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17 things you need to know before visiting Chicago

Aug 10, 2024 • 8 min read

Use these top tips to help you make the most of your time in Chicago. Chen Liu/Getty Images

Chicago is an incredible with lots to offer and visitors rightfully flock here every year. But with so many great options comes the dilemma – where to even start?

I’ve lived here for more than 30 years and this is what I tell all of my visitors: take public transport, hit the neighborhoods and drink Malört at your peril.

Then you need to know about local sports culture, the ridiculous taxes and the ketchup rule… and that’s just for starters. I've gathered together all the top insider tips you need to ensure a smooth visit to the Windy City .

1. Plan on 3 to 5 days to visit

It’ll take you two to three days to see the highlights, like the Art Institute , Wrigley Field , Millennium Park and Willis Tower . Adding an extra couple of days to your visit allows you to move out of the center and into the neighborhoods, where Chicago’s true heart beats.

Pilsen and Logan Square welcome you with chowhound eats and vibrant street art. Bronzeville has galleries and soul food restaurants and Andersonville is a jazzy, cafe-laden LGBTIQ+ hub. Hyde Park, Wicker Park and Humboldt Park are other troves of great restaurants and attractions.

2. Don’t drive, especially downtown

Driving in Chicago is no fun. Traffic snarls not only at rush hours but also most times in between. Road construction on the main highway through town has only added to the nightmare. What’s more, parking is hard to find and costs a fortune, particularly downtown near the sights – garages routinely charge around $45 per day. Ditch the car and use public transportation to spare yourself the annoyance.

3. Buy a Ventra Card for public transportation

It’s easy-peasy to make your way around Chicago on public transport – mainly the L trains, which run on both elevated and subway tracks. They’ll get you to most sights and neighborhoods into the wee hours. Buses pick up the slack in areas that the L misses.

To save time and money, buy a rechargeable Ventra Card to use on transit and add value as needed. Cards are available at any L station (including at the airports) and save around $0.75 per ride over disposable fare tickets. You can also download the Ventra app and buy a digital Ventra Card. The app has the bonus of providing L and bus times, too.

Whether using a plastic or digital card, simply tap it at the turnstile as you enter the L station or at the farebox as you get on the bus. If you’ll be riding three or more times per day, consider buying an unlimited ride day pass for additional savings.

4. Use the L to get to and from the airports

The aforementioned traffic is no joke . Taxis and ride-shares can take forever to get between the city and airports. Instead, use the L train. The Blue Line from O’Hare and Orange Line from Midway take 30 to 40 minutes and cost $2.50 to $5. Not only are travel times often quicker on the L, but it’s about 10 times cheaper than a cab.

5. Book museum and theater tickets in advance

Many museums, including the Art Institute, encourage tickets to be purchased online in advance from the museum’s website. A day or so prior should do it, unless there’s a blockbuster exhibit going on.

It’s also wise to book theater tickets beforehand, whether it’s for a world-class opera or booze-addled Shakespearean improv. A week ahead is usually plenty of time. Browse Hot Tix for same-week drama, comedy and performing arts tickets for half price – a gift if you're traveling on a budget .

6. Make restaurant reservations

Prepare to fork into platefuls of Michelin-starred comfort food and eat like royalty. Reservations are key, though, especially for weekend dining. Book through Tock , Open Table or Resy . A week or two in advance will work for most places, though hot spots such as Alinea and Girl & the Goat need to be reserved a couple of months out. Prime dining times are between 6pm and 8pm.

7. Pack a warm coat, but also a bathing suit

Chicago sits on the shore of vast Lake Michigan, which has a wild effect on the weather. It whips up heavy snow in winter and windy conditions year-round . Pack a warm coat, hat and sturdy shoes when visiting November through March. Even in summer, the temperature can drop fast, so bring a sweater when you head out for the day.

That’s not to say you shouldn’t also bring your bathing suit from June through August. The city has several beaches that beckon with sand and surf.

8. Where you stay depends on what you want to do

Downtown has loads of cool architectural hotels near the sights, but limited eating and drinking options after dark. Not ideal if you're looking to party but a good option if you're traveling with young kids .

Next door the Near North has hotels and evening action, but it’s pricey and a bit cookie-cutter. The West Loop, Lincoln Park, Lake View and Wicker Park all have abundant nightlife to keep you entertained into the wee hours. They’re not close to the main sights but are easy enough to access via the L. Book accommodations a month or two in advance, if possible.

9. Prepare for hefty taxes

A tax is levied on most goods and services in Chicago. It’s 17.4% for lodgings, 10.75-11.75% in restaurants and bars (it's higher the closer you are to downtown), and 10.25% for other items. The tax is typically not included in the price but added to the bill when you pay.

10. Cheer on the sports teams

Chicagoans are rabid sports fans – get to know the city's teams and you’ll make friends wherever you go in town.

Chicago’s two baseball teams inspire a diehard rivalry: the Cubs are the more moneyed North Side squad, while the White Sox are the blue-collar, working-class team on the South Side. Both have had great success in recent years. Then again, both have had their bad times in recent years, too! Usually, one team is up when the other is down.

The football-playing Bears ignite lots of fervor, but they’re typically not very good. They're followed by basketball's underachieving Bulls , hockey's try-hard Blackhawks , and soccer’s middling Fire .

11. Dress casual

Chicagoans dress informally. The apex of fashion for most men is a pair of khakis and a button-down shirt. Women's style is similarly low-key, valuing comfort over high fashion. And don't worry about getting your best on for the evening. It's perfectly fine to wear jeans and casual clothes to dinner or the theater at night. No judgment here!

12. Never put ketchup on a hot dog

Weird but true: the red condiment does not go on local wieners. No one really knows why. One theory is that the famed Chicago-style hot dog – which is topped with mustard, sweet pickle relish, chopped onions, tomato slices, a dill pickle spear, sport peppers and celery salt – already has a perfect flavor balance. Adding ketchup is redundant and ruins the meaty harmony.

13. Grab a seat at the bar

Locals love to hang out in drinking establishments. Blame it on the long winter, when folks need to huddle together somewhere warm. Blame it on summer, when sunny days make beer gardens and sidewalk patios so splendid.

Beer is the drink of choice. No surprise given Chicago is home to more breweries than any other US city. Grab a seat in a neighborhood taproom, and you’ll be conversing about the Bears or the mayor in no time. You might even get offered a shot of Malört. It’s a local liquor famous for tasting awful . Downing one is a Chicago rite of passage.

14. Use the Pedway

Come wintertime, when the going gets tough and icy sleet freezes your face, head down to the Pedway . Chicago has a 40-block labyrinth of underground walkways, built in conjunction with the subway trains. The system isn’t entirely connected, and it’s confusing to figure out directions, but it’s also a dandy way to escape the elements. Look for "Pedway" signs above ground at points of entry.

15. Be courteous on the L

Let passengers get off the train before getting on yourself – wait beside the open door until everyone has departed. When you take the escalator in the stations, stand on the right side and walk on the left side.

16. Don’t smoke pot in public

Even though it’s legal to buy recreational marijuana throughout the city – at licensed dispensaries, cash only – you can only toke on private property. A backyard or balcony is fine, a car or cafe is not. Always check with the property owner to make sure they allow it.

As for cigarettes, you can’t smoke inside bars, restaurants and other public places, or within 15ft of the entrance.

17. Don’t let the headlines scare you away

Chicago has the unfortunate reputation of being the USA’s murder capital. While it’s true the city has the largest total number of homicides of any American municipality, it ranks much lower on the list when considered on a per capita basis .

Most of the violence is concentrated on the West and South Sides, where a handful of neighborhoods account for more than half of all shootings. These are communities where segregation and isolation have intensified inequality, and local gangs account for much of the bloodshed.

Overall, serious crime in Chicago has been dropping in recent years, according to city statistics. Still, it’s wise to take normal, big-city precautions, especially if solo at night. Many crimes involve cell phone theft, so be subtle when using yours. If driving, stay aware of your surroundings.

This article was first published Sep 16, 2021 and updated Aug 10, 2024.

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23 Best Things to Do in Chicago

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Home to 77 neighborhoods, a robust lineup of festivals, a sprawling waterfront, and charming parks and walkways throughout, Chicago packs in something for every one of its locals. Add to that list award-winning theaters, iconic architecture, and a dynamic dining scene, and you’re looking at a world-class destination, too—smack dab in America’s heartland. The city’s draws only continue to grow, thanks to arrivals in everything from music venues to Michelin-starred restaurants—and the town’s hospitality remains strong, invested in helping others to enjoy those experiences across the board. From an education in the arts to an entirely outdoors itinerary (and plenty of easy-to-elegant noshes along the way), here are some of the best things to do in Chicago now.

Read our complete Chicago travel guide here.

This gallery has been updated with new information since its original publish date.

Garfield Park Conservatory Arrow

Step into the humid, glass-enclosed domes of Garfield Park where the air is clean thanks to thousands of jewel-toned plant specimens filtering toxins throughout. The space is fashionably untamed across its verdant showcase of flora from wet and dry environments, and those between. Spread across twelve acres, there's abundance year-round, from the colorful spring flower show to permanent indoor exhibits and holiday displays. Plant and garden enthusiasts should make the conservatory—easily accessed by Green Line—one of their stops.

Pizza City USA Arrow

In writing his book Pizza City USA , James Beard Award-winning food reporter Steve Dolinsky had organized the city into 10 different styles of pizza, quickly understanding Chicago’s wide array of pie styles. That research led him to start a tour showcasing that range, offering him and a team of “doughcents” a chance to tout Chicago’s diverse pizza scene to visitors and locals alike. There are four different kinds of tours, each exploring 3-4 styles of pizza. A walking tour Friday nights (downtown), a bus tour (various neighborhoods), and a walking tour (West Loop) on Saturdays, and a walking tour on Sundays (Bucktown/Wicker Park). Though the venues vary by tour, you can expect stops at favorites like Labriola (deep pan), My Pi (deep-dish), Robert’s (artisan), Paulie Gee’s Logan Square (Detroit-style), Eataly, and Bar Cargo (Roman). Get ready to grow your pizza IQ—in addition to discussing the range of pie styles, the team shares plenty of ‘za terminology and local history.

Urban Kayaks Arrow

Kayaking on the Chicago River or lake front is one way to shake up your perspective while visiting. Urban Kayaks offers tours along either. Move through the pulsing heart of the city on the river or travel Lake Michigan and circle Museum Campus (featuring the Field Museum , Adler Planetarium , Shedd Aquarium and Soldier Field). A night tour on the river boasts views of the glowing Merchandise Mart, which is showered in rotating, digital art displays projected onto the building. A one and a half hour skyline paddle in Lake Michigan gives you all the tourist sites without the foot traffic and crowds, showing you Grant Park and Navy Pier on a route few tourists trek.

The Salt Shed Arrow

The team responsible for some of Chicago’s best restaurants and concert halls is behind this hugely popular newcomer, housed within the iconic Morton Salt building on the North Branch of the Chicago River. The indoor-outdoor space made a soft debut last summer and continues those rollouts this year, with indoor shows this past winter and a full lineup this summer (including acts like First Aid Kit, Pretty Lights, Caamp, and Tash Sultana). Multi-level ticketing tiers help guests in selecting their vantage point for shows. Even if you don’t have prime sightlines every time (now considered the largest independent concert venue in Chicago, the space has a capacity of 5,000 for outdoor shows and 3,500 for indoors), you’re still in luck: They feature a state-of-the-art sound system by L-Acoustics. The venue also features a solid lineup of local food options, including Pizza Friendly Pizza and Café Tola. Find them in the outdoor Fairgrounds space (perfect for grabbing a bite pre-show).

The Morton Arboretum Arrow

Located about 30 minutes west of downtown Chicago, the Morton Arboretum feels like a world away. It's a pastoral escape that feeds the mind and heart. Art installations on site are rotated seasonally, several of them are dedicated to the natural sciences, such as the living exhibit dedicated to tree growth. 'Human+Nature' is the current installation here, showcasing the work of acclaimed sculptor Daniel Popper. Five pieces are currently on display in various locations across the arboretum's 1,700 acres, making this Popper's largest exhibition to date anywhere in the world. Open from 7:00 a.m. to sunset, daily—it's a relative bargain at $16 a ticket. With a maze garden and over 16 miles of hiking trail, this is the ideal urban getaway for outdoorsy sorts looking to decompress.

