round trip chicago flight

United flights to Chicago from $ 127 *

Changed bag rules and optional services          Cruise open_in_new Packages open_in_new

Best fares Packages: bundle & save Premium cabin offers

United's most popular flights to Chicago (ORD) 

San Francisco (SFO) to

New York/Newark (EWR) to

Los Angeles (LAX) to

Denver (DEN) to

Houston (IAH) to

Boston (BOS) to

New York/Newark (LGA) to

Phoenix (PHX) to

Washington, D.C. (IAD) to

Washington, D.C. (DCA) to

Fort Myers (RSW) to

Philadelphia (PHL) to

Tampa (TPA) to

Orlando (MCO) to

Orange County (SNA) to

Fort Lauderdale (FLL) to

San Diego (SAN) to

Dallas (DFW) to

Las Vegas (LAS) to

Seattle (SEA) to

*Prices have been available for round trips within the last 48 hours and may not be currently available. For Economy class, fares listed may be Basic Economy, which is our most restrictive fare option and subject to additional restrictions . Additional baggage charges and fees for other optional service may apply. Other terms and conditions may apply.

Business class deals on flights to Chicago (ORD) 

Things to do after your flight to Chicago (ORD)

In chicago, you can have it all.

Chicago is the perfect urban getaway. “The Second City” is home to stunning architecture, endless shopping on the Magnificent Mile, one of the world’s most dynamic dining scenes , and a collection of critically acclaimed museums, all nestled on a lakefront lined with running trails and natural sand beaches.

Chicago’s top attractions

• Stroll through Millennium Park and take in the art and architecture, including Cloud Gate, which is also known as “The Bean,” Crown Fountain and Lurie Garden.
• Go shopping along the Magnificent Mile on Michigan Avenue.
• Discover the fun attractions at Navy Pier, including a large Ferris wheel, theater and carousel.
• Enjoy a day with the kids at the Shedd Aquarium and Lincoln Park Zoo.
• Tour Wrigley Field, home of the Chicago Cubs and one of the oldest baseball parks in the U.S.
• Take in city views from the Willis Tower’s Skydeck.
• Enjoy Chicago's family atractions .

Chicago is a popular place to visit all year round, though visitors will find that spring and fall have the most pleasant weather. Summertime activities include Lollapalooza music festival, Taste of Chicago, Chicago Jazz Festival and the Chicago Gay Pride Parade. Other major events throughout the year include the Chicago Underground Film Festival in the spring, the Chicago International Film Festival in the fall and the Magnificent Mile Lights Festival in the winter.

Find your vacation package to Chicago with United Packages .

Find more flights to Chicago (ORD) with United

More flights to Chicago with United Airlines

• San Francisco - Chicago
• New York/Newark - Chicago
• Los Angeles - Chicago
• Houston - Chicago
• Denver - Chicago
• Boston - Chicago
• Phoenix - Chicago
• Washington, D.C. - Chicago
• Orlando - Chicago
• Fort Myers - Chicago
• Philadelphia - Chicago
• Fort Lauderdale - Chicago
• Tampa - Chicago
• Orange County - Chicago
• San Diego - Chicago
• Dallas - Chicago
• Las Vegas - Chicago
• Seattle - Chicago
• Portland, OR - Chicago
• Atlanta - Chicago
• Sacramento - Chicago
• Cleveland - Chicago
• Austin - Chicago
• Miami - Chicago
• Sao Paulo - Chicago
• Raleigh - Chicago
• Baltimore - Chicago
• Minneapolis - Chicago
• London - Chicago
• Nashville - Chicago
• Kansas City - Chicago
• Mexico City - Chicago
• Charlotte - Chicago
• Toronto - Chicago
• Honolulu - Chicago
• Jacksonville - Chicago
• New Orleans - Chicago
• Sarasota - Chicago
• San Juan - Chicago
• Hartford - Chicago
• Cancun - Chicago
• Frankfurt - Chicago
• Athens - Chicago
• Richmond - Chicago
• Pittsburgh - Chicago
• Barcelona - Chicago
• Vancouver - Chicago
• Norfolk - Chicago
• Saint Louis - Chicago
• Cincinnati - Chicago

Cheap flights to Chicago, IL from $38

This is the cheapest one-way flight price found by a cheapflights user in the last 72 hours by searching for a flight departing on 8/21. fares are subject to change and may not be available on all flights or dates of travel. click the price to replicate the search for this deal., flights to chicago in 2024, find the latest flights to chicago in 2024, with up-to-date prices and availability. in the last 7 days, cheapflights users made a total of 2,644,845 searches and data was last updated on may 16, 2024., cheap flights to chicago in may & june 2024, discover affordable flights and deals to chicago in may and june 2024. in the last 7 days, cheapflights users made a total of 2,644,845 searches and data was last updated on may 16, 2024., the lowest-priced flights departing to chicago in may and june 2024 can be found below. check back soon for alternative prices as deals update often., chicago 2024 flight deals, explore flight deals for chicago in 2024, offering the best prices and options to suit your preferences. in the last 7 days, cheapflights users made a total of 2,644,845 searches and data were last updated on may 16, 2024., browse some of the best deals on flights to chicago in 2024. more deals are always being added, so be sure to check back regularly., flights to chicago departing soon, discover available last-minute flight options to chicago, providing immediate availability and potentially lower prices. in the last 7 days, cheapflights users made a total of 2,644,845 searches and data was last updated on may 16, 2024., browse through available last-minute flights traveling to chicago. double check the price, date, and time of your last-minute flight., one-way flights to chicago, explore one-way flight options to chicago for greater flexibility in your travel plans. find up-to-date pricing and availability for one-way flights. in the last 7 days, cheapflights users made a total of 2,644,845 searches and data was last updated on may 16, 2024., these are some of the best available deals on flights to chicago. users seeking round-trip flights to chicago should update the search form at the top of the page accordingly., direct flights to chicago, find flights to chicago within your budget, locate flights to chicago that fit your budget, with regularly updated fares and availability. in the last 7 days, cheapflights users made a total of 2,644,845 searches and data was last updated on may 16, 2024..

New York LaGuardia Chicago O'Hare Intl

New York LaGuardia

Nonstop 2h 37m

Chicago O'Hare Intl

1 stop 13h 20m

Nonstop 2h 39m

Nonstop 2h 12m

Nonstop 2h 09m

1 stop 8h 38m

1 stop 7h 16m

1 stop 14h 15m

New York John F Kennedy Intl Chicago O'Hare Intl

New York John F Kennedy Intl

Nonstop 2h 56m

Nonstop 2h 23m

Nonstop 2h 45m

Nonstop 2h 15m

Newark Chicago O'Hare Intl

Nonstop 2h 35m

Nonstop 2h 20m

Flights are sorted by cheapest first

Deals found on 5/16

Average price of flights to Chicago by month

Plan your trip to chicago by taking into account the cheapest months to travel. the average price of a one-way flight to chicago is currently $46 while a round-trip flight costs $91. price data was last updated on may 12, 2024..

