from the top of the Sears Tower. However, locals prefer to visit the Hancock Tower and the Signature Lounge on the 96th floor. As the sun begins to set, you can enjoy a glass of wine while enjoying a 180-degree view from your own table. Before or after visiting the tower, there is also time to stroll along the famed Michigan Avenue, which is always crowded with visitors from around the world and a large number of boutiques and stores.

Signature Lounge Chicago

Like any major city, there are simply too many places to eat in Chicago to pick just one. If you want to enjoy a Chicago pizza , you can stop at any of the pizza locations in the Michigan Avenue area. We won’t recommend one over the other (Lou Malnati’s, Pizzeria Uno, Bartoli’s, etc.) as that would simply lead to an argument with most Chicagoans over which is the best.

If you want something unique, you can enjoy dinner at the RL Restaurant right around the corner from the Hancock Tower. The RL Restaurant is attached to Ralph Lauren’s signature store and specializes in burgers and corned beef.

If you want something more lively, you can head over to Gibson’s on Rush Street by cab and either sit around the piano singing songs with the locals or head upstairs for a steak dinner.

Blues Music

After dinner, no trip would be complete without enjoying live Chicago blues music . This can entail a trip south to Buddy Guy’s Legends by Millennium Park. Or north to Kingston Mines in Lincoln Park. But whichever way you travel, cabs are plentiful and rides are short.

Where to stay in Chicago?

Park Hyatt Chicago

Park Hyatt Chicago

800 North Michigan Avenue, Chicago

Located in the heart of downtown Chicago, Park Hyatt Chicago features sophistication and luxury for both business and leisure travelers. The interior decor combines timeless elegance with a prominent art and modern amenities.

BOOK A ROOM HERE

Aloft Chicago City Center

Aloft Chicago City Center

515 North Clark Street, River North, Chicago

The Aloft Chicago City Center is a modern boutique hotel located in the heart of downtown Chicago’s in trendy River North neighborhood. It features a modern fitness center and business center, as well as the lounge with a pool table. It’s walking distance to Millennium Park and many other popular sights.

Kinzie Hotel

Kinzie Hotel

20 West Kinzie Street, River North, Chicago

Kinzie Hotel is an upscale boutique hotel located in Chicago’s River North district, only a short walk to the famous Magnificent Mile. The hotel features fully designed, bright and modern rooms for a perfectly comfortable stay for all types of travelers.

Hostel Stay

Chicago Getaway Hostel and  HI Chicago Hostel  are two of the best hostels in the city, perfect for young travelers who want to socialize with others and meet fellow travelers. You can still be close to the city center and all the great sights without spending a fortune on the accommodation.

Chicago Getaway Hostel

DAY TRIPS FROM CHICAGO

Day trips from Chicago are always a great idea if you have the time. This big city certainly offers a lot, but heading out of town certainly has its advantages, too. There is plenty to see, and you can even visit another US city rather painlessly. The options are numerous, and here’s what you’ll want to check out.

A day trip from Chicago to Milwaukee is a great solution for tourists who want to experience as many US cities as quickly as possible. It will only take you about an hour an a half to get there, be it by car or by train. There are loads of very interesting museums to see ( Harley Davidson Museum first comes to mind), great food to enjoy and delightful people to meet. You certainly won’t regret visiting this lively city.

A short ride west from Chicago (about 30 minutes) is Oak Park. Now, this quaint little town for those who want to enjoy arts and especially architecture. The famous architect Frank Lloyd Wright was so prolific here that he has his own district, but there are also many other types of art worthy of checking out in this quaint little town. This is a vibrant, diverse and chilled out community and a perfect place to spend your day.

Indiana Dunes National Lakeshore

If you want to enjoy some beautiful nature, head to Indiana Dunes National Lakeshore. Yes, you will have to cross the state line, but it’s only about an hour’s drive away from Chicago. This is an excellent place for bird watching , as there are literally hundreds of different kinds of birds that migrate through here. Swimming, hiking and fishing are also some of the things you can do, so if you want an active outdoors vacation, this part of Lake Michigan is definitely for you.

Last, but most certainly not the least, you can head on a day trip from Chicago to Holland. As you can see from its name, this little town is very proud of its Dutch heritage. And it shows! This place is home to the Tulip Time Festival , and you can see these beautiful flowers wherever you look. Not only that, but you can also enjoy some excellent Dutch cuisine and absolutely beautiful houses and cobblestone streets . This really is an escape into a dreamworld!

Extra tips for visiting Chicago

– We recommend against using a rental car . Parking in Chicago is difficult and taxis are everywhere and very convenient, so it is quite easy to walk and catch a quick ride anywhere in the city.

– Traffic to and from the airports in Chicago can be very congested,  so plan your trips accordingly.

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If you have any other propositions for this One Day in Chicago Itinerary feel free to share it in the comments below!

Make sure you have everything you need

What to pack for your next trip.

Make your next trip as simple and as enjoyable as possible by packing smart. It’s amazing how much stress top travel items can save you, so choose carefully. Things like lightweight travel backpacks, for example, are ideal for short trips and allow you to move around with ease, and a passport holder will make sure you keep your documents safe at all times. Check our travel checklist guide for 2021 to make sure you haven’t missed anything, and travel to your next destination in style and with maximum comfort.

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RelaxedNomad

Deborah Janowski

Deborah runs the travel website, RelaxedNomad, which specializes in sharing itineraries, notes and travel plans for entire areas of the country and road trips. One of her goals is to make traveling easier for families while finding truly unique activities in unusual places.

Great! Hope you can check out my blog re: Chicago as well 🙂 Spent a few hours there but it was worth it!

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24 Hours in Chicago: Perfect One Day Itinerary in 2024 (From a Local!)

Do you have a layover or only 1 day to spend in Chicago? If you have 24 hours in Chicago or less, I have put together the perfect one day in Chicago itinerary for 2024 to make the most of your short visit to my hometown. It is a fairly busy itinerary for a day so feel free to skip a few things if you prefer to explore Chicago at a slower pace. Disclaimer: This article contains affiliate links. I may make a small commission if you make a booking using my links at no extra cost to you.

One Day in Chicago Itinerary (2024)

If you enjoy guided tours, this half day small-group tour , Chicago in a day walking tour and hop-on hop-off bus tour include most of the things covered below.

1) Visit the Skydeck at Willis Tower

The Skydeck  at Willis Tower (formerly known as the Sears Tower and what locals still call it) is the most well known of Chicago’s two tall skyscrapers with public observatories. The Willis Tower used to be the tallest building in the world from 1974 until 1998.  Lines for the Skydeck can be very long so I recommend visiting in the morning as soon as it opens to avoid the crowds. You can also pay extra for fastpass admission to skip the line or early bird admission (during the weekend only) to enter before it opens to the public.  If you are not scared of heights, you can stand on the Ledge which has glass floor balconies that extend over 4 feet from the Skydeck. (Click here to buy a skip the line ticket )

2) Visit The Bean at Millennium Park

The Bean at Millenium Park is a must on any one day in Chicago itinerary

If you have seen any photos of Chicago on instagram or facebook, chances are you are familiar with Cloud Gate (aka “The Bean”), the famous mirrored sculpture located in Millennium Park and one of the most instagrammable spots in Chicago . Millennium Park is free  and it is usually crowded (especially in the summer and on weekends) so to avoid the crowds visit early in the morning.

Please note that due to construction, public access and views of Cloud Gate are limited through spring of 2024.

If you are visiting Chicago with children, you might want to also visit  Maggie Daley Park , a large public park connected to Millennium Park that has play areas for kids of various ages.

3) Visit the Art Institute of Chicago

Chicago has many great museums which are worth visiting but my top pick is the  Art Institute of Chicago conveniently located next to Millennium Park. The Art Institute is one of the oldest and largest art museums in the United States and is frequently found on lists of the top museums in the world. Please note the Art Institute is closed on Tuesdays and Wednesdays. (Click here to buy a fast pass ticket if you want to avoid long lines).

4) Have a meal or drink while enjoying a great view from Cindy’s

If you are hungry or fancy a drink head to Cindy’s, a restaurant and bar on the rooftop of the Chicago Athletic Association Hotel located near Millennium Park. Make sure to spend some time outside on its famous open-air terrace which offers panoramic instagram worthy views of Millennium Park and Lake Michigan. This is a popular spot due to the amazing views and the wait for the elevator can be long but if you visit around the time it opens (10 am on the weekends and 11 am on weekdays) you can enjoy the great views without the crowds.

5) Take an architecture river cruise or walk along the Chicago Riverwalk

The Chicago Riverwalk 24 hours in chicago travel blog

Chicago has amazing architecture and the best way to see it is by taking an architecture river cruise . Because the water freezes in the winter , river cruises only operate part of the year (usually between March and November).

If your you are visiting on a warm day, you can also join a combination river and lake cruise .

Hanging out at the Chicago Riverwalk is one of the best things to do with a day in Chicago

Another way to enjoy the architecture and river is to take a walk along the Chicago Riverwalk , a pedestrian promenade along the river. The Riverwalk is one of the best spots in Chicago for people and boat watching and it has restaurants, bars and places to sit along the way. You can also hop on a water taxi here during the summer.

6) Hang out at Navy Pier

a perfect day in Chicago itinerary includes Navy Pier

Some locals consider Navy Pier a bit of a tourist trap, but it is a not to missed attraction if you are visiting Chicago with kids.  Navy Pier is full of fun things to do including a large Ferris wheel, restaurants, shops and the  Chicago Children’s Museum . Navy Pier is also the starting point for various sightseeing cruises and boat rides .

Tip: If you are visiting Chicago in the summer, you might want to check out the free fireworks at Navy Pier every Wednesday and Saturday night.

one day visit chicago

7) Enjoy the views from  360 CHICAGO Observation Deck

If you did not visit the Skydeck at Willis Tower or if you want to see great skyline views of Chicago , head to 875 North Michigan Avenue (the building formerly known as the John Hancock Center). There is a public observatory on the 94th Floor named 360 CHICAGO  (formerly John Hancock Observatory) which tends to be less busy and has shorter lines that the Willis Tower.  The 360 Chicago observation deck has TILT, a enclosed moving platform that tilts you out over Michigan Avenue.

You can buy a skip the line ticket here to save time.

What to Eat in Chicago

Chicago style hot dog is a must if you only have 1 day in Chicago

Chicago is known for its great food and you can find restaurants serving every type of cuisine here. If you are visiting Chicago for the first time you might want to try deep dish pizza and a Chicago-style hot dog (remember, no ketchup allowed) two foods that Chicago is most famous for . There is a lot of debate which restaurant in Chicago serves the best deep dish pizza but you can’t go wrong with either  Lou Malnati’s  or  Giordano’s , two of the most popular choices with several locations in downtown Chicago.  Another restaurant that many locals recommend for its deep dish pizza with a caramelized crust is  Pequods  which is located in Lincoln Park only a short Uber, Lyft  or taxi ride from downtown.

These are my top choices for the best things to do in Chicago if you only have one day.

Check out my  3 day Chicago itinerary if you have more time or want to read about more things to do in Chicago. Also check out my guide to the best time to visit Chicago  before planning your trip.

Have you visited Chicago? If so what would you recommend first time visitors see if they only have a day in Chicago ?

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BEST Chicago Themed Gifts for the Chicago Lover in Your Life

savvyglobetrotter

I LOVE Chicago!! The bean is so fun! There’s also a park in the Lincoln neighborhood called Oz park. There are statues from the Wizard of Oz. So cool!

Never been to Chicago but definitely want to go there for The Bean! I think you have compiled a very helpful list for one-dayers given the fact that most of the crowd visiting Chicago is business. Great job!

My friend and I woke up every day for the sunrise near Millennium Park. So worth it! It was so cool to have the bean all to ourselves. Next time we’re back, taking the boat tour for sure!

I visit Chicago each year and never tire of it! I love the Bean and Millennium Park. Navy Pier is so American for me, especially in summer!

Well, I am yet to plan a trip to Chicago. Not sure when it is going to happen, US is just too far away.

I was in Chicago last November and absolutely hated it because of the weather. Your photos make me wanna go back and Cindy’s was one thing from my list that I didn’t get to check off either. Awesome recommendations!

This is an awesome itinerary to get some good eats and see some the main tourist attractions when in Chicago for just a short time! I’ll definitely head back to Cindy’s next time I’m there.

your post made me want to do Chicago RIGHT NOW! It looks amazing and I am saving it for when I plan my trip there. fingers crossed hopefully I get to go next year!

I was born and raised in Chicago, and for me whenever I went into the City I had to go to Uno’s for deep dish, if their crowded and they always are Duo’s is right down the street. If you want really, really great Italian food then you must go to Rosebud’s. They have numerous locations in the City and one in Naperville. If you plan a trip and it’s winter then make sure it’s around Christmas. The City is just beautiful, cold yes, but absolutely beautiful during the holidays.

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Chicago   Travel Guide

Courtesy of jaskoomerovic | Getty Images

one day visit chicago

1-day Itinerary in Chicago

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one day visit chicago

Art Institute of Chicago Art Institute of Chicago

Home to one of the country's most impressive collections of impressionist and post-impressionist art (plus works from numerous other genres), the expansive Art Institute of Chicago features nearly 300,000 works from all over the world in its permanent collection. You'll find pieces created in the Byzantine era, as well as paintings completed just a few decades ago.

Highlights include Jacob Lawrence's "The Wedding," Georgia O'Keeffe's "Sky above Clouds IV" and Grant Wood's "American Gothic." The Art Institute's exhibits also include all sorts of intriguing artifacts, from European armor to the Thorne Miniature Rooms, which showcase interior design and furnishings in Europe and America from the late 13th to early 20th centuries. In addition to the permanent collection, the Art Institute hosts traveling exhibitions covering a variety of subjects and showcasing a diverse array of artists and genres.

one day visit chicago

Millennium Park and Cloud Gate Millennium Park and Cloud Gate free

U.S. News Insider Tip: Construction around the Cloud Gate sculpture will limit the public's access to this top tourist attraction until spring 2024. While you might not be able to snag a selfie with "The Bean," many other attractions are available within the park. – Cortney Fries

A first-time visit to Chicago isn't complete without a stop at Millennium Park. Situated in the Loop just north of the Art Institute of Chicago , this 25-acre space is used to showcase cutting-edge art, architecture and landscaping; it also acts as a backdrop for concerts and festivals.

one day visit chicago

Chicago Architecture River Cruise Chicago Architecture River Cruise

A visit to 360 CHICAGO or Skydeck Chicago will give you a good overview of the city's layout. But if you want to learn more about Chicago's sky-high buildings, tag along on an architecture river cruise. During a river cruise, you'll gain great views and historical insight about well-known structures like the Wrigley Building, the Leo Burnett Building and the Fulton House.

Though several companies, including Wendella Sightseeing Co. and Chicago Line Cruises, offer architecture river cruises, most travelers recommend climbing aboard a Chicago's First Lady Cruises boat with a Chicago Architecture Center docent. You'll learn tons of information about the area's architecture, plus catch superb skyline photo-ops.

one day visit chicago

The Magnificent Mile The Magnificent Mile free

U.S. News Insider Tip: The Magnificent Mile, known for its world-class shopping, also has plenty to offer architecture buffs. Book a walking tour with the Chicago Architecture Center and hear the untold stories of North Michigan Avenue's architectural icons. Tours start at $30. – Sarah Estime

For shopping at more than 450 retailers within walking distance in downtown Chicago, make your way to The Magnificent Mile.

one day visit chicago

360 CHICAGO Observation Deck 360 CHICAGO Observation Deck

One of Chicago's most notable attractions is its skyline, and one of the best places to experience it is at the 360 CHICAGO Observation Deck.

Formerly known as the John Hancock Observatory, 360 CHICAGO towers 1,000 feet over The Magnificent Mile from its location on the 94th floor of the John Hancock Center (or 875 North Michigan Avenue as its more formally known). Encased by floor-to-ceiling windows, 360 CHICAGO boasts expansive views of the city; on a clear day, you can see four states. Meanwhile, the interactive screens will help you identify different landmarks that appear in your panorama.

one day visit chicago

Popular Tours

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One Day in Chicago Itinerary

one day visit chicago

Chicago, the third largest city in the USA, is a fantastic city to visit.

If you only have 24 hours in Chicago to spend, we want you to make the most of it.

Therefore we compiled a Chicago itinerary of things to do and things to bring on your next trip to the windy city.

The people here are friendly, the food is delicious, and Chicago's architecture along with its skyline is exquisite.  

Of course, we recommend you spend as much time as you can to enjoy the wonderful things that Chicago has to offer.

However, if you only have one day and really just want to experience the most famous “highlights”- here is your guide.

Check out our Chicago Visitors Guide , with budget advice, travel guides, and information about local Chicago attractions.

Tip: Save more money in Chicago with a tourist concession pass , which offers one-day attraction concessions.  Read our post to see if one is worth it for you.  

We also offer several pay-what-you-like walking tours .  

Wh at should you bring with you for a day in the city?

  • Cash, an I.D., your phone (and/or a map)
  • A refillable water bottle
  • SmartPhone/Camera
  • Comfortable walking shoes
  • Umbrella/Layered clothing if the weather is forecasted to be rainy and/or cold

Click the map to enlarge or click here for a movable map.

Chicago in 24 hours map

Breakfast in Chicago

We recommend you start the day with some food, so you can easily accomplish this full day of Chicago fun!

There are so many delicious breakfast food places in the city.  

For breakfast downtown, one suggestion is Pittsfield Café at Washington and Wabash ( map ) for a hearty diner-style meal. 

They open at 7:00 a.m. every day, so you can start your day early.

Enjoy the stunningly beautiful architecture inside the Pittsfield Building while you dine.

Chicago Travel Tips

If you have a sweet tooth and just want a quick bite, try one of Chicago’s boutique donut shops. 

Our suggestion is Stan's Donuts at Randolph and Dearborn ( map ) open daily from 7 am - 2 pm.

They are known for their original glazed, and we recommend the Nutella pocket, birthday cake donut, or a Stanwich! Don't forget your coffee.

Another great place for coffee is Dollop Coffee Co ., which has several options in the downtown neighborhood.

Visit the Cultural Center Chicago

If you just ate at the Pittsfield, the Cultural Center is across the street at Washington and Michigan.

The Cultural Center offers free admission with traveling exhibits on different floors. 

Check out the second floor to see a 38-foot-wide stained-glass Tiffany dome - the largest in the world!

Hours: Open 10 am to 5 pm daily.

At the bottom level, there is a visitor’s center with maps galore.

If you don’t have a map or a smartphone - we recommend you pick one up here.

Tour Downtown Chicago (the Loop) & Millennium Park

Taking a walking tour is always a great idea to better get to know a city, to meet a local guide and possibly some other nice travelers, and to gain some general orientation of Chicago.  

Free Tours by Foot offers many different tours and frankly, they all show different wonderful sections of Chicago but if you only spend 24 hours in Chicago we recommend the Loop & Millennium Park tour .

The Loop Tour runs several times per week, but please check the calendar to choose your date and to reserve a spot click here .

We also offer it as a GPS-led audio tour , which you can take any time of day.

Your Chicago-loving guide will take you on a journey through the downtown Loop district of the city which begins near State and Lake.

You will see the Chicago Theatre , Marshall Fields, the Picasso, and the Sears Tower (aka Willis Tower).  

While learning the history of Chicago you will gaze up at the magnificent skyscrapers and appreciate the architectural genius that is in Chicago’s concrete landscape.

The tour ends at Millennium Park the famous sculpture “Cloud Gate” (aka “The Bean”). You can also see the Crown Fountain nearby.

Alternatively, Maggie Daley Park is also a great option, especially with kids, which offers activities like ice skating, mini golf, a climbing wall, playgrounds, and scenic strolls in its beautiful gardens.

Chicago Museums

Chicago's museums are world-renowned, and certainly a highlight for many visitors. There are several options to choose from.

For adults and teenagers, the Field Museum and Art Institute of Chicago are two of the most popular, and largest museums.

You won't be able to see everything inside in one day, but you can spend a few hours at one of them.

If you're traveling with children, the Adler Planetarium and Shedd Aquarium are wonderfully educational - and fun! - places to visit.

Also, check out the Chicago Children's Museum.

Be sure to read our post on free museums in Chicago

Lunch          

By now you’ve probably worked up an appetite. We recommend heading over to Al’s Beef at 548 N Wells St. ( map ) for a quick bite to eat. 

They have Chicago-style hotdogs, which are all beef, with mustard, tomatoes, onions, relish, pickle, hot peppers, celery salt, a poppy seed bun, and NO KETCHUP and Italian Beef Sandwiches. 

Chicago Hot Dog

Although we call them Italian, this sandwich is certainly not from Italy. Most Chicagoans ask for Italian Beef with mozzarella cheese, and sweet or hot peppers (which we call giardiniera).

We ask for it to be “dipped”, which means the cook will take your entire sandwich and dunk it into seasoned meat juice. 

It is messy, but so delicious.

Water Tower

Let’s leave the Chicago Loop and head north to see one of Chicago’s oldest buildings to survive the Great Fire of 1871.

It's the Water Tower and Pumping Station – a real Chicago gem at Michigan and Chicago Streets.