Wrigley Field Arrow

Iconic Wrigley Field is arguably one of Chicago's most storied landmarks, with millions of baseball fans flocking to the stadium just to get a photo in front of the iconic Wrigley Field Marquee (whether they’re rooting for the Cubs or not). The stadium anchors the Wrigleyville neighborhood, which has experienced a boon in development. A new outdoor plaza, luxury hotels, and an influx of restaurants/bars have boosted the area's cultural cachet, so it's worth hanging around before or after your stop at the stadium.

Museum of Contemporary Art, Chicago Arrow

The MCA is one of the city’s museums that’s in a near constant state of transition. With its relatively small permanent collection, it relies on special shows—from large scale installations to video, fashion, music, photography, and more—that showcase just as many rising local talents and underground, avant-garde renegades as recognizable names. Past exhibits include David Bowie Is, Takashi Murakami: The Octopus Eats Its Own Leg, and Virgil Abloh: Figures of Speech.   It also has one of the best gift shops (ever) and is home to Marisol, where chef Jason Hammel puts forth thoughtful, seasonal cuisine. Come summer, visit for their “Tuesday on the Terrace” music series, along with 21 Minus, an annual festival celebrating the next generation of artists.

Midway Plaisance Arrow

Known simply as the Midway, this mile-long natural stretch on the South Side connects the east end's Washington Park to Jackson Park on the west. Once the site of amusements during the 1893 Columbian World's Exposition (AKA World's Fair), the Midway is flanked by Hyde Park's noted gothic architecture, particularly the University of Chicago campus, and tree-lined boulevards, as well as outfitted with an ice skating rink and other facilities to keep folks visiting year-round.

Lincoln Park Zoo Arrow

Located in the heart of Chicago's Lincoln Park, this zoo offers free, family-friendly entertainment year-round including the festive Zoolights around the holidays (reservations are required for all visits though). The sprawling grounds are seamlessly woven into the park’s landscape, balancing open, natural spaces and numerous animal exhibits. If you skip the pricey concessions (but maybe spring for a paddle boat ride), Lincoln Park Zoo is a great option to keep all ages occupied while staying on a budget. Visit the animals, take a spin on the AT&T Endangered Species Carousel or the Lionel Train Adventure, and enjoy family-friendly dining options, such as Bird’s Eye Bar & Grill or the Patio at Café Brauer. 

Art Institute of Chicago Arrow

If you're coming to Chicago for culture, you're hitting the Art Institute first. It is the city's grandest museum, a Beaux Arts gem flanked by two bronze lions that are as much a symbol of the city as the Willis Tower and it has as fine an impressionist collection as you'll find anywhere. While you're there, plan to take a stroll through Millennium Park next door.

Bloomingdale Trail (The 606) Arrow

Chicago's answer to New York's High Line , the Bloomingdale Trail—a.k.a. The 606—is a nearly three-mile, elevated greenway running west and east on the city’s North Side. Unlike its NYC counterpart, the trails are wide enough to accommodate active patrons running, walking and cycling without running off more casual strollers, the formerly abandoned rail line is also lined with public art installations and gardens. During fairer weather, the trail also hosts various free events for families with young children.

3 Arts Club Cafe Arrow

Today there are more than 15 RH restaurants across the nation, but Chicago’s 3 Arts Club Café, which opened in 2015, was the first. Guests will discover it within Restoration Hardware’s 70,000-square-foot design gallery, which formerly functioned as the Three Arts Club, a residence built in 1914 for young women studying music, drama and the visual arts. Today, that space has been royally reimagined in the hands of RH, turning the six-story building into a lavishly outfitted labyrinth featuring its myriad décor whimsies (from the brand’s Design Atelier line to its children’s collections). Come here with friends or a special plus one, and arrive early—you'll want to factor in time for grabbing a coupe and perusing the historic property as you await your table.

Humboldt Park Arrow

One of Chicago's prettiest parks, this nearly 200-acre green space is located within the larger neighborhood of Humboldt Park (both are named for German naturalist Alexander von Humboldt). It's home to several statues—including one of its namesake, and two bison that were placed there during the 1893 World's Fair—as well as the National Museum of Puerto Rican Arts & Culture, located in the park's former stables. It's easy to drop in if you're headed down the 606 trail, but the park is big enough that it could take more than half a day to do all of it, so it's best if you're not in a rush.

The Second City Arrow

Tina Fey, Bill Murray, and Chris Farley all grew out of the scene at Second City and it continues to nurture some of the country's best comedy talent. Over three stages and four intimate studio theaters, there's plenty to see. The Mainstage show, featuring that season's top billed act, features long-form improv sketch, and is often packed on marquee nights. The same can be said for the e.t.c. Theater, which showcases up-and-comers, and the Up Comedy Club, for stand-up comic acts. The shows tend to be full, and ticketed for general admission, so come early to snag a prime seat. (Pro-tip: Avoid front row if you don't want to crane your neck all night.)

Chicago Lakefront Trail Arrow

The 18-mile long trail hugs the coast of Lake Michigan, offering almost all manner of activity along the shore. From sandy beaches and sprawling parks, to some of the best views of the Chicago skyline, the Lakefront Path is one of the city's great public treasures, enjoyed by visitors and locals alike. Runners and cyclists love the width and ease of use of the trail, while intramural type teams make use of the many open spaces found up and down the path. If you don't want to run around, there’s plenty of room to just sit and people watch, as well as check out a number of art installations that pop up throughout the year.

Chicago Electric Boat Company Arrow

Auditorium Theatre Arrow

Inspired to build a theater that would benefit the city and serve as the world’s largest and most ornate building, Chicago businessman Ferdinand Wythe Peck began plans for the Auditorium Theatre and debuted the venue in 1889. Since then, the theater has been the site of major historical events and performances and earned impressive titles along the way (including a National Historic Landmark designation). Keep an eye on this season's calendar for events with Tom Hanks, The National, and Loreena McKennitt, among others. Anyone seeking a dose of the arts in elevated, historic environs will do well by a visit here. Gather friends for a speaker event or concert, or make it a date night.

Green Mill Arrow

Do not come here expecting fancy drinks—or anything fancy, really. This is living, breathing history. And it's a rocking good time. The Green Mill is a warm and inviting throwback to a bygone era. There’s live jazz, cheap drinks, and loads of local history (Al Capone used to have a booth reserved here during Prohibition); what's not to love? Bar eats are not on the menu here. Bring your own potato chips if you think you'll need a snack (no one will judge you). The craft beer list has expanded commendably over the past few years. So grab yourself a cold one or a whiskey soda and see where the night takes you.

Chicago Architecture Center River Cruise Arrow

Run by the Chicago Architecture Center, the Architecture River Tour is one of the most polished operations in town ( and a wonderful alternative to some of the cheesier tours ). Taking place on a barge in spring, summer, and fairer fall weather, the cruise explores Chicago's beginnings from various branches of the Chicago River—offering both day and evening tours. While groups are typically large, the Architecture Center-trained docent speaks via loudspeaker, audible from throughout the boat. (Pro-tip: Head straight upstairs when you board and snag a seat in the rear for optimal views.) In 90 minutes, you'll get to know 50 buildings along the Chicago River, hear secrets about a map of the river's topography hidden in plain sight, and learn about the only skyscraper in the skyline designed by an award-winning female architect.

Promontory Point Arrow

This man-made peninsula in Burnham Park has become a favorite gathering and photo shoot spot for locals due to its manicured landscape and rock formations along the lakefront. Our plan of attack here is to have a picnic at the point, then walk among a number of public art works edging the surrounding park. Some of the most interesting  public art installations and gathering spaces, such as Sounding Bronzeville and La Ronda Parakata, are actually within the Burnham Wildlife Corridor, which is composed of the Burnham Centennial Prairie, Burnham Nature Sanctuary, and McCormick Bird Sanctuary.

Chicago Symphony Orchestra at Symphony Center Arrow

Intuit: The Center for Intuitive and Outsider Art Arrow

Among the only museums in the world dedicated wholly to outsider art, Intuit is an impressive shrine to self-taught creators across all forms of media. Beyond an unassuming, brick facade, you’ll brush up against a concise-yet-vibrant collection of paintings, sculptures and assorted ephemera. The collected work draws you in with an air of unconventional audacity. This is a whimsical environment with an industrial edge. Exhibits are spread out with ample room for wandering and gazing at your leisure. The museum is curated by passionate docents who are committed to the cause of promoting the artistic output of marginalized creatives.

Chicago Botanic Garden Arrow

The Chicago Botanic Garden, a 385-acre living plant museum, features 28 distinct gardens and four natural areas. Those figures are impressive enough to draw more than one million visitors annually, making it one of the most frequented botanical gardens in the United States . Inside the gates, the Garden’s living collections feature more than 2.8 million plants from around the world that grow well in the Chicago area and are adapted to Midwest climate and soils. Expect to see a lush array of trees, shrubs, vines, and tropical plants, among other varieties.

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18 Top-Rated Tourist Attractions in Chicago

Written by Lana Law and Lura Seavey Updated Mar 18, 2024

Chicago, the "Windy City" as it is often called, lies along the shores of Lake Michigan. Known for its vibrant arts scene, numerous cultural attractions, excellent shopping, and interesting architecture, this city attracts visitors from the US and around the globe.

Chicago enjoys a worldwide reputation as a focal point of 20th-century architecture and art, with architects such as Louis Sullivan and Frank Lloyd Wright, and artists like Picasso, Mirõ, Dubuffet, and Chagall leaving their mark.

The city also has much to offer in the sporting sphere, too, with the Chicago Bears in American football, the Chicago White Sox and Cubs in baseball, and the Chicago Bulls in basketball.

Last, but not least, are the beautiful beaches that stretch along the waterfront, attracting throngs of sun seekers in the summer.

Deciding when to visit Chicago may depend on your interests, particularly if you are coming for sports or cultural events, but spring until fall is the best time for weather.

For a complete look at places to visit, see our list of the top attractions and things to do in Chicago.

Visit the Art Institute of Chicago

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The Art Institute of Chicago is a world class museum with hundreds of thousands of artworks. The diverse collection spans thousands of years and includes pieces from a variety of media including painting, prints, photography, sculpture, decorative arts, textiles, architectural drawings and more.

The Institute is known for its collection of impressionist and post-Impressionist paintings including Georges Seurat's 1884 A Sunday Afternoon on La Grande Jatte , Renoir's 1879 Acrobats at the Cirque Fernando, and numerous paintings by Claude Monet.

The main building, designed by Shepley, Rutan, and Coolidge in beaux-arts style, was built for the 1893 World's Columbian Exposition. Several other buildings have been added on over the years and today the complex measures 400,000 square feet.

Address: 111 South Michigan Avenue, Chicago, Illinois

Official site: http://www.artic.edu/

Millennium Park is part of the larger Grant Park , located in downtown Chicago bordered by Michigan Avenue to the west, Columbus Drive to the east, Randolph Street to the north, and Monroe Street to the south. Its centerpiece is a 110-ton sculpture name Cloud Gate , which has a polished, mirror-like stainless steel surface that was inspired by liquid mercury. It reflects the surroundings, including buildings, the sky, and the tourists who walk through its central arch.

Another top attraction in Millennium Park is Crown Fountain , a fascinating modern interpretation of the ancient gargoyle that gives the appearance of water flowing from the mouths of projected images of Chicago citizens. Other popular things to do here include seeing a performance at the Jay Pritzker Pavilion , an outdoor concert venue, and visiting Lurie Garden , which is open to the public at no cost year-round.

Located close to many of the major attractions, as well as great shopping, this area of the city is a convenient place to base yourself.