Currently, February is the cheapest month in which you can book a flight to Chicago (average of $244). Flying to Chicago in June will prove the most costly (average of $342). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Peak Season:

Summer runs from June through August and is a hugely popular time in the city, despite the heat and humidity from the lake. This is also the Chicago’s peak festival season, which sees major events taking place in the parks and neighborhoods every weekend. Prices for flights to Chicago and crowd numbers can see an increase when the city hosts its most popular festivals.

Foodies should book a flight to Chicago during mid-July for the Taste of Chicago festival. This outdoor food event takes place at the lakefront and showcases a variety of cuisines and local flavors accompanied by live music. August is host to another popular event – the Chicago Air and Water Show. With free admission and lakefront location, the show attracts huge numbers of fans of aviation and adventure seekers.

September can be the most enjoyable and mild month of the year but there’s less going on during this period.

Off-peak Season:

January to March is when Chicago is least busy, making cheap flights to Chicago and hotel deals more attainable. However, true to its reputation as the “Windy City”, cold temperatures and brisk winds will make you want to stay inside for most of your visit.

How long is the flight to Chicago?

Chicago is home to two major airports, O’Hare International and Midway International, and welcomes travelers from around the country on many major airlines. How long your flight will take depends upon your departure city with flights from Seattle, WA, and Los Angeles, CA , taking approximately four hours. Air travel from New York, NY , lasts approximately 2.5 hours, and you’ll spend a little less than three hours in the air if you’re flying in from Houston, TX .

Temperature and rainfall in Chicago by month

Plan your trip to chicago by taking into account the average temperature and rainfall totals by month..

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

When is the best time to book a flight to Chicago?

Use this chart to determine the optimal time to book a round-trip flight to chicago. price data was last updated on may 10, 2024., the price you pay for your flight to chicago may vary depending on when you book. for the best chance of a lower fare, look to book 77 days in advance of your trip. fares are likely to increase a fortnight or so before your departure date., when is the cheapest time to fly to chicago, use this chart to determine the cheapest time to fly round-trip to chicago. price data was last updated on may 12, 2024., reviews of airlines servicing chicago, get insights into the airlines that provide service to chicago. read reviews, discover amenities, and learn about the overall travel experience offered by airlines. use this information to make informed decisions when choosing an airline for your flight to chicago. reviews last updated may 16, 2024., see what other customers who have flown with frontier, jetblue and spirit airlines to chicago have to say. users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process..

Entertainment

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Chicago is a skyscraper metropolis. The Windy City is a feat of modern architecture and home to what was once the world’s tallest building, Sears Tower, Chicago may not be a traditional tourist destination but you will find that the Second City is well worth a visit. As the hub of the Midwest, Chicago is not to be overlooked. Its picturesque skyline is reflected in the waters of Lake Michigan. World-class museums of art and science, fine public art, huge parks and sandy beaches and a multicultural vibe (thanks to the Poles, the Italians, the Greeks and the Irish among many other groups) make it an unbeatable destination for a holiday. First stop should be the lakefront, from Lakeview to Oak Street Beach, the entire area is bustling for things for you to do and to see. Whatever your passion, Chicago will match it.

Getting to and around the city of Chicago

Flights to Chicago land at O’Hare International Airport (ORD) located in the city’s northwest corner, about 17 miles away from the CBD or Chicago Loop. Trains and buses provide efficient transportation to city center and suburbs. The Blue Line of the Chicago subway (known as the ‘L’ to locals) connects O’Hare directly to the city, and commuter rail services are easily accessible by a short shuttle ride. Taxi and car hire services are also available from the airport.

Tips for your stay in Chicago

• Chicago is a big and busy city, and you’ll want to stay aware of your surroundings to keep yourself and your family and friends safe. Keep purses and valuables close to your person, or better yet, leave them in an in-room safe before you head out for the day.
• Security at Chicago’s attraction is generally a given, and your bags and belongings will be searched, making this another good reason to travel lightly as you tour the city’s treasures.
• Traffic throughout the Chicago area is heavy, with rush hour lasting basically throughout the day. Consider budgeting a taxi into your visit or use the subway to get around town.
• There’s a lot to see when you visit Chicago, and you’ll want to plan your days accordingly. Consider investing in a Go Chicago pass, which lets you add the attractions to one convenient card that saves you money on admissions.

Finding Flights from Chicago

Chicago O’Hare International airport is among the country’s busiest airports and, along with Midway International airport, sees millions of passengers off each year. Both airports are served by many of the world’s largest airlines, including American, United, Delta, KLM, Lufthansa and Emirates, offering flights across the country and around the world. Searching Cheapflights for your next flight out of Chicago puts you in touch with great fares.

Keeping with the airports’ busy daily schedules, arriving early for your flight is a must. Leave time to make it through the baggage claim and security and arrive at your gate before the boarding call. International travelers should be aware that security can take longer and plan with that in mind.

CTA trains serve both O’Hare and Midway and are the most cost-effective way to get to the airport if you haven’t rented a car. The Blue Line gets you from downtown Chicago to O’Hare, while the Orange Line will get you from downtown to Midway. Make sure to leave enough time for delays.

If you’re looking to learn more about Chicago’s airports before you book your flight, check out our Chicago Airport Guides for more detailed information on airlines, terminals and other important must-know travel information.

What’s the weather like in Chicago?

One of the biggest challenges for visitors to Chicago can be the weather. Fiercely hot in the summer, the city is bitterly cold and windy in the winter. In the winter, wear layers and don’t expose skin to the wind; in summer, be sure to drink plenty of water.

Which airlines fly to Chicago?

Multiple airlines serve the two airports with Delta, Southwest and Volaris being among those that fly to Midway International and JetBlue, United and Spirit included in airlines that fly to O’Hare. International travelers can fly on a multitude of airlines into Chicago, including Lufthansa, Qatar Airways and Emirates.

What should you pack for a flight to Chicago?

Because Chicago experiences all four seasons to their fullest, you’ll want to pack according to the time you choose to visit. Late spring and summer are typically warm, calling for shorts and light tops. Bring your walking shoes to walk along the shores of Lake Michigan. Fall offers beautiful color and crisp days that can turn rather chilly as evening descends. Pack clothing that is easily layered so that you can adjust as the temperature does. Winter in the Chicago area can be pretty brutal, with windy days, snow and below-freezing temperatures. Before you zip your suitcase, make sure you’ve brought along extra socks, gloves, a hat and scarf to ward off the worst of the winter weather.

What are some things to do in Chicago?