The Water Tower now hosts a series of rotating free exhibits and the Pumping Station is now the Looking Glass Theatre.

It’s free to visit and open daily from 10 am - 6:30 pm (except Holidays).

Magnificent Mile

If you are a shopper, the Mag Mile is like the American Champ-Elysees on Michigan Ave. (For real: that was Daniel Burnham’s intention as the city planner in the late 1800s).

It is an entire mile of shopping and historic hotels.

You’ll find Coach, Gucci, Burberry, Apple, H&M, and even a Nordstrom’s Rack, among others.

Along the road are some architectural highlights, including the Tribune Tower, the Wrigley Building, NBC Studios, and Trump Tower.

Eat the Chicago Deep Dish Pizza Dinner?

You can’t come to Chicago without trying the famous Chicago-style deep-dish pizza .  

Chicago Style Deep Dish Cheese Pizza Fotolia

Our favorites are Pizzeria Uno’s at Wabash and Ohio ( map ) and Gino’s East at Michigan and Superior ( map ). 

According to the Chicago Tribune newspaper, Uno’s is the original deep-dish pizza.

Their pizzas are great, and the restaurant feels like a friendly underground lounge.

Gino’s East also has a lot of character. Their crust deviates from the Chicago original by using cornmeal as the base. Very tasty.

(Bring a permanent marker since you are encouraged to “leave your mark” on the walls.)  

Visit the Hancock Building, 360 Chicago, and the Signature Lounge

Now is the time to see one of the best views of the city.

Chicago Hancock Tower view

If you want to get a bird’s eye perspective of Chicago, head to the Hancock Building, 4 th tallest building in Chicago at Michigan Avenue and Chestnut.

We do recommend you visit the Chicago Observation Deck , 360 Chicago.

It's worth the ticket price and you can take great photos and enjoy the view from the 94th floor.

From 360 Chicago Skydeck, you can see Lake Michigan with its cruises and lakefront trails, Navy Pier with the Centennial Wheel, Chicago River with its river cruises, The Museum Campus, Wrigley Field stadium (home of the Chicago Cubs), Lincoln Park Zoo and other architectural marvels of Chicago.

You can also experience TILT which is a glass enclosure that tilts outward, offering stunning views of the city from a unique angle.

If you want to save yourself the admission fee though and instead spend the money on a cocktail or two instead, ride the elevator up to the 95 th floor to the Signature Lounge (you’ll have to show your I.D. here for age proof). 

The Signature Lounge is a great place for cocktails and/or dessert.

The food is wonderful and the view is unbeatable. Sip your cocktail while looking at the Sears Tower (aka the Willis Tower). 

Even though the line to get into the bar can be long (especially on weekends) the wait is worth it.

Also, attention ladies: use the ladies’ bathroom to enjoy the splendid views from the top. Sorry pals, no view for you in the bathrooms!

By now, it is either nighttime or the lights are lining the streets or perhaps the sun is about to set, so enjoy your drinks.

Enjoy Chicago Improv OR Blues

For the last event of the night, head to a blues club , or venture down to a comedy club to see some improv. There are options for both that are only a few train stops away. A taxi or rideshare service can also take you directly there for a fee.

Lincoln Park Blues

For improv, we recommend Second City at Wells and North Ave ( map ) to see a late-night show.

Second City is famous for training some of the best comedians like Tina Fey, Mike Myers, and the Belushi Brothers.

The closest Blues club would be Buddy Guys Legends at Wabash and Balbo, which is a great local spot.  

Either choice is a perfect end to a Chicago visit, especially because Chicago is known for the blues and improv.

Safe travels!

FREQUENTLY ASKED QUESTIONS

Is Chicago walkable?

Yes, Chicago is generally walkable, especially in its downtown area.

The city has a well-maintained grid system, sidewalks, and pedestrian-friendly areas.

However, the size of Chicago means that some attractions may require public transportation or other means of getting around for convenience.

What is the cheapest/fastest way to get around Chicago?

The cheapest way to get around Chicago is typically by using the public transit system, including buses and the 'L' train.

The fastest way for short distances is often walking, while ridesharing services like Uber and Lyft can be convenient for longer or less accessible routes.

Biking is also an economical and efficient option for getting around certain areas of the city.

Free Chicago Walking Tours

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One Day in a City

24 Hour Travel Itineraries to Make the Most of a Day in a Destination

One Day in Chicago Itinerary

December 1, 2020 By Gina Posts on this site may contain affiliate links. Read the full disclosure here .

A Local Shares Her Top Things to Do in Chicago in 24 Hours or Less

Spend a day in Chicago exploring the streets and parks among the impressive skyscrapers of this beautiful city.

If you’ve got one day in Chicago, this itinerary is your ultimate guide to the windy city. This Chicago itinerary was written by a local, so you’ll have the inside scoop on this city’s best kept secrets.

In the itinerary, you’ll get my recommendation on where to have brunch followed by my tips on exploring Millennium Park and the Chicago Riverwalk. In the afternoon, my Chicago guide will have you strolling the Magnificent Mile, visiting 360 Chicago and having lunch at Lou Malnati’s Pizza.

You’ll also get tips on checking out Oak Street Beach and Navy Pier, with a short rest built into the itinerary before a formal dinner and drinks in the evening.

Getting Around Chicago

Before we get to my One Day in Chicago itinerary, here are some quick tips on getting around.

Chicago is a huge city that’s well connected by public transportation. You can also get around by Divvy biking, cabs, or Ubers. If you only have one day in Chicago, you may want to consider cabs or Ubers since other methods will take up more of your limited time.

Chicago Skyline and City Beaches: Both are a must-see during 24 hours in Chicago.

Alright, now for that itinerary!

If you have just 24 hours to spend in Chicago, there are some things you won’t want to miss doing, so this itinerary includes all the top tourist attractions in Chicago that are must-sees like ‘the Bean,’ Michigan Avenue, the John Hancock Building, Millennium Park, the Chicago Riverwalk, as well as some unique things to do in Chicago .

Morning in Chicago

Get up super early for your day in Chicago and you might have Cloud Gate all to yourself.

Start your day in Chicago at Millennium Park. Have brunch at the famous Cindy’s rooftop. You’ll definitely need a reservation. Cindy’s overlooks Millennium Park, and it’s known for boozy brunches and excellent cocktails. 

Millennium Park, the “Bean” and Chicago’s Brunch Scene

Once you’ve toasted to your day in the windy city, head out to Millennium Park. It’s a beautiful urban green space that’s popular among tourists. Here, you can take an obligatory photo next to the gleaming Cloud Gate sculpture — which locals call ‘the Bean,’ because of its resemblance. 

The famous Art Institute of Chicago sits on the corner of Millennium Park. Wander inside if you are an art lover, but be careful not to lose track of time. You could easily spend hours here.

The South Garden fountains at the Art Institute of Chicago.

If you prefer to get a break from the crowds, head for the Art Institute’s South Garden — it’s a peaceful refuge in the middle of the bustling city.

BP Pedestrian Bridge

one day visit chicago

While in this area, make sure to cross the BP Pedestrian Bridge from Millennium Park into Maggie Daley Park.

Walking along the BP Pedestrian Bridge in Chicago

It’s a scenic walkway that offers stunning panoramic views of Chicago’s surrounding skyscrapers. There are plenty of scenic photo opportunities here!

Chicago Riverwalk

A perfect one day in Chicago itinerary should include time spent at the Chicago Riverwalk

Next, you’ll head to the DuSable Bridge. It’s only a 15 to 20 minute walk from Maggie Daley Park. 

On the southern end of the bridge, you can take the staircase down to the Chicago Riverwalk. Enjoy watching the yachts and tours go by, or try a glass of wine at the iconic city winery.

Once you’ve enjoyed the Riverwalk, head back towards the DuSable Bridge. This time, cross it!

DuSable Bridge in downtown Chicago. Put crossing it on your 24 hour Chicago itinerary.

Once you get to the other side (near Ghirardelli’s), you should stop and enjoy the views. This is one of the most Instagrammable spots in Chicago!

Afternoon in Chicago

From the DuSable Bridge, you’ll continue walking north on Michigan Avenue. This is the Magnificent Mile.

Chicago’s Magnificent Mile

Love to shop? Don't miss walking down the Magnificent Mile in Chicago.

The Magnificent Mile is Chicago’s glamorous shopping district downtown. Designer shops housed in tall skyscrapers along busy, tree-lined streets. This area is always busy and beautiful. It hosts a seasonal rotation of art installations, and there’s always performing artists and entertainers.

Heading down the Magnificent Mile, make sure to stop at Garret’s Popcorn. It’s a local brand that’s famous. You’ll know you’ve arrived when you smell caramel goodness and see a line around the corner. It’s worth it! 

Shopping Tips: Shop along your walk if you’d like as there are many places to do so. The Gap store the Magnificent Mile has an extensive sale section on the top floor (all the way towards the back). Also, I recommend visiting Uniqlo near the massive H&M. 

360 Chicago

John Hancock Tower in Chicago, which is home to the 360 Chicago viewing deck.

Along the Magnificent Mile, you’ll find the John Hancock building. For this one day in Chicago itinerary, you’ll be skipping the SkyDeck at the Willis (formerly Sears) Tower. Instead, you’ll visit the observation deck at the John Hancock tower. It’s called 360 Chicago, and it’s less crowded than Skydeck, so best if you’re limited on time and only have 24 hours (or less) to spend in Chicago.

Skyscraper and water view from 360 Chicago.

If you prefer to avoid touristy spots, you might instead opt for a drink at the John Hancock’s Signature Room instead of 360 Chicago. There, you’ll find the same views as at 360 Chicago but they come with more refined scenery and fancy cocktails. 

After you’ve enjoyed aerial views of this beautiful city, you’ll head toward Lou Malnati’s for a slice of Chicago’s finest deep dish pizza. It’s only a 10-minute walk from the John Hancock building. This is Chicago’s ritzy Gold Coast neighborhood, and it’s worth exploring.

Oak Street Beach and Navy Pier

Oak Street Beach in Chicago: a tropical feeling paradise in the middle of the Midwest city.

If your feet aren’t killing you yet, head over to Oak Street Beach just off the northern end of the Magnificent Mile.

At Oak Street Beach, you can experience Chicago’s most lively beach scene. Walk along the lake shore and enjoy killer views and carefree vibes. 

Rent a Divvy Bike and ride from Oak Street Beach to Navy Pier. At Navy Pier, you can get tickets to ride the legendary Centennial Wheel. 

Bird's eye view of the Navy Pier in Chicago. It's a great place to spend some time if you have 24 hours in Chicago.

Navy Pier is Chicago’s cultural hub. It’s where you’ll find an array of activities and events for all ages. Make sure to stop by the Crystal Gardens once you are there. 

Evening in Chicago

Spending 24 hours in Chicago gives you the opportunity to experience Chicago's dynamic nightlife and world-class restaurants.

Chicago is home to many incredible restaurants. If you aren’t trying to stick to a budget, try to get a reservation at Alinea.

Alinea is Chicago’s 3-Michelin-star rated restaurant. Tables are hard to come by, but the experience is worth the effort. It’s one of only 20 restaurants in the world to have this designation. 

Dining at Alinea Restaurant in Chicago

On the other hand, if you would prefer somewhere more modest, consider dining at Gilt Bar. It’s a romantic speakeasy vibe restaurant that serves American food. It’s a local favorite.

Afterwards, you may consider another rooftop bar if it is summer. Check out Devereaux or Terrace 16. If you aren’t a fan of heights, you may opt for a table at Pop’s Place for Champagne instead. 

Found this One Day in Chicago itinerary helpful? Pin again to read later!

Get a local's perspective on how to spend the perfect 24 hours in Chicago. This one day in Chicago itinerary has all the top things to do and see if short on time.

About the Author: Valentina blogs at Valentina’s Destinations , which was born from Valentina’s obsession with meticulously researching, organizing, and planning her travel itineraries. She’s originally from Serbia, but she grew up in Chicago. Valentina loves hunting down local restaurants, unique experiences, and hidden gems. You can follow her on Facebook and Instagram .

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I'm a former travel agency marketing director turned freelance travel writer. My editorial and copywriting work has been published on and in USA TODAY, Travel + Leisure, the Travel Channel Cities app, TripSavvy, and many more online and print publications. I especially love sharing my knowledge of traveling with limited vacation time, making the most of cruise ports of call, and vacationing with kids. I also enjoy sharing my favorite travel gear and products to make traveling easier!

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Where the Wild Kids Wander

Family | Travel | Adventures

24 Hours in Chicago: A One Day Itinerary

Lauren

  • November 15, 2023
  • Updated January 8, 2024
  • In Illinois

Are you looking for some fun things to do when you only have 24 hours in Chicago? We’ve got you covered!

We loved our visit to Chicago! And even though we only had about 24 hours to explore the city, we could see a lot in one day.

Chicago has so many amazing things to do. It’s known for its world-class museums, fantastic architecture, and food! And you can enjoy a taste of everything during your short visit.

An architectural boat tour is one of the best ways to see Chicago in one day. You’ll learn much of the city’s history while seeing many of the famous buildings during a quick trip down the Chicago River.

The guide below contains even more fun ways to spend your 24 hours in Chicago, including extra options you can tailor to your taste. So, let’s dive in and start planning your day in the Windy City!

Disclosure: Some of the links below are affiliate links, meaning, at no additional cost to you, we may receive a commission if you click through and make a purchase.

Exploring Chicago in One Day: The Best Way to Spend 24 Hours

Chicago is such a big city! And there are so many fun things to do that you won’t even be able to see a fraction of them if you only have 24 hours in Chicago. We spent a whirlwind 24 hours in Chicago, and these are the attractions and places we squeezed in.

There is a lot of walking involved, but you can also take the CTA or ride shares around the city. If you purchase a  Go City Chicago Explorer Pass , you can add the Hop On/Hop Off bus tour to help you get around town.

Navy Pier and the Centennial Wheel

If you didn’t already know, Chicago is home to the first Ferris Wheel! It was created by George Washington Gale Ferris Jr. for the World’s Fair in 1893. Although the original wheel no longer stands, you can still ride a Ferris Wheel in Chicago!

The  Navy Pier  sticks out over Lake Michigan and offers beautiful views of both the lake and the city. The Navy Pier is home to several shops and restaurants, as well as attractions like the Chicago Children’s Museum, Chicago’s Shakespeare Theater, and Amazing Chicago’s Funhouse Maze.

View of Centennial Wheel at the Navy Pier in Chicago

However, you can’t visit the Navy Pier without riding the Centennial Wheel. The views from the 200-foot-tall wheel are unmatched. It’s incredible to look out over Lake Michigan and see the city from up high. The cars are climate-controlled, making it ideal to ride any time of year.

Architectural Boat Tour

A great way to see a lot of Chicago in a short period of time is by taking an architectural boat tour . The tours allow you to sit down and learn about Chicago’s rich history and stunning skyline.

You’ll see notable landmarks like the Wrigley Building, Willis Tower (formerly known as Sears Tower), Tribune Tower, as well as other beautiful and interesting buildings.

View of Chicago from the Chicago River on an architectural boat tour

You have the option of a 45-minute or  90-minute boat ride  from several tour companies. We enjoyed our  45-minute tour with Wendella . This is perfect for families with young children or if you are short on time. And, if you only have a day in Chicago, you might be!

🚢 This Boat Tour is Run By the Chicago Architecture Center

Giordano’s Deep-Dish Pizza

After your boat tour, head over to Giordano’s for the famous Chicago deep-dish pizza. We visited the one on Randolph Street, which is a short walk from the river.

Giordano's deep dish pizza in Chicago

The pizza is delicious, but it can take up to an hour for it to bake. If you want to spend less time in the restaurant and more time exploring Chicago, you can order your pizza ahead of time .

Visitor’s Tip: The small deep dish pizza is enough to feed 2-3 adults.

Millennium Park

When you see photos of Chicago, most likely, one of them will feature “The Bean.”  Cloud Gate  is the official name of the reflective, kidney bean-shaped sculpture in Millennium Park. It’s one of the most popular spots for visitors to take photos of themselves and the reflection of the city.

If you’re visiting Chicago in the winter, ice skating is available at Millennium Park. They also host concerts during the warmer months.

Maggie Daley Park

Millennium Park and Maggie Daley Park are connected by a gorgeous pedestrian bridge that crosses Columbus Drive. It’s another fantastic photo op spot in Chicago.

The Play Garden at Maggie Daley Park features a bridge and several slides

If you’re visiting Chicago with kids, you’ll want to head right over to the Play Garden. There, you’ll find several climbing structures and slides, as well as other unique ways for kids to enjoy themselves. We loved the bridge play area and the mirr

Visitor’s Tip: The area contains several small play areas that connect. Kids can easily slip away to the next area without parents realizing.

There are several other fun  things to do in Maggie Daley Park . In addition to the Play Garden, there is a climbing wall, mini golf, ice skating in the winter, and rollerblading in the summer.

Ride an Elevated Train

Your legs might get tired after you’re done at Maggie Daley Park. This is the perfect time to enjoy a ride on  Chicago’s rail lines  to get to Willis Tower. Of course, you can always ride share, but where’s the fun in that?

If you want to experience an elevated train, walk over to the Washington/Wabash station on Wabash Avenue between Washington and Madison Streets from Maggie Daley Park. Once there, take either the Pink or Purple line to Quincy Station. Willis Tower is a very short walk from the station.

Skydeck at Willis Tower

If you are a fan of Ferris Bueller’s Day Off , you might remember when Ferris, Cameron, and Sloane visited the Sears Tower to look over Chicago. Well, you can do the same thing!

Three people looking out the north window at the Willis Tower Skydeck

The Skydeck  is on the 103rd floor of the Willis Tower (formerly the Sears Tower). From the observation deck, you can get views in all directions of Chicago, Lake Michigan, and more! And if you’re feeling brave, you can step out onto “The Ledge,” a glass enclosure that sticks out over the streets below.

Woman sits on the glass bottom of the Ledge at the Willis Tower

Before you take the elevator to the 103rd floor, there are several exhibits and photo opportunities along the way. You’ll learn about the history of Chicago’s architecture and some of its notable citizens.

Visiting the Skydeck and The Ledge will take up a large chunk of your day in Chicago. Plan to spend about two hours enjoying the exhibits and the view.

Other Ways to Spend One Day in Chicago

Chicago is home to several world-class museums, a great option to fill your day in Chicago. Many museums are in Downtown Chicago and easy walking distance from Millennium Park like the Art Institute of Chicago.

You can also head to the southernmost portion of Grant Park, where you’ll find the  Field Museum  and the Shedd Aquarium.

🏛 This pass offers admission to both Field Museum and Shedd Aquarium

Lincoln Park Zoo

Lincoln Park Zoo is one of the country’s oldest and most cherished zoological parks. Situated in Lincoln Park along Lake Michigan, this FREE zoo is home to almost 200 species and more than 850 plant species.

The zoo is about a 10-15-minute drive north of Downtown Chicago. There is even more to do in and near Lincoln Park, like the Lincoln Park Conservatory, the Chicago History Museum, and North Avenue Beach along the lake.

360 Chicago

Although it’s not as high up as the Skydeck, 360 Chicago , situated atop the iconic John Hancock Building, still offers visitors a breathtaking view of the city skyline and Lake Michigan.

For those who aren’t afraid of heights, you’ll want to try TILT. It leans visitors outward from the building’s 94th floor, providing a scary but cool view of the streets below.

Frank Lloyd Wright

If you want to focus more on architecture during your 24 hours in Chicago, you’ll want to visit some of Frank Lloyd Wright’s creations . His groundbreaking designs, such as the Robie House and Unity Temple, showcase his organic architectural style, which left a mark on the city’s landscape.

In Downtown Chicago, you can tour the Rookery, a multi-story office building built in the late 19th century. If you really want to see more of his designs, take the Green Line to Oak Park. His home and studio are a short walk from Harlem Station.

Take a Self-Guided Mural/Street Art Tour

Chicago, like many other major cities, has beautiful murals, street art, and graffiti around town. It’s fun to walk around, enjoy the art, and even strike a pose!

You can always take a professional tour if you want more information about the artists and have a better idea of where to go.

Best Time of Year to Visit Chicago

The best time to visit Chicago, especially for an architectural boat tour, is during the late spring to early fall months, typically from May to September.

The weather is ideal for exploring its architectural wonders along the Chicago River, and the weather tends to be milder, allowing visitors to enjoy the city’s beauty comfortably.

Additionally, the longer daylight hours will give you more time to enjoy the breathtaking views of the city’s skyline and iconic buildings.

Where to Stay in Chicago

If you’re only in Chicago for one night, you’ll want to stay close to all of the attractions on this list. These hotels are some good options:

  • Sheraton Grand Chicago Riverwalk sits on the Chicago River and is a short walk to the Navy Pier and Millennium Park.
  • Embassy Suites Downtown Magnificent Mile offers large suites, a made-to-order breakfast and indoor pool and is in walking distance to the Navy Pier and Millennium Park
  • Sable at Navy Pier offers rooms with amazing views of Lake Michigan on the Navy Pier.

🏩 Find the right hotel for you in Chicago here

Getting Around Chicago

For your one day in Chicago, most of the attractions listed above are within walking distance of each other. Walking is easy in Chicago with the wide sidewalks and pedestrian-friendly crosswalks.