Address: 201 East Randolph Street, Chicago, Illinois

Official site: http://www.cityofchicago.org/city/en/depts/dca/supp_info/millennium_park.html

The Navy Pier originally opened in 1916 as an amusement area and shipping facility but is now one of Chicago's most popular tourist attractions. Today, the Navy Pier is made up of 50 acres of gardens, attractions, shops, restaurants, concert venues, and parks. There is a 150-foot Ferris wheel and an historic carousel in Navy Pier Park.

Visitors can also watch a film at the 3D Imax Theater, watch actors perform the classics at the Chicago Shakespeare Theater, or visit Crystal Gardens, a one-acre, six-story, indoor botanical garden. Also located here is the Chicago Children's Museum. The Pier hosts year-round festivities, including the Chicago Festival in August. Cruise ships leave from here on various sightseeing excursions.

Address: 600 East Grand Avenue, Chicago, Illinois

Official site: www.navypier.org

The Adler Planetarium is leaps and bounds beyond the ones most kids get to visit on school trips, and all ages will appreciate the shows and comprehensive exhibits it has to offer. The Adler prides itself in being the first planetarium in the Western Hemisphere, built in 1930 on the shore of Lake Michigan.

The planetarium is home to two dome theaters, which offer a variety of shows, including exploration of Chicago's night sky, the solar system, and the moon. There is also an extensive array of exhibits that explore topics including life on other worlds, meteors and meteorites, space exploration, the history of the scientific discipline, and even the history of astrology.

There are also several exhibits dedicated to the accomplishments of marginalized groups including female, Latinx, and LGBTQ+ astronomers. Of note is an excellent exhibit that looks at the importance of Islamic astronomers' contributions and how their studies affected the faith and the world. In addition, there are collections of artifacts from astronomers past, including many antique and ancient sundials, as well as telescopes.

While visiting, be sure to leave enough time for the Skyline Walk along the perimeter, the best place to get photos of the city skyline short of a boat cruise.

Address: 1300 S. DuSable Lake Shore Drive, Chicago, Illinois

Official site: www.adlerplanetarium.org

At the north end of Jackson Park is the Museum of Science and Industry, founded in 1933, and arguably the most impressive museum in Chicago. It is devoted to the application of natural laws in technological and industrial development.

The museum is thought to be the first in the U.S. to incorporate the idea of "hands-on" exhibits. Visitors are encouraged to interact with hundreds of exhibits. The MSI features permanent and changing exhibits, as well as an OMNIMAX theater.

Address: 5700 South Lake Shore Drive, Chicago, Illinois

Official site: http://www.msichicago.org/

Until 1996, when the Petronas Towers were built in Kuala Lumpur, the 110 story Sears Tower, now Willis Tower, was the world's tallest office block. While there are now several taller buildings, the view from here is incredible. On a clear day you can see 40 to 50 miles over four states, and gain a bird's eye view of Chicago's impressive architecture.

The Willis Tower took three years to build and was opened to the public in 1974. The building is 1,453 feet tall with an observation area, called the SkyDeck, on the 103rd floor, 1,353 feet above the ground. A glass box with a glass floor, known as the Ledge, juts out from the SkyDeck, where visitors can stand and look directly down at the city below.

Address: 233 South Wacker Drive, Chicago, Illinois

Official site: https://theskydeck.com/

Built in 1927 as a donation from the family, the Clarence Buckingham Memorial Fountain is one of the largest in the world. Designed in the period's iconic Art Deco style, the central fountain is surrounded by four seahorses that represent Lake Michigan's four bordering states. From 8am to 11pm, the fountain bursts to life hourly, shooting 15,000 gallons of water through nearly 200 nozzles each minute to create an impressive display.

After dusk, the water show is accompanied by lights, a must-see if you are in the neighborhood in the evening. The fountain is the central focal point of Grant Park , Chicago's expansive public space that contains many attractions and smaller parks like Millennium Park , comparable to Central Park, one of the top attractions in New York City .

One of the park's main tourist sites is Museum Campus , home to The Field Museum of Natural History , the Art Institute of Chicago , the Adler Planetarium , and Shedd Aquarium . Grant Park is also home to several gardens and recreational facilities, and hosts events, including music and food festivals.

Located in the John Hancock Center office building, 360 Chicago is an observation deck on the 94th floor of the John Hancock Building, easy to recognize by its dark metallic looking exterior and cross-braced steel design, which runs up the outside of the building. The large glass-walled observation deck has views that look out over Chicago's skyline and beyond.

More adventurous tourists will love the deck's newest feature, "Tilt," which gives visitors a unique view from more than 1,000 feet above the Magnificent Mile as they are tipped outward at an angle to look straight down from the glass enclosure.

The rest of the building contains a variety of shops, offices, and apartments, as well as a multimedia exhibit located on the first floor that includes information about the city of Chicago and the construction of the John Hancock Building.

Address: 875 North Michigan Avenue, Chicago, Illinois

Official site: http://www.360chicago.com/

Originally called the Columbian Museum of Chicago, the Field Museum of Natural History was founded in 1893 to showcase the biological and anthropological collections gathered for the World Columbian Exposition. The name changed in 1905 to honor Marshall Field, the department store owner, art patron, and major benefactor of the museum.

The permanent collection features approximately 20 million artifacts and specimens covering a variety of disciplines including geology, botany, zoology and anthropology. Of special note are the permanent displays on Ancient Egypt and the cultures of North, Central and South America and "Sue," the world's largest, most complete Tyrannosaurus rex skeleton. Special rotating exhibits take place on a regular basis throughout the year.

Address: 1400 South Lake Shore Drive, Chicago, Illinois

Official site: http://fieldmuseum.org/

Michigan Avenue is probably one of the most attractive boulevards in America. The city's famous Magnificent Mile is a section of Michigan Avenue north of the Chicago River, with numerous galleries, boutiques, and luxury shops.

Some of the attractions along here include the John Hancock Center, the Wrigley Building, and the Tribune Tower. Michigan Avenue splits between North and South designations at Madison Street. This district is also known for its theaters, which host touring plays, musicals, and comedy acts.

Official site: http://www.themagnificentmile.com/

Wrigley Field, home to the Chicago Cubs, was built in 1914 and is the second-oldest Major League Baseball park in the US, second only to Fenway Park in Boston. The park has seen some legendary moments in baseball history, including the 1917 no-hitter pitching duel between the Cubs' Jim Vaughn and the Reds' Fred Toney, and Babe Ruth's "called shot" during game three of the 1932 World Series.

Ballpark tours are conducted in-season, when you can visit the press box and field, as well as the dugouts if there is no game that day.

Official site: http://chicago.cubs.mlb.com/chc/ballpark/

Lincoln Park is a six-mile stretch of green space along the edge of Lake Michigan, and Chicago's biggest park. This popular park is home to the lovely Lincoln Park Conservatory and the Lincoln Park Zoo , one of the oldest zoos in the country. Also located here are the Peggy Notebaert Nature Museum , and the Chicago History Museum .

For those who simply want to enjoy the outdoor space there are playing fields, bike trails, jogging paths, and beaches. Visitors can see a number of significant statues and pieces of public art within the park grounds including Augustus Saint Gaudens' Standing Statue of Lincoln (1887).

If Lake Michigan has you wondering what sort of aquatic life exists just offshore from downtown Chicago, swing by the Shedd Aquarium. Inside are exhibits that cover aquatic regions of the world, from the Arctic to the Caribbean.

If you are visiting with young children, one of the must do's is the Polar Play Zone. Here, children can slip into their favorite animal costume, take a make-believe trip in a submarine, and touch sea stars. Another popular place for children of all ages is the Stingray touch tank. This massive tank is full of curious stingrays who love to be petted and touched.

Address: 1200 S DuSable Lake Shore Drive, Chicago, Illinois

Official site: www.sheddaquarium.org

Another fun thing for families to do in Chicago is a trip to the Lincoln Park Zoo. The zoo is home to over 200 species from around the world. Sixteen different exhibits showcase the wonderful animals that we share this world with. Some of the most entertaining animals include penguins, otters, and seals. For a truly fascinating experience, stop by the Regenstein Center for African Apes.

The zoo is not just about animals, in fact it's one of the best places in Chicago to see amazing floral displays. Each year, the gardening crew tends to over 2,000 individual plants across 1,200 species.

Address: 2001 N Clark Street, Chicago. Illinois

Official site: www.lpzoo.org

The Chicago River runs through the heart of the city, parallel to the lakeshore, and is known for its large number of movable bridges. In just two miles, there are 18 bridges, each with the ability to allow large boats to pass.

The McCormick Bridgehouse & Chicago River Museum treats tourists to an up-close look at the mechanisms of one of the city's most famous bridges, where you can actually watch the gears work as it moves.

The Riverwalk is home to many dining options and hosts special events throughout the year, and you can also find several river tours and cruises that depart from the Riverwalk.

The fully-paved Lakefront Trail offers beautiful views of the city skyline and Lake Michigan, stretching 18 miles from 71st Street on the South Side to Ardmore Street on the North Side. It is open to pedestrians and people-powered wheels, and is lined by parks, gardens, and recreation areas, as well as beaches. Many of the city's top attractions are located along the trail, including Navy Pier , Lincoln Park , and Soldier Field .

Official site: www.chicagoriverwalk.us

The Oriental Institute Museum, located on the University of Chicago campus, is dedicated to the archeology and art of the Near East, including antiquities from excavations in Egypt, Sudan, Nubia, Iraq, Turkey, Israel, and the ancient site of Megiddo.

Among the permanent exhibits are the Mesopotamian Gallery, which features objects from between 100,000 BC and the 7th century AD, and two Egyptian Galleries, which include artifacts that range from everyday objects to mummification relics.

Address: 1155 East 58th Street, Chicago, Illinois

Official site: http://oi.uchicago.edu/museum-exhibits

The Rookery Building was designed by architects Daniel Burnham and John Root in 1888, but the interior lobby and patio were remodeled by Frank Lloyd Wright in 1907. This 12-story building has a Roman Revival and Queen Anne-style façade, but it is the central light court and the ornamental ironwork of the elegant staircases that are the true gem of the building.

The Rookery, named for the large number of pigeons that frequented the building, is listed on the Register of National Historic Places. The Frank Lloyd Wright Trust conducts tours of the building, as well as other sites, like the Robie House in Hyde Park and the Bach House.

Address: 209 South LaSalle Street, Chicago, Illinois

Official site: http://therookerybuilding.com/

Between the theater's unmistakable sign and its stunning façade, it's impossible to miss this stunning Chicago landmark. Built in 1921, the front of the building was designed after the Arc de Triomphe in Paris, featuring stained glass and an ornate neon sign.

The interior features French Baroque architecture inspired by the palace at Versailles . Visitors will find a grand lobby with ornate details and a sweeping staircase before entering the immense theater that is seven stories high. Even if you don't have time to check out a show, be sure to pop in or schedule a tour to get a closer look.

The theater now hosts a variety of stage performances by major entertainers, from comedians to musicians. If you prefer a more intimate venue, check out The Second City on North Wells Street for nightly live comedy shows. This stage has seen many famous comedy performances, from the early careers of Tina Fey, Bill Murray, Steve Carrell, and many others.

Address: 175 N. State Street, Chicago, Illinois

Official site: www.msg.com/the-chicago-theatre

The best sightseeing, shopping, and dining and the most interesting architecture are found in Chicago's city center, and this is where most visitors will want to stay. The city center encompasses the famous Magnificent Mile and areas of the waterfront, which are particularly popular in summer.

The best time of the year to visit Chicago is between April and October during the shoulder season and the high-tourist summer season, when the selection of things to do is the most abundant.

During the busy summer tourist season , Chicago can be quite warm, especially in the concrete jungle of downtown. June, July, and August have the most festivals and convention activity, and that is when the Navy Pier is buzzing.

The summer crowds are big, so you may experience wait times on the observation decks at the Willis Tower and TILT, which tips you over the Magnificent Mile at 1,000 feet in the air. Be aware that the high tourist season also comes with higher prices at Chicago's most popular hotels.

The shoulder seasons of April and May are great times to visit, too, in the small window between spring and summer. September and October are also good times to go to Chicago, as temperatures become milder. The weather is still pleasantly warm, and many of the outdoor activities are still in full swing.