There’s never a shortage of things to do no matter what time of year you choose to visit Chicago. Visitors at Christmastime don’t want to miss a stroll down the Miracle Mile with its high-end shops and upscale dining experiences. Top the evening off with a visit to 360 Chicago at the top of the John Hancock building. The thrilling attraction offers breathtaking views of the city along with Tilt, a one-of-a-kind observation cube that moves you out over the streets from 1,000 feet up. Chicago’s lakefront offers beautiful views of Lake Michigan along with immersive educational experiences that are made for the entire family to enjoy. Begin your day at the Museum of Science and Industry and take a ride down into a replica coal mine or explore a German U-boat. The hands-on museum offers a little bit of something for everyone. Spend the afternoon in the Lincoln Park Zoo, which is free to the public and offers a range of animals to enthrall your youngsters, from reptiles to gorillas. If baseball is your passion, no trip to Chicago is complete without a trip to Wrigley Field for a game in the spring or summer. The park has been hosting fans of the Cubs and their opponents for over 100 years.

What does ORD mean?

This is defined as Chicago O'Hare Intl Airport (ORD). Codes like ORD are often used to just call airports uniquely. Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD) are other airports near this flight destination and their unique identifiers/IATA codes.

Can I find cheaper flights to Chicago if I am willing to have layovers?

Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Chicago on Cheapflights that require 1 or 2 stops for potential cost savings.

What is the best airline to fly to Chicago?

Based on reviews from Cheapflights users, Spirit Airlines is rated the highest out of the airlines that fly to Chicago.

What is the cheapest airport to fly to in Chicago?

Chicago Midway Airport is currently the cheapest airport to fly to in Chicago. One-way flights to Chicago Midway Airport typically cost $23, while round-trip flights cost around $37.

How much is a round-trip flight to Chicago?

A round-trip flight to Chicago will typically cost around $2,003, however they can be found for as little as $54.

Where does the fastest flight to Chicago depart from?

For those looking to save time traveling to Chicago, Madison offers the quickest one-way flight (0 hours 57 minutes).

Does Chicago O'Hare Intl Airport have rental cars?

Yes. Those touching down at Chicago O'Hare Intl Airport can take advantage of the rental car services offered upon their arrival.

Are there hotels close to Chicago O'Hare Intl Airport?

Yes. Chicago O'Hare Intl Airport has hotels nearby for those requiring accommodations. Hilton Chicago O'Hare Airport is the closest property to Chicago O'Hare Intl Airport (0.0 mi away from Chicago O'Hare Intl Airport).

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on cheapflights for your next trip., popular flight searches, check out other popular destinations found by fellow travelers in 2024, search flights to chicago by cabin class, find flights to chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class., book a flight to one of these trending destinations, user searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations, book with flexibility, travel smart.

Cheap Flights To Chicago (ORD)

Direct flights only

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Chicago from $21 One Way, $51 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago ORD Flight Information

Flights review.

Great overall service. Smooth landing. Plane was even early.

Book Your Flight & Hotel Together & Save

• Economy Flight + Hotel Deals
• Premium Economy Flight + Hotel Deals
• Business Class Flight + Hotel Deals
• First Class Flight + Hotel Deals

Chicago economy flight packages

Sonesta ES Suites Chicago Waukegan Gurnee

Jun 17 - jun 25, philadelphia (phl) to chicago (ord).

Park Hyatt Chicago

Jun 20 - jun 23, atlanta (atl) to chicago (ord).

Level Chicago – Old Town

Jun 27 - jun 30, chicago premium economy flight packages.

Hotel Felix River North/Magnificent Mile

Jun 18 - jun 23, minneapolis (msp) to chicago (ord).

Reviewed on May 16, 2024

DoubleTree by Hilton Chicago - Magnificent Mile

Reviewed on Apr 7, 2024

LondonHouse Chicago, Curio Collection by Hilton

Reviewed on Mar 31, 2024

Bargain flights to Chicago are a good way to get you into a city that is full of art, culture, and history.

• Flights to Chicago

Generally, flights to Chicago land at O'Hare International Airport, although Midway International Airport is gaining popularity. Midway International is located just 10 miles from the downtown center, and there are shuttle buses to hotels as well as the Transit Authority's Orange Line. Chicago flights that land at O'Hare International Airport put you about 17 miles northwest of the city, and transportation options include regional trains and buses, car rentals, and transit lines. Music in the terminals is listed and you can log into the airport website to find out exactly what you were hearing! Just be aware that if you do this from the airport, the available Wi-Fi is charged at $6.95 a day.

Chicago Weather

The term "Windy City" may actually refer to politicians' speeches, but that doesn't change the fact that the weather is often blustery. Whenever you visit, you will want to keep a jacket on hand for the lake breezes. Weather becomes nasty between November and March, especially in January, when temperatures drop to 24°F (-4°C), and are emphasized by that ubiquitous wind, as well as snow! Plan for indoor activities if you visit during this time period! You'll probably prefer the weather between April and October, when everyone rushes outside. During the peak tourist season, temperatures hover around 85°F (29°C).

Getting Around Chicago

Driving in downtown Chicago is a hassle best avoided. Traffic is overwhelming, pedestrians often don't follow the rules of the road, parking spaces are expensive, and tickets and towing are strict for violations, especially in the snow! The best way to get around Chicago is public transit. With several different agencies in the Chicago area all overseen by the RTA (Regional Transportation Authority), you can plan trips online with their planner. Once your Chicago flights have landed, navigating the city is easy. The city is consistent in street numbering and block lengths and organized on a grid that is easy to get used to. There are, however, some notable exceptions, avenues like Milwaukee and Ogden that go diagonally or meander through the city.

Chicago Attractions

Chicago is a bustling city, with many things to do and see within its city limits. Explore the arts, the night life, and even some natural areas to keep busy. Below are some suggestions to get you started:

• The Adler Planetarium, with astronomy shows and neat interactive space exhibits.
• DuSable Museum of African American History, with exhibits of the history and achievements of people of African descent in Chicago.
• Rogers Park beach, with miles of sand to remind you that you're on the largest freshwater lake entirely in the United States.
• Shedd Aquarium, with exhibits that cover the Caribbean and the Pacific Northwestern United States.
• Milennium Park, with ice skating, cultural programs, and exhibitions in the new Chicago town square.

Chicago When to Go

Come summer, Chicagoans head to the beaches, parks, and festivals along Lake Michigan. A chill often lingers in the air in early summer, while late summer can be muggy. Regardless of the season, pack layers, as weather can fluctuate greatly. Summer also brings spikes in hotel rates.

Fall is pleasant until mid-November, when temperatures plunge, and spring doesn’t get reliably comfortable until late April. Anytime between May and November, you’ll be able to combine season-less indoor attractions with the convivial appeal of the outdoors at the lakefront, on Chicago River boats, and milling around Millennium Park.

Weather and prices are tradeoffs in Chicago. In January and February, the “hawk” (a local term for the harsh wind off Lake Michigan) sweeps down Michigan Avenue, and snow buries the streets. But hotel rates are bargain basement and attractions uncrowded.