Riding the loop is a fun way to explore Downtown Chicago. It is very easy to navigate and only costs $2.50 per trip. You also can get a 1-Day pass for $5.

Another option to get around Chicago is by ride share. Ubers are plentiful in the Windy City.

🚌 Get around Chicago using the Hop On/Hop Off bus on this pass !

Places to Eat in Chicago

As noted above, one of the best places to eat during your visit to Chicago is Giordano’s for their deep-dish pizza. They have locations scattered all over the city, but we recommend eating at their  Prudential Plaza/Millennium Park  location.

Another excellent restaurant near Navy Pier and the Chicago River is  D4 Irish Pub & Café . Their corned beef sandwich and D4 burger are delicious and perfect for lunch or dinner. And if you’re visiting Chicago with kids, they have a great children’s menu.

one day visit chicago

FAQs About Visiting Chicago For One Day

Is one day enough for chicago.

Even with only one day in Chicago, you can do a lot of the big touristy stuff. You just have to plan in advance and try to see many things that are close together.

What Is Chicago Known For?

Chicago is known for its architecture! Which is why we recommend taking an architecture boat tour during your 24 hours in Chicago.

🚢 This boat tour is a great way to see Chicago’s architecture

Wrapping Up 24 Hours in Chicago

Chicago is a HUGE city with so many things to do. You won’t be able to see everything in one day, but you can get a taste of what Chicago offers. We can’t recommend an architectural boat tour enough. It’s really the best way to see a lot of Chicago in a small amount of time.

No matter how you choose to spend your day in Chicago, remember to plan to see things closer together so you can maximize your time. And have fun! Chicago is a fantastic town.

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If you only have 24 hours in Chicago, how would you spend it? This itinerary gives you the best way to enjoy a day in Chicago including an architectural boat tour.

Lauren is the visionary behind Where the Wild Kids Wander. She is a travel enthusiast who lives outside of Philadelphia. For more than a decade, she's been hitting the road, exploring the nooks and crannies of the United States alongside her family. Her passions include visiting big cities and small towns and trekking through nature's trails. She loves sharing those adventures with fellow travelers.

Phenomenal Globe Travel Blog

The Perfect 1 day In Chicago, Illinois: Itinerary And Travel Guide (2024)

By: Author Irina

Posted on Last updated: May 24, 2024

Categories Blog

The Bean Cloud in Chicago

Oh, what’s that? Did you find yourself in the Windy City for one day during your cross-country crusade of the States? We’ve got good news for you — these might be the most exciting 24 hours ever. From towering skyscrapers to finger-licking deep-dish pizza and live blues performances, Chicago has so many fun things to offer!

After several trips to the city, we came up with a perfect Chicago in one day guide offering a wild mix of corners to explore. Tag along and stroll through historic neighborhoods, try local delicacies, and check out hidden gems along the way. Let’s make this an unforgettable experience together!

Is one day enough for Chicago? Important things to know

One day in Chicago itinerary sounds like a challenging task. Can you soak up all the sights, sounds, and flavors of this iconic American city that fast? Actually, yes! With our guide you’ll be able to go through all the best Chicago experiences in 24 hours! Let’s start with some useful things to know before you go.

Getting in and out of Chicago Airport

A short answer on how to get to and from any of the two Chicago Airports is to, as locals call it, ride the ‘L’ (short for “elevated”). City’s train system will get you downtown for just $5 and with no traffic. Plus, it’s an experience in itself — looking at Chicago’s neighborhoods from the elevated tracks of the nation’s second-busiest rapid transit system after New York’s Subway is a great way to start.

  • CTA Blue Line from/to Chicago O'Hare International Airport (ORD) — operates 24/7, takes 45-60 minutes, costs $5
  • CTA Orange Line from/to Midway International Airport (MDW) — operates from 4 a.m. to 1 a.m., takes 25-30 minutes, costs $5

Luggage storage at Chicago Airport

If spending the night is not on your one day in Chicago itinerary, you might be interested in leaving your luggage at the airport when you arrive. Unfortunately, both city airports don’t have lockers or any storage facilities. So what do you do in this case?

We have a way out for you — Radical Storage , an online service with plenty of secure storage locations. Just follow the link and book a desired drop-off spot. You can choose a location closest to the airport or take a train to the city center with your belongings and leave them at one of the downtown spots. The price for one-bag storage starts at just $5.90/day.

How to get around Chicago in one day

Let’s start with the basics. Chicago is a walkable city. Major tourist attractions in the downtown area are located pretty close to each other, and there are lots of parks and nice pathways perfect for a leisurely stroll. But since you have only one day to spend in Chicago and some of the must-see things are further away from the center, you might be interested to learn about faster (but still budget-friendly) options that don’t include your own two feet.

The cheapest way to get around is, surprise, surprise… public transport. As mentioned before in the article, you can travel fast, save money, and explore the city neighborhoods from above by using the “L” (short for “elevated”) train system. Purchase a Ventra card (single ride: $2.50 for train, $2.25 for bus) and refill it on the go with the app as you need. You’ll also be able to have a free transfer within two hours.

Pro tip: A good idea for a 1-day Chicago itinerary is to buy a 24-hour unlimited pass for just $5 right at the airport.

A perfect day in Chicago — what to do?

In this guide, we offer our take on what to do in Chicago in one day in 2024, unveiling must-see attractions, culinary delights, and local treasures of the city. Without any further ado, let’s embark on this whirlwind of a journey through the heart of the Windy City.

Join an entertaining guided tour

What makes the most sense when you have just one day in Chicago looking for things to do? A sightseeing tour, of course. It’s an exciting and time-saving way to discover the city, especially for those who visit Chicago for the first time. And how about a fun theme excursion that will create lasting memories rather than a typical route through the must-see attractions?

  • One of the things Chicago is known for is its historical ties to organized crime. We took this Gangsters and Ghosts 2-Hour Walking Tour to learn about the city's dark past. This experience proved to be engaging for both history aficionados and those whose knowledge of Al Capone is limited to the 2020 film featuring Tom Hardy.
  • A more family-friendly option of taking a look at the city's brighter side is the 1.5-Hour River Cruise . Discover Chicago's iconic landmarks with ease as you relax on the deck and listen to a live guide.

Take a bite out of Chicago’s Bean

Side note: The plaza housing the Bean is currently undergoing renovations, which means no public access and limited views of the sculpture. Construction is anticipated to continue until spring 2024.

The Bean is what you might want to have for breakfast — only metaphorically, of course, since arriving early allows you to avoid the crowds. In the morning, when the square is nearly deserted, you can capture the best Instagram shots with the skyline views of Chicago reflected from the stainless steel surface of the sculpture.

Once you are done with the “main course”, check out the “side dishes” nearby. Millennium Park (home of the aforementioned Bean) also stations popular tourist attractions like Crown Fountain , an interactive digital art installation with water, and Jay Pritzker Pavilion , an outdoor concert venue known for its innovative design. For a picturesque relaxation spot, consider visiting Lurie Garden .

Pro tip: If you do actually need a cup of coffee and a real snack, pay a visit to Hero Coffee Roasters. We really enjoyed this cozy shop tucked away in a charming alley. Here, you can never go wrong with an order of a classic latte ($4,25) and one of the cafe’s iconic bagels (Sausage, Egg & Cheese for $8,5 is guaranteed to keep you full till lunch).

Discover Chicago’s art gems

Millennium Park in Chicago city

Located pretty close to Millennium Park, the Art Institute makes for an ideal follow-up destination on our one day in Chicago itinerary. It houses a vast collection of paintings, sculptures, and textiles, featuring well-known masterpieces like Grant Wood's “American Gothic”, Edward Hopper’s “Nighthawks”, and Vincent van Gogh's “The Bedroom”. We recommend buying tickets on the website ahead of time, particularly for special exhibitions.

If you are not an art enthusiast, let us offer you a few other notable mentions of Chicago’s most popular museums:

  • The Field Museum boasts the largest, most complete T. Rex skeleton ever discovered (affectionately nicknamed as SUE, after the woman who unearthed it in the 90s), making it a great spot for travelers with kids.
  • Shedd Aquarium , another family-friendly choice, showcases a wide variety of aquatic life.
  • The History Museum is a must-visit for those intrigued by the rich history of Chicago.

Savor the ultimate Chicago deep-dish pizza

After having some food for thought, let’s have some real food. Chicago one day itinerary would be incomplete without a world-renowned pizza. A thick and hearty iconic Chicago-style pie known for its deep, buttery crust, layered structure, and generous toppings is the perfect culinary delight for a hungry traveler.

The top contenders for the title of the best deep-dish pizza in Chicago are the well-known chains, Giordano's and Lou Malnati's . Some locals prefer the former for its signature stuffed pizza with layers of cheese and toppings, while others lean towards the latter for its buttery, flaky crust and chunky tomato sauce. To settle this debate, we suggest you taste both and come up with your own opinion on the matter.

Admire architectural marvels

After having a fulfilling meal, it might be a good idea to get a little exercise. And what's a more enjoyable way to do it than by taking a relaxed stroll and checking out Chicago's wonderful architecture? Many of the most iconic sights of the central area are located within walking distance from each other.

🔸 The Chicago Theater — a legendary lit-up marquee sign is a famous symbol of the city and a go-to spot for awesome photos. 🔸 Marina City — two towers shaped like corn cobs symbolize Chicago's mid-20th-century architecture. 🔸 The Jeweler's Building — according to urban legend, Al Capone used this building with a unique terraced crown as a hideout. 🔸 Carbide & Carbon Building — this fine example of Art Deco is also referred to as champagne bottle building due to its appearance. 🔸 Wrigley Building — a historic building famous for its elegant design and an iconic clock tower. 🔸 The Tribune Tower — a neo-Gothic skyscraper features rocks from global landmarks embedded in its exterior walls.

Take a scenic route

Chicago River

After exploring the architectural wonders mentioned earlier, we recommend using the Chicago Riverwalk as your pathway to the next stop on our 1-day Chicago itinerary. This charming promenade lined with bars and restaurants offers great views along the way. You can get a new perspective on the city's skyline and take some impressive photos.

What’s more, the Riverwalk features riverfront gardens, public art installations, and cozy benches that add to the serene atmosphere and provide ideal relaxation spots. And if you are visiting Chicago in mid-March, you're in for a cool bonus — the chance to witness the green dyeing of the river in celebration of St. Patrick's Day.

Have fun at Navy Pier

Bob Newhart statue

One of the best things to do in Chicago if you only have one day is hanging out at the city's most famous pier. Whether you prefer leisurely walking along Lake Michigan or capturing memories aboard the iconic Centennial Wheel , you're in for a treat with fantastic views!

It’s also a great idea to visit the pier in the evening — the sparkling lights, the cool lake breeze, and the shimmering water combine to create a truly magical experience!

If you're feeling artsy, dive into the Gallery of Stained Glass to admire incredible colored windows. Alternatively, for a day of family fun, the Chicago Children's Museum is a must-visit destination where you and your kids can have a blast.

Soak in Chicago’s skyline

Chicago's Skyline

If you happened to miss out on the breathtaking views from the Navy Pier’s Ferris wheel, we’ve got you covered with this attraction. Welcome to 360 CHICAGO ! Enjoying stunning panoramas from the 94th floor of the John Hancock Building is an essential addition to any one day in Chicago itinerary. General admission starts at $30 but we recommend adding access to a tilting glass lookout for just $9 more.

While in the neighborhood, don’t overlook the Chicago Water Tower . Not only does it showcase exquisite Gothic Revival architecture, but it also serves as a powerful symbol of resilience. The historic water tower is one of the few structures that survived the devastating Great Chicago Fire!

Explore Lincoln Park

What to do in Chicago for a few hours? Lincoln Park will keep you occupied with plenty of engaging activities.

For starters, it offers access to North Avenue Beach with opportunities for summer swimming and water sports. A short stroll away, you'll find Chicago's picturesque waterfront trail — a favorite spot for jogging and biking among locals, as well as a great lookout for gazing at the downtown skyscrapers.

Lincoln Park should also be at the top of your list of the things to do in Chicago this fall. The trees burst into vibrant shades of red, orange, and yellow, creating a picturesque backdrop for your visit. With the summer tourist season winding down, you’ll be able to take a break from the hustle and bustle of the city and relax by one of the beautiful ponds.

Last but not least, the park is home to one of the best things to do for free in the city, Lincoln Park Zoo . If you have one day in Chicago and are in desperate need of activities that will entertain your little ones, this is an ideal destination for exploring a diverse array of animals and beautifully landscaped gardens. Keep in mind though that the zoo closes at 5 p.m.

Chill at Chicago’s best bars

Chicago

You might feel a little tired after a long day. A perfect way to relax and wrap up your 24-hour stopover in Chicago is by immersing yourself in the city's rich musical heritage at renowned venues like Buddy Guy's Legends and the Jazz Showcase .

Not particularly interested in live music and just want to know cool spots in Chicago to grab drinks? Go on a bar crawl through Old Town. The area boasts a wide range of bars, making it a popular choice for nightlife.

If you are willing to experience Chicago's famous speakeasy ambiance during your short stay, the Violet Hour is an ideal destination! It perfectly captures the hidden, Prohibition-era vibe the city is famous for, offering a unique and memorable way to end your visit.

BONUS: Experience city’s unique neighborhoods

If you end up having extra time looking for more things to do in Chicago in 1 day, consider taking the Bloomingdale Trail , also known as the 606.

Once an abandoned rail line that is now a recreational trail and park; it provides a fantastic way to wander through distinctive neighborhoods such as Wicker Park and Logan Square, each boasting its own unique character and charm. It's a great way to delve deeper into the local culture and experience more of what Chicago has to offer in a short time.

What to do in Chicago for a few hours?

Art Institute of Chicago

When you have less than 24 hours in Chicago, making the most of your visit is crucial. Given that a typical ride to the airport takes about 60 minutes, a 6-hour stopover offers a fantastic chance to explore the city's highlights.

Since absorbing all the best landmarks of Chicago is such a time-sensitive mission for you, let us give you a helping hand.

Here are our answers to “What should I not miss at a stopover in Chicago?”

1. Millennium Park: Enjoy the beautiful greenery, admire art installations like Crown Fountain, and take a look at the legendary Bean. 2. Art Institute of Chicago: Pay a brief visit to witness masterpieces like Grant Wood's “American Gothic” and Vincent van Gogh's “The Bedroom”. 3. Chicago Riverwalk: Take a leisurely stroll with scenic views of the Chicago River and architectural wonders like Marina City and The Tribune Tower. 4. Quick Bite: Sample city’s signature foods like a Chicago hot dog at Portillo’s or a slice of deep-dish pizza at Giordano’s. 5. Navy Pier: If you have a little extra time, head to the iconic pier for a Ferris wheel ride and magnificent views of Lake Michigan.

While a short stay like that won't let you see everything Chicago has to offer, it can give you a taste of the city's culture, cuisine, and attractions and a reason to come back!

Where to eat in Chicago?

Food in Chicago

We've figured out what to do in Chicago in one day in 2024, now let’s take a closer look at the best places to eat. The city is renowned for a variety of culinary delights. We’ve already mentioned some great food in Chicago like mouthwatering deep-dish pizza at Giordano’s and Lou Malnati’s or Chicago-style hot dogs at Portillo’s, but here are more of our city favorites:

  • La Josie — an authentic Mexican restaurant in the heart of the trendy West Loop neighborhood. Delicious tacos, creative cocktails, and nice atmosphere.
  • Kanela Breakfast Club — a diverse menu of mouthwatering brunch dishes. Close to major landmarks like Navy Pier and Lincoln Park.
  • Beatrix Market — a grab & go market with a focus on fresh, healthy, and seasonal ingredients. Perfect for a quick lunch.
  • Hero Coffee Bar — high-quality coffee drinks and light snacks to kickstart a perfect day in Chicago.
  • Lockwood Express — try a famous Palmer House brownie in an elegant setting. Plus, savor Bertha's Brownie Latte for an ultimate brownie experience.
  • Intelligentsia Coffee — a range of exceptional coffees in a stylish and welcoming atmosphere. Locations right in the heart of Chicago.
  • Garrett — a chain of gourmet popcorn shops with their signature combo of cheddar and caramel flavors, known as the “Chicago Mix”.
  • Goddess And The Baker — delicious baked goods, from colorful and decadent cakes to fresh pastries and sandwiches.

Where to stay in Chicago?

You have a day in Chicago sorted, it’s time to take care of the night! Unless you plan on partying hard and bar hopping, you’ll need to know what is a good place to stay in the city. Here are our recommendations:

1. Downtown/Loop: Stay in the loop with all Chicago’s main attractions like Millennium Park and the Art Institute right around the corner. You'll discover a range of accommodations to suit various budgets, from luxurious options like 5* The Langham to more economical choices like 3* Central Loop Hotel (from $104/night) — a convenient and affordable base for travelers seeking comfort right in the heart of the city.

2. River North: The area is known for its vibrant nightlife, art galleries, and trendy restaurants and offers a mix of upscale and mid-range hotels. Where to stay in River North? 3* Freehand Chicago (from $99/night) is a blend of private and shared accommodations in a great location.

3. West Loop: A trendy neighborhood known for its dining scene, great bars, and artsy vibe. A great choice for foodies and those seeking upscale accommodations. Where to stay in West Loop? 4* The Hoxton (from $179/night) is a stylish boutique hotel with cozy ambiance, comfortable rooms and a rooftop pool.

Pro tip: Consider spending the night at one of the Sonder apartments. We enjoyed our stay at their South Wabash location , and it was quite budget-friendly, coming in at just around $100/night for 2 people. Our studio was very well-furnished and comfortable.

More tips for visiting Chicago in 2024

River in Chicago

Now that we know how to spend 1 day in Chicago, we would like to share some extra useful tips and answer a few popular questions.

🔹 The best time to visit Chicago is late spring or early fall. The weather is mild, so you can enjoy outdoor activities. Plus, there are fewer crowds than in summer.

🔹 How many days to spend in Chicago? We would say that 2 or 3 days allow you to see all the major landmarks and experience all the fun things at a relaxed pace. But if you don’t have that kind of luxury and your time is very limited, then this guide will help you make the most of your 1-day stopover in Chicago.

🔹 Start your day early to beat the crowds. You will need some fuel to wake up at the crack of dawn: One of the best cups of coffee in Chicago can be found at Hero Coffee Roasters.

🔹 Buy a 24-hour CTA Pass for just $5 to save money on transportation. It gives you unlimited access to the “L” train and bus rides for the day.

🔹 Consider investing in an All-Inclusive Go City Chicago Pass (priced at just $129), which grants you unlimited access to some of the best places to visit in Chicago in 1 day, including Shedd Aquarium, Field Museum, 360 Chicago, Navy Pier Ferris Wheel, and Hop-On Hop-Off Bus. Plan to explore less than 4 attractions? Save money with the Explorer Pass (starting from $87 for 2 choices).

🔹 If you don’t want to puzzle over what can you do in Chicago in 24 hours, you might want to throw caution to the wind and not plan ahead, apart from booking a guided tour for a hassle-free and entertaining experience. Get to know the city with a knowledgeable guide, and then go with the flow: Whatever area you choose to explore in Chicago, it’s bound to have some interesting locations to discover (just steer clear of the South Side, and you’ll be golden). The aforementioned Gangsters and Ghosts 2-Hour Walking Tour and a 1.5-Hour River Cruise are fantastic choices for getting the feelers out on the overall vibe of the Windy City.

🔹 Since we’ve mentioned avoiding particular areas of Chicago (we see you, South Side), don’t think about visiting the iconic Shameless house from the TV show: Not only is it an actual house that is occupied by an ordinary family, but it’s also located in a pretty sketchy Chicago neighborhood. Lip and Fiona won’t come to save your butt from getting jumped in the alleyways, that’s for sure!

🔹 If you get a Chicago-style hot-dog, don’t commit a tourist faux-pas by putting ketchup on the dish. The vendor won’t actually harm you for dousing one of the best hot-dogs in the world with ketchup, but they will judge you pretty harshly.

The perfect one day in Chicago: in conclusion

We hope that with the help of our article you will have the most amazing time in Chicago: Whether you have only a day or a whole week in the Windy City.

Feel free to drop any additional tips or suggestions on what to see in Chicago in one day in the comments below. Your insights and recommendations are greatly appreciated!

Little Blue Backpack

chase what's fun.

Destinations , Road Trips , Vacations · January 26, 2022

One Day in Chicago Itinerary Builder: Create Your Perfect Day

Chicago, the third-largest city in the United States, is home to many top attractions including Millennium Park, Navy Pier, and the Magnificent Mile. History, culture, and diversity create the Windy City. Restaurants, museums, and parks make it one-of-a-kind. And whether it’s one day in Chicago or one week…

You are sure to feel Chicago’s unmatchable energy!

one day in chicago the bean

If you only have one day in Chicago, you must have a plan and maximize your time.

Luckily, you are in the right place! This is a FULL-DAY Downtown Chicago Itinerary Builder that typically takes (1) overnight stay unless you are going somewhere close by afterward.

Obviously, cut out what you need to and tailor it to your schedule and preferences. Below will help you determine if this is the blog post for you:

Who Is This Itinerary Builder For?