These are the best times to visit for moderate temperatures, especially for activities like strolling through downtown to the stores along the Magnificent Mile and snapping a selfie at the Bean in Millennium Park, one of the top tourist attractions in Illinois . The bonus to a shoulder season visit is that hotel rooms will be less expensive than in the summer months.

Spring : Spring is a beautiful time to visit Chicago , when the flowers and gardens are in full bloom and the city is awakening after the cold winter. Activity at the parks and lakefront is picking up, with walkers and bicyclists. Spring weather in Chicago is mild , with low humidity and comfortable daytime temperatures, from in the 50s Fahrenheit in March to the 70s by late May. These are perfect temperatures for walking around downtown and enjoying outdoor activities.

While springtime weather in Chicago is comfortable, it is also unpredictable—rain showers are likely, so pack a poncho or umbrella. The spring months have fewer crowds and lower prices , with the exception of mid-March when spring break tourists and St. Patrick's Day revelers flock to the city.

Summer : Summertime in Chicago is busy, and it is one of the most exciting times to visit . It is also hot and humid in Chicago in the summer. That is easy to remedy with an iced tea at one of the many open-patio restaurants and rooftop terraces. Summer temperatures range from the high 70s to the mid-90s Fahrenheit and feel even warmer with the humidity. You can also get storms in the summer, with June being the wettest month in Chicago .

Summer is the most popular time to visit Chicago , so expect large crowds everywhere, high prices for hotels, and long lines and wait times at restaurants. If you like being where the action is, summer is the best time to go to experience the festivals, outdoor music, and events . Some things, like the free fireworks at Navy Pier twice a week, you can only enjoy during the summer months. Availability is tough to come by in peak season, so it is best to book your Chicago resort or hotel far in advance if you plan on a summer getaway.

Fall : If your vacation goal is comfort and being able to maximize your time then the fall is the best time to go . The city is still active, and attractions and outdoor activities are still buzzing, but the temperatures start to drop, making it nice to walk around or sit in the stands at a Chicago White Sox baseball game. Daytime temperatures in the fall average in the 60s and 70s Fahrenheit. Restaurant patios are still open this time of year but with fewer crowds and without the summer vacationers competing for space.

Some attractions, like Lincoln Park Zoo and Navy Pier, may have reduced hours later in the fall season, but you can still enjoy the outdoor venues, city parks, and the lakefront. This is also a great time of year to experience the many cultural activities in Chicago with live theater and comedy performances and special exhibits at places like the Art Institute of Chicago .

Winter : While winters in Chicago can be brutal there are unique experiences during the colder months that can make for a fun vacation, especially around the holidays. Chicago winter weather usually means lake-effect snow up to 37 inches and average daytime temperatures below freezing. If you do not mind the cold weather then a few layers of winter clothing and a heavy coat will have you prepared to explore Chicago easily.

Winter in Chicago means indoor museums, theater, and shopping. The holiday displays in the store windows and festive lighting throughout the city creates a nice ambience that you can only experience during the winter. Since this is the low tourist season, you will find cheaper hotel rates and airfares . Keep in mind that the weather frequently causes flight delays in and out of Chicago in the winter, so it is best to pad your agenda with extra travel time.

More on Illinois

Chicago Tourist Attractions

Among the country’s best vacation destinations, Chicago is the perfect place for tourists to explore. Many of the top attractions are centrally located in the Loop or within an easy bus or train ride. Depending upon where you are staying in the city, some are within comfortable walking distance, too! Whether you’d like to see the city and the lake from above, encounter fascinating new creatures, or explore historical destinations, there’s plenty to see and do in Chicago.

Click the photos to enlarge.

Seeing the city from above is one of the most beloved Chicago tourism traditions. Fortunately, the Windy City has two excellent observation decks: Skydeck Chicago and 360 CHICAGO. Skydeck Chicago is hosted in the Willis Tower (formerly Sears Tower) and features excellent views of the city from the Loop. 360 CHICAGO is found just off the Magnificent Mile near the top of the John Hancock Center. Here you can see Navy Pier and Lake Michigan in the immediate distance and out to Soldier Field farther away.

Some of the most popular attractions in Chicago are aquariums and zoos. In fact, Shedd Aquarium (located in the Museum Campus neighborhood) is one of the most-visited attractions in the entire city! Head here to find glittering jellies, playful sea otters, majestic whales, and vibrant tropical fish. There are also some excellent zoos in the Chicago area, including the modest Lincoln Park Zoo and the larger Brookfield Zoo (located a bit outside the city). Both of these zoos are home to animals both exotic and domestic, with themed, recreated habitats hosting animals from around the world.

Chicago is also known for its historic homes and significant architectural achievements. For one, the Robie House is a prime example of Frank Lloyd Wright’s famed prairie style. It’s located on the University of Chicago campus and is open for tours. If you prefer literature to architecture, the Ernest Hemingway Birthplace Home is a lovingly-restored Queen Anne-style home where the famed American author spent his early years. If you’re interested in Chicago history, there are plenty of museums, too.

Here are some of the top Chicago tourist attractions that visitors love:

Shedd Aquarium

Without a doubt one of the country’s best aquariums, Shedd is divided into several themed sections with different types of aquatic and marine critters in each. Some of their most popular inhabitants include the colorful jellies, playful penguins, leaping dolphins, and a multitude of colorful fish.

SkyDeck Chicago

One of the city’s observation decks, Skydeck Chicago is located in the Willis Tower (formerly Sears Tower), and provides excellent views of the city spanning from Soldier Field to Navy Pier. 

Art Institute of Chicago

This renowned museum is known for its extensive collections including photography, fine art, architecture, domestic craft, ancient artifacts, and paintings. Some standout pieces include the Chagall windows, Georgia O’Keeffe’s “Black Cross, New Mexico,” and Matisse’s “Bathers by a River.”

Adler Planetarium

Alder Planetarium is a kid-friendly institution that’s popular for its interactive exhibits and historical approach to teaching visitors about space travel. Exhibits include the exciting “Mission Moon” and the beloved “Planet Explorers.”

Museum of Science and Industry

This South Shore standout is actually the largest science museum in the entire country. Here you can undertake explorations of natural phenomena like tornados, scope out man’s influence on the natural world.

Field Museum

This comprehensive natural history museum is home to everything from legendary dinosaur fossils to gorgeous gemstones to a pristine collection of ancient Chinese craftwork. 

360 CHICAGO

The second (but no less popular) observation deck on this list, this one is found at the top of the John Hancock Building. Head to the 94 th floor for unparalleled views of the city below, the Lake in the immediate distance, and portions of four different states beyond. 

Chicago Architecture Center

This non-profit organization runs an extensive variety of acclaimed tours highlighting Chicago’s many remarkable buildings. Favorite tours include the Chicago River Cruise tour, the Art Deco Skyscrapers tour, and the Chicago Architectural Highlights tour.

Wrigley Field

One of the most famous sporting venues in the world, Wrigley Field is home to the much-loved Chicago Cubs. First opened in 1914, the Cubs have played baseball here since 1916.

Museum of Contemporary Art

A fascinating institution dedicated exclusively to contemporary art, this ever-changing museum features innovative and cutting-edge exhibitions that will provoke and inspire you.

Brookfield Zoo

Located west of the city, the Brookfield Zoo is the area’s largest zoo. It features a wide selection of animals from all across the globe, with everything from the Great Bear Wilderness to the Regenstein Wolf Woods to explore.  

Lincoln Park Zoo

A smaller zoo than Brookfield but no less fascinating, this free zoo features a selection of animals in recreations of their natural habitats including lions, gorillas, and giraffes. There’s also the popular “Farm-in-the-Zoo,” which showcases the animal life found on a rural farm.

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Visitor Information in Chicago

The city’s tourism bureau, called Choose Chicago, has a Visitor Information Center in Macy’s, 111 N. State Street (tel. 312/567-8500; www.choosechicago.com ), and dispenses information to both domestic and international visitors. 

You can also contact the Illinois Office of Tourism (tel. 800/406-6418; www.enjoyillinois.com ) for city and state info.

Useful Websites

www.chicago.metromix.com : Comprehensive entertainment and nightlife listings from the Chicago Tribune. A good place to check reviews and get an early look at new bars and nightclubs.

www.do312.com : Another reliable events website that clues you in to concerts, festivals, comedy, and events; its sister site, www.rainbow.do312.com, shares LGBTQ listings.

www.blockclubchicago.org : Want to see what issues have Chicagoans all riled up? Check out this sounding board for local news, which covers everything from government corruption scandals to neighborhood news. 

www.chicagoplays.org : The League of Chicago Theatres runs a comprehensive site where you can search specific dates to see what’s playing.

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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Official Visitor Information Center

Chicago’s official visitor information center is open year-round at 111 N. State Street, within the historic Macy’s on State Street shopping center. Located in the city’s downtown Loop, the visitor center is accessible and convenient to popular tourist areas such as Millennium Park and The Magnificent Mile.

You’ll find a dedicated team of local experts ready to welcome you and help make the most of your time in Chicago. Stop by for free brochures, multilingual maps and complimentary concierge services. The friendly and knowledgeable staff will help you navigate the city, plan customized itineraries, find restaurants and discover exciting attractions, sightseeing tours and events.

Also nearby check out the discount Hot Tix outposts for half-price theater tickets to more than 200 local theater companies through the League of Chicago Theatres. One is located across the street from the Chicago Cultural Center at 72 E. Randolph Street and another is in Block 37 at 108 N. State Street.

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The 36 best Chicago attractions

The best Chicago attractions include museums, vast city parks, jazz clubs and theaters

Chicago might be the Second City, but our attractions are first class. Need proof? Just take a look at the many  Chicago museums , where you'll find everything from the best-preserved T.Rex skeleton ever discovered, to paintings from Van Gogh and Picasso. Or if nature's more your thing, take a walk through the mesmerizing  parks and gardens , home to some of the best public art in Chicago (hello, The Bean).

You can also spend a day swimming in Lake Michigan's surprisingly huge freshwater waves at one of the many Chicago beaches , see a jazz show at a bar once frequented by Al Capone, or have a Michelin-starred meal at one of the best Chicago restaurants ... the list goes on. Whether it's your first time on Chicago or you want to see more of the city you live in, check out our curated list of the best attractions in Chicago.

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

Best Chicago attractions

1.  art institute of chicago.

• Art and design
• price 2 of 4

What is it? Located in downtown Chicago, the Art Institute is a great art museum that is home to  more than 300,000 artworks that span centuries .

Why go? Here, you can find some of the world’s most iconic   paintings like Georges Seurat’s A Sunday on La Grande Jatte (which you may have seen in the cinematic classic  Ferris Bueller’s Day Off ), Edward Hopper's Nighthawks and Grant Wood's American Gothic . Afterwards, explore the stunning Modern Wing, itself a work of art by architect Renzo Piano, or special exhibitions like Life and Afterlife in Ancient Egypt , featuring artworks and artifacts spanning 3,000 years.

2.  360 Chicago

• Things to do
• Streeterville

What is it? Sitting right at the top of the towering 875 N Michigan Avenue building (formerly the John Hancock building), this observation deck places you 1,030 feet in the air. On a clear day, visitors can see four different states ( Illinois, Indiana, Wisconsin and Michigan) .

Why go? If you want to do more than just take a really good look at the view then you should probably test your mettle on 360 Chicago’s TILT attraction , which dares guests to not freak out as the observation deck is tilted (duh) out over the busy streets below. If you’ve got a fear of heights, this may not be for you.

3.  The Field Museum

• Science and technology
• Museum Campus

What is it? In 1893, this huge natural history museum   was created to become the home to biological and anthropological collections. And, fun fact: It has more dinosaur bones and ancient artifacts than any other institution in Chicago.

Why go? Take a trip here and be transported back in time. Here, you'll find a recreation of   an ancient Egyptian tomb, stand beneath a towering skeleton of Máximo the titanosaur, or encounter Chicago's most famous prehistoric resident, SUE the T. Rex , the largest and most complete T. Rex fossil skeleton ever found. Fuel your passion for discovery with dinosaurs, ancient artifacts, cultural insights and groundbreaking science.