Frequently asked questions

• United Airlines - 612 flights to Chicago per month
• American Airlines - 339 flights to Chicago per month
• Air Canada - 190 flights to Chicago per month
• Taking off from or landing at nearby airports can be more cost-effective. Type in your preferred departure and arrival airports. Next, click on the ‘Nearby airports’ function below to explore your options.
• If you’re flexible with your travel itinerary, click on the ‘Show flexible dates’ option. It’ll bring up flight deals for the days either side of your selected departure. Airfares often vary depending on the day of the week.
• Hit ‘Show options’ to refine your search results. You can choose your preferred airline and seating class here. Under ‘Sort & Filter’ to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
• Reserve your seat as soon as you’ve worked out your travel dates. While it does happen occasionally, airfares rarely fall in price as your date of departure approaches.
• Bundle your hotels, flights and car rentals into a package deal and unlock great discounts. Save your hard-earned cash for things you’re really excited about, like discovering every corner of Chicago.
• Flying during the busy season means steep airfares. Try to plan your trip outside of popular periods, such as school breaks, Thanksgiving and Easter.
• New York, NY (LGA-LaGuardia) to O’Hare Intl. Airport (ORD) - 2 hours and 40 minutes
• Boston, MA (BOS-Logan Intl.) to O’Hare Intl. Airport (ORD) - 2 hours and 51 minutes
• Washington, DC (DCA-Ronald Reagan Washington National) to O’Hare Intl. Airport (ORD) - 2 hours and 13 minutes
• Whether you print it out at home or use an electronic one, you’ll need your boarding pass to walk on to the plane. You’ll also need some type of government-issued ID. If you’re traveling internationally, make sure your passport is valid and you’ve looked into visa requirements.
• Take some activities to keep you amused on your trip to Chicago. Books and electronic gadgets like tablets and e-readers are ideal. Don’t forget to take a water bottle with you as well. Even on a short flight, it’s important to remain well-hydrated.
• Even if you’re traveling when it’s sweltering outside, take a sweater or cardigan on board with you. Airplane cabins can get downright cold.
• Being flexible isn’t just useful for your yoga. Avoid locking in your travel dates so you can pick up more affordable airfares when a sale pops up.
• Look for a budget carrier that has seats in business class. They usually come with extra space and a glass of bubbly — and a nicer price.
• Make the most of your airline’s customer loyalty program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.
• Slip on your comfortable kicks and tour this city on foot. There are tons of terrific attractions to make your way to, such as McCormick Place and Millennium Park.
• You’ll discover rewarding day trip adventures a quick drive from Chicago’s center. Check out Wrigley Field first and after that, University of Chicago.
• When you want to get out and experience more of Illinois, organize a car rental and drive to Rockford. Bloomington is another interesting city with so much to do and see.

More to Explore

Chicago flights.

• New York to Chicago
• Toronto to Chicago
• Los Angeles to Chicago
• Dallas to Chicago
• Phoenix to Chicago
• Houston to Chicago
• Orlando to Chicago
• Las Vegas to Chicago
• San Francisco to Chicago
• Detroit to Chicago
• Washington to Chicago
• Montreal to Chicago
• Kansas City to Chicago
• New Orleans to Chicago
• Sacramento to Chicago
• Hartford to Chicago
• London to Chicago
• Paris to Chicago
• Harrisburg - Hershey to Chicago
• Rome to Chicago

Flights to Cities Near Chicago

• Flights to Milwaukee

Airports Near Chicago

• O'Hare Intl. Airport (ORD)
• Midway Intl. Airport (MDW)
• Greater Rockford Airport (RFD)
• Chicago Executive Airport (PWK)
• Flights to Moline
• Flights to Rockford
• Flights to Springfield
• Flights to Quincy
• Flights to St Louis
• Flights to Peoria
• Flights to Bloomington
• Flights to Champaign

Other Travel Ideas For You

Fare, taxes & fees:  Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations:  Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions:  Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

Flights to Chicago, IL (MDW) starting from  $18 *

Traveling to chicago, il.

Chicago, also called the Windy City, is the most happening city in the Midwest, with something to offer for every traveler. Take a spin on the Ferris wheel at Navy Pier, grab a slice of deep dish, check out Millennium Park and snap a photo with The Bean or take a tour on the river! Whether you are traveling with family or friends, there are a number of things to see and do when you are visiting Chicago.

Thinking about traveling to Chicago? Get to Chicago with ease by booking a flight into Chicago Midway International Airport (MDW) or Chicago O'Hare International Airport (ORD)  on Frontier Airlines. Explore flight options and select one that suits your schedule, then start planning your trip!

Flying into Chicago? We also service Chicago O'Hare International Airport

Best Deals on Flights to Chicago, IL

Dallas, TX (DFW) To

Atlanta, GA (ATL) To

Denver, CO (DEN) To

Phoenix, AZ (PHX) To

Orlando, FL (MCO) To

Philadelphia, PA (PHL) To

Tampa, FL (TPA) To

Las Vegas, NV (LAS) To

San Francisco, CA (SFO) To

Baltimore, MD (BWI) To

Miami, FL (MIA) To

Raleigh, NC (RDU) To

Houston, TX (IAH) To

*Prices found by others in the previous 48 hours for one-way flights. Prices shown may also require membership in our travel club, Discount Den®.

PLAN YOUR TRIP

Find good deals on your next rental car.

Find good rates on your next hotel stay

Check out local events and activities 

Best Flight Deals to Chicago, IL with Frontier

Similar flights traveling to chicago, il.

• Atlanta, GA - Chicago, IL
• Denver, CO - Chicago, IL
• Dallas, TX - Chicago, IL
• Orlando, FL - Chicago, IL
• Phoenix, AZ - Chicago, IL
• Philadelphia, PA - Chicago, IL
• Tampa, FL - Chicago, IL
• Las Vegas, NV - Chicago, IL
• San Francisco, CA - Chicago, IL
• Baltimore, MD - Chicago, IL
• Miami, FL - Chicago, IL
• Raleigh, NC - Chicago, IL
• Houston, TX - Chicago, IL
• Nashville, TN - Chicago, IL
• Charlotte, NC - Chicago, IL
• Cancun, MX - Chicago, IL
• Salt Lake City, UT - Chicago, IL
• Punta Cana, Dominican Republic - Chicago, IL
• Mexico City - Chicago, IL
• Guadalajara - Chicago, IL
• San Juan, PR - Chicago, IL
• Portland, ME - Chicago, IL
• Leon - Chicago, IL

EARN 60,000 MILES AFTER QUALIFYING ACCOUNT ACTIVITY. TERMS APPLY.

Round Trip Deals

Find your new favorite summer getaway.

Whether you choose to stay close to home or chase new adventures across the globe, go out and explore this summer. Search great fares for flights to the beach, exciting cities and more.

Flights for summer destinations

Dallas (DFW) to

Philadelphia (PHL) to

Charlotte (CLT) to

San Francisco (SFO) to

Miami (MIA) to

New York (JFK) to

Phoenix (PHX) to

*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions . Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Low round trip domestic fares

Low round trip international fares.