  • You want to explore DOWNTOWN Chicago : There won’t be enough time to explore neighborhoods.
  • It’s your first time in downtown Chicago : It’s *PERFECT* for hitting the most popular Chicago destinations.
  • It’s your second- (maybe third-) time in downtown Chicago : You have likely exprienced some of the recommendations. If so, visit the places you missed while incorporating some of the alternatives.
  • You want to hit the main attractions : Tourists traps become them for a reason! You will check off a lot of “bucket list items.”

Note: My recommended “Perfect Day” is in Green Headlines with the alternatives listed below them.

Who Is This Itinerary Builder NOT For?

  • Those who are interested in exploring Chicago neighborhoods like Lincoln Park, Wrigleyville, and River North.
  • Downtown Chicago Pro’s : If you’ve been here 4+ times, this probably isn’t the blog for you. These posts will be more up your alley: The Best Places to Eat in Chicago , The Best Bars in North Chicago , and Chicago in December: The Best Things to Do During the Holidays .

Now that you know if this is the right place for you, let’s start planning!

chicago skyline

When Is The Best Time to Visit Chicago?

My vote for the BEST month to go to Chicago is June. And the worst is February. That said, whenever it fits your schedule is the right time to spend one day in Chicago!

Spring (March-May) is great because you’ll deal with slightly fewer crowds and (hopefully) mild temperatures. Summer (June-August) is incredible because you’re surrounded by a summertime vibe that is unlike anywhere else. Fall (September-November) is much like spring—with the bonus of a playoff baseball, football, basketball, and hockey sports buzz. And winter (December-February), you can experience the holiday happenings and beautiful decor.

Planning to Visit in December? Read: Chicago in December: The Best Things to Do During the Holidays

Where to stay in downtown chicago.

If you are staying (1) night in the area, there are countless downtown Chicago hotels, Airbnbs, VRBOs, etc. I’ll leave it up to you on where you stay because everyone is on a different budget with varying expectations. Keep in mind that with this Itinerary Builder, you will want to be within a few blocks of the Magnificent Mile. If you are looking for a hotel, I can recommend:

Hilton Garden Inn

It’s in a fantastic location, plus very clean with kind staff and the Weber Grill Restaurant inside (which you should grab a beer at if you stay!)

one day in chicago views

Getting Around

The Interary Builder is intentionally built to maximize your time by staying in the same (general) area. Nobody wants to spend their one day in Chicago in an Uber! Ideally, you’ll only need one ride the entire day. The rest? Exploring all of the Chicago hot spots.

You will do a lot of this. But, I think it’s the best way to explore the city and most of the journey is in complete walking distance. You’ll be entertained throughout most of your walks with shops, street performers, the lake, and people watching. Throw on your Fitbit and get ready!

TIP: PLEASE wear comfortable, quality shoes, sandals, or boots. You don’t want to do this without them.

Public Transportation

If you’d rather get from one place to the next on wheels, there are plenty of public transportation options. The “L” train will get you to different areas of downtown. And, more likely, the bus will be your best option. You can purchase a CTA Ventra card for $5 for the day. And Google Maps can help you with which bus and/or train to hop on.

Ubers & Cabs

Like I said, you’ll likely need 1-2 rides throughout the day but they will be short. Expect anywhere from $7-15 per ride.

one day in chicago downtown trains

Things to Keep in Mind

  • SMALL MEALS! : You’re only in Chicago for ONE day and there is SO MUCH food to enjoy! Plan to eat three meals, but make them small and don’t get too full.
  • YOU’RE SAFE : A lot of fear is pumped out when it comes to Chicago. And while there are obviously questionable and dangerous places, downtown isn’t one of them. Like everywhere, be aware. But certainly do not waste your one day in Chicago being fearful. This city is magical.
  • GO CHICAGO PASS : Most of the itinerary provided is free (besides restaurants/bars, and your own shopping, of course) but if you choose a few of the alternatives, check into the Go Chicago Pass . You might save some money.

MORNING: ONE DAY IN CHICAGO

Breakfast at grand luxe cafe.

( Plan to be at breakfast around 9:00. a.m.)

One of the most popular places to eat, and the perfect way to start the day. You get it all at Grand Luxe Cafe : a great, internationally-inspired menu, elegant environment, friendly staff, incredible views, and the best location on Michigan Ave. Order a DeLux Breakfast Sandwich, Short Rib Benedict, or a Breakfast Quesadilla (plus a Morning Cocktail, of course) and enjoy your first Chicago meal of the day.

Note: You won’t regret coming here. That said, any restaurant on Michigan Ave. is a high-priced tourist trap—which isn’t “bad;” it’s an experience. But if you don’t want that, and/or you’d rather keep breakfast light, try one of these:

-OR- More Breakfast Options:

  • Stan’s Donuts : Two blocks off the Mile on E Erie St, grab one of Chicago’s best donuts. They also have breakfast burritos, oatmeal, and sandwiches. And, of course, coffee.
  • Do-Rite Donuts & Chicken : Another great place on the same block. Pick whichever one is less busy—you can’t go wrong. Here, you can grab a local coffee and fresh, creative donut.

After breakfast, walk off your breakfast and head towards Water Tower Place (a mall) which is on the north end of the Magnificent Mile. Your next destination is on the south-end so walking it from north to south is ideal.

magnificent mile garden

Magnificent Mile

(Shops open at 10:00 am or 11:00 am. Spend an hour or two browsing around.)

Time to shop on Michigan Ave! The Magnificent Mile , a 13-block stretch with more than 450 retailers, is full of upscale shops like Louis Vuitton, Burberry, Chanel, and Gucci. You’ll also find department stores, Nike, Apple, Ugg, and H&M. Plus, Garrett’s Popcorn—a must-stop to grab The Garrett Mix: a sweet-savory blend of caramel and cheese. Your smell will guide you there!

Get true big-city vibes during this self-guided walking tour. For planning purposes, it takes about 15-20 minutes to walk its entirely without stopping. And you’ll find a few restaurants and bars along the way if some of your party is looking to drink while others shop!

CHICAGO RIVERWALK

As you make your way south down the Magnificent Mile, you’ll eventually hit the Chicago Riverwalk . This spot is full of cityscape views with incredible architecture and places to eat and drink. Stroll around, watch the boats, take pictures, and enjoy the scenery.

There is also the opportunity to get out on the river and experience a riverboat tour. You will learn a ton about the city and its architecture—all while on the water with a unique perspective on the buildings. I am not a tour person but can say that this one is worth it!

Note: The River Tour is one hour. And tickets need to be booked over a month in advance. The earliest tour is 10:00 am. This itinerary would best fit the 10:45 AM slot.

one day in chicago riverwalk

-OR- Additional Morning Options

Museum campus.

(Plan for 9:00 AM-12:00 PM)

The Museum Campus , a very popular spot in Chicago, is a bit out of the way (south) and you’ll likely need a ride. But, it does provide a couple of different ways to spend your morning. It’s also a great choice if the weather isn’t cooperating.

Museum Campus is made up of three notable museums —you will only want to pick one unless you plan to spend both the morning and afternoon here. Each place is best experienced when you have at least a few hours.

  • Shedd Aquarium : Have a great time exploring and discovering the aquatic animal world.
  • Field Museum of Natural History : One of the largest museums in thel world full of famous exhibits. Make sure you don’t miss SUE, the largest T-Rex discovered.
  • Adler Planetarium : All things science and astronomy.

AFTERNOON: ONE DAY IN CHICAGO

Lunch: deep dish pizza at lou malnati’s.

(It should be about 12:00-1:00 PM if you are on schedule 🙂 )

Deep-dish pizza is a Chicago classic and no matter how long you are here, you need a slice! And we’re working in a little insider knowledge here: since you only have one day in Chicago, have the best-tasting food for lunch so you don’t spend time waiting for a table!

While there are many great options, the best tasting (in my opinion), and in a great location for this itinerary is Lou Manati’s . Order the Deep Dish Malnati Chicago Classic and it will be one of your most memorable meals! (I still remember my first Chicago deep-dish and it was 14 years ago!)

lou malnatis chicago

TIP: Eat LIGHT. You do not need more than one piece —it will be hard to stop though! Get a small pizza which is enough for 4 people (even if they say 3.) There’s more Chicago food in your future…

-OR- Additional Lunch Options

Deep-dish pizza isn’t everyone’s thing. If you are looking for something else nearby, try one of these places:

  • Billy Goat Tavern : Grab a CHEEZBORGER and fries at this famous tavern.
  • The Purple Pig : “…cheese, swine and wine, among other standout dishes, showcasing the flavors of Italy, Greece and Spain.” One of the top-rated restaurants in the city.

Chicago food is tough to beat! If you see something (there are tons of restaurants in the area) and it looks to be up your alley, I’m sure it’s a good choice!

READ: The Best Places to Eat in Chicago

After lunch, keep making your way south and you will end up at…

Grant Park (Millennium Park + Maggie Daley Park )

(Plan to explore from around 2:30-3:00 to 4:00 PM)

Grant Park is a huge space (319 acres) along Lake Michigan that goes all the way from Maggie Daley Park to Museum Campus. In between the two, you’ll find a ton of classic Chicago landmarks and popular attractions!

  • Millennium Park (The Bean + Crown Fountain): You have to see it! Sort of weird. But definitely cool, and a perfect place for photos. (It’s also known as Cloud Gate. But, I lived here for 7 years and never heard it called that lol.) Plus, Huge LED screens display faces of Chicago locals. The mouths shoot water out and create a little pool—send your kids in!
  • Maggie Daley Park : Another place that your kids will love! Mini-golf, climbing wall, and multiple playgrounds for all ages. And of course, great city views.
  • Buckingham Fountain : Gorgeous, three-level fountain with the beautiful city backdrop. Make this the last stop and hope it’s dark to see the light and water show.
  • BONUS: Art Institute of Chicago : You likely need more than one day in Chicago for this (it’s the second-largest art museum in North America), but if you want to spend an hour or two—go for it!

one day in chicago

After Millenium Park, you have about a 15-minute walk. BUT, you’re in luck because it’s one of the most beautiful walks along Lakefront Trail with views of both the skyline and Lake Michigan. Eventually, you’ll hit one of Chicago’s most popular attractions:

(Plan to be here until around 6:00 PM—assuming you have a beverage or two!)

This spot is fun no matter how old you are! Ride the Centennial (Ferris) Wheel which will give you memorable views. Stop at the famous Harry Carray’s for a beer—it’s happy hour! Then head to America’s Dog and Burger for a classic Chicago Dog. You can also visit a gift shop or two, eat delicious ice cream, swim in the fountains, or book a Lake Michigan Sightseeing Cruise. Navy Pier is full of fun, colorful, and exciting options.

navy pier chicago

Navy Pier is my favorite “tourist trap” and is somewhere I always wanted to bring visitors when I lived in the city. There’s always fun going on and you can easily spend a few hours enjoying the experience.

-OR- Additional Afternoon Options

If Grant Park and Navy Pier are just too touristy for you, or you have already been there, try one of these downtown Chicago options:

  • Oak Street Beach : On the shores of Lake Michigan along Lakefront Trail, you will find a perfect city beach. If it’s the smmertime, you can’t go wrong with an afternoon here!
  • Willis Tower Skydeck : Home to The Ledge —a glass box that overhangs the building by 4+ feet giving the illusion that you are standing in mid-air from the 103rd floor. (Note: The John Hancock Building—another very tall building, is included below.)
  • Chicago Children’s Museum : This is actually at Navy Pier, so you could easily swap Grant Park for this. It’s interactive and fun for all ages!

NIGHT: ONE DAY IN CHICAGO

Dinner at al’s #1 italian beef.

Thinly sliced beef soaked in cooking juices and placed on fresh, warm french bread that gets topped with spicy giardiniera and sweet peppers . Are you salivating? You should be because Al’s #1 Italian Beef is easily one of the best, most delicious, places to eat in Chicago.

This place is a counter service, no-frills restaurant that’s perfect for a quick dinner. If you have a little room in your belly, I highly recommend trying this—even if it means splitting one with someone else. (Note: this is 1.2 miles from Navy Pier. Walk, or take your short ride of the day.)

buonas italian beef

If that doesn’t sound like what you are looking for, you have plenty of options. I recommend:

-OR – Additonal Dinner Options

  • Volare Ristorante Italiano : Pasta and wine in an authentic Italian restaurant downtown that’s upscale yet casual. It’s a bit unassuming, but you will absolutely love the food and enviornment. Note; this is .7 miles from Navy Pier. (P.S. This is where I would go!)
  • Tavern on Rush : Steaks and seafood in a lively, upscale resturant. (They have a great bar area!) Note: this is 1.5 miles from Navy PIer, so a bit of a walk. You might need a ride but it’s really close to the next spot…

volare chicago

John Hancock Center—RESTAURANT

Ready for a nightcap with a world-class view? A martini from the top of Chicago’s second-tallest building? Most people visit the John Hancock Building and pay to visit the observation deck and museum portion.

But I am going to give you a HOT TIP: Walk in, say you are going to the restaurant, and it’s free admission to go up! You do need to pay for an overpriced drink—$15 or so—but that’s cheaper than an “attraction ticket” AND you get a cocktail!

Once you’re at the restaurant, head to the bar or wait for a table, and you’ll be rewarded with a great experience and incredible view of the entire city all lit up. ONE MORE THING: If it’s raining or an overcast/cloudy day, skip this. It needs to be a clear night in order to have the best experience and see the city. If it’s a bad night for it, go right into…

john hancock building in chicago

LATE-NIGHT: ONE DAY IN CHICAGO

Second city.

Check out an improv show at one of the country’s most well-established comedy clubs, Second City . Steve Carell, Chris Farley, Bill Murray, John Candy, Tina Fey, and Mike Myers are all alum! This is a great thing to do during your one day in Chicago and will bring TONS of laughs.

Tickets are around $50, shows start at 7:00 PM or 8:00 PM, and last one hour. Tip: Student shows are only $10 and have an 8:30 PM showing.

I’m technically cheating because Second City is located juuust out of downtown in Old Town. It’s 1-2 miles from the recommended dinner restaurants, and closest to Tavern on France.

Party Like a Rockstar

Have the best time at night! There are a ton of options for drinking a little too much. If you’re into music, check out House of Blues (technically River North.) For a classic bar scene with games go with Streeter’s Tavern . And for a cocktail and singing, try Redhead Piano Bar .

chicago in december

ONE DAY IN CHICAGO

There is your classic one day in Chicago full of fun Windy City classics, endless memorable food, shopping, and exploring. It’s tough to go wrong in Chicago, but hopefully, the Itinerary Builder helps you create the most perfect day for you and your travel partners.

one day visit chicago

BONUS: Your Way Out of Town

If you aren’t leaving until morning…

Chicago Bagel Authority

You should sneak in one more Chicago meal. This one is just north of the cities and HIGHLY recommended if you are going that way. (It’s even worth it to go out of the way!) There are two locations, Lakeview and Lincoln Park, and it won’t let you down!

Chicago Bagel Authority offers a large, unique menu (in a quirky setting) of steam-pressed bagel sandwiches and classic bagels with cream cheese. Grab a breakfast egg sandwich in the morning or a delicious steamwich with premium meats, cheeses, and vegetables.

It’s the PERFECT way to start the day—especially if you took the Nightlife advice 🙂

best places to eat in chicago

Neighborhoods to Visit Next Time

Chicago is a big city; 2.7 million people call it home. and over 54 million people visit every single year phew..

And while downtown is a magical time, a great way to get the true Chicago experience is to explore the neighborhoods outside of downtown. It’s fun to live more like a true Chicago local. Try foods from restaurants the entire country hasn’t heard of. Stop in random neighborhood bars with students and regulars. Check out parks and go into fun shops and boutiques.

While there are a lot of Chicago neighborhoods (77 different community areas), these are my top picks for visitors— note, these are all north of downtown Chicago .

Lincoln Park

Near and dear to my heart. As a DePaul University alum, there is no city that holds more of my love! The vibe is incredible and the area is made up of students or wealthy professionals. There are bars on every corner, it has quick access to the lake, and no matter what time of day, you will find an incredible meal.

one day visit chicago

My Top Lincoln Park Recommendations:

  • Pequod’s Deep-Dish Pizza : This spot literally opened a bar to serve as a waiting room two doors down—that’s how good it is. A lot of locals adovcate this as the best pizza in the city vs. more well-known ones like Lou’s and Giordano’s.
  • Sweet Mandy B’s : The BEST bakery! Stop in and don’t leave without a classic vanilla with butterfream frosting cupcake and a chocolate chip cookie. Divine.
  • Drink Beers : You will not have a hard time finding a fun bar. Most frquented for me was Kincade’s (W. Armitage Ave.), Gaslight (N. Clark St.), and Duffy’s (W. Diversey Pkwy.) And go to Kingston Mines if you’re trying to stay up until 4:00 AM.

READ: The Best Bars in North Chicago .

  • Head to Lake Michigan : North Avenue Beach is incredible. Lay out and swim, read, walk the trail, and take in the cityscape views.
  • Lincoln Park Zoo : A fun (free!) beautiful zoo with a lot of animals.

sweet mandy bs

WRIGLEYVILLE

Cubs! Cubs! And more Cubs! This neighborhood is all about baseball and it’s a blast! Home to the historic Wrigley Field, come surround yourself with fans both in the ballpark and inside the bars that surround it.

This neighborhood gets rowdy and if that’s what you are looking to do, I can’t name a better place to do it.

Plus, if you’re a sports fan and have the opportunity to go to a Cubs game, I say swap your afternoon and into the night from the itinerary above and GO! It’s a blast and one of a kind experience.

Even if you aren’t going to the game, it’s nearly just as fun to be in the atmosphere on game day!

wrigley field

On the north side of downtown Chicago, in between Lincoln Park and Wrigleyville, is Lakeview. Here, you are going to find plenty of places for brunch, more fun bars, a bunch of festivals throughout the year, and a little less crowded version of Lincoln Park. My favorite spots:

  • DMK Burger Bar : I’m not kidding you, this is the best burger I have ever had in my life. Get the #4.
  • Kirkwood Bar & Grill : Great atmosphere for sports, drinks, and upscale bar food.

kirkwood lakeview

One Day in Chicago: Itinerary Builder

No matter how many times you have visited the largest city in the Midwest, there is always something new to experience. As one of the most vibrant and best cities in North America, the city of Chicago will WOW you with bright lights, tall buildings, deep-dish pizza, sports, and culture.

Enjoy your *perfect* One Day in Chicago!

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one day visit chicago

24-hours-downtown

24 hours in downtown Chicago

With just one day to explore, you can make the most of your time with iconic, one-of-a-kind attractions and city experiences. Mix and match from the 10 itinerary stops below to create your perfect combination of restaurants, parks, museums, music, clubs, and rooftop views.

How to spend 24 hours in downtown Chicago: Stop 1: Visit Art Institute of Chicago Stop 2: See “The Bean” at Millennium Park Stop 3: Wander the Chicago Cultural Center Stop 4: See Buckingham Fountain at Grant Park Stop 5: Explore the lakefront Museum Campus Stop 6: Enjoy the view at SkyDeck Chicago Stop 7: Hear local legends at jazz & blues clubs Stop 8: Admire colorful street art Stop 9: Take an architecture river cruise Stop 10: Relax on the Chicago Riverwalk

Stop 1: A museum fit for Ferris Bueller

The Art Institute of Chicago

Anyone who loves the movie Ferris Bueller’s Day Off will know the Art Institute of Chicago . As you walk along Michigan Avenue, you’ll be greeted by two enormous bronze lions at the museum’s grand entrance. 

Once inside the Art Institute, you’ll experience one of the largest and oldest art museums in the United States, and one of the most expansive collections of Impressionist and Post-Impressionist artwork outside of the Louvre in Paris.

Make sure you visit the critically acclaimed Modern Wing, too, which houses an extraordinary collection of modern and contemporary masterpieces by Chagall, Dali, Matisse, Picasso, Pollack, Warhol, Magritte, and more. If you’d like to indulge in a little fine dining afterwards, head to Terzo Piano  on the Modern Wing’s upper level. In the summer, you can dine on the Bluhm Family Terrace amid rotating art installations and fabulous views of Millennium Park.

Stop 2: A giant bean and enormous rock climbing wall

Watch your kids climb all the way to the top at Maggie Daley Park

Take the Nichols Bridgeway from the Modern Wing across to Millennium Park   and you’ll find an unprecedented combination of stunning architecture, sculpture, and landscape design all in one place. From the towering faces of Chicagoans at Crown Fountain to your own face reflected in the polished steel surface of Cloud Gate , aka “The Bean,” you’ll see exactly why Millennium Park is one of Chicago’s top bucket list contenders.

Exit Millennium Park via the BP Bridge, a 935-foot-long winding walkway that offers incomparable views of the Chicago skyline, Grant Park ,  and Lake Michigan. On the other side of the bridge sits Maggie Daley Park , a spectacular green space with massive rock-climbing walls, mini golf, picnic groves, tennis courts, and an amazing play garden. In the winter, the park’s in-line Skating Ribbon is transformed into a unique, meandering ice skating path. There’s another ice-skating rink at McCormick Tribune Plaza in front of “The Bean.” Over the summer months, ice makes way for a scenic outdoor patio right on the plaza.