4.  Millennium Park

• Parks and gardens
• Millennium Park

What is it? One of the most popular places to spend time outdoors in the city, Millennium Park really is vast, covering a massive 24.5 acres. It hosts well-known pieces of public art and a long list of special events, including free concerts and movie screenings in the summer—plus it’s also very good for a nice sit-down.

Why go? Snap a requisite selfie in front of the hulking Cloud Gate (a.k.a. the Bean), take a walk to the Boeing Galleries, go for a stroll through the serene Lurie Gardens or relax on the lawn in front of the Frank Gehry-designed Jay Pritzker Pavilion.

5.  Museum of Science and Industry

What is it? Interactivity is the name of the game at the Museum of Science and Industry, a long-running Hyde Park institution and the largest science center in the Western Hemisphere. It boasts such attractions as a mirror maze, a simulated tornado and an entire WWII-era U-505 submarine.

Why go? Step inside a building that dates back to the World’s Columbian Exposition of 1893 and explore exhibits that depict a Chicago street circa 1910 and a massive model railroad that depicts the 2,200-mile journey from Seattle to Chicago. Right now MSI is hosting 007 Science: Inventing the World of James Bond, a special exhibit that explores the franchise's iconic cars and gadgets.

6.  Wrigley Field

• Sports and fitness
• Baseball & softball
• Wrigleyville
• price 1 of 4

What is it?   Built in 1914, this timeless institution is home to the city’s North Side baseball team, the Chicago Cubs.

Why   go?   Whether it’s a weekday afternoon or a Saturday night game, expect a sold-out crowd of faithful fans as well as out-of-towners who have made the pilgrimage just to visit the venerable stadium. Even if you have no interest in baseball, you can grab a Chicago-style hot dog and soak in the electric atmosphere. And when the last out has been recorded, head over to the myriad of neighboring bars and restaurants to keep the good times going.

7.  The 606

• Humboldt Park

What is it? This is Chicago’s version of NYC's High Line,  a  2.7-mile stretch of an abandoned elevated rail line. It has now been revamped into a pedestrian path that connects Logan Square, Humboldt Park, Bucktown and Wicker Park.

Why go? Try coming here for a run, or even take a bike along and quickly get around to many different neighborhoods, with more than a dozen entrance and exit points along the route. You'll see some great art on your journey.

8.  Shedd Aquarium

• Zoo and aquariums
• price 3 of 4

What is it? This Museum Campus staple is the home to thousands of aquatic creatures from all around the world, including adorable rockhopper penguins, a truly impressive selection of sharks and a giant Pacific octopus.

Why go? Watch tropical fish swim through a 90,000-gallon aquarium in the gigantic Caribbean Reef exhibition or pony up some extra cash to have a face-to-face encounter with a penguin, otter or an adorable beluga whale.

9.  Chinatown

What is it?  One of the oldest Chinese-American communities in the country.

Why go?  Explore a variety of Asian businesses, learn about Chinese culture by checking out a museum or have a picnic in a beautiful park when you visit Chinatown. There’s no shortage of things to do and you can easily spend an entire day wandering the South Side neighborhood. Best of all, a seemingly endless wealth of restaurants are at the ready to help you refuel once you’re worked up an appetite, so prepare to feast on dumplings, noodles, barbecued meats and much more. 

10.  The Green Mill

• Cocktail bars

What is it? This Uptown cocktail lounge is a fixture of Chicago’s live jazz scene and has been slinging drinks since before Prohibition (Al Capone and other gangsters used to hang out at the Green Mill—his associate ‘Machine Gun’ Jack McGurn was even a part-owner).

Why go? Once you’ve snapped a picture of the iconic Green Mill marquee, head inside, order a cocktail and take in a set from some of the city’s top jazz musicians. The music typically goes late—weekdays it shuts at a whimsical 1:11am—but you’ll usually need to show up early if you want to score a good seat.

11.  Lakefront Trail

• South Shore

What is it? This epic 18-mile trail stretches all the way from Hollywood Avenue to 71st Street. On it you'll find walkers, runners and cyclists, getting their daily exercise and soaking in the glorious lakeside views.

Why go? Unsurprisingly the trail is hugely popular—prepare to fend off crowds in summer, though it's worthwhile to make a trip for the view and easy access to the lake for a dip. 

12.  Hideout

• River West/West Town

What is it? Situated in a tiny house on a nondescript industrial corridor is o ne of Chicago's smallest and most hallowed independent music venues .

Why go?  It can be difficult to reach this tucked-away spot via public transportation, but it is worth it for the cheap beer, fresh sounds and DJs dropping nostalgia, from Prince to Devo.

13.  Chicago Architecture Center River Cruise

What is it? A 90-minute boat tour on the Chicago River.

Why go?  You may be familiar with the city’s gorgeous skyline, but do you know the deep history behind it? The Chicago Architecture Center's renowned boat cruise will take you down the Chicago River and give you the fascinating scoop on more than 50 buildings along the way. It’s the perfect way to see the city from new angles and learn something in the process.

14.  Chicago Cultural Center

What is it? Cultural events and the arts are the focus of this public building, which also happens to contain the world’s largest stained glass Tiffany dome.

Why go? There’s always something happening in the Chicago Cultural Center, including free concerts in the Preston Bradley Hall and art exhibitions on the third floor. Best of all, you’ll never have to pay admission. Want to snag a souvenir? Stop by Buddy , a shop showcasing local artists.

15.  Chicago Riverwalk

What is it? T he Riverwalk provides a pedestrian path along the city’s most popular waterway as it hugs  the banks of the main branch of the Chicago River. It’s lined with restaurants, bars and gathering spaces.

Why go? The waterside walkway allows you to observe some of the city’s most gorgeous architecture from a new perspective. Plus, it's the best spot to take in the late night Art on theMart, which projects images on the side of Merchandise Mart in the evenings.

16.  Chicago Theatre

• Music venues

What is it? A hundred-year-old theater in the heart of downtown.

Why go?   From Aretha Franklin to Frank Sinatra, some of the biggest names in the world have performed at this legendary, 3,600-seat theater. You can catch all types of concerts and stand-up sets here every week. If you’re more interested in the history side of things, book a tour that lets you explore the venue and even stand on the historic stage!

17.  Historic Pullman Foundation Visitors Center

• Literary events

What is it?  This destination houses exhibits about the growth and preservation of this historic South Side neighborhood, site of the 1894 Pullman Strike and other important moments in U.S. labor history.

Why go? Back in the 1880s, businessman George Pullman built a company town to house employees for his eponymous railroad sleeper car company. The town was annexed into Chicago at the turn of the 20th century, and the industrial complex has since been designated a National Monument. Swing by the Visitors Center on the first Sunday of every month for a guided tour.

18.  Chicago History Museum

• Lincoln Park

What is it:  Once upon a time this museum was just the stodgy old Chicago Historical Society, which let you sift through thousands of archived photographs and curio. That library still exists, but joining it are several permanent and temporary exhibits, the largest of which is "Chicago: Crossroads of America," a treasure trove of fascinating historical objects, including a chunk of the original Fort Dearborn.

Why go:  I f you want an in-depth look at the people, places and things that make Chicago what it is today, the History Museum is well worth a visit.

19.  The Second City

• Comedy clubs

What is it? Bill Murray, Tina Fey, Stephen Colbert and Joan Rivers are just a few of the famous folks who honed their talents onstage at this theater devoted to sketch and improvised comedy.

Why go? You’ll see some of the most talented rising comedic talents (and maybe a couple future Saturday Night Live cast members) on the Second City’s Mainstage. If you want to learn more about improv, stand-up or sketch writing, you can sign up for a class at the Training Center.

20.  Navy Pier

What is it? Navy Pier is a popular spot for tourists to flock to, and it stretches out into  the waters of Lake Michigan. It's also home to a 200-foot Ferris wheel, Chicago Children's Museum, Chicago Shakespeare Theater and plentiful dining options.

Why go? This is a great place to bring the whole family along to, as there's something to do for everyone. You can take a ride on the Ferris wheel, take a boat tour or even visit the world's largest rooftop bar, Offshore .

21.  Museum of Contemporary Art

What is it? T his iconic Chicago museum mainstay is a destination for cutting edge exhibitions and programming. It h osts one of the largest collections of contemporary art in the United States.

Why go? Take in a constantly shifting lineup of exhibitions, including touring shows from the likes of Takashi Murakami and Kerry James Marshall, or stop by the MCA Store, where you'll find everything from ceramics made by local artists to apparel from internationally-renowned designers.

22.  DuSable Museum of African American History

What is it?  Founded in 1961 by educator and artist Margaret Taylor Burroughs, the DuSable Museum is the country's oldest independent African American museum. The museum is named for Jean Baptiste Point DuSable, a Haitian trader who is considered the first permanent resident of Chicago, and holds more than 15,000 pieces. Pay a visit to see paintings, sculptures, print works and historical memorabilia relating to the history, contributions and experiences of African and African American people.

Why go?  The DuSable Museum hosts a variety of exhibitions focusing on national, local and global Black history and culture, as well as timely programming—current highlights include "Fighting Racism in the Trenches," which chronicles the story of World War I veteran Kathryn Magnolia Johnson.

23.  Robie House

• Historic buildings and sites

What is it? This house is widely considered to be the greatest example of architect Frank Lloyd Wright's signature Prairie-style architecture. It was inspired by the flat Midwestern plains when it was constructed in 1910.

Why go? It's free to admire the building from outside. But if you want to get the full experience, snag a ticket for a tour offered by the Frank Lloyd Wright Trust, you can go inside and see the original art glass accents, restored furniture and a fireplace that divides the home's living and dining areas.

24.  WNDR Museum

• Installation

What is it?  An interactive experience based around art and technology that encourages guests to reconsider the world around them.

Why go?  The WNDR Museum is the home of Chicago's largest infinity mirror room,  LOVE IS CALLING, created by Japanese artist Yayoi Kusama. After you snap a selfie inside of it, check out more one-of-a-kind art installations, including a room dedicated to the work of artist Keith Haring and a hallway that features a light-up floor.

25.  Music Box Theatre

• Movie theaters
• Independent

What is it? This beloved two-screen Lakeview movie house doesn’t usually show the latest blockbusters, but that’s kind of the charm. What it does offer is a beautifully curated selection of films in a vintage theater with clouds projected on its ceiling.

Why go? The Music Box is one of the best spots in town to see movies that don't typically make it to the multiplex. Think arthouse releases, documentaries and foreign language films. It’s also got a comfortable lounge and garden, perfect for killing some time before or after a film. If you don't feel like leaving the house to see a flick, you can rent one through the Music Box Direct streaming platform .

26.  Jackson Park

What is it? You might know Jackson Park best for the fact that it served as the site of the World’s Columbian Exposition of 1893. It's also a great place to visit to get lost in nature, without even having to leave the city.

Why go? Take a walk through the Garden of the Phoenix and see Yoko Ono's stunning Skylanding sculpture. Or head over to the iconic Statue of the Republic at the intersection of Hayes and Richards Drives. Or, if you’re really looking for a ramble, take a detour to the nearby Midway Plaisance Park, which leads to Washington Park.

27.  National Museum of Mexican Art

• Lower West Side

What is it? Located in the Latino neighborhood of Pilsen, this cultural institution hosts one of the country’s largest collections of Mexican art—and admission is always free.

Why go? Inside the permanent “Nuestras Historias” exhibition, you’ll see work from famous artists like José de Páez and Miguel Cabrera as well modern pieces by Chicago-based talent such as muralist Héctor Duarte and imagist Errol Ortiz.

28.  Garfield Park Conservatory

• East Garfield Park

What is it? T his enormous greenhouse in Garfield Park is a mong the largest conservatories in the United States. It provides a home for some 600 species of plants (most of which aren’t indigenous to the region).

Why go? Make sure to secure a (free!) reservation online and then s top by to admire the gigantic trees that fill the Palm House, or the Jurassic Park -evoking Fern Room, designed to show you what Illinois may have looked like millions of years in the past. In the warmer months, be sure to make time to explore the sprawling outdoor gardens too. 