Nomadic Matt's Travel Site

Travel Better, Cheaper, Longer

The 12 Best Things to Do in Chicago

Famously known as “the Second City” (meaning second in population to New York), I feel like Chicago is often overlooked by travelers. It sees a fraction of the visitors LA and NYC receive, which is a shame, as it’s one of my favorite cities in the world .

Chicago is chock-full of world-class institutions, Michelin-starred restaurants, awe-inducing architecture, and verdant parks. There is a lot to do here and the city has a really rich history. I think more people should visit.

Sure, the winters are brutal. But, come spring, Chicago blossoms into a dynamic urban landscape of street life, outdoor cafés, and sunny parks when locals take over the outdoors to enjoy the few months of nice weather. (I don’t think you can really beat Chicago in the summer.)

To help you plan your visit, here’s my list of the best things to do in Chicago:

Table of Contents

1. Take a Walking Tour

2. relax in grant and millennium parks, 3. take in some art at the art institute of chicago, 4. admire amazing architecture on a river cruise, 5. stroll down the magnificent mile, 6. visit the shedd aquarium, 7. take in some natural history at the field museum, 8. get a stunning view at 360 chicago observation deck, 9. feast on deep-dish pizza, 10. stroll the chicago riverwalk, 11. eat your way through the mexican eateries in pilsen, 12. watch an improv show, 13. have fun at navy pier, 14. catch a game at wrigley field, 15. feast in chinatown, 16. experience st. patrick’s day, 17. explore oz park.

One of the first things I do when I arrive in a city is take a walking tour. They’re a great way to see the main sights, get the lay of the land, and connect with an expert local guide who can answer all my questions. Free Chicago Walking Tours hosts regular free tours that can introduce you to the city. You’ll get to see many of the coolest buildings in the city while also learning about the history of Chicago. The tour lasts a few hours. Be sure to tip the guide at the end!

For a more unique tour, try the Gangsters and Ghosts Tour . You’ll learn all about Chicago’s dark side and creepy past as you explore the Chicago Loop. The tour lasts two hours and really talks about one of the pivotal times in Chicago’s history. Even if you’re not a history buff like me, you’ll get a lot out of it.  

Located downtown, these gigantic parks provide a great place to hang out, have a picnic, or go for a run. People play chess here when the weather is nice and, during the summer, there are a lot of free concerts and events here. The larger Grant Park stretches along Chicago’s waterfront, while Millennium Park is the subsection where the famous “Chicago Bean” sculpture is located. This iconic work of public art is a must-see. And, starting at noon on the first and third Saturdays from April through November, the Chicago Cultural Center hosts walking tours focusing on the art of Millennium Park. It’s really interesting. I love strolling through the park or just chilling here with a good book on a nice day.  

To beat the crowds, skip a weekend visit as the place gets packed. Instead, go on a Monday or Thursday evening (they’re open late on Thursdays). You’ll have the place virtually to yourself.

111 S Michigan Ave, (312) 443-3600, artic.edu. Open Thursday-Monday 11am-5pm (8pm on Thursdays). Admission is $32 USD ( $40 USD for advance skip-the-line entry ). Daily tours (included in the price of your ticket) are offered at 1pm and 3pm.  

Chicago is an architecture lover’s dream. The very best way to take in its famed buildings is via a river cruise . This way, you can sit back and cruise down the canals while an expert guide provides context for what you’re looking at. The guides will give you a detailed history of the architecture. Some of the buildings you’ll see on the boat ride include the Tribune Tower, 333 West Wacker, Navy Pier, the Willis Tower, the Wrigley Building, and Marina City, among others. All in all, there are about 50 structures to see on this fascinating tour, and I promise, it’s much more interesting than it sounds!  

Often nicknamed “Mag Mile,” this stretch along Michigan Avenue from the Chicago River to Oak Street is known for its upscale designer boutiques. In fact, rent here is the third highest in the US (after Fifth Avenue in New York City and Rodeo Drive in Beverly Hills). Even if you don’t want to blow your budget shopping, it’s still an experience to stroll along the avenue and take in the sights and the people, and enjoy the view of the Chicago River. There are several landmarks and attractions along the way too, including the 360 Chicago Observation Deck for expansive views over the city (more on this below).  

If you’re visiting the city with kids (or you’re a kid at heart), head to the massive Shedd Aquarium. It’s the third-largest aquarium in the Western hemisphere and home to over 32,000 animals. They have turtles, penguins, sea otters, snakes, sharks, and more. They really emphasize education here so you’ll learn a ton while you roam the different exhibitions. You can even pay extra to do things like feed penguins and sharks, and they also host all kinds of fun evening events (such as live music after hours). I absolutely love coming here. Just make sure to book your ticket in advance as they do get busy and sell out!

To beat the crowds, skip the weekend and visit during the week instead. Also, try and visit right when it opens (especially Wednesday-Friday). It’s usually quieter then.

1200 S DuSable Lake Shore Dr, (312) 939-2438, sheddaquarium.org. Open 9am-5pm Monday-Friday (9pm on Tuesdays), 9am-6pm Saturday, and 11am-6pm on Sundays. Tickets start at $37 USD. Admission can also be included with the Chicago CityPASS .  

One of the biggest museums in the world, the Field houses extensive collections spanning anthropology, geology, botany, and zoology. Some important collections include the displays of taxidermied animals, a wing dedicated to astronomy, and fascinating artifacts from ancient Egypt. I recommend planning to spend at least 3-4 hours to really take it all in.

1400 S. Dusable Lake Shore Drive, (312) 922-9410, fieldmuseum.org. Open daily 9am-5pm (last admission is at 4pm). Basic admission is $30 USD . Special exhibitions are an additional charge (which varies), though you can get an all-access pass for $43 USD.  

Chicago is a skyscraper city, including a few rather iconic towers. Located atop what was formerly known as the John Hancock Building and now (uninspiringly) called 875 N. Michigan, the 360-degree viewing deck a thousand feet up and allows visitors to get the best view of the Windy City and Lake Michigan. You can even grab a pint at the Cloud Bar, which serves beer from Moody Tongue, a local brewery.

If you’re a thrill seeker and want more than just the view, sign up for Tilt. This part of the observation deck is where you can stand in front of a glass window, which then tilts forward, until it appears you’re looking directly down at the street, 94 floors below.

Just make sure to check the weather before you go so you will actually have a view to enjoy. Additionally, if you want to beat the crowds, come early (before 10am).

875 N Michigan Ave, (888) 875-8439, 360chicago.com. Open daily 9am-11pm (the last entry is at 10pm). Admission starts at $30 USD ( get your tickets in advance for skip-the-line access ).

If you really want to indulge, hop on a Chicago Pizza Tour , on which you’ll get to sample all the varieties on offer in town. Tours start at $49 USD.  