Stop 3: A Tiffany jewel in the crown

one day visit chicago

On the corner of Michigan Avenue and Randolph Street, you’ll encounter the Chicago Cultural Center , a neoclassical landmark that houses the largest Tiffany stained-glass dome in the world. This stunning building is a humanities haven, with concerts, dance performances, theatre productions, films, lectures, art exhibitions, tours, and family events scheduled throughout the year — and all for free.

Stop 4: A waterfront landmark

Chicago's Buckingham Fountain lit up with spouting water

Walking south and east through Grant Park , you’ll find yourself in the heart of a 319-acre green space, anchored by mesmerizing Buckingham Fountain . This Chicago landmark, one of the largest fountains in the world, was dedicated in 1927 and inspired by the Latona Fountain at the Palace of Versailles. Typically from early May through mid-October, the fountain produces a dazzling water display for 20 minutes every hour throughout the day. During these displays, a center jet shoots water to a height of 150 feet, with lights and music beginning at dusk.

Stop 5: Explore museum campus

Shedd Aquarium Chicago kids

Walking south from the fountain, head to Chicago’s legendary Museum Campus. This gorgeous green space directly on Lake Michigan and is home to three of the city’s most popular museums. The Field Museum will be the first museum you encounter and well worth a trip inside. It’s home to thousands of natural history artifacts spanning thousands of years, including the largest dinosaur ever discovered.

Shedd Aquarium  sits right next door. Here, in one of the largest aquariums in the world, you’ll meet 32,000+ aquatic creatures, including beluga whales, dolphins, sea otters, sea lions, penguins, stingrays, and sharks.

Just beyond the Shedd is Adler Planetarium , which, upon opening in 1930, became the first planetarium in the Western Hemisphere. The building is more than a museum; it’s a laboratory, a classroom, and a community exploring the universe together. Visitors flock to the Adler to experience interactive exhibits, live planetarium shows, hands-on educational programs, and world-class collections.

Stop 6: Views from towering heights

Tours & Sightseeing Hero Image

Sky deck at Willis Tower invites you to step on The Ledge, a glass box that extends approximately four feet from the building’s facade — over 1,300 feet above ground level. Willis Tower is one of the tallest buildings in the world, and, as you might expect, the views from Skydeck are amazing.

Stop 7: A music mecca or two

Buddy Guys Legends

Two neighboring music clubs, one blues and one jazz, are must stops for the full Chicago experience. Buddy Guy’s Legends   was made famous around the world by its namesake, Grammy-award-winning blues guitarist Buddy Guy. There’s live music every night of the week, with free acoustic shows during lunch and dinner hours. Established in 1947, Jazz Showcase has hosted some of the greatest names in the business. The 170-seat club features local, national, and international acts nightly.

Stop 8: Picasso and Chagall on the street

one day visit chicago

Public art lives large in Chicago. And nowhere is this better seen than at Daley Plaza   and nearby Chase Tower Plaza. Picasso’s 50-foot-tall untitled sculpture takes center stage at Daley Plaza. When it made its debut in 1967, The Picasso , as it’s known, caused some controversy, with people comparing it to a large insect or baboon. Today, it’s an enduring symbol of Chicago itself.

At Chase Tower Plaza, Chagall’s monumental The Four Seasons   mosaic mural represents the arrival of spring, summer, winter, and fall. It’s composed of thousands of inlaid fragments in over 250 colors, and was created in Chagall’s studio in France before being dedicated to the city in 1974.

Stop 9: Architectural history on the waterfront

Boat on the Chicago RIver

Head toward the river and you’ll find One Illinois Center, the Mies van der Rohe-designed home of the Chicago Architecture Center . Check out the to-scale skyscraper models in the Skyscraper Gallery and the approximately 4,200-piece immersive City of Chicago model on the main level, before picking the perfect architectural walking, bus, or boat tour at the center’s box office.

The Chicago Architecture Foundation Center River Cruise aboard Chicago’s First Lady  is a crowd pleaser, and was voted Chicago’s #1 tour by TripAdvisor users. It’s led by knowledgeable Chicago Architecture Center docents who’ll tell you the fascinating history behind approximately 50 of the city’s iconic downtown buildings.

Stop 10: Relax along the river

one day visit chicago

The award-winning Chicago Riverwalk  is a 1.25-mile pedestrian stretch filled with coves, restaurants, bars, museums, public art, kayaking, boat excursions, bird-watching, fishing — and Art on theMART, the largest video projection art installation in the world. Illuminating over 2.5 acres of theMART’s river-facing façade, you can view the work of notable video artists from 7:15 – 9:15 p.m. Wednesday through Sunday, from March through April, and daily from May through December

Inside tip: Take a free Chicago Greeter tours

See Chicago like a local, with a local, with a free, customizable Chicago Greeter tour . Pick your neighborhood, theme, and language, then team up with a friendly guide who’ll show you both classic Chicago and its off-the-beaten-track gems. Book today .

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How to Spend One Day in Chicago

By Adam Chance · Last updated on June 6, 2024

Ah, the Windy City. One of the most vibrant metropolises in the U.S., Chicago is the undisputed star of the Midwest, and it has stunning architecture, an incredible music scene, and world-class culinary offerings to prove it.

Somewhere as diverse and wide-ranging as Chicago takes quite a bit of time to truly unravel, but that doesn’t mean you can’t squeeze in a slew of the city’s can’t-miss attractions into one action-packed day. In fact, having had a little over 24 hours in Chicago recently, I opted to do just that.

Chicago

When you’re trying to work your way around a new city within a limited timeframe, you’ll need to plan your day around the spots you absolutely cannot miss. Needless to say, this can be somewhat of an ambitious task somewhere as expansive and enthralling as Chicago!

In the hopes of making your visit as smooth and seamless as possible, I’ve detailed every aspect of my one-day quest around Chicago, including an overview of how to navigate the City by the Lake.

Getting Around Chicago

Chicago

If there’s one thing the States is certainly not known for, it’s public transport. However, Chicago is among the easiest parts of the country to explore without a car, which already takes a whole lot of stress out of getting around.

Chances are, you’ll be staying within the central Chicago Loop or the neighboring districts of the West Loop, South Loop, River North, or Lincoln Park. All of these areas are well-connected by subway lines, bus routes, or a combination of both.

Thankfully, figuring out the transport here is super simple. When it comes to taking the bus, all you need to do is pay the driver in cash or use contactless payment as you board.

Catching the subway is straightforward as the ticket machines also accept cash or cards. I only found out as I was leaving that you can purchase a Ventra card at a subway station or select convenience stores and add a 1-day pass.

Both cost $5 each, but the fee for the Ventra card can be used as credit if you register it.

The closer you move toward the centre, the more opportunities you have to explore the city on foot. However, as walkable as the downtown area is, Chicago is spread out over numerous districts, so you’ll probably need to make use of public transit at some point.

Admire the Architecture Along the Magnificent Mile and Riverwalk

Magnificent Mile

Having heard nothing but gushing reviews of Chicago’s remarkable architecture, my first early morning port of call was a leisurely wander along the Magnificent Mile and down toward the Riverwalk.

Stretching out over 13 blocks, the Magnificent Mile boasts a mix of luxury stores, hotels, bars, and restaurants, most of which are set in the most beautiful, eye-catching buildings. Start your stroll at the John Hancock Center and make your way down to the DuSable drawbridge at the riverside.

There are dozens of spots to keep an eye out for along the way, but some of the most captivating include the Chicago Water Tower, the Wrigley Building, and my personal favourite, the Gothic-style Tribune Tower. Along the way, why not pop into the Starbucks Reserve Roastery? It’s only the largest Starbucks location on the planet!

As you approach the Chicago River, continue onto the riverside boardwalk, which I thought was among the most photogenic spots in town. Here, you’ll find the soaring Trump Tower, the inspiration behind Dubai’s Burj Khalifa, and the gorgeous Jewelers Building.

Take a Boat Tour Down the Chicago River

Chicago Boat Tour

While you’re in the area, I highly recommend you embark on a boat tour along the Chicago River.

A quintessential Windy City experience, sailing down the river really highlights how extraordinary Chicago is, and the architecture somehow looks even better from the water. Many of the most popular cruises last for 90 minutes, but with just one day in Chicago, it’s best to stick to the shorter 45-minute alternative. For the same reason, booking your excursion online ahead of time will allow you to stay on schedule.

Chicago

Double-check that your boat departs from the area surrounding the DuSable Bridge. A ton of companies run from here, but picking one that starts and finishes elsewhere can be quite a nuisance.

Not only will you have the opportunity to gaze at everything from the legendary Willis Tower, Chicago’s tallest building, to the shimmering Lake Michigan, but you’ll also get some insight into the city’s history from your guide. Had I not made time for this tour, I’d have left with very little knowledge of Chicago’s fascinating past and the architects who left their mark on the city.

With any luck, things will wrap up back near the bridge, and you’ll be within easy reach of your next stop.

Marvel at Cloud Gate

The Bean

At the top of my Chicago to-do list was a visit to Millenium Park to catch a glimpse of The Bean, arguably the most recognizable landmark in town. Also known by its official name, Cloud Gate, this bean-shaped art installation is simply extraordinary and has established itself as a symbol of Chicago ever since it was unveiled in 2004.

Millenium Park is a mere 10-minute walk from the DuSable Bridge, so it nestled itself nicely into my jam-packed morning in the city.

Unfortunately for me, the main plaza around Cloud Gate was out-of-bounds for visitors during my visit. This meant I could admire it for as long as I pleased, but I couldn’t capture the iconic snap standing alongside the perfectly polished masterpiece.

While you’re in the area, stop by the Jay Pritzker Pavilion, an outdoor concert hall built in a distinctive, deconstructivist style. Even when there aren’t any events in action, you’ll be blown away by the striking design. If you have time to spare, walk south into Grant Park and pay a visit to the dazzling Buckingham Fountain, among the biggest in the world.

Spend an Afternoon at Navy Pier

Navy Pier

Make your way back to Cloud Gate and walk to the bus stop behind the Millennium Monument to hop on the bus to Navy Pier. Look out for the 124 route, which will have you at the entrance to the pier within 15 minutes.

As the focal point of all of Chicago’s lakeside action, Navy Pier is the kind of place where you could easily spend all day. With just one day in Chicago, an afternoon will have to suffice.

The terminal building stretches almost the entire length of the pier and is packed with restaurants, souvenir shops, and the most fantastic rooftop bar in the city. Provided the weather’s on your side (it was much too chilly during my visit), a drink here overlooking the skyline is a brilliant addition to any trip to Navy Pier.

If you’re travelling with youngsters, the Children’s Museum here is another great option, while the towering Centennial Wheel is a favourite amongst both big and little kids.

Before you move on to your next hotspot, take a few minutes to roam around the edge of the pier and soak up the views of the glistening Lake Michigan and endless array of skyscrapers.

Amble Around Lincoln Park

Lincoln Park

Before dark, explore the northern pocket of Chicago by strolling back towards the Magnificent Mile to jump on the 151 bus to Lincoln Park.

Far from the hustle and bustle of downtown, Lincoln Park was a breath of fresh air, and its distance from the central clutch of high-rises afforded me the opportunity to appreciate the beauty of the city from an entirely new perspective.

Lincoln Park Conservatory

I’d booked into the Lincoln Park Conservatory, a magical botanical garden, ahead of time, so I ensured I arrived in time for my time slot. Entry here is completely free of charge, but advance bookings are mandatory, so be sure to bear this in mind if you plan to visit.

Walking through the Conservatory and taking in the sights and smells of the fragrant flowers and tropical plants would easily distract you from the brisk winter conditions outside. That being said, it’s sure to be just as impressive at any time of year.

If you’re visiting during the warmer months , you might also be keen to check out the nearby Lincoln Park Zoo. Much like the botanical garden, there’s no admission fee, though reservations aren’t necessary here.

Sample Chicago’s Deep-dish Pizza

Deep-dish Pizza

Chicago has an exceptional gastronomic scene, but there’s one particular dish that steals the limelight every time. Recognized worldwide as a Chicago classic, deep-dish pizzas deserve their own spot on any Chi-town must-do list.

Chicago-style pizza was born thanks to the innovation of Italian Americans during the first half of the 20th century, eventually evolving into a culinary favourite among locals.

You won’t run into any difficulty in locating some top-notch deep-dish pizzerias, but the likes of Lou Malnati’s and Giordano’s are two names to look out for. Both have locations in the wider Lincoln Park neighbourhood, so either will be within walking distance from the Conservatory.

After some deliberation, I settled on Giordano’s and decided to order a small, deep-dish pizza for myself. You might be thinking that this doesn’t sound like a whole lot, but the huge volume of cheese, rich tomato sauce, and thick, pie-like crust meant I had to get most of my meal in a to-go box.

Given how filling this dish is, a small size will easily keep two people satisfied, though even the personal pizza seemed like a challenge for one person to polish off!

If you’re a first-timer, stick to the traditional option with minimal toppings and save the pepperoni and vegetable-filled creations for your next visit.

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In One Day in Chicago

The day begins with a walking tour of the Loop , which is the best way to get your bearings (and understand why Chicago's architecture is world-famous). Then you can squeeze in a quick visit to one of the city's preeminent museums before strolling along Michigan Avenue, Chicago's most famous thoroughfare, which takes you to the ritzy Gold Coast neighborhood. If possible, follow this itinerary on a weekday, when downtown offices are open and the sidewalks buzz with energy. This route works fine on weekends as well, but you won't experience quite the same big-city rush.

Start: Green, Orange, Brown, or Purple lines to Adams, or Red Line to Jackson.

1. Chicago Architecture Center Start your day with the Chicago Architecture Center's "A Walk Through Time" tour, which begins at 11:30am on certain days of the week (2pm on others; check website for details). The 90-minute walking tour takes you to the oldest high-rises in the Loop, and the docents explain why these early office buildings were revolutionary. Sure, you'll get a basic architecture education, but this is also a great way to get a sense of the Loop's layout and dramatic canyonlike vistas. Another popular tour is "Modern Skyscrapers."

2. The Art Institute   Even if you are hard-pressed for time, make sure to at least stop in to view the Impressionist collection on the second floor, a highlight of Chicago’s grande dame of museums. With 33 paintings by Claude Monet, dancers by Degas, and Seurat’s legendary A Sunday Afternoon on the Island of La Grande Jatte , this museum is a must for art lovers.

3. Millennium Park

With its up-close-and-personal skyline views, this sprawling greenspace is universally loved for its gorgeous landscaping, classically inspired architecture, and public entertainment spaces.

If the weather is fine, Millennium Park is an ideal spot for a picnic lunch, which you can buy at the Park Grill & Cafe (11 N. Michigan Ave.; tel. 312/521-7275). The Crown Fountain, and its two towers of glass blocks with a shallow reflecting pool between them, is the place for kids to splash around in warm weather (late at night, you’ll find revelers doing the same). Faces of Chicagoans are projected through the glass—and their mouths spew water when you least expect it. A tourist rite of passage is having a photo taken in the reflection of “The Bean,” (officially Cloud Gate ), which is Chicagoans’ unofficial favorite sculpture, made of highly polished steel that reflects the nearby skyline, landscape, and lights. For the most mind-bending funhouse view, stand underneath the sculpture. The park’s centerpiece is the Jay Pritzker Pavilion, an outdoor music venue designed by Frank Gehry and host to the nation’s only free, outdoor, municipally supported classical music series, the Grant Park Music Festival; massive stainless steel ribbons top the stage. Another Gehry-designed standout, BP Pedestrian Bridge, curves and winds its way over Columbus Drive to Maggie Daley Park.  This may well be the park to end all parks, with an elaborate playground, mini golf, tennis courts, a climbing wall, and, in the winter, a skating ribbon. Finally, stroll The Lurie Garden, where 250 varieties of native perennial plants re-create a Midwestern prairie.

4. Park Grill In the winter, this restaurant overlooks Millennium Park's ice-skating rink; come summer, the rink transforms into an outdoor cafe, perfect for sipping a drink and admiring the skyline. Stay for a full meal or grab a sandwich to go.

5. Michigan Avenue Bridge Walk north along Michigan Avenue to the Chicago River, where you can gaze up at the Gothic splendor of the Tribune Tower and the white brilliance of the Wrigley Building from Chicago’s most famous bridge, dating back to 1920. Views from every direction are stunning, but for one of the city’s best photo ops, look west down the river. 

6. The Magnificent Mile The 14-block stretch of Michigan Avenue from the river to Oak Street, known as the "Magnificent Mile," is shopping central, a dense concentration of high-rise malls, designer boutiques, and practically every mass-market clothing brand. Even if you're not a shopper, it's worth a stroll; busy at almost all hours, it's great for people-watching. Some Chicagoans dismiss the Mag Mile as too touristy, but I think walking here makes you feel like you're part of a vibrant metropolis.

7. 360 Chicago 875 N. Michigan (formerly the John Hancock Center) may only be Chicago's third-tallest building, but the view from the top is spectacular: In the right weather conditions, you can see all the way to three other states (Wisconsin, Indiana, and Michigan). The "talking telescopes" help you get your bearings by pointing out landmarks in each direction.

8. Oak Street Beach Where Michigan Avenue merges into Lake Shore Drive at Oak Street, head down the underpass to get to Oak Street Beach, a curved stretch of sand that's a summertime hotspot and a great background for photos. Bikers, skaters, and joggers fill the paths, while kids play in the sand. Think of it as Chicago's own miniresort getaway — just don't plan on swimming in the frigid water.

9. 3rd Coast If you're tired of generic chain coffeehouses (of which Chicago has plenty), stop by this somewhat shabby lower-level cafe that welcomes both well-heeled locals and the occasional starving artist. In addition to the usual lattes and muffins, there's a full lunch and dinner menu, and wine and beer are available.

10. The Gold Coast To get an idea of how Chicago's wealthiest live, take a stroll through this neighborhood of historic town homes (including the original Playboy Mansion, at 1340 N. State Pkwy.). The tranquil, tree-lined streets are only a few blocks away from Michigan Avenue, but they feel like a different city. Finish up the night with dinner at one of the many restaurants in River North, or catch a show and discover Chicago's vibrant theater scene .

Note : This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.

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A windmill

The best day trips from Chicago for an exciting adventure

Explore small-town breweries, bakeries and artisan shops when you embark on these easy day trips.

Photograph: Shutterstock

Sometimes, you just want a little escape from the city. If a weekend getaway isn't possible but you're still looking for new scenery and an adventure, there are plenty of options for a day trip within a few hours’ drive of Chicago. Spend an afternoon soaking up the rays on beaches along Lake Michigan, go  hiking near Chicago  in a state park or sample a variety of beers and cheeses up north in Wisconsin. The attractions are endless, ranging from amusement parks and Japanese gardens to museums and historic lighthouses.  And the best part? Many of these destinations are also accessible by  Metra . So get to planning with our guide to the best day trips from Chicago.

RECOMMENDED: The most unique day trips from Chicago

Been there, done that? Think again, my friend.

Top day trips from Chicago

1.  milwaukee, wi.

Milwaukee, WI

Driving time from Chicago: One and a half hours

Getting to the Cream City requires a painless drive, but if you plan to fully indulge, ditch the car and hop on the BYOB-friendly Amtrak, which will deposit you in the heart of the city in an hour and a half. Start your day with a stack of Johnny cakes and a round of mimosas at Uncle Wolfie's Breakfast Tavern . Meander around the Historic Third Ward and hop into home decor shops like The Home Market or fun specialty shops like MOD GEN . Seek refuge and treats at the Milwaukee Public Market , where you’ll find a hodgepodge of the city’s best vendors, including blends from The Spice House , seafood from St. Paul Fish Company , hand-dipped chocolate from Kehr’s Candies and vino from Thief Wine Shop & Bar . Before catching a train home, walk off the day with a trek along to Lakeshore State Park , a unique 22-acre urban oasis that juts out from the

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2.  Madison, WI

Madison, WI

Driving time from Chicago:  Two and a half hours

Located on an isthmus between two lakes, Madison is a city that’s filled with beautiful sights—in addition to all the cheese and beer you’ve heard so much about. Begin your visit with a scenic tour of the college town on two wheels. You can rent a bike from dozens of BCycle stations , allowing you to make 30-minute trips. The Capital City trail winds around Lake Monona (the smaller of the two lakes) and provides plenty of picturesque stops for an Instagram snapshot of the skyline. Now, onto that cheese and beer: To drink like a local, head for The Malt House , a “craft beer oasis” that dates back to the Civil War era and boasts taps from local brewers like New Glarus and Central Waters. Head for Capitol Square to visit Fromagination , where you’ll find artisanal Wisconsin cheeses and knowledgeable cheesemongers to help you make a decision. Take an evening to visit the Memorial Union   Terrace , a lakefront space on the University of Wisconsin campus where you can enjoy brats, beer and live music during the summer months. 

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3.  New Buffalo, MI

New Buffalo, MI

Driving time from Chicago:  One and a half hours

A charming beach town in Harbor Country, New Buffalo is popular during the warmest months. Escape the crowded Chicago lakefront and head for the sandy shores of the Mitten State, where the water’s warmer and clearer. Soak up some rays and then stroll down Whittaker Street to peruse cute shops and art galleries. Book a spa treatment at The Harbor Grand Hotel for a re-energizing experience; adventurers can rent a kayak or paddleboard from Third Coast Paddling and go exploring on the Galien River. When you need to refuel, grab a seat on The Stray Dog Bar & Grill’s bustling patio or sink your teeth into a big, juicy burger from Redamak’s . But make sure to save room for unique ice cream flavors, like Mackinac Island Fudge and Jacked Up Tennessee Toffee, at Oink’s Dutch Treat .