29.  Lincoln Park Zoo

What is it? It's   l ocated smack dab in the middle of Lincoln Park, and is home to more than 1,000 animals, including lions, bears, apes and red pandas! 

Why go? You don't even need to open your purse to come here, as it's the only remaining free zoo in Chicago, so just walk right in! It's a great place to take the kids to and requires very little planning. They even offer parties for adults at night, if that's your bag. 

30.  Humboldt Park

What is it? Humboldt Park is one of the biggest stretches of green space on Chicago’s West Side. And it’s a good one, filled with  lagoons, pedestrian paths, wide-open fields and a boathouse.

Why go?  Humboldt Park is especially great in the warmer months, when it becomes something of a community hub, attracting crowds who come to enjoy the views of the lagoons from the boathouse, eat Puerto Rican food sold by vendors throughout the park and ramble along the winding paths.

31.  The B_Line (Hubbard Street Murals)

What is it? Back in 1971, artist Ricardo Alonzo and local volunteers from the West Town Community Art Center filled a stretch of Hubbard Street in the West Loop with vivid murals on environmental themes as a street art project. Now, with curator and managing director Levar Hoard at the helm, local artists have been working to restore and reimagine this open-air street art gallery since 2019.

Why go? There are many incredible places to view street art in Chicago, but The B_Line, which runs along West Hubbard Street roughly between Racine and Halsted, is diverse, vivid and a clash of past and present—you'll see some of the original works alongside newer landmarks, including a powerful tribute to late Chicago rapper Juice WRLD.

32.  Goose Island Fulton Street Taproom

• United Center

What is it? Goose Island , one of Chicago's oldest craft breweries, produces many of its beloved beers at this facility. It also contains a barrel aging warehouse and a sleek taproom where visitors can pop in for a drink.

Why go?  Whether you’re after a fresh-poured Goose Island beer or you’re on the lookout for a rarity (including the sought-after Bourbon County Stout and its many variants), you can grab a seat in the Fulton Street brewery's taproom or patio. 

33.  Adler Planetarium

What is it? The first planetarium in the Western Hemisphere, the Adler Planetarium has been a sight to see since it opened in 1930. Situated at the edge of museum campus, it's also a great spot to get unbeatable views of the city. 

Why go? Equipped with a Sky Theater, 70-foot-diameter dome, and telescope that lets you see celestial objects trillions of miles away, there few attractions quite like this one. Try to schedule your visit Wednesday evenings when you can explore the stars (and the museum) for free. 

34.  Buckingham Fountain

What is it? Although you may be disappointed to learn this fountain has nothing to do with the "Buckingham" of British Royalty, it's still worth a visit! The fountain boasts four Art Deco–style seahorses, Georgia pink marble and a holiday light and music show.

Why go? Buckingham Palace takes center stage of Grant Park any time of year—catch the 14,000 gallons of water spouting from 133 jets during the warmer months and festive decorations during the winter. 

35.  South Shore Cultural Center

What is it? This Chicago Landmark is a gem of the Park District, with over 70 sprawling acres of natural greenery and butterfly garden. Once an ornate country club to the surrounding South side communities, the regal interior has a solarium, formal dining room and theater. 

Why go? The amenities and activites at the cultural center are some of the best in the city. Practice your swing on the nine-hole golf course or plan the perfect picnic on the nearby lawns. Keep up to date with all of the enrichment classes, including dance, music, textile art and ceramics. 

36.  16th Street Murals

What is it? Stretching from the Chicago River to Western Avenue in Pilsen, the walls of an old railroad embankment host a vibrant and evolving outdoor gallery of murals by prominent and emerging artists. Revered local artists including JC Rivera and Hebru Brantley have left their mark on the artistic corridor.

Why go?  Don't get us wrong—museums are a great place to soak in the culture of a city. However, the public art scene in Pilsen gives a full taste local expression. Check back in every once in a while to see any new additions.

GYG Chicago TTD

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Visitor Information

Welcome to Chicago!

There's plenty to enjoy and do in this great city. With world-class parks, museums, shopping, hotels, nightlife, food and much more, there's never a dull moment here.

At CTA, we can get you just about anywhere in Chicago and to 35 surrounding communities.

It's easy to get on board.

We keep it as simple as possible. For the easiest trip:

1. Plan your trip.

Use an online trip planner (below), use a map , or call +1 (312) 836-7000 .

2. Get the Ventra app.

• Download the Ventra app to your  Apple  or  Android  device today
• Create an account
• Purchase a 1, 3, or 7-Day pass in advance. It won't activate until you tap it for the first time.

Traveling without a smartphone? Don’t want a pass? See other ways to pay .

Simply tap your smartphone with the Ventra app at rail station terminals or on CTA buses to board and enjoy Chicago!

See tips about how to ride .

Visiting Chicago?

Tell us how you're getting around.

Did you recently visit Chicago? Take this survey to share about your experience traveling around the city using CTA or other transportation to help improve transit for future visitors. Eligible respondents will be entered into a drawing to win up to $500 in prizes!

Getting to/from the airport

With fast, frequent & direct train service to both chicago airports, we're the best way to get into town..

• Blue Line  service from  O'Hare  to downtown takes  only about 40 minutes .
• Orange Line  service from  Midway  to downtown takes  only about 25 minutes .

Learn more:

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Travels & Treasures

Chicago Travel Guide

Welcome to the ultimate Chicago travel guide. This is all the essential information you’ll need for your trip to the Windy City.

Overview | Arriving in Chicago | Getting Downtown | Local Cell Service | Best Neighborhoods to Stay

Top Museums | Sports Stadiums | Theater & Comedy | Outdoor Actitivies | Shopping | Dining

Annual Events & Festivals | Best Time to Visit | What to Pack for Chicago | Day Trips & Excursions | Free Walking Tours

Chicago was discovered in the late 1600s by French explorers led by René-Robert Cavelier, Sieur de La Salle, who traveled down the Illinois and Mississippi Rivers.

They encountered the native Miami and Illinois tribes, who had long inhabited the region. The name “Chicago” comes from the native word “shikaakwa,” which means “wild onion” or “skunk.”

In the early 1800s, Chicago was a small trading post. It is because of the Chicago River that the city became a major transportation hub. Its location and transportation advantages would eventually lead to its growth as a major city and commercial center.

Chicago is an ideal destination for tourists. From its deep-dish pizza to its world-class museums to its iconic architecture to hip neighborhoods, there are plenty of reasons to visit Chicago .

So, whether you’re looking for a relaxing weekend getaway or an action-packed adventure, this ultimate guide will help you plan your trip and make the most of your stay.

In this guide, we’ll explore some of the city’s top attractions and things to do. We’ll also uncover some of the best places to eat and drink in town. Ready?

Let’s go!

Arriving in Chicago

Direct flights to chicago.

Several airlines offer direct flights to Chicago . There are two main airports: O’Hare International Airport (ORD) and Midway International Airport (MDW). The most well-known airlines with direct flights are:

• American Airlines
• United Airlines
• Delta Air Lines
• Southwest Airlines
• Frontier Airlines

Airport Arrivals

Welcome to Chicago!  Flight touchdowns are always a relief and it’s exciting to be on your way to experience the Windy City after a long journey!

If you arrive from another country, you’ll clear immigration and customs if needed. Next, you’ll need to go to the lower levels to pick up your luggage if you checked bags. 

Getting Downtown

Ride-sharing services are on the same level as baggage claims for both airports. If you have arranged for pick up (eg. taxi, Lyft, Uber), make sure you note the door you are exiting because the service may ask you to meet at a specific exit.

➤ Read the Full Article: Easy Guide: 4 Ways to Get from the Airport to Downtown Chicago

Transfer services are available at either airport, but you must make reservations in advance. It’s easy to get downtown, but with many people arriving simultaneously, it can be a pretty busy line for taxis. Traffic can be terrible at peak periods or in inclement weather.

You can pre-book a transfer service to make your journey more comfortable after a long flight. Drivers will have nameplates with your details when they pick you up at the airport. After you collect your luggage, you will take a brief walk to the car, and your driver will take you to your destination.

➤ Book a transfer service to enjoy a comfortable and hassle-free journey while visiting Chicago.

Rental Cars

You may wonder if you need a car in Chicago . The answer is no, unless you plan to explore the outer parts of the city that are not easy to access via public transportation. By eliminating car rental and parking fees, you can save some dollars during your stay.

However, to rent a car, you will need to present your reservation, driver’s license, and proof of insurance.

➤ Touch down and take off with ease! Find your airport rental car !

Car Rental Insurance

Check to confirm that a rental car can be covered under your car insurance, otherwise, you’ll need to purchase it from the rental agency to protect yourself from financial burdens in the case of an accident. 

Driving to Chicago + Tolls

When visiting Chicago by car, you will learn that three expressways intersect with the city and depending on your destination outside of the city limits, you may be required to pay tolls.

• I-290 is an interstate highway that runs east to the Chicago Loop
• I-55 is a highway that runs in a northeastern direction to Chicago
• I-90 is an interstate highway that runs east and west to and from Chicago

Illinois has eliminated cash tolling. So the options for paying tolls are to use Pay-by-Plate, E-ZPass, or I-Pass.

The Pay-by-Plate online platform allows you to pay tolls without a transponder and it is a great option for rental cars.

You will need to go to the Illinois pay-by-plate website, identify the car you were driving by the license plate, then pay the tolls due.

I-PASS is a program that requires a transponder to be mounted on the inside of your car. When you pass through the toll area, the tolls are paid electronically from the balance on your I-PASS account. The transponder can also be used with rental cars, or you can elect to use a transponder that the rental agency provides.

If you already have a transponder, it may be used within Illinois if it is part of the E-ZPass group that is comprised of 19 states:

Once you have reached the city, you can find available parking garages using Spothero.com or a hotel garage.

Use our guide to discover  how easy it is to get around Chicago  on foot and by using public transportation ( this is a must read! ). There is an explanation of the various options for public transportation and their costs in this resource. We also share some tips for driving in Chicago.

Local Cell Service

If you are traveling from another country, staying connected with family and friends is one of several international travel essentials .

We recommend a local SIM card for affordable data, voice, and text plans. Make sure your phone is unlocked and can accept SIM cards from different carriers.

➤ Buy a local SIM Card and stay connected!

Use message apps, like WhatsApp or Rakuten Viber, to help you stay in communication with those in your travel group.

Best Neighborhoods to Stay

Lincoln Park | Fulton Market (West Loop) | Downtown (The Loop)

River North | Streeterville | Wrigleyville | Magnificent Mile | The Gold Coast

Chinatown | Old Town | Wicker Park | Buck Town

If you’re wondering where to stay in Chicago, it really depends on what you’re looking for.

Want to know where to stay in Chicago with kids? Lincoln Park might be your best bet – it’s got that family-friendly vibe and you’re close to the zoo.

Wondering where to stay on the first time in the Windy City? I’d suggest staying downtown in the Loop or maybe River North. You’ll be right in the heart of things, perfect for hitting all the major sights.

Now, if you’re trying to figure out where to stay in Chicago without a car, don’t sweat it. The Loop, River North, or even Streeterville are all super walkable, and you’ve got great public transit options. Plus, you’re close to everything, so you won’t miss having wheels.

View the highlights for each neighborhood along with a hotel recommendation. You’ll get picks from me, a local, on where I would book a staycation and why.

Just remember, wherever you end up, you’re in for a treat because each Chicago neighborhood has their own unique flavor!

Read Posts About Neighborhoods!

10 Ways to Get Around Chicago Safely for Hassle-Free Transit

Is chicago safe (answered by a chicagoan), lincoln park:.

• Location : North side of Chicago, bordering Lake Michigan
• Vibe : Refined. Family-friendly culture with affluence
• Known For : DePaul University, extensive parkland, upscale shopping on Armitage Avenue
• Attractions : Lincoln Park Zoo, Lincoln Park Conservatory, Chicago History Museum
• Where to Stay : The Neighborhood Hotel | Villa D’Citta

🏆 The Neighborhood Hotel

This hotel had me at electric kettles, it’s essential for morning coffee or tea. The interior reminds me of my first Chicago apartment more than a hotel, which adds to the experience of living like a local.