Stretching from Lake Michigan to Lake Street, the 1.25-mile Riverwalk along the Chicago River makes for a fun stroll. Along the way, you’ll not only get fantastic views of the river and city, but you’ll encounter a legion of waterfront restaurants, cafés, and bars. There’s a ton of public art and green space too (great for picnicking and people-watching). It’s the perfect place to slow down and enjoy the moment in this Midwestern metropolis, but if you prefer a more active experience, there are also lots of aquatic activities here too (such as kayaking or taking a river cruise).  

The neighborhood of Pilsen was founded in 1878 by Czech immigrants, who named the area after the fourth-largest city in the Czech Republic, where pilsner beer was born. The Czechs may be gone now, but today Pilsen is Chicago’s main Latino neighborhood, particularly Mexicans from the Michoacán region. Today you can wander the area, eating some of the best tacos while taking in the vibrant street art.  

The Second City is one of the most popular and well-known improv troupes in the country. It’s where greats like Bill Murray, John Candy, Catherine O’Hara, Steve Carell, Tina Fey, and Amy Poehler all cut their teeth. They put on regular performances and also host all kinds of special events. They even host workshops and classes if you want to give improv a try yourself. Just be sure to get your tickets in advance as the most popular shows sell out fast.

230 W North Ave, (312) 337-3992, secondcity.com. Performances are held daily so check the website for what’s on. Tickets start at $35 USD.  

600 E Grand Ave, (312) 595-7437, navypier.org. Open Sunday-Thursday 11am-8pm and Friday-Saturday 11am-9pm (individual attractions and restaurants may have separate hours). Admission to the pier is free, though attractions charge their own fees ( the Centennial wheel is $21.30 USD , for example).  

Home of the Cubs, Wrigley Field, on Chicago’s North Side, is smack in the middle of town. It also happens to be one of the oldest baseball stadiums in the United States (it opened in 1914). If you’re in Chicago during the baseball seasons (April to October) and the Cubs are in town, do yourself a favor and go to a game. It’s one of the most intimate and atmospheric baseball stadiums in the country. If the Cubs are not in town, you can also take a 90-minute behind-the-scenes tour of the stadium.

1060 W Addison St, (773) 404-2827, mlb.com/cubs/ballpark. Tour dates and times vary depending on the season (check the website for availability). Tour admission is $30 USD. Tickets to see a game vary greatly but start at just $10 USD (for better seats at a popular game, expect to spend closer to $80-125 USD).  

Bring your appetite to Chinatown, where you can feast on cheap dim dum, do karaoke, or relax at one of the many tea houses. One of the oldest Chinatown’s in the country, over a third of Chicago’s Chinese population lives in Chinatown, making it one of the largest concentrations of Chinese-Americans in the USA. Don’t miss Ping Tom Memorial Park, and keep an eye out for colorful murals around the neighborhood. Some of my favorite places here are Hing Kee, MCCB Chicago, and Phoenix. &nbsp

The tradition began in 1843, when Chicago’s first Irish parade was held, but it wasn’t until 1962 that the dyeing of the river started, at the suggestion of a plumber’s union, which is still responsible for the green river each year, though it won’t divulge its secrets about what’s used (it’s environmentally friendly, though). Take a river cruise on the emerald waters or snap a pic from the sidelines and enjoy. This is one of the biggest days of the year here!  

This whimsical little park, located in the Lincoln Park area, was created to honor L. Frank Baum, the author of The Wizard of Oz . He lived in the area at the end of the 19th century, and when the city wanted to renovate the park they decided to do so in a way that honored Baum’s popular book.

There’s a playground named after Dorothy, a green space called the “Emerald Gardens,” and numerous life-size statues of popular characters from the musical adaptation, including the Dorothy, Toto, the Tin Man, the Cowardly Lion, and the Scarecrow.

Open daily 6am-11pm. Admission to the park is free.

Chicago doesn’t get the attention it deserves. I think it’s fun and perfect for a weekend getaway. And you really can’t beat the summers here either. With lots of interesting museums, plenty of green space, and some great eats, Chicago should be on every traveler’s list!

Book Your Trip to Chicago: Logistical Tips and Tricks

Book Your Flight Use Skyscanner to find a cheap flight. They are my favorite search engine because they search websites and airlines around the globe so you always know no stone is left unturned.

Book Your Accommodation You can book your hostel with Hostelworld as they have the biggest inventory and best deals. If you want to stay somewhere other than a hostel, use Booking.com as they consistently return the cheapest rates for guesthouses and cheap hotels.

Don’t Forget Travel Insurance Travel insurance will protect you against illness, injury, theft, and cancellations. It’s comprehensive protection in case anything goes wrong. I never go on a trip without it as I’ve had to use it many times in the past. My favorite companies that offer the best service and value are:

• Safety Wing (best for everyone)
• Insure My Trip (for those over 70)
• Medjet (for additional evacuation coverage)

Looking for the Best Companies to Save Money With? Check out my resource page for the best companies to use when you travel. I list all the ones I use to save money when I’m on the road. They will save you money when you travel too.

Want More Information on Chicago? Be sure to visit our robust destination guide on Chicago for even more planning tips!

Got a comment on this article? Join the conversation on Facebook , Instagram , or Twitter and share your thoughts!

Disclosure: Please note that some of the links above may be affiliate links, and at no additional cost to you, I earn a commission if you make a purchase. I recommend only products and companies I use and the income goes to keeping the site community supported and ad free.

Related Posts

Get my best stuff sent straight to you!

Pin it on pinterest.

Deal alert: Fly to Spain from Chicago, Miami and Washington, DC, from $371 round-trip

The deals for European travel keep coming.

We've just been tipped off to a big sale on flights to a number of popular destinations in Spain, including Alicante, Barcelona, Bilbao, Madrid and Tenerife in the Canary Islands. Departure cities include Chicago, Houston, Miami, Newark and Washington, D.C.

This sale's travel window involves flights between September and March of next year — potentially one of the best times to visit Spain, depending on your destination. For example, fall in the Canary Islands is generally a pleasant affair, thanks to mild temperatures and a low chance of rain. But take note: The flights in this sale all involve layovers.

A carry-on is included in this sale for most airlines. Checking a bag will cost between $75 and $85 each way. However, if you book a fare on TAP Air Portugal and need to bring a large suitcase, consider upgrading to the "Classic" tier for an extra $65 each way. That will cost less than paying for the checked bag fee separately.

Deal basics

Airline : Air Canada, American Airlines, Air Europa, British Airways, Delta Air Lines, Iberia, Lufthansa, TAP Air Portugal and United Airlines

Routes : From Chicago, Houston, Miami, Newark and Washington, D.C. to Alicante, Barcelona, Bilbao, Ibiza, La Palma de Canaria, Madrid, Malaga, Palma, Seville, Tenerife and Valencia, Spain

How to book : Browse Google Flights, then book directly with the airline

Travel dates : Availability from September 2024 through March 2025 (holidays are excluded)

This deal was originally sent out by the deal alert company Going. Sign up for Going to get up to 90% off select flights via its Premium membership , which users can try for free for 14 days and then $69 per year. You can also upgrade to the Elite tier for $199 per year for access to all the Premium deals, plus premium economy, business-class and first-class alerts.