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4.  South Bend, IN

South Bend, IN

Driving time from Chicago: One hour and 45 minutes

There’s more to South Bend than Fighting Irish football. Check out the city’s cultured side with an afternoon visit to the History Museum , a stately Victorian mansion that was once home to the family of local industrialist and inventor James Oliver. From there, browse the local bounty at the South Bend Farmers' Market , where you can shop everything from artisan breads and doughnuts to farm-fresh fruits and veggies. When hunger strikes, head to Café Navarre , an upscale dining spot housed in a repurposed '20s-era bank. 

5.  St. Joseph, MI

St. Joseph, MI

Golden, sandy beaches and a picturesque shoreline attract visitors to St. Joseph and its twin city Benton Harbor. You can spend an entire day out on the water with a rental from Blue Water Boat Rentals , or walk over to the St. Joseph Lighthouses — guided tours are available. If you’re hungry, you won’t have to wander far for good grub, as Silver Beach Pizza —located inside a century-old train depot—slings dependable tavern-style pies. Oenophiles, hit up a variety of vineyards and tasting rooms on the Lake Michigan Shore Wine Trail for some fine Midwestern pours.

6.  Lake Geneva, WI

Lake Geneva, WI

Lake Geneva has long been an accessible weekend destination for wealthy suburban Chicago families. But no matter your budget, a quick retreat to this idyllic vacation town is sure to be a blast. The town rests on Geneva Lake, an 8-square-mile body of water made for summertime fun. First things first: Get out on the water. Rent a kayak or paddleboard from Clear Water Outdoor , or take a wake surfing private lesson at Gage Marine . If you can’t get your sea legs, trek a portion of Lake Geneva’s 21-mile circumference on the Geneva Lake Shore Path and gawk at the century-old mansions that rest on the shore. When you’re hungry, Egg Harbor Café and Simple Cafe , both in the town center, offer delicious, no-fuss diner eats. If you’re feeling spendy, Baker House , a 19-century mansion-turned-hotel, offers a popular Champagne brunch with waterfront views.

7.  Harbor Country, MI

Harbor Country, MI

Just across the Indiana border, Michigan’s lakeside “Harbor Country” is only an hour and a half drive from downtown Chicago. Start at the north end, in Sawyer, where you can visit the original taproom of Greenbush Brewing Co. Pair a pour of Star Chicken Shotgun IPA with some barbecue or Cajun fare. Up next, take the Red Arrow Highway down the lakeshore for great shopping, like hunting through the Harbert Antique Mall . Head back inland to the artsy community of Three Oaks to finish your day at Journeyman Distillery . A $15 tour and tasting nets you samples of 12 different spirits made in the converted corset factory. Plan to sit down for a meal at the distillery’s Staymaker restaurant afterward; you’ll need some food before getting back on the road to Chicago.

8.  Fennville, MI

Fennville, MI

Driving time from Chicago: Two hours and 20 minutes

Many Chicagoans wait until fall to venture up to western Michigan’s fruit belt. But there’s a compelling argument to be made for hitting the area a couple of months earlier, when the countryside is tranquil and stone fruits like peaches and cherries are ripe for picking. The petite town of Fennville is a great base for tasting the region’s sweet bounty in a host of iterations. Start off with a slice or two of the good stuff at local favorite Crane’s Pie Pantry , a bakery, restaurant and winery housed in a 150-year-old barn. From here, a five-minute drive will deliver you to Virtue Cider , founded by former Goose Island brewmaster Greg Hall. Reserve a spot for a guided trail tour that includes a glass of cider. Finally, make your way to Salt of the Earth for wood-fired pizza and seasonal dishes made from scratch with local and sustainable ingredients.

9.  Gurnee, IL

Gurnee, IL

Driving time from Chicago: One hour

Located right off I-94, the village of Gurnee is a shopping and entertaining hub that draws 23 million visitors each year—including plenty of nearby Chicagoans. Start your day with a sweet treat at Gurnee Donuts , where you can grab ube donuts on weekends . Spend some time digesting while you stroll around Gurnee Mills , which hosts more than 160 stores selling everything from sporting goods to home decor. Thrill seekers won’t want to miss Six Flags Great America , where you’ll find high-speed roller coasters and intense drop rides. On a hot day, you’ll want to plunge down the water slides and splash around the wave pool at Hurricane Harbor. If you can resist indulging in funnel cakes or turkey legs at the park, save your appetite for Primo Italian American Cuisine , where the dinner menu features black truffle ravioli and a tomahawk ribeye. Those visiting on a Friday can end the night with live music in The Parlor, Primo’s speakeasy-style lounge.

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10.  Grand Rapids, MI

Grand Rapids, MI

Driving time from Chicago: Three hours

Summer and fall are peak seasons to visit Grand Rapids, but you’d do best to plan ahead and book your visit during ArtPrize , an international art competition in September and October when art is displayed in museums, bars, public parks and hotels. Regardless of when you go, Grand Rapids has you covered on the beer front with dozens of breweries—so be sure to bring a designated driver. First stop: Brewery Vivant for poutine and a German- or Belgian-style beer. A quick 10-minute drive will put you in the middle of downtown, where you should find parking and hoof it a while. Stop at Madcap Coffee for a post-beer pick me up before heading to City Built Brewing for creole bites and a range of beers for every palate. Finally, grab your car and head to Butcher's Union for a dinner complete with prime cuts of beef and pours of whiskey.

11.  Holland, MI

Holland, MI

Driving time from Chicago: Two and a half hours

Once a stronghold of Calvinist separatists who arrived here from the Netherlands in the mid-19th century, the town of Holland continues to celebrate its Dutch heritage. To go Dutch for the day, start off with a breakfast of flaky, almond paste-filled bankets and house-roasted coffee at deBoer Bakkerij . Afterward, head across town to Veldheer Tulip Gardens , where five million of the eponymous flowers explode into bloom each spring. When hunger hits, make your way downtown for lunch and a beer at New Holland Brewing , one of the Midwest’s best-loved brewpubs. (Not sure what to sip on? Look for limited-release variations on brewery fave Dragon’s Milk, a bourbon barrel-aged stout, enriched with ingredients like cocoa nibs and peanut butter.) Wrap up your trip with a leisurely stroll around Windmill Island Gardens , a picturesque park centered around a 250-year-old Dutch windmill purchased by Holland residents in the 1960s.

12.  Galena, IL

Galena, IL

While this city on the Mississippi River might be best known for its resorts, you don’t need to stay the night to enjoy its mix of historical sites and outdoor activities. Start your day with brunch at Otto’s Place  and  enjoy breakfast burritos with a Bloody Mary or mimosa. Head across the Galena River to Nuts Outdoors and rent an electric bike to ride along the trails and into town. Take a tour of the city’s proudest attraction, the Ulysses S. Grant Home , which was gifted to the 18th president when he returned from fighting in the Civil War. If you want to learn more, you can visit the Galena & U.S. Grant Museum , which also features an offsite working blacksmith shop. That history is also on display at Galena Brewing Company , where you can sip Uly’s Dark Chocolate Oatmeal Stout while listening to live music and feasting on a bison burger or a giant pretzel with beer cheese and house mustard.

13.  New Glarus, WI

New Glarus, WI

Chances are you’ve already heard of New Glarus thanks to the town’s eponymous brewery —which offers self-guided tours Monday through Friday and a lovely beer garden—but there are plenty of reasons to visit “America’s Little Switzerland” other than beer. This charming, walkable town features a variety of tempting shops, hearty restaurants and themed events celebrating the town’s Swiss history and culture like the Heidi Folk Play Festival in June. Be sure to grab a nut horn at the New Glarus Bakery , and get your fondue fix at the Chalet Landhaus restaurant. If you visit between May and October, don’t miss the seasonally-open Swissland mini golf course, featuring Alpine-themed obstacles and friendly goats.

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14.  Fair Oaks, IN

Fair Oaks, IN

Driving time from Chicago : One hour and 15 minutes

Fair Oaks, Indiana is more than just an exit on the long stretch of Indiana’s notoriously uneventful I-65. Under a beaconing silo,  Fair Oaks Farms offers a chance for city dwellers to learn, explore and taste the heartland’s agricultural roots. Eat lunch or dinner at farm-to-table spot  Farmhouse Restaurant or pack your own picnic and explore the grounds. While most educational attractions and activities like storytime and learning how to milk a cow are family friendly , you don’t have to be a kid to get excited about spotting cows, pigs, chickens and other livestock, and all ages will enjoy homemade ice cream and grilled cheese from the Cowfe . Whether you visit this compound on a day trip or weekend getaway—or even as a pitstop for gas and award-winning artisanal cheese on a weekend getaway , check for seasonal offerings such as you-pick apples and workshops like candle making.

Exploring the farm grounds are free and general admission for the Dairy, Pig and Crop adventures are $25 for access to all three.

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15.  Rockford, IL

Rockford, IL

Driving time from Chicago: Two hours

Situated less than 100 miles northwest of Chicago, Rockford is a surprisingly plentiful road trip destination for families. If the kids are in tow, start the day with a visit to the Discovery Center Museum , which boasts more than 300 hands-on exhibits focused on everything from light and art to color and electricity. For a dose of fresh air and nature, wander through the Anderson Japanese Gardens , a breathtaking 12-acre oasis that's filled with winding pathways, koi-filled ponds, and colorful plants. Everyone in the car will find something to love at Prairie Street Brewing Company , where bar food is elevated through dishes like Baja-style shrimp tacos, Cajun mac ‘n cheese and poke bowls. Pick up a few cans of Screw City Light—with notes of fresh-baked bread—to take home and extend your day trip.

16.  Oglesby, IL

Oglesby, IL

It may not be the mighty Colorado, but Oglesby’s Vermillion River offers the best rafting you’re liable to find within a quick jaunt from Chicago. A 9.5-mile run with Vermillion River Rafting will shoot you over 14 rapids, most of them class I and II. After you’ve handed over your paddle, hop in the car and head up the road to Starved Rock Lodge , where you can catch your breath and lunch on casual fare like burgers or a strawberry pecan salad at the Back Door Lounge. When you feel sufficiently refreshed, hit the hiking trails at adjacent Starved Rock State Park to spot dramatic waterfalls and explore cool glacial canyons. Unwind from your nature adventures by grabbing a nostalgic treat at The Rootbeer Stand or check out "farm to foam" at The Lone Buffalo by Tangled Roots Brewing Company in nearby Ottawa. 

17.  Kenosha, WI

Kenosha, WI

Driving time from Chicago: One hour and 15 minutes

About an hour north of Chicago sits this Wisconsin town filled with a plethora of things to do. Within a mile radius of the downtown area are five museums—you can gaze at dinosaur fossils and learn about the link between the prehistoric reptiles and birds at the Dinosaur Discovery Museum , or explore how the Civil War affected people on the western front at the Civil War Museum . During spring to fall, visit the Southport Lighthouse and climb 72 steps to the top for unparalleled views of Kenosha and, on a clear day, the Chicago skyline. If it’s summertime, you must check out the Bristol Renaissance Faire , where you’ll find a recreated 16th century port city populated with fairgoers dressed as knights, maidens and much more. After you’ve worked up an appetite, head over to Frank’s Diner , an almost century-old restaurant set inside an old railway car. And don’t forget to grab some cheeses and New Glarus beers at the famed Mars Cheese Castle on the way home.

18.  Cedarburg, WI

Cedarburg, WI

Located just 20 miles north of Milwaukee, Cedarburg is an ideal place to wind down and take things slow. The charming small town is brimming with old-world architecture, friendly Midwesterners and culture galore. If you can, plan your trip around one of the town’s seasonal events, with options including the Wine & Harvest Festival and Oktoberfest —all of which offer ample opportunities to meet local vendors and sample their wares. When you’re not rubbing elbows with the close-knit community at a street fest, make time to walk around the Cedarburg Art Museum , which hosts exhibitions from Wisconsin artists inside a former home that was designed in 1898. If wine bars are more your scene, head to Cedar Creek Winery , where you can sip your way through a $12 wine fight or enjoy a seasonal wine and cheese tasting for $25. On your way out of town, make one last stop at Amy’s Candy Kitchen to grab a hand-crafted caramel apple for the road.

19.  Kankakee County, IL

Kankakee County, IL

The Kankakee River has been a treasured area for centuries, occupied by the Illini and Miami tribes in the 17th century. Kankakee River State Park surrounds the river for about 11 miles, totaling to 4,000 acres of protected land. It’s a popular spot for fishing, canoeing, hiking and bicycling. Frank Lloyd Wright fans can visit the B. Harley Bradley House , built in 1900 and billed as the architect’s first Prairie Style home. Bring the kids to Perry Farm Park , which features a children’s museum, nature trails, playground and picnic areas.

20.  Oak Park, IL

Oak Park, IL

Drive time from Chicago:  30 minutes

You can't call yourself a Frank Lloyd Wright fanatic until you've spent the day in Oak Park, where you'll find the famed architect's home and studio as well as a smattering of other Prairie-style abodes he designed. If it's your first time, book a tour through the Frank Lloyd Wright Trust . Now that you've worked up an appetite, grab brunch or dinner at Maya del Sol , where margaritas flow like water and the ceviche is tops. Have time for one last stop? Grab a seat at Kinslahger Brewing Company , a small but mighty taproom pouring lagered brews.

21.  Zion, IL

Zion, IL

Zion’s Illinois Beach State Park is one of the  best places for camping outside of Chicago . Outside the 4,160-acre nature haven along the Wisconsin-Illinois border, you’ll find good brews—both coffee and alcohol—and pieces of unique history. Sip coffee from a mug in the quirky collection of mismatched ware at the cozy It’s All Good Coffee in downtown Zion, and a half mile north, tour Shiloh House , a historic 1901-era mansion housing the Zion Historical Society and former residence of Zion’s founder, Dr. John Alexander Dowie. There, learn more about  Dr. Dowie, a Scottish-Australian minister who founded Zion as a planned religious utopia and committed large-scale fraud. 

Head just north of Zion to Winthrop Harbor’s North Point Marina, one of the largest along the Great Lakes. Weather permitting, rent a  kayak or stand-up paddle or stay on land for live music, good views, and craft beers at Harbor Brewing . If you want bragging rights, stand with one foot on either side of the state border at North Point Beach .

22.  Monroe, WI

Monroe, WI

If your cheese preferences embrace the pungent, you’ll find yourself in good company in charming Monroe, Wisconsin, gateway to a region teeming with cheesemakers specializing in varieties like Swiss and nostril-tingling Limburger. For some context, begin your day at the National Historic Cheesemaking Center , where you’ll get a crash course in south central Wisconsin’s cheesy history. Next, head to the Alp and Dell cheese store to browse more than 100 varieties of cheese, mostly from local producers, and all the wine, beer and sausage you’d want to pair them with. When you’re ready for lunch, make your way to the unapologetically old-school Baumgartner’s Cheese Store & Tavern on Monroe’s pleasant courthouse square and order the infamous specialty: a slab of Limburger on rye crowned with mustard and sliced red onions. For a chaser, stroll around the block to Minhas brewery.

23.  Lemont, IL

Lemont, IL

The Village of Lemont developed as part of the construction of the canal linking the Illinois River and Lake Michigan, which also led to the discovery and development of the limestone quarries used to supply materials for iconic Illinois buildings like the Chicago Water Tower. Today, you can hop on the Metra and visit the Heritage Quarries Recreation Area , where you can walk, bike or fish along the I&M Canal (just be sure to look out for the many water birds drawn to the area). If you’re hoping for a bit more excitement, visit The Forge: Lemont Quarries . The adventure park features laser tag, a zipline and ropes courses for all ages and skill levels. Afterwards, head to the village’s historic downtown area to visit Pollyanna Brewing Company and try The Full Lemonty, their signature golden ale. You can also find the brewery’s beer on tap at Wooden Paddle , where you can watch your wood-fired pizza and other small plates being prepared before they hit your table.

24.  Long Grove, IL

Long Grove, IL

Driving time from Chicago: 45 minutes

Located 35 miles northwest of Chicago, Long Grove was founded in the 1800s by German farmers, and many of the town’s original homes and buildings are still standing. Try to visit Long Grove during one of its many delicious festivals such as Apple Fest or Strawberry Fest , when local chefs and other vendors flock to the historic downtown area to offer numerous versions of the spotlighted food. Stop by Buffalo Creek Brewing and have a beer in their Bavarian-style taproom or in the Biergarten, which hosts live music and food trucks during the summer. Before you hit the road, swing by Long Grove Confectionery to pick up some peanut brittle or their signature Giant Myrtle, made with roasted pecans or cashews topped with caramel and milk or dark chocolate.

25.  Evanston, IL

Evanston, IL

Driving time from Chicago: 40 minutes

If you're short on time but craving a day away from the city, hop on the Purple Line and head to Evanston. The sweet college town is located just a few miles north of Chicago, which means you can explore the day away and still be home for dinner. Start the morning at the otherworldly Baha'i House of Worship , an architectural gem located a few miles north in Wilmette. Wander the pristine grounds before stepping inside the functioning temple, one of the oldest of its kind in the world. Up next: Fill up on colorful macarons, cakes and doughnuts at Bennison's Bakery before checking out the outdoor exhibition at the Block Museum of Art and taking a free art walk to see the 16 sculptures placed in public spaces on Northwestern University’s campus. Don't get back on the train without grabbing a brew from Temperance Beer Co. If you have the time, take a $10 brewery tour that includes samples and a souvenir pint glass. 

26.  Michigan City, IN

Michigan City, IN

If you’re car-less, this small city is a perfect option for a day trip from Chicago. Hop on the Amtrak at Union Station and you’ll be in Michigan City in just over an hour. Or, take the South Shore Line and you can hop off right at the Indiana Dunes National Park , 15 miles of gorgeous sand dunes on the southern shore of Lake Michigan. Michigan City proper, too, is filled with great things to do. Visit Washington Park where you can picnic on the beach or check out the lions, wolves and other animals from around the world at the Washington Park Zoo . Hungry? Walk over to Shoreline Brewery , a gem of a microbrewery with a rotating selection of beers on tap and tasty pub grub. You can also sample local flavors at Fiddlehead , which serves high-quality comfort food including fried lake perch and grass-fed beef burgers.

27.  Skokie, IL

Skokie, IL

Driving time from Chicago : 30 minutes 

Head 16 miles north by car or CTA for art, history, and nature in downtown Skokie. The village is lined with locally-owned shops and restaurants, and is home to the Illinois Holocaust Museum & Education Center . Start your day with an everything bagel with lox from Kaufman’s Bagel & Delicatessen and use the free app Otocast for a self-guided route of the area’s murals and sculptures. Mid-tour, grab coffee and a halal savory empanada or SALAMAT! Filipino cookie at Complimentary Coffee . If that wasn’t enough art, head east to the north channel of the Chicago River for the North Shore Sculpture Park , a two-mile walkway with over 60 pieces of public art. Download a self-guided tour or plan to make it to one of free guided tours Saturdays and Sundays, May through October.

28.  Fairbury, IL

Fairbury, IL

Observant Chicago foodies may have noticed a couple of names popping up over and over again in the menu sourcing notes that have become de rigueur in these locavore-obsessed times: Kilgus Farmstead (for dairy) and Slagel Family Farm (for a range of meats). Turns out, our favorite chefs’ favorite suppliers sit just a three-mile hop from each other in the central Illinois town of Fairbury. On an hour-long tour of Kilgus , you’ll get acquainted with the farm’s herd of sweet, doe-eyed Jersey cows, learn the ins and outs of milking, and sample freshly spun soft-serve. Bring a cooler and hit the on-site store for Kilgus dairy and meat as well as goods like eggs and honey from nearby producers. Slagel has teamed up with chefs from notable Chicago restaurants to put on a program of farm dinners throughout the summer and fall. After an interactive tour and a butchering demo, you’ll retire to a picturesque barn for the main event, a family-style, BYOB meal prepared by the guest chef.

29.  Spring Green, WI

Spring Green, WI

Driving time from Chicago: Three and a half hours

Despite boasting a population just shy of 1,700 people, this town west of Madison has a lot going on. Most visitors are here to visit one of two sprawling complexes: Taliesin , the estate and studio of legendary architect Frank Lloyd Wright, or the infinitely weirder House on the Rock , the brainchild of artist Alex Jordan where curious travelers can explore rooms on rooms of infinity mirrors, dollhouses, nostalgic cars, circus ephemera and the world’s largest indoor carousel. When you’ve had your fill of architecture or funky assorted collections, get a taste of traditional Wisconsin hospitality at Arthur’s Supper Club . Theater buffs can take in a show at the American Players Theatre .