Lincoln Park has tons of options for family-friendly fun, nightlife, shopping, and dining. The premium bedding sounds like a traveler’s dream.

( read the reviews )

Fulton Market (West Loop):

• Location : Just west of downtown
• Vibe : Trendy. A former industrial area turned foodie paradise
• Known For : Restaurant Row on Randolph Street, Google’s Midwest headquarters, trendy loft conversions
• Attractions : Randolph Street Market, The Aviary, Rooftop Cinema Club, PunchBowl Social
• Where to Stay : Nobu Hotel | The Hoxton Hotel | The Emily Hotel | SoHo House Chicago | Homewood Suites by Hilton

🏆 The Emily Hotel

This upscale hotel is perfectly located in the Fulton Market neighborhood where I can dine al fresco, on the rooftop, or near a firepit. There’s a rooftop cinema that is perfect for date night. The interiors are spacious and modern. It’s an easy stroll to the Chicago Riverwalk, Michigan Avenue, or a nearby neighborhood like River North.

Downtown (The Loop):

• Location : Central business district
• Vibe : Dynamic. The bustling, urban core of the city
• Known For : Chicago Theatre District, State Street Shopping, Prohibition-era Financial District
• Attractions : Millennium Park, Art Institute of Chicago, Skydeck Chicago, The Money Museum
• Where to Stay : The Chicago Athletic Association | Palmer House by Hilton | The Pendry | Renaissance Chicago

🏆 The Chicago Athletic Association

The Chicago Athletic Association is one of the best gems of the city. It’s located on Michigan Avenue and it’s close to top attractions like the Art Institute of Chicago, Millennium Park, and Cloud Gate. I love it because the building’s architecture and history are so unique. Even the furnishings are from a by-gone era. I also love the convenience of Cindy’s Rooftop for evening cocktails and great food while overlooking Millennium Park.

River North:

• Location : North of the Chicago River, west of Michigan Avenue
• Vibe : Lively. Artsy area that is also a nightlife hub
• Known For : Gallery district, upscale dining, nightclubs, Merchandise Mart
• Attractions : Chicago Riverwalk, Merchandise Mart, House of Blues
• Where to Stay : The Langham | Embassy Suites | Freehand Chicago | Fairfield Inn & Suites | SpringHill Suites

🏆 Embassy Suites

Embassy Suites has always been a hotel with great value in my opinion and my last staycation here was a wonderful experience. It’s close to the Magnificent Mile, Chicago River (for an architectural boat tour), and museums.

The hotel amenities are great. There is a hot, made-to-order, breakfast buffet to start your day. After exploring the city, wind down at the manager’s reception with a complimentary beverage and snacks. The rooms are spacious and are equipped with mini-fridge and microwave. It’s perfect for families with kids or teens.

Streeterville:

• Location : East of Michigan Avenue, along the lakefront
• Vibe : Cosmopolitan. Dense, urban, mix of residential and commercial
• Known For : Navy Pier, Northwestern Memorial Hospital, shopping along Michigan Avenue
• Attractions : Navy Pier, Museum of Contemporary Art, Oak Street Beach
• Where to Stay : Loews Hotel | Hyatt-Centric Chicago | Ivy Boutique Hotel | Sheraton Grand Hotel | DoubleTree by Hilton

🏆 Ivy Boutique Hotel

This hotel has modern, spacious rooms with a luxurious feel. The suites look particularly impressive, with separate living and sleeping areas, two TVs, and a large bathroom featuring a rainfall shower and soaker tub. The lobby and rooms are aesthetically pleasing, giving an upscale apartment vibe.

The location is perfect for exploring the Water Tower, Eataly, and the shops at Northbridge.

Wrigleyville:

• Location : Part of the Lakeview community area, on the north side
• Vibe : Energetic. Sports-centric, youthful
• Known For : Wrigley Field (home of the Chicago Cubs), sports bars, live music venues
• Attractions : Wrigley Field, Gallagher Way, Cubby Bear
• Where to Stay : City Suites | Hotel Versey Days Inn | Best Western Plus Hawthorne Terrace | The Chicago Hotel

🏆 Bestern Western Plus Hawthorne Terrace

I love the cozy setting in the courtyard. I can see myself sipping wine as the sun sets. The walk to Wrigleyville, the CTA, and the Lakefront is less than 15-minutes. The Laugh Factory is a 10-minute walk from the hotel and would make a great stop for evening entertainment.

The hotel looks clean and comfy. The amenities include a fitness room with hot tub, kitchenette, and free daily continental breakfast.

Magnificent Mile:

• Location : Section of Michigan Avenue north of the Chicago River
• Vibe : Upscale
• Known For : High-end retail, landmark buildings like the Water Tower, luxury hotels
• Attractions : 360 Chicago Observation Deck, Water Tower Place, Historic Water Tower
• Where to Stay : InterContinental Hotel | Chicago Marriott Downtown | The Peninsula | The Gwen | Omni Chicago Hotel | The Warwick Allerton

🏆 InterContinental Hotel

I have stayed here before and loved the amenities. The swimming pool is amazing, and the breakfast buffet is outstanding. The location is unbeatable and it’s easy to walk to the Loop or Navy Pier. There are plenty of nearby restaurants and shopping. If you’re looking for a luxurious stay in a prime location, this hotel is a winner.

Gold Coast:

• Location : North of Streeterville, along the lakefront and near Oak Street Beach
• Vibe : Luxurious. Known for its historic mansions, upscale shopping, and luxury living. It has a more residential feel compared to Streeterville
• Known For : Upscale shopping on Oak Street, historic buildings, and a variety of high-end dining options. It’s a prestigious area known for its affluence and exclusivity
• Attractions : Oak Street Beach, Original Playboy Mansion, Charnel House Museum
• Where to Stay : Millennium Knickerbocker Hotel | The Drake | The Four Seasons

🏆 The Four Seasons

When money is no object, The Four Seasons is hard to beat. This 5-star gem offers an experience that’s worth every penny. The service is impeccable – staff seem to anticipate your needs before you even realize them. The full-service spa is a slice of heaven. The rooms are spacious and beautifully appointed, with stunning views of Chicago’s skyline or Lake Michigan. And there’s a rooftop pool!

• Location : South side, centered around Cermak and Wentworth.
• Vibe : Cultural enclave, tourist attraction.
• Known For : Chinese restaurants and various regional cuisines, shops, Chinatown Square
• Attractions : Chinatown Gate, Nine Dragon Wall, Ping Tom Memorial Park
• Where to Stay : Jaslin Hotel | SpringHill Suites Chinatown

🏆 SpringHill Suites

If you want to be right in the middle of this cultural hotspot, the choices are few. I would stay at the Springhill Suites because it’s an excellent choice for families. Located on Wentworth, which is one of the main streets in Old China Town, I’ll have dim sum and boba tea right at my fingertips.

Wicker Park:

• Location : Situated northwest of downtown Chicago.
• Vibe : Edgy. Known for its hipster culture, vibrant nightlife, and artistic scene.
• Known For : Features vintage shops, music venues, trendy bars, and restaurants. It’s a popular area for young professionals and artists.
• Attractions : The 606, Wicker Park, Flat Iron Arts Building
• Where to Stay : Wicker Park Inn | The Robey

🏆 The Robey

Both hotels are within a 10-minute walk of the CTA Blue Line (Damen station). I would stay at the Robey if it was a family staycation, The accommodation is spacious and we would enjoy the rooftop terrace and pool. It’s a great area to explore the neighborhood. Sultan’s Market has great eats and is just a 3 minute walk from here.

However, if I were by myself or with a girlfriend, I would stay at the Wicker Park Inn for the quaint and cozy spaces.

• Location : Located north of downtown Chicago, near the lakefront.
• Vibe : Quaint. Known for its historic charm and architecture.
• Known For : Home to the famous Second City comedy club, Victorian-era buildings, and a variety of boutique shops and eateries. The atmosphere is more relaxed and quaint compared to Wicker Park.
• Attractions : Second City, Old Town Art Fair, St. Michael’s Church
• Where to Stay : The Sono Chicago | Hotel Lincoln

🏆 The Sono Chicago

I love the light and airy feel of these spaces. The Sono is near Michigan Avenue and close to Lincoln Park Zoo. Family outings will be a breeze at this urban accommodation. There is a free continental breakfast, a rooftop terrace, and a fireplace in the lobby which begs me to sit close with a good book.

• Location : Northwest of downtown, part of the Logan Square community
• Vibe : Eclectic. Artsy, gentrifying
• Known For : Galleries, boutiques, trendy restaurants, The 606 Trail (an elevated park)
• Attractions : The Map Room, Club Lucky, Bucktown Farmers Market
• Where to Stay : The Hotel at Midtown | Ray’s Bucktown Bed & Breakfast

🏆 The Hotel at Midtown

It’s hard to believe this gem is in the middle of Chicago. From the fitness facilities to the yoga room, the decor and architectural elements are incredibly imaginative. There’s an indoor/outdoor seasonal pool and a hot tub! The perks at this hotel are insane — pilates classes, onsite spa, tennis courts, and supervised childcare!

Top Chicago Museums

Best Museums in Chicago

Museums are a great way to spend a day when visiting Chicago, especially when you need rainy day activities. Visiting museums can be educational, entertaining, and even inspirational.

Boasting one of the planet’s premier collections of Impressionist, Modern and Contemporary art, the acclaimed Art Institute of Chicago counts among the world’s most esteemed museums.

• The Museum of Science and Industry  | 5700 S DuSable Lake Shore Drive
• The Shedd Aquarium  | 1200 S DuSable Lake Shore Drive
• Adler Planetarium  | 1300 S DuSable Lake Shore Drive
• The Chicago Children’s Museum  | 700 E Grand Ave
• American Writer’s Museum  | 180 North Michigan Ave

Best Art Museums in Chicago

• The Art Institute of Chicago  | 111 S Michigan Ave
• Driehaus Museum | 40 East Erie St
• Museum of Contemporary Art Chicago | 220 E. Chicago Ave
• National Museum of Mexican Art | 1852 W. 19th St.
• Loyola University Museum of Art | 820 N. Michigan
• Small Museum of Art | 5550 S. Greenwood Ave
• National Museum of Puerto Rican Arts & Culture | 3015 W. Division St.
• Pullman Porter Museum | 10406 S. Maryland Ave.
• Heritage Museum of Asian Art | 3500 S Morgan, St.

Best History Museums in Chicago

• DuSable Black History Museum and Education Center  | 740 E 56th Pl
• The Field Museum of Natural History  | 1400 S DuSable Lake Shore Drive
• Medieval Torture Museum  | 177 N State St
• Chicago History Museum | 1601 N. Clark St
• National Hellenic Museum | 333 S. Halsted St
• Chicago Sports Museum | 835 N. Michigan Ave
• Jane Addams Hull-House Museum | 800 S. Halsted St
• Pritzker Military Museum & Library | 104 S. Michigan Ave
• Ukrainian National Museum | 2249 W Superior St.
• Clarke House Museum | 1827 S Indiana
• Swedish American Museum | 5211 N. Clark St

Read Posts About Chicago Museums !

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Millennium Park  

This is Chicago’s award-winning public park located in the heart of downtown. You will love the expansive acreage of green space and gardens for taking a stroll. Spending time outdoors in the large green spaces is a great way to relax and unwind when visiting Chicago.

From art installations, summer concerts, and interactive programs to ice skating, biking, and running trails, Millennium Park has something for every season of the year.

If you’re looking for a fun day out with friends or family or just want to relax in the sun, add Millennium Park to your itinerary.

Navy Pier  

How about 3,300 feet of pure fun on the lake? Navy Pier is very popular for visitors and locals. The pier has multiple levels and sections that will pique your interest both indoors and outdoors.

From boat rides and sightseeing tours to shopping, dining, entertainment, theater, amusement rides, or just people-watching, there are lots of ways to experience the pier when visiting Chicago.

You can also rent bikes for a lakefront ride, take an evening dinner cruise out with friends, or for a romantic evening. 