You can also sign up for a free trial through this link .

Sample flights

Let's start by showing you a great deal out of Chicago to Madrid. You can book flights in September from O'Hare International Airport (ORD) to Adolfo Suárez Madrid-Barajas Airport (MAD) on TAP Air Portugal for just $379 round-trip.

According to Google Flights, that's is an incredible deal for this route.

If you have your sights set on partaking in the legendary party vibes of Ibiza, you can fly from Chicago to Ibiza Airport (IBZ) in late October for less than $500 round-trip on Iberia.

We found flights from Miami to Bilbao at steeply-discounted prices. Here's one itinerary we found in November from Miami International Airport (MIA) to Bilbao Airport (BIO) available on Iberia for only $464 round-trip.

The same route in the spring of 2025 is available at $470 round-trip.

There are some good deals from the tri-state area to the Canary Islands in this deal as well. TAP Air Portugal has round-trip flights to Tenerife South Airport (TFS) from Newark Liberty International Airport (EWR) in October available for $450, an excellent price. It's also an ideal time to visit the Canaries.

I love knowing when I get a good deal, and I'm sure I'm not the only one. Google Flights data shows this price is about as low as it gets for this route.

If you live in the Washington, D.C. area, consider taking a trip to Spain's capital city. TAP Air Portugal has good availability for flights from Dulles International Airport (IAD) to Madrid in the fall for under $400 round-trip. November had lots of options to consider.

Maximize your purchase

Be sure to use a credit card that earns bonus points on airfare purchases, such as:

• American Express® Gold Card : 3 points per dollar spent on airfare when booked directly with the airline or through amextravel.com
• The Platinum Card® from American Express : 5 points per dollar spent on airfare when booked directly with the airline or through American Express Travel (on up to $500,000 of these purchases per calendar year, then 1 point per dollar)
• Chase Sapphire Reserve® : 3 points per dollar spent on airfare
• Chase Sapphire Preferred® Card : 2 points per dollar spent on travel

Bottom line

This is one of those sales where travelers who can get by with a well-packed carry-on bag can really save big on an overseas ticket. Oh, and if you decide to book a trip to Ibiza but aren't interested in party-hopping on the island, read TPG's guide on how to explore the party-free side of the popular Canary Island .

Related reading:

• Valuable travel discounts and deals for college students and young adults
• Everything you need to know about State Department travel advisories
• When and how to renew your passport, according to the State Department
• Everyone is going to Sicily — try these 7 underrated places in Italy instead

Cities where you can fly for $100 or less round trip from Nashville in May 2024

Looking for a last-minute trip this month? Whether you want to go east, west, north or south, you can still book flights out of Nashville in May for less than $100.

The latest data from Hopper, an online travel agency that tracks airline fares, shows 14 destinations out of Nashville International Airport with round-trip tickets still available in May for $100 or less.

These low-cost bookings are getting rarer. Fares overall are rising in May — the start of the summer travel season. The average ticket is predicted to peak at $315 towards the end of May and start of June, Hopper said.

Where is the cheapest place to fly right now?

Florida is an inexpensive destination in May. Hopper found several round-trip flights this month to both Fort Lauderdale and Miami for $50, along with $60 round-trip flights to Orlando for all the Disney fans.

Six other destinations could be reached from Nashville for $60 or less: Newark, New Jersey; Philadelphia; Dallas; Chicago; and New York City.

When booking, be aware that discount airlines like Allegiant and Spirit, which often have the lowest fares, also charge fees for carry-on bags, seat-assignments and other amenities.

Cheap places to fly from Nashville in May 2024

These are the cheapest flights out of Nashville in May that Hopper could find:

• Fort Lauderdale, Florida: $50
• Newark, New Jersey: $50
• Philadelphia: $50
• Dallas: $54
• Chicago: $59
• New York City: $59
• Orlando, Florida: $60
• Boston: $72
• Denver: $73
• Tampa, Florida: $90
• Baltimore: $90
• New Orleans: $95
• Los Angeles: $98

Todd A. Price is a regional reporter in the South for the USA TODAY Network. He can be reached at [email protected] .

American: Chicago – Inverness, Scotland. $457 (Basic Economy) / $657 (Regular Economy). Roundtrip, including all Taxes

This site is part of an affiliate sales network and receives compensation for sending traffic to partner sites, such as CreditCards.com. This compensation may impact how and where links appear on this site. This site does not include all financial companies or all available financial offers.

A good sale to Inverness. Inverness is the gateway to the Scottish Highlands and Loch Ness.

Matrix Airfare Search by ITA Software will price this at $657 (Regular Economy). Use those dates on American should reprice to $457 (Basic Economy) and $657 (Regular Economy).

American / British Airways / Finnair / Iberia’s $657 fare is a regular economy fare with ONE checked bag and a normal size carry-on included

American / British Airways / Finnair / Iberia also have a $457 fare, but it is a Basic Economy / Economy Light fare. These Basic Economy / Economy Light fares:

• DO NOT allow for advance seat assignments
• DO NOT include checked bags – they are $75 each way for the 1st bag and $100 for the 2nd
• DO NOT allow for changes
• DO NOT allow for cancellations – so if you cancel after the 24 hour risk free period, the Basic Economy version will have no value for future travel
• Most online travel agencies are not properly displaying these fares with American / British Airways / Finnair / Iberia as BASIC ECONOMY.

Sign up for our Real Time Newsletter to receive economy class deals for your city about an hour before they are even posted on our website and social media channels - all for about a nickel a day.

Interested in Business Class, First Class or Premium Economy deals? Signup for our Premium Newsletter for about a quarter a day.

Inverness, Scotland – Photo: mendhak via Flickr , used under Creative Commons License (By 2.0)

Sample Travel Date:

• September 30th  – October 8th
• This is just ONE SAMPLE travel date, for more availability, please follow the “Fare Availability” and “How to Search for Availability” instructions below

Fare Availability:

• Valid for travel from late September – early December or January 2025  – mid March 2025 for Sunday through Wednesday departures and Tuesday through Friday returns. A Sunday stay is required. Availability is limited. Must purchase at least 14 days in advance of departure
• Please note that while this fare is valid at time of posting, if this post is more than two days old, the fare is likely gone.

How to Search for Availability:

• This is just to search for availability. To buy your tickets, scroll down to “How to Buy” section of this post
• Origin: ORD
• Routing Codes : aa aa
• Extension Codes : maxconnect 300
• Destination:   INV
• (Click on Advanced Codes link to enable advanced routing code input)
• Select “See calendar of lowest fares”
• Duration “3-10” (This is just a sample, you can use any 7 day date range like 3-10, 7-14 etc)
• Beginner’s Guide on How to Use Matrix by ITA Software
• How to Read Airfare Rules and Use It to Your Advantage
• The Matrix Airfare Search by ITA Software search page should be like below when all values are inputted

• You cannot buy tickets using Matrix Airfare Search by ITA Software. To buy, follow our instructions in the “How to Buy” section below.

Fare Class:

• B (Basic Economy)
• O (Regular Economy)
• ORD – LHR (London) – INV (Inverness) – LHR – ORD
• Not permitted
• How to Take Advantage of a Stopover
• Miles Flown: 8,764 miles or 5.2 cents per mile (Basic Economy) / 7.5 cents per mile (Regular Economy)
• Loyalty Points: 2,515 points
• Redeemable Miles: 2,515 miles

How to Buy:

• Book on American with dates found on Matrix Airfare Search by ITA Software.

Accommodations

• TripAdvisor - One of the leading hotel meta-search engines. Find the lowest hotel prices from 200+ sites.

Car Rentals

• Rental Cars - One of the world’s leading car rental agencies. Includes all the major brands like Hertz, Avis, Budget, Dollar, Enterprise etc.

Activities and Tours

• Viator – The world's largest marketplace for destination activities and tours

Background Information:

• Visa: US Citizens – not required. Other nationals, check the TIMATIC Visa Database
• Currency: British Pound (GBP). $1USD = 0.79 GBP

Tips for saving when using credit cards at international destinations:

• No Foreign Transaction Fee Credit Cards to save on international purchases
• Don’t get hit with Dynamic Currency Conversion
• Get your taxes refunded when shopping
• How to Avoid International Data Roaming Charges

For more of the latest cheap Chicago Flight Deals:

• Go to the The Chicago Flight Deals page

* The Flight Deal will receive a commission if you use the Priceline, accommodation, car rental, activities, or travel insurance affiliate links to make a booking or apply and is approved for a credit card using our link above. Thank you for your continuing support.

To make sure you receive our latest deals, LIKE our The Flight Deal Facebook Page , follow us on Twitter @TheFlightDeal , Threads @TheFlightDeal or The Flight Deal WhatsApp channel or subscribe to The Flight Deal RSS Feed or Subscribe via Email (Once a Day)

Sign up to receive The Flight Deal Daily DealsLetter, to stay up to date with the latest and greatest flight deals available.

You might also like

[FARE GONE] United – $425: Chicago – Dublin, Ireland. Roundtrip, including all Taxes

• Philadelphia

American – $80: Philadelphia – Chicago (and vice versa). Roundtrip, including all Taxes

No comments, leave a reply cancel reply.

Save my name, email, and website in this browser for the next time I comment.

Expedia Rewards is now One Key™

$33 cheap flights from orlando (mco) to chicago (ord).

Bundle Your Flight + Hotel & Save!

Add a place to stay

Direct flights only

Featured airlines

• trending down icon Be in the know Get alerts if flight prices drop or rise*
• bex rewards loyalty icon Book smarter Save up to 30% on select hotels after you book a flight*
• one key icon Earn twice Earn your airline miles on top of our OneKeyCash Learn about One Key

Cheap Flights from Orlando to Chicago (MCO-ORD)

Prices were available within the past 7 days and start at $33 for one-way flights and $78 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Orlando to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Orlando to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Orlando to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from MCO to ORD today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is $33 now!

Frequently asked questions

• Trending Routes
• Trending Flights
• Top Flights Destinations

More Popular Airlines

Nearby airports.

• Flights From Other Airports
• Expedia's Latest Trends

Top Routes from Orlando

• Orlando to Newark (MCO - EWR)
• Orlando to Los Angeles (MCO - LAX)
• Orlando to Punta Cana (MCO - PUJ)
• Orlando to New York (MCO - LGA)
• Orlando to Boston (MCO - BOS)
• Orlando to Denver (MCO - DEN)
• Orlando to New York (MCO - JFK)
• Orlando to Trenton (MCO - TTN)
• Orlando to Houston (MCO - IAH)
• Orlando to Montego Bay (MCO - MBJ)
• Orlando to Dallas (MCO - DFW)
• Orlando to Philadelphia (MCO - PHL)

Top Routes to Chicago

• Newark to Chicago (EWR - ORD)
• Phoenix to Chicago (PHX - ORD)
• San Diego to Chicago (SAN - ORD)
• Los Angeles to Chicago (LAX - ORD)
• Miami to Chicago (MIA - ORD)
• Tampa to Chicago (TPA - ORD)
• New York to Chicago (LGA - ORD)
• Boston to Chicago (BOS - ORD)
• Fort Lauderdale to Chicago (FLL - ORD)
• Charlotte to Chicago (CLT - ORD)
• Minneapolis to Chicago (MSP - ORD)
• Denver to Chicago (DEN - ORD)
• JetBlue Airways Orlando to Newark
• JetBlue Airways Orlando to Los Angeles
• JetBlue Airways Orlando to Punta Cana
• JetBlue Airways Orlando to New York
• JetBlue Airways Orlando to Boston
• Frontier Airlines Orlando to Denver
• Frontier Airlines Orlando to Trenton
• Frontier Airlines Orlando to Houston
• JetBlue Airways Orlando to Montego Bay
• Frontier Airlines Phoenix to Chicago
• Alaska Airlines San Diego to Chicago
• Spirit Airlines Los Angeles to Chicago
• Spirit Airlines Tampa to Chicago
• Spirit Airlines New York to Chicago
• JetBlue Airways Boston to Chicago
• Spirit Airlines Fort Lauderdale to Chicago
• Spirit Airlines Charlotte to Chicago
• Sun Country Airlines Minneapolis to Chicago
• Frontier Airlines Denver to Chicago

Top Flight Destinations

• Flights to Las Vegas
• Flights to New York
• Flights to Orlando
• Flights to Panama City Beach
• Flights to Chicago
• Flights to San Diego
• Flights to Myrtle Beach
• Flights to Los Angeles
• Flights to Miami
• Flights to Destin
• Flights to Nashville
• Flights to Boston
• Flights to Key West
• Flights to Honolulu
• Flights to San Francisco
• Flights to New Orleans
• Flights to Houston
• Flights to Fort Lauderdale
• Flights to Atlanta
• Flights to Seattle
• JetBlue Airways
• Frontier Airlines
• Spirit Airlines
• American Airlines
• Alaska Airlines
• Sun Country Airlines
• British Airways
• Brussels Airlines
• Kissimmee Gateway Airport (ISM)
• Orlando Sanford Intl. Airport (SFB)
• Leesburg Intl. Airport (LEE)
• Orlando Melbourne Intl. Airport (MLB)
• Daytona Beach Intl. Airport (DAB)
• Avon Park Executive Airport (AVO)
• Sebring Regional Airport (SEF)
• Vero Beach Municipal Airport (VRB)
• Peter O. Knight Airport (TPF)
• Tampa Intl. Airport (TPA)

What is a round-trip flight?

It's one of the first decisions we make when booking a