30.  Aurora, IL

Aurora, IL

Driving time from Chicago : 50 minutes 

Aurora made headlines when Wallethub named the small city the happiest place to live in Illinois. Once you make a visit, it’s easy to see why. Easily accessible by Metra, this western Chicago suburb features a walkable downtown with music, festivals, street fairs and ample green space to get your nature fix. Grab your running shoes or bike—or  kayak  if floating is your preferred method of sightseeing—and hit the Fox River Valley Trail, an over 40-mile paved path. Finish the afternoon with coffee or craft beers at Two Brothers Roundhouse , a 1850s-era limestone building listed on the National Register of Historic Places, before heading back downtown for a Broadway show at the Paramount Theater .

31.  Joliet, IL

Joliet, IL

If there’s a place that embraces its unique and often complicated past, it’s Joliet. History is intertwined in nearly every aspect of this canal and quarry city, from the limestone facades of the castle-like Bishop Hill Winery to its recreational spots, like the  Joliet Iron Works Historic Site , once the second largest steel mill in the United States and now converted into an outdoor park. Names of many local businesses, like Prison City Vintage , even reference the past. Contextualize the city with a visit to the Joliet Area Historical Museum , a collection of over 30,000 artifacts, including memorabilia from the first Dairy Queen in the U.S. and Route 66. After, roam the 1858-constructed Old Joliet Prison , a frequent filming location and must-see for TV and movie buffs. Finish off with classic diner food at the in-theme Joliet Route 66 Diner .

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One day chicago itinerary – explore top attractions on budget with go chicago card.

Victor Blog , Chicago 1-Day Itinerary , Chicago Itineraries Leave a comment

Planning a one day trip to Chicago is very easy with Go Chicago card. At first, one day trip to Chicago sounds challenging but it is easy and possible to get around Chicago and explore few of top attractions. I have tried to build a budget-friendly one day itinerary using Go Chicago attraction card for visitors’ convenience. There are plenty of things to do in Chicago that requires few days to cover everything. But with better planning you can visit few of the world famous Chicago attractions in such a limited time.

Following list of attractions and landmarks will give you better idea about planning a one day in Chicago.

One day Chicago itinerary includes following activities and things to do:

  • Hop-On Hop-Off Big Bus Sightseeing Tour
  • 360 Chicago
  • Millennium Park (free)
  • Navy Pier Centennial Wheel

Select one two option(s) from the following three attractions:

  • The Field Museum
  • Chicago Architecture river cruise
  • Shedd Aquarium

I prefer Go Chicago Card as it helps you save on attraction admission. All these attractions have discounted admission included in Go Chicago Card. As we all know there are plenty of things to do in Chicago and it is very easy to get overwhelmed with available options to see and do. But Go Chicago Card makes it possible to build your one day Chicago itinerary to experience Chicago in limited time on budget. Overall, you can save up to 55% on admission to top attractions with a Go Chicago Card, compared to purchasing individual admission ticket at the gate.

The Go Chicago Card is the easy way to create vacation in Chicago that fits your interests.

Stop #1: Hop-On Hop-Off Big Bus Sightseeing Tour

Chicago Hop on Hop off Trolley Tour

The hop-on hop-off sightseeing tour is the best way to start your one-day Chicago itinerary using Go Chicago card. This tour features flexible hop-on hop-off options near top attractions in Chicago. Not only you get detailed information about famous building, attractions and landmarks in Chicago but also get flexibility to hop on and off at top attractions on your itinerary.

Following top attractions and landmarks are including on hop-on hop-off big bus sightseeing tour route:

Chicago Theater Skydeck Chicago Millennium Park & Palmer House Art Institute of Chicago Adler Planetarium Field Museum Navy Pier Water Tower The John Hancock Center & 360 Chicago and more

How to Get Admission: Hop-on Hop-off Big Bus Chicago tour can be added on your custom vacation itinerary using Go Chicago Card’s “ Build Your Own Chicago attraction pass ”. Hop-On Hop-Off Big Bus Chicago tour tickets are included on the Go Chicago Card All-Inclusive Pass .

All Inclusive Go Chicago Card

Stop #2: 360 Chicago

Enjoy excellent views of Lake Michigan and Chicago city’s skyline from the observatory deck on 94th floor of John Hancock building. 360 Chicago has new attraction called TILT. Name says it, now you can TILT outward over 1000 feet above the magnificent mile. This attraction can hold up to 8 visitors at a time. TILT is unique thrill ride attraction in Chicago.

During weekend 360 Chicago tends to get busy so adjust your timing to get there to avoid long wait. At 360 Chicago, you can enjoy cocktail or drink at the cafe while enjoying amazing views.

How to Get Admission: 360 Chicago tickets are included on all-inclusive Go Chicago Card . You can select 360 Chicago if you decide to build your own Go Chicago attraction pass .

Stop #3: Millennium Park

Metal Bean - The Cloud Gate in Millennium Park Chicago

Visit to Chicago is not complete without spending some good time at the world famous Millennium Park. You cannot leave Chicago without visiting the world renowned metal sculpture – “The Bean” at Millennium Park. The metal bean is also known as Cloud Gate.

The Bean is one of the most famous landmarks in United States of America. Make sure to bring your camera as nobody can resist taking a photo with “The Bean”. Don’t forget to check out The Pritzker Pavilion, there is always some events or concerts are going on throughout the year.

During winter season, you can have some good time at The McCormick Tribune Ice Rink located in Millennium Park on Michigan Ave. Skating is FREE and open to the public so either you can bring your own skate or you can rent them on premises for $12.

How to Get Admission: Millennium Park is FREE to the public.

We all know that Chicago is famous for deep dish pizza. It’s very common to get different answers about individual’s favorite place for the best deep dish pizza in Chicago. In my opinion, Giordano’s and Lou Malnati’s has the best deep dish pizza in Chicago. Other deep dish pizza places include Pizzeria Uno, Pizano’s and Pizzeria Due.

While you are in Chicago, I recommend you to enjoy deep dish pizza at Giordano’s as well as Lou Malnati’s. The Giordano’s pizzeria is located close to the Millennium Park so you can take advantage of the location by ordering deep dish pizza at Giordano’s for lunch.

Stop #4: Navy Pier

USS Chicago Anchor Navy Pier

Navy Pier is one of the historic attractions in Chicago. You will need at least couple of hours to explore Navy Pier. Considering the favorable winter weather conditions there is always something going on at the pier.

There are many things to do at the Navy Pier including performances, museums, IMAX Theater and the famous Navy Pier Centennial Wheel. Family with kids can take advantage of the Navy Pier Centennial Wheel.

Keep your camera ready to take pictures by Lake Michigan and the USS Chicago anchor at the end of the pier. This 8 ton anchor is from the third warship named after the City of Chicago.

How to Get Admission: Navy Pier Centennial Wheel tickets are included with Go Chicago Card purchase . You can also add Navy Pier Centennial Wheel tickets on custom Go Chicago attraction pass .

By now you have visited Chicago’s most famous attractions from your 1-Day Chicago itinerary. As we have time limitation to explore the Chicago as much as we can, considering the available time on hand, you can pick one or two of the following attractions on your itinerary.

Stop #5: Pick one or two of the following three attractions in Chicago

Option# 1: The Field Museum of Natural History The Field Museum of Natural History , home of Sue the T. Rex! Yup, the Field Museum of Natural History features the world’s largest and most complete skeleton of T. Rex. I recommend you to watch T. Rex show at the museum to learn in detail about Sue.

This world renowned attraction also features large collection of fossils, specimen and other historic objects. According to the survey, The Field Museum of Natural History is visited by over two million visitors every year. Keep in mind that you will easily need 3 hours to visit the Field Museum of Natural History.

The Field Museum of Natural History tickets are included on Go Chicago Card . It is also available to add on custom Go Chicago attraction pass .

Option# 2: The Architecture Chicago River Cruise Architecture River Cruise departs from the Navy Pier. The cruise schedule depends on the weather condition. The tour has been one of the best activities for visitors in Chicago.

The architecture river cruise features 75 minutes long fun time, learning about history and facts about world famous Chicago skyline and stories behind the architecture. During summer season, it’s recommended to get there little earlier to avoid the line.

Chicago Architecture Boat Cruise Tour tickets are included on all-inclusive Go Chicago Card . The tour can be included on Go Chicago Card’s – “ Build Your Own Pass ”

Tips for visitors travelling between March through November: If you are not a big fan of architecture and want to experience the marvelous views of high-rise in downtown Chicago without compromising indoor attractions such as The Field Museum of Natural History or The Shedd Aquarium, then I suggest you to skip the Architecture River Cruise and take advantage of the water taxi to get to the Navy Pier.

After lunch at Giordano’s, you can walk few blocks to get to the water taxi stop located at the Adams and Wacker Drive near The Willis Tower, to catch a water taxi to Navy Pier. Believe me it’s worth walking little more as it’s a longest water route in Chicago River from the Willis Tower to Navy Pier compared to the Michigan Ave stop, which is shorter walk from the Giordano’s.

Water taxi stop operation during winter, so make sure to check with Shoreline Sightseeing about the schedule. Remember? You had deep dish pizza for lunch that definitely needs some walk too! 🙂

Shedd Aquarium Chicago

Option# 3: The Shedd Aquarium Family with young kids can consider to head down to the Shedd Aquarium for fun . This attraction features over 32,000 different kinds of marine animals. The Shedd Aquarium features permanent exhibits called – Waters of the World, Caribbean Reef, Amazon Rising, Abbott Oceanarim, Wild Reef and Polar Play Zone.

Kids will have fun getting close to sharks, piranhas, beluga whale, dolphins, turtles and many similar marine animals. Family with kids will easily need over 3 hours to explore the Shedd Aquarium.

How to Get Admission: The Shedd Aquarium admission tickets are included on Go Chicago card . You must go to the will-call window to show your Go Chicago Card to collect the admission tickets.

Note : The Shedd Aquarium is only available on all-inclusive Go Chicago Card!

After a day long trip in Chicago, you will be tired and starving. Chicago is one of the best cities in USA for dining. There are plenty of options for dining in downtown Chicago from street foods to fine dining restaurants. You can pick any nearby restaurants that fits your taste for the day. I recommend following few restaurants for reference.

Eleven City Diner Burger Bar Chicago Kurah Mediterranean Chicago Firehouse Restaurant

All-inclusive 1-Day Go Chicago Card OR custom built attraction pass for one day in Chicago?

I would suggest you to purchase 1-Day all-inclusive Go Chicago Card instead of building your own custom attraction pass.

All-Inclusive Go Chicago Card 1-Day cost your $95/adult, and $63/Child

Following is the cost detail of the “Build Your Own Attraction Pass”, considering the Shedd Aquarium is available for all-inclusive Go Chicago card.

Option# 1 – with the Field Museum of Natural History for adult Hop-on Hop-off Big Bus Chicago……. $40.00 360 Chicago………………………$20.50 Navy Pier Centennial Wheel…………$35.00 The Field Museum………………….$30.00 —————————————— Total Cost per adult:……………. $94.12

Option# 2 – with the Architecture River Cruise for adult Hop-on Hop-off Big Bus Chicago…….. $40.00 360 Chicago……………………….$20.50 Navy Pier Centennial Wheel………….$35.00 The Architecture River Cruise……….$41.44 ———————————————- Total Cost per adult…………….. $102.70

For above listed attractions, custom built attraction pass cost you more, plus you do not get option to add the Shedd Aquarium.

Simple, it’s worth paying $95/adult for all-inclusive one day Go Chicago card compared to building your own itinerary using “Build your own attraction pass”.

Overall, All-Inclusive Go Chicago card includes over 25 attractions. Personally, I recommend you to purchase 1-Day all-inclusive Go Chicago Card that gives you flexibility to change your itinerary by replacing any attraction on your itinerary at any time! This sample itinerary will give you an idea about spending a one day in Chicago!

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Chicago Juneteenth events: Museums, festivals, food trucks and more | See list

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CHICAGO (WLS) -- Juneteenth marks the day in 1865 when enslaved people of African descent in Galveston, Texas learned that they were free. That was more than two years after President Abraham Lincoln signed the Emancipation Proclamation.

ABC7 Chicago is now streaming 24/7. Click here to watch

Here are some Juneteenth events happening around Chicago on Wednesday, June 19:

Juneteenth Celebration at DuSable Black History Museum and Education Center

The DuSable Black History Museum and Education Center is holding its annual free Juneteenth festival. The event offers music performances, food trucks and vendors from 10 a.m. to 8 p.m. More information to this event can be found here .

The celebration at the museum is in its third year, and it is the largest observation of the holiday in the city.

Crowds showed up Wednesday despite the heat, enjoying the music, the vendors and the food trucks, but most of all it is a recognition of what the day represents.

"I'm 62 years old, and I did not know anything about Juneteenth when I was younger," Kristine Hansberry said.

Kristine is the niece of playwright Lorraine Hansberry, the author of the play "A Raisin in the Sun." Hansberry says her Aunt would have been inspired by the holiday.

"I think that may have been another play... may have been 'Raisin in the Juneteenth," Hansberry said.

With each observation of Juneteenth, the holiday becomes a history lesson for a wider audience.

"They toiled under enslavement for an extra two and a half years not knowing, deliberately not being told that they were free people," said Perri Irmer, President and CEO of the DuSable Black History Museum and Education Center.

A performance from singer Glenn Jones caps off the day.

'Life Within The Lens: Juneteenth Edition'

At Chicago's Music Box Theater, "Life Within The Lens: Juneteenth Edition" will feature five short films. All of them, the works of Black filmmakers here in Chicago. Click here for more information.

Boxing Out Negativity Juneteenth Celebration

Join Boxing Out Negativity at 1616 S. Avers Ave. for its fourth annual Juneteenth celebration. The event will run from 1 p.m. to 9 p.m. on June 19. More information about this event can be found here .

Juneteenth Youth Olympics

one day visit chicago

The 12th Annual Juneteenth Community Recommitment Celebration at The National A. Philip Randolph Pullman Porter Museum is from 10 a.m. to 8 p.m. It will feature a parade, block party, festival and more. RSVPs are required and can be done here .

Juneteenth Market

The Juneteenth Market at the Promontory in Chicago will host 30 Black-owned businesses, DJ sets and local food vendors. This event is free and open to the public from 2 p.m. to 7 p.m.

360 CHICAGO Honors Juneteenth

360 CHICAGO at the John Hancock Building will honor Juneteenth by featuring Black-owned businesses from noon to 2 p.m. Tickets are required for entry and will include free admission to shop with the featured vendors. Tickets can be purchased here .

Juneteenth Day Party

Celebrate Juneteenth with music, food and more from 3 p.m. to 9 p.m. at Virgin Hotels Chicago. Tickets for this event can be purchased here .

Chicago Walk For Freedom

Dr. Opal Lee, called by some the "grandmother of Juneteenth," is hosting a nationwide 2.5 mile walk.

The distance represents the amount of time it took to enforce President Abraham Lincoln's Emancipation Proclamation.

Chicago's 'Walk for Freedom' is taking place at 9 a.m., starting at 31st Street Beach.

Aurora Juneteenth

The City of Aurora is concluding its weeklong celebration of Juneteenth with a Youth Summit Wednesday morning...and a Juneteenth flag raising ceremony Wednesday afternoon.

More than 100 predominantly Black young people will gather to hear and be part of different discussions on a variety of topics, including college preparation and how to interact with law enforcement.

That's from 8:30 a.m. to 12:30 p.m. at the North Island Center.

Aurora's flag raising ceremony starts just 30 minutes later at 1 p.m. at the same location.

SEE ALSO | ABC7 celebrates Juneteenth with 'Our Chicago: Food for the Soul' special hosted by Cheryl Burton

READ MORE | What's open, what's closed on Juneteenth 2024

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Father's Day weekend will be hot in much of the US. Then comes a dangerous heat wave.

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Father's Day weekend started Saturday with warm temperatures across much of the country – and forecasters say it's only going to get worse.

In the Southwest , Gulf Coast, Southeast and Midwest, the heat has already arrived with temperatures in the nineties or higher expected by federal forecasters on Father's Day in parts of California, Texas, Tennessee, Kansas, South Carolina and other states.

Next up: Searing heat in the Northeast. Over 135 million people from Chicago to New York should brace for high temperatures next week, AccuWeather meteorologists said.

By that point, much of the nation will face unseasonably warm temperatures, according to an outlook from the federal Center for Weather and Climate Prediction. Forecasters expect above-average temperatures in parts of every state between June 20-24 – with the most abnormally warm weather being concentrated in the Northeast.

Heat preparedness: Massive heat wave heading for USA next week. Cities have been preparing for this.

Summer already started (kind of)

Officials have warned people to look for signs of heat-related illness before the summer solstice on June 20 . But from a meteorologist's perspective, summer has already started, Andy Chiuppi, a senior meteorologist for the National Weather Service Memphis office, said.

Along the Mississippi River, Memphis is expected to see temperatures reach 95 on Saturday – 5 degrees above normal at this time of year – with creeping humidity that places the heat index at above 100 degrees. Father’s Day could be hotter, teetering on heat advisories if the heat index surpasses 105, Chiuppi added.

“We know it's really the first hot weekend of 2024 for us,” Chiuppi told USA TODAY. “We're just pushing out all the safety information: people make sure they're staying hydrated. Even if you're not going outdoors, make sure you're drinking enough water and fluids.”

What to avoid with heat

Tennessee health officials warned residents to take precautions while in the sun. People should avoid being outside at the hottest time of day, a state health department post said. Chiuppi added people shouldn't leave children or pets inside cars. The Centers for Disease Control and Prevention also recommends taking breaks when possible and staying in the shade as much as possible.

“When combined with warm overnight lows, major heat risk could affect anyone without effective cooling and/or adequate hydration,” the NWS national forecast said Saturday. “Be sure to remain weather aware and follow proper heat safety!”

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Before next week's heat wave, New York City officials said this weekend's weather is relatively cool, in the 70s. Now is the time to install an air conditioner or locate the nearest cooling center, an Office of Emergency Management social media post said.

“Great time to prepare & make a plan for next week’s high heat which could last through next weekend!” the post said.

How to prepare, check in

People should know the signs of heat illness such as heat stroke and heat exhaustion.

Extreme heat kills and maims: Here are some of its victims from across the US.

People at greatest risk are young children, elderly people, outdoor workers and those who have chronic diseases, mental illness or take certain medications that make it difficult to regulate their body temperatures, the CDC said . Additionally, those who may not have access to reliable AC are at risk, as are others who live in areas called urban heat islands that are warmer due to more pavement and buildings — and less green space.

Experts previously told USA TODAY it's best to check in on those who may be vulnerable with heat.

More From Forbes

The chicago bulls have become a rudderless mess.

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MIAMI, FLORIDA - APRIL 19: Alex Caruso #6 of the Chicago Bulls reacts against the Miami Heat in the ... [+] third quarter during the Play-In Tournament at Kaseya Center on April 19, 2024 in Miami, Florida. NOTE TO USER: User expressly acknowledges and agrees that, by downloading and or using this photograph, User is consenting to the terms and conditions of the Getty Images License Agreement. (Photo by Rich Storry/Getty Images)

The Chicago Bulls have long been opposed to the idea of trading their star defender Alex Caruso, with the team reportedly turning down offers consisting of multiple first-round selections, including a top 10 selection in this year's draft, according to Will Gottlieb of CHGO .

The decision to hang onto Caruso at all costs becomes increasingly difficult to comprehend, given where the Bulls currently find themselves on the NBA totem pole, stuck between the play-in tournament, and the actual playoffs.

Furthermore, Caruso's contractual situation is in a state where trading him likely makes the most sense. He's got just one year left on his deal, at $9.8 million, and is extremely likely to enter unrestricted free agency in 2025.

While Caruso is extension eligible, his modest contract makes it impossible for the Bulls to extend him due to the 140% extension limit.

(If that sounds familiar, it's because Chicago is in a similar situation with both Coby White and Ayo Dosunmu .)

Caruso has become one of the league's most impactful two-way role players. He's positionally fluid, defends everything from point guards to smaller power forwards, and even canned over 40% of his three-pointers this season.

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By the summer of 2025, when he can sign with anyone he chooses, he's very likely to receive a contract that exceeds $20 million per year due to his aforementioned play.

What are the odds of him returning to Chicago, given the organization's constant failure to make themselves a legitimate playoff team?

During his three years with the franchise so far, the Bulls have won a single playoff game, and otherwise been eliminated in the play-in tournament twice.

Caruso, who will be 31 next summer, isn't at a point where he will have the luxury of time to wait for the Bulls to get their act together. Especially as that mission is likely to take years given their constant inaction, and reluctance to pay for a playoff team.

It is then reasonable to assume that it's unlikely that Caruso re-signs in Chicago next summer, just as it's reasonable to assume he'll reject whatever extension offer that comes in over the next 12 months.

Chicago can, at most, offer him an veteran extension that starts at $13.8 million via the 140% or they can use the 140% of the estimated league average salary as a starting point, both of which land below his market value.

So, what are the Bulls waiting for?

The organization is rumored to have offered DeMar DeRozan at a price of $80 million over two years , and he'll turn 35 before the season.

They're also likely to eventually trade Zach LaVine, for a return that's going to be viewed as extremely modest given his All-Star career with the Bulls.

The organization re-signed Nikola Vučević, who will turn 34 right at the beginning of the season, believing him to be a major core piece to their success.

What, exactly, is the plan here?

As far as directions go, the Bulls appear to simply not have one. And if they do, it doesn't appear to be one that's built on significant detail.