Chicago Riverwalk

The Riverwalk is a beautiful public space located along the banks of the Chicago River.

It is a popular destination for locals and visitors because there are a variety of activities and attractions to explore.

You can rent electric boats, go kayaking, see art exhibits, and enjoy outdoor dining with live music.  

The Riverwalk has a nice view of Lake Michigan on the east end, Adirondack chairs to relax on the west end, and lots of bars and restaurants in between.

The  Lakefront Trail

This is a scenic 18-mile path that runs along the shoreline of Lake Michigan. It’s the perfect place to get away from the hustle and bustle of city life and take in some fresh air when visiting Chicago.

You can explore nature at its finest with stunning views of the lake, take in some culture at one of the Chicago museums and attractions, or simply relax with a picnic on one of its many beaches.

Outdoor lovers can also enjoy a few  hiking trails near Chicago .   The 606 , or Bloomingdale Trail, is also great for walking, jogging, and biking. 

Chicago Sports Stadiums

Chicago has a die-hard sports scene with passionate fans. Along with professional teams in baseball, football, basketball, and hockey, the city also hosts minor league and college sports events. Fans of these teams can be found cheering them on throughout Chicagoland during their respective seasons.

Read Posts About Chicago Sports!

How to Plan for an Amazing Baseball Weekend at Wrigley Field Chicago

Wrigley field.

📍1060 W. Addison St.

• Chicago Cubs – Major League Baseball
• How to get there: From downtown, take the CTA red line and head north, exit at Addison station.

United Center

📍1901 W Madison St

• Chicago Bulls – National Basketball Association
• Chicago Blackhawks – National Hockey League
• How to get there: From downtown, take the CTA green line and head west, exit at Damen station (currently under construction). Then walk south to the stadium.

➤ Find tickets to see your favorite Chicago team !

Soldier Field

📍1410 Special Olympics Dr

• Chicago Bears – National Football League
• Chicago Fire FC – Major League Soccer
• How to get there: From downtown, take the CTA bus #130 to the museum campus.

Guaranteed Rate Field

📍333 W 35th St

• Chicago White Sox – Major League Baseball
• How to get there: From downtown, take the CTA red line and head south, exit at Sox-35th Street station.

Wintrust Arena

📍200 E Cermak Rd

• Chicago Sky – Women’s National Basketball Association
• How to get there: From downtown, take the CTA green line and head south, exit at Cermak-McCormick Place station. Then walk about 6 minutes to the arena.

The city also boasts two Major League Soccer clubs: the Fire and Red Stars. It’s also easy to catch games at a university if you are visiting alumni. There are also plenty of amateur and recreational sports leagues for those who enjoy playing themselves.

Attending a sports game is a great way to experience Chicago’s sports culture, soak up the atmosphere and cheer for your favorite team when visiting Chicago.

Theater & Comedy

There’s something about seeing a live performance that just can’t be beaten.

I’ve been to a few different theaters in the city, but my favorite has to be the Chicago Theater. There’s just something about this historic spot with the iconic marquis.  

The theater district is bustling with arts and performances, and you’ll be able to see a variety of shows during your stay.

From Broadway musicals to local productions, you’ll find that the small theater performances are surprisingly well-done.

➤ Find tickets for a fun night out on the town !

Theatre Venues

• Goodman Theatre | 170 N. Dearborn St
• Auditorium Theatre | 50 East Ida B. Wells Drive
• Lookingglass Theatre Company | 821 Michigan Ave
• Victory Gardens Biograph Theater | 2433 N Lincoln Ave
• Theater on the Lake | 2401 N Lake Shore Dr
• Steppenwolf Theatre | 1650 N Halsted St
• Victory Gardens | 2433 N Lincoln Ave

Broadway in Chicago

• Nederlander Theater | 24 W. Randolph
• Cadillac Theatre | 151 W. Randolph
• CIBC Theater | 18 W. Monroe

Comedy Clubs

• Zanies | 1548 N Wells St
• The Second City | 230 W. North Ave
• The Laugh Factory | 3175 N. Broadway

You will be particularly impressed with the level of talent on display too. The acting, singing, improv, and dancing are all top-notch, and you’ll enjoy every minute of the experience. 

If you are short on time while visiting Chicago, I highly recommend The Second City just for the experience of being at an iconic comedy club that has launched the careers of many comedians who appeared on Saturday Night Live.

Every February, Chicago hosts Theater Week where you can attend performances at a reasonable value. If you’re looking for an exciting theater scene, definitely check out Chicago’s theater district. You won’t be disappointed!

There is no shortage of places to shop while visiting Chicago! You can find great retail therapy in the various neighborhoods and do some serious shopping in Chicago, and let me tell you, it will be a blast!

Start on Michigan Avenue , where all the high-end stores are located. It is so much fun trying on clothes and picking out new outfits.

Next, head over to State Street , where there are tons of great shops and boutiques. You’ll spend hours browsing and will find some amazing deals on clothes and jewelry.

You can even grab a few souvenirs for friends and family back home.

➤ Discover tips on where to get Chicago souvenirs !

• Magnificent Mile   | Between Chicago River and Oak Street
• State Street | Between Adams and Lake Street
• Block 37 | 108 N. State St.
• The Shops at North Bridge | 520 N. Michigan Ave.
• The Water Tower Place | 835 Michigan Ave.
• 900 North Michigan Shops | 900 North Michigan Ave.
• Fashion Outlets of Chicago | 5220 Fashion Outlets Way, Rosemont

There’s nothing like a shopping spree in the Windy City!

Whether you’re looking for designer duds on Michigan Avenue or bargains on State Street, Chicago is a shopper’s paradise. And with all the great restaurants and attractions nearby, it’s easy to make a day of it.

Indoor and Outdoor Markets

• Chicago French Market | 131 N Clinton St | Monday–Friday from 7AM to 7PM, Saturday 9AM-4PM
• Randolph Street Market | 1341 W Randolph St | Saturday–Sunday from 10AM to 5PM
• Maxwell Street Market | 800 S Desplaines St | Last Sunday of the Month from 7AM to 2PM

The food scene in Chicago is nothing short of epic.

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If you’re looking for an amazing dining experience while visiting Chicago, you’ll want to check out some of the city’s top restaurants, including the Michelin-starred Alinea.

If you love pizza, then you’ll want to check out some of the best places to enjoy pizza in Chicago.

From deep dish to thin crust, you will find it is a unique Windy City experience! We’ve listed the best spots for deep-dish or thin-crust pizza in Chicago. 

Whether you’re looking for great Chicago breakfast spots, romantic dinner for two or a night out with friends, or plant-based restaurants, these spots are so chill and tasty.

So, without further ado, here are our picks for the best places to eat in Chicago!

Fine Dining

• Alinea | 1723 N. Halsted St
• Mastro’s | 520 N. Dearborn St

Casual Dining

• Time Out Market | 916 W Fulton Market
• The Purple Pig | 444 Michigan Ave

Romantic Restaurants

• Geja’s Cafe | 340 W Armitage Ave
• Gibsons Italia | 233 N Canal St

Chicago Pizza

• Lou Malnati’s | 439 N Wells St (various locations)
• Giordano’s | 730 N Rush St (various locations)
• Pizano’s | 61 E. Madison (various locations)
• Pequod’s | 2207 N Clybourn Ave
• Gino’s East | 162 E Superior St
• Pizzeria Uno | 29 E Ohio St

Annual Events & Festivals

What I love most about Chicago is that it provides opportunities for people to come together from different communities and celebrate during any season of the year.

The  holiday celebrations in Chicago  are magical and Christmas shopping in Daley Plaza while eating German food at Christkindl market is a crowd favorite. 

This is a list of recommended don’t miss festivals when you are visiting Chicago. When visiting Chicago for major events, be sure to book accommodation well in advance.

• Chicago Auto Show
• First Bites / Chicago Restaurant Week
• St. Patrick’s Celebrations & Dying the Chicago River
• Chicago Blues Festival
• Chicago Food Truck Festival
• Chicago SummerDance (thru September)
• The Taste of Chicago
• Pitchfork Music Festival
• Windy City Smokeout
• Lollapalooza
• Chicago Air & Water Show
• Bud Billiken Parade
• Ribfest Chicago
• Taste of Greektown
• Chicago Jazz Fest
• Lakeview Taco Fest
• Pilsen Mexican Independence Day Parade
• Chicago Marathon
• Chicago Christkindlmarket (thru December)
• Magnificent Lights Festival

Day Trips & Excursions

Feeling adventurous? Or perhaps you’re visiting Chicago again and you want to wander beyond the Bean?

If you love to pack in as much as possible, then a day trip from Chicago may be just what you need. We have a list of places that will take two hours to five hours by car.  

• Milwaukee , Wisconsin
• Union Pier , Michigan
• Frankenmuth , Michigan
• Holland , Michigan
• Indiana Dunes State Park – Northwest Indiana
• Galena , Illinois
• Oak Park , Illinois
• Starved Rock State Park – Oglesby, IL
• Lake Geneva, Wisconsin
• Garfield Park Conservatory , Chicago
• Door County, Wisconsin
• Michigan City, Indiana

The Best Time to Visit

Seriously, there is no wrong time for visiting Chicago because there are always iconic sights, colorful local culture, and must-sees to create an itinerary that will make your stay exactly what you need.  

For the best weather conditions, we recommend visiting Chicago between April and June. If you are comfortable traveling in 90-degree temperatures, July and August are good months to visit Chicago, but you may want to add some lakeside activities to stay cool.

September through November are also good months for visiting Chicago. It borders the cooler season in Fall, but for the most part, you will avoid snowy weather.

December through February are the coldest months. Temperatures begin to warm in March with occasional snow and rain. Knowing how to dress in Chicago can be tricky in transitional season.

How Long Should You Visit

To see the top attractions while visiting Chicago , you should allow at least three days for your visit.

Most top Chicago attractions and  architecture tours are anywhere from 5 to 25 minutes apart and by the time you factor in lunch and the sights, you can comfortably squeeze in two to four activities per day.  

Of course, there are some factors that you’ll need to consider when deciding how many days to stay in Chicago such as where you want to go, what you want to do and the pace at which you want to spend your days.   

What to Pack for Each Season

When visiting Chicago in Spring and Autumn, clothing should be layered so that you can adjust for warmth throughout the day. Your base layer should be slightly fitted like a basic tee or long-sleeved top. The mid-layer should be thicker but non-restrictive — a hoodie or light sweater will work, just make sure it is breathable. Finally, the outer layer should be a heavier piece that complements your first two layers and brings the outfit together, like a pea coat or rain jacket. 

Read the Full Article Now and Dress Like a Local !

When visiting Chicago in Summer, wear breathable clothing like cotton. Linen is also a good choice for staying cool, but it’s not one of the  best wrinkle-free materials for travel . It’s easy to maximize outfits in summer by doubling up on the wear. Cargo pants and summer dresses are also great options for mixing and matching styles. 

When visiting Chicago during the colder season, you need to be winter ready. A coat, scarf, insulated gloves, and boots are essential for snowy and wet weather. Dress for warmth, because the “hawk” is real! If you arrive in Chicago from a warmer climate and don’t want to invest a lot of money, you can try thrifting at a Chicago store. 

Final Thoughts on Visiting Chicago

Chicago is one of the most vibrant cities in the United States. With its rich history and modern attractions, it’s no wonder why millions of people look forward to visiting Chicago each year.

Come for the iconic architecture and world-class museums, but stay for the community vibes, the food, and the culture.

Whether you’re visiting Chicago for a weekend getaway or an extended vacation, this ultimate guide will help you plan your trip and make sure you don’t miss out on anything!

During your visit, you can learn about the history of Chicago, discover why it’s such a great destination, and use these tips on how to make the most of your stay.

Was this helpful? Please like, share with your friends.

Have a question about Chicago? Feel free to email me!

University of Chicago

2024 gargoyle classic, september 6th & 7th | ratner athletic center | chicago, ilinois, participating teams, schedule - friday, september 6th, schedule - saturday, september 7th, visitor information.

Admission to the Gargoyle Classic is free to all attendees.

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