Turning down trades, that would have them come out with far more options for the future, borders on malpractice. If they were a permanent playoff team, and believed they were one year away from competing for a title, then trade rejections as the above would make sense.

The reality of the situation is, however, that they are not. In fact, as currently constructed, they're not even close to being a threat to making the playoffs.

The Bulls appear to be living in an alternate reality where they're two to three levels higher in the NBA hierarchy, than they actually are, underlined by their constant belief in a roster construction that completely fell apart after the injury to Lonzo Ball over two and a half years ago.

What's worse about their handling of Caruso is how the above trade proposals were before the 2024 trade deadline.

By not trading Caruso then, they're left with the option of trading him now, and his price will have shrunk in the meantime given that teams were looking to have Caruso for two playoff runs, instead of the single one they're sure to get now.

Does he still fetch a first-round pick? Probably. But it's fair to question if any team is willing to give up multiple at this point, as whatever team lands Caruso will also not be able to extend him, thus risk losing him next summer.

All of this is to say, the Bulls appear rudderless. They don't seem to comprehend how to deal with contractual challenges, such as the ripple effect of the 140% extension rule, nor do they appear to understand how to get out ahead of certain challenges, by making trades at the right time.

The Bulls are constantly reacting to the world around them, much to the satisfaction of the league's other 29 teams who simply won't have to worry about Chicago from a competitive perspective.

They've become that passive guest at the party, who spends all night in the corner of the room, not understanding why people don't come to them based on the fact they've won six titles in the 90's. Surely they're still the talk of the town, and the envy of everyone around them.

They're not.

And if they are talked about, it's not in relation to past glory, but more so due to subjects like not moving off Caruso in due time, and being overall one of the worst managed teams in the NBA.

How they've handled the Caruso situation - meaning, how they haven't handled it at all - also points to how the White and Dosunmu situations are likely to be resolved.

Inaction. Wasted trade value. Risk of losing them or nothing. Rinse, repeat.

Now, to be fair, the 140% rule is a problem . The Bulls did extremely well in the negotiations with all three of Caruso, White, and Dosunmu - all of whom are signed to deals far below market value.

They shouldn't be penalized for making shrewd deals.

But, fact of the matter is the 140% rule is in place, and the Bulls seemingly don't understand how to navigate it. Or perhaps they don't care, believing themselves to be the best option for all three players down the line.

Regardless of their motivation, their failing in reacting to a very real challenge is a pattern. They spent nearly a decade using Derrick Rose's ACL tear as an excuse to the fan base for not being a competitive franchise.

They're using the same playbook with Ball's injury, directing attention away from their inability to pivot into something else, and finding new ways to improve.

What might be the most egregious mistake by the Bulls, however, is their seemingly constant belief that no one's the wiser.

They speak to the media, and thus their fans, in a manner of high superiority, scoffing at critical questions, and making false promises year after year, selling the fan base anew on an old product that's outdated and barely functional.

It'll be interesting to hear what explanation they come up with when they end up taking far less for Caruso than what was originally offered, or when he leaves in 2025 and they sit empty-handed.

Perhaps that is the point when they realize the corner is no good place to hide in, and they join in on the dance floor.

Unless noted otherwise, all stats via NBA.com , PBPStats , Cleaning the Glass or Basketball-Reference . All salary information via Spotrac . All odds courtesy of FanDuel Sportsbook .

Morten Stig Jensen

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More Than 1,000 Birds Died One Night in Chicago. Will It Happen Again?

A mass of birds died in Chicago in October after striking one building, adding to the push for more protections in one of the most dangerous cities for avian migration.

Rows of dead birds lying on a metal surface. Some of the birds have yellow feathers, while others are brown and white.

By Amanda Holpuch

One night in October, an enormous swirl of birds flew over Chicago, astounding those who had their binoculars trained on the flashes of yellow, white and brown speckling the sky above. It seemed like an incredible moment for birders, but the next day ended with nearly a thousand dead birds outside one building along Lake Michigan and even more scattered across the city’s streets.

Migration experts said that the unusual mass deaths were the product of a number of common occurrences happening all at once. One factor, they said, was easily preventable: the number of buildings that had their lights on, which disoriented birds that were migrating overnight on Oct. 4.

Since October, there have been significant changes at the building where the highest concentration of birds died, McCormick Place Lakeside Center, but advocates for bird safety are seeking measures that protect birds across the city. These measures could include treating windows with film that is more visible to birds, using shutters or drapes to block windows and turning off decorative lighting at night during migration seasons.

Judy Pollock , president of the Chicago Bird Alliance, said that the changes at McCormick Place were excellent. “But there’s a lot of other buildings that need to do something about their windows,” she said.

The Chicago Bird Collision Monitors, a volunteer group that recovers dead birds and helps those that are injured, found 1,600 dead or injured birds in a downtown area smaller than two square miles on Oct. 5, said the group’s director, Annette Prince. Ms. Prince said thousands of additional birds could have died or been hurt in the city, because the group does not reach every area and birds may have struck buildings after the volunteers left.

Chicago has some of the highest migration traffic in the country because of its location in the center of the United States. It was named, along with Houston and Dallas, as one of the most dangerous cities for migrating birds in an April 2019 study published in the journal Frontiers in Ecology and the Environment.

For years, bird safety advocates have tried to get Chicago to pass an ordinance, similar to one in New York City , that would require new buildings to be safe for birds. The ultimate goal is to make bird safety a requirement for all buildings, new and old.

In April, the Chicago Department of Planning and Development unveiled a draft of its sustainable development policy that included updated bird protection standards, but those would be voluntary and not mandatory. (The policy is expected to be implemented in the coming months.)

“We feel that Chicago poses such a great threat to birds,” Ms. Prince said. “And yet they continue to stall on taking action.”

The voluntary standards include protecting areas of a building that are especially susceptible to bird strikes, such as glass railings, decorative panels and awnings, with materials, like decals or wood, that birds can see better than highly reflective or transparent materials.

The standards also encourage buildings to have a minimum of 20 feet between glass walls and exterior pools or fountains and to be able to control decorative lighting so it can be turned off between 11 p.m. and daylight during migration seasons. Tenants of buildings on higher floors should also be encouraged to turn out lights or draw blinds after 11 p.m., the guidance said.

Peter Strazzabosco, the deputy commissioner of Chicago’s Department of Planning and Development, said in an email that mandatory standards would require City Council legislation.

The Sustainable Development Policy gives points to new developments based on what sustainability standards they use to reach a required threshold. The 2024 update places higher value on bird protection than before. “The Planning Department recognizes that Chicago’s location along a major flyway poses a hazard for migrating birds,” Mr. Strazzabosco said. The department expects that increasing the point value of bird protections would encourage more new developments to adopt them, he said. About 10 percent of projects have chosen bird protections in the past, he said.

During this year’s spring migration, more than 54.7 million birds flew over Chicago, and there were no mass death events like the one last fall.

In the days before what some birders called the Chicago megaflight , the winds had been bad for migration, so large numbers of birds waited outside the city for conditions to improve, said Benjamin Van Doren, an assistant professor at the University of Illinois at Urbana-Champaign who studies migratory animals. He was involved with the 2019 study about dangerous cities for migration.

Once the weather became safe to fly in outside the city, a huge concentration of birds headed south and encountered intense thunderstorms. As the birds flew lower to avoid the storm and find land, they faced hazards including Lake Michigan and the city’s bright buildings.

Another hazard: McCormick Place Lakeside Center, an event center along the shore of Lake Michigan that is covered in about two football fields’ worth of glass. The building was lit for an event when the collisions happened, and nearly 1,000 birds were found dead outside.

David Willard , a retired collection manager of the bird collection at the Field Museum in Chicago, has been monitoring bird strikes at McCormick Place since 1978, making the building an unusually fertile resource for studying risks to birds.

During migration seasons, Dr. Willard or another museum representative will walk the perimeter of the building around dawn searching for birds that have struck the building. The Field Museum has collected more than 40,000 dead birds over the years (and helped between 4,000 and 4,500 stunned birds).

Dr. Willard said that in more than four decades, his team had never found as many birds as it did that day in October. Birds were still hitting the building well after dawn, he said. “It was almost like you could have put a brick wall in front of them, and they still would have hit it,” he said.

The 977 birds killed were mostly warblers, Dr. Willard said. The most common type found was the palm warbler, of which there were more than 300 , followed by the yellow-rumped warbler. Among the other types of birds were also soras, indigo buntings and wood thrushes. Another 100 birds were found stunned and were later released away from the building.

After the bird deaths, representatives from McCormick Place joined Dr. Willard on his perimeter walks. The building’s owners have also consulted bird experts, including those at the U.S. Fish and Wildlife Service.

Larita Clark, the chief executive of the Metropolitan Pier and Exposition Authority, the municipal corporation that owns McCormick Place, said that the authority was planning to install window film that creates a pattern that birds can see. The film will cost about $1.2 million, Ms. Clark said, and the authority is aiming to have it installed by the fall migration season. The group also considered buying motorized drapes and blinds but decided that it was too costly.

Ms. Clark said that the building also participates in the Lights Out program, a campaign that calls on buildings across the country to turn off or dim lights at night during migration seasons. At McCormick Place, drapes are closed for the entire day on windows that have them, and when an event is over and people have left, the lights are dimmed to 25 percent.

Dr. Van Doren said policies that reduce or eliminate light from buildings were a simple way to reduce bird deaths.

“It’s a really big issue, but it’s also an issue that with concerted effort, we can easily tackle and have immediate impact,” he said.

An earlier photograph with this article was published in error. It showed McCormick Place South, not the McCormick Place Lakeside Center, in Chicago.

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Amanda Holpuch covers breaking news and other topics. More about Amanda Holpuch

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The White House 1600 Pennsylvania Ave NW Washington, DC 20500

A Proclamation on Juneteenth Day of Observance,   2024

On June 19, 1865, freedom finally came for the 250,000 enslaved people of Texas.  That day, which would become known as Juneteenth, the Army arrived to enforce what had already been the law of the land for two and a half years — the Emancipation Proclamation.  Today, we recognize that Juneteenth not only marks the end of America’s original sin of slavery but also the beginning of the work at the heart and soul of our Nation:  making the promise of America real for every American.

One of my proudest moments as President was signing into law Juneteenth as a new Federal holiday — the first Federal holiday to be established since Dr. Martin Luther King, Jr. Day four decades prior.  Juneteenth is an acknowledgment of the truth of our Nation’s history.  It is about realizing the idea that America was founded on:  All people are created equal and deserve to be treated equally throughout their lives.  It is about the generations of brave Black leaders and selfless activists who never let us walk away from that idea, including Ms. Opal Lee, whom I awarded the Medal of Freedom for her work as the grandmother of Juneteenth, and former State Representative Al Edwards, who authored the bill to designate it a holiday in Texas.

My Administration is working to ensure we continue to deliver on that idea — creating a country that truly stands for freedom, justice, dignity, and opportunity for all.  Today, record numbers of Black Americans have jobs and health insurance, and Black business ownership is growing at the fastest pace in over 30 years.  We are investing more money than ever in Black families and communities.  That includes the funding we are delivering to support predominantly Black neighborhoods that had been divided and left behind by segregation and racial discrimination, the checks we delivered that reduced Black child poverty to the lowest rate in history, the changes we have made to the appraisals process to root out biases that put Black homeowners at a disadvantage, and the over $16 billion investment in Historically Black Colleges and Universities so that we can ensure the next generation of Black leaders has equal opportunities for a quality education and pathways for economic mobility.  We are working to rebuild and strengthen all of America by removing every lead pipe across our country, delivering affordable high-speed internet, forgiving $167 billion in student loan debt, and creating good-paying jobs that you can raise a family on.  We are creating a new sense of pride and dignity in communities across the country.

As we work to make history, my Administration is also working to tell our Nation’s history instead of erasing it.  That is why I signed a law, which had been more than 100 years in the making, to designate lynching as a Federal hate crime.  I  designated the Emmett Till and Mamie Till-Mobley National Monument to preserve historic sites and cultural resources in Mississippi and Illinois so that we never forget the brutal lynching of Emmett Till in Mississippi in 1955 and the subsequent courage of his mother, Mamie Till-Mobley, who made sure our Nation would never forget her son.  I have honored some of our country’s greatest Black scholars, humanitarians, and artists, who dare to tell the good, bad, and truth of our Nation.  We are writing new chapters of our history, and I am proud to have the most diverse Administration ever to tap into the full talents of our Nation — including the first Black woman Vice President of the United States, Kamala Harris — and to have appointed the first Black woman as a Justice on the United States Supreme Court, Ketanji Brown Jackson.  Meanwhile, we are also working to secure the right to vote — with which anything is possible.

On Juneteenth, may we celebrate the essence of freedom that galvanized the country, the progress we have made in our Nation, and all that is possible when we march forward together.  May we all recommit to redeeming the very soul of America — choosing love over hate, unity over division, and progress over retreat.

NOW, THEREFORE, I, JOSEPH R. BIDEN JR., President of the United States of America, by virtue of the authority vested in me by the Constitution and the laws of the United States, do hereby proclaim June 19, 2024, as Juneteenth Day of Observance.  I call upon the people of the United States to acknowledge and condemn the history of slavery in our Nation and recognize how the impact of America’s original sin remains.  I call on every American to celebrate Juneteenth and recommit to working together to eradicate systemic racism and inequity in our society wherever they find it.

     IN WITNESS WHEREOF, I have hereunto set my hand this eighteenth day of June, in the year of our Lord two thousand twenty-four, and of the Independence of the United States of America the two hundred and forty-eighth.

                             JOSEPH R. BIDEN JR.

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  1. 1 Day Chicago Itinerary For First Timers: The Must-Do Highlights

    Having said that, since this is a 1-day Chicago itinerary post, I will say that it is possible to catch a few of the main highlights in just one day. I personally think the easiest and most cost-efficient way of doing this is with the help of a Chicago attraction pass. On my last trip to Chicago, I used Go City's Chicago All-Inclusive Pass.

  2. One Day in Chicago: The Perfect Itinerary

    6:00 p.m.: Take the high-speed elevator up to the observatory at 360 Chicago (formerly The Hancock Observatory) where, on a clear day, you can see Michigan, Indiana, and Wisconsin. Test your fear of heights on the Skydeck open-air viewing deck and see Michigan Avenue, 1,000-feet below, in the TILT attraction.

  3. One Day in Chicago (Guide)

    Aloft Chicago City Center. 515 North Clark Street, River North, Chicago. The Aloft Chicago City Center is a modern boutique hotel located in the heart of downtown Chicago's in trendy River North neighborhood. It features a modern fitness center and business center, as well as the lounge with a pool table. It's walking distance to Millennium ...

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    Where to go in Chicago in one day: A complete itinerary Fuel up with breakfast in the Near North Side. Kickstart your 24-hour adventure in Chicago in the hip neighborhood of Streeterville.This bustling enclave is home to the historic Navy Pier, the Museum of Contemporary Art, and a gorgeous stretch of lakefront.. A busy day of sightseeing needs a hearty breakfast, and you'll find a fantastic ...

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    You can plan a 3 day itinerary for Chicago by extending this "one day in Chicago" guide. Popular attractions include Navy Pier, Museum Campus, and Willis Tower. See a show at Second City Comedy Club, visit Lake Michigan beaches like Oak Street Beach and North Avenue Beach, and explore Chicago neighborhoods for more local activities. ***

  6. 24 Hours in Chicago: Perfect One Day Itinerary in 2024 (From a Local!)

    1) Visit the Skydeck at Willis Tower. The Skydeck at Willis Tower (formerly known as the Sears Tower and what locals still call it) is the most well known of Chicago's two tall skyscrapers with public observatories. The Willis Tower used to be the tallest building in the world from 1974 until 1998. Lines for the Skydeck can be very long so I ...

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    A first-time visit to Chicago isn't complete without a stop at Millennium Park. Situated in the Loop just north of the Art Institute of Chicago, this 25-acre space is used to showcase cutting-edge ...

  8. One Day in Chicago Itinerary

    One Day in Chicago Itinerary. Chicago, the third largest city in the USA, is a fantastic city to visit. If you only have 24 hours in Chicago to spend, we want you to make the most of it. Therefore we compiled a Chicago itinerary of things to do and things to bring on your next trip to the windy city. The people here are friendly, the food is ...

  9. One Day in Chicago Itinerary

    John Hancock Tower. Along the Magnificent Mile, you'll find the John Hancock building. For this one day in Chicago itinerary, you'll be skipping the SkyDeck at the Willis (formerly Sears) Tower. Instead, you'll visit the observation deck at the John Hancock tower. It's called 360 Chicago, and it's less crowded than Skydeck, so best if ...

  10. 24 Hours in Chicago: A One Day Itinerary

    For your one day in Chicago, most of the attractions listed above are within walking distance of each other. Walking is easy in Chicago with the wide sidewalks and pedestrian-friendly crosswalks. Riding the loop is a fun way to explore Downtown Chicago. It is very easy to navigate and only costs $2.50 per trip.

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    Purchase a Ventra card (single ride: $2.50 for train, $2.25 for bus) and refill it on the go with the app as you need. You'll also be able to have a free transfer within two hours. Pro tip: A good idea for a 1-day Chicago itinerary is to buy a 24-hour unlimited pass for just $5 right at the airport.

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    This is a great thing to do during your one day in Chicago and will bring TONS of laughs. Tickets are around $50, shows start at 7:00 PM or 8:00 PM, and last one hour. Tip: Student shows are only $10 and have an 8:30 PM showing. I'm technically cheating because Second City is located juuust out of downtown in Old Town.

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    How to spend 24 hours in downtown Chicago: Stop 1: Visit Art Institute of Chicago. Stop 2: See "The Bean" at Millennium Park. Stop 3: Wander the Chicago Cultural Center. Stop 4: See Buckingham Fountain at Grant Park. Stop 5: Explore the lakefront Museum Campus. Stop 6: Enjoy the view at SkyDeck Chicago. Stop 7: Hear local legends at jazz ...

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    Look out for the 124 route, which will have you at the entrance to the pier within 15 minutes. As the focal point of all of Chicago's lakeside action, Navy Pier is the kind of place where you could easily spend all day. With just one day in Chicago, an afternoon will have to suffice. The terminal building stretches almost the entire length of ...

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    Millennium Park is part of the Chicago Millennium Park Self-Guided Walking Tour . If you enjoy walking or biking this will be a wonderful experience for you. . 201 East Randolph Street, Chicago, IL 60601, USA (bounded by Michigan Ave., Randolph St., Columbus Drive and East Monroe Drive) phone. 312 742-1168.

  16. One Day in Chicago Itinerary

    Visit these top attractions and save up to 45% off vs. paying at the gate with a Go Chicago® pass. Remember, this one-day itinerary is just one of many ways to experience Chicago. The Go Chicago Card gives you the flexibility to create your own itinerary, so you can choose from dozens of top attractions and create a vacation tailored to your ...

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    Pack in as many attractions as possible with this one day Chicago itinerary. It includes the must-see attractions like Millennium Park, Navy Pier and the art nouveau Driehaus Museum. You can even fit in a visit to the Adler Planetarium where there are daily shows in the three theatres. To really "cover" all of Chicago travel up to the 94th floor of the John Hancock Building to 360 ...

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    Use this easy going one day Chicago itinerary to guide you through the windy city at a comfortable pace. The itinerary includes must-see attractions but it won't rush you off your feet. Stroll around Millennium Park, see the famous Chicago Bean and the amazing public art. Visit Navy Pier enjoying the street performers, restaurants, stores and many attractions. Then go to the top of the John ...

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    The day begins with a walking tour of the Loop, which is the best way to get your bearings (and understand why Chicago's architecture is world-famous). Then you can squeeze in a quick visit to one of the city's preeminent museums before strolling along Michigan Avenue, Chicago's most famous thoroughfare, which takes you to the ritzy Gold Coast neighborhood.

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    If you are on one day tour then you must visit this museum to take advantage of world renowned galleries. Among all galleries do not miss to visit European and American contemporary art galleries. Address: The Chicago Art Institute - 111 S. Michigan Ave., Chicago, IL - (312) 443-3600. 3. Chicago Architecture Foundation Tour.

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    25. Evanston, IL. Driving time from Chicago: 40 minutes. If you're short on time but craving a day away from the city, hop on the Purple Line and head to Evanston. The sweet college town is ...

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    Planning a one day trip to Chicago is very easy with Go Chicago card. At first, one day trip to Chicago sounds challenging but it is easy and possible to get around Chicago and explore few of top attractions. I have tried to build a budget-friendly one day itinerary using Go Chicago attraction card for visitors' convenience. There are plenty of things to do in Chicago that requires few days ...

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    Secret Service in Chicago has to handle security for both of the 2024 Democrat and Republican party conventions, the city's DNC and Milwaukee's RNC.

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    June 18, 2024 Updated 1:09 p.m. ET. One night in October, an enormous swirl of birds flew over Chicago, astounding those who had their binoculars trained on the flashes of yellow, white and brown ...

  30. A Proclamation on Juneteenth Day of Observance, 2024

    On June 19, 1865, freedom finally came for the 250,000 enslaved people of Texas. That day, which would become known as Juneteenth, the Army arrived to enforce what had already been the law of the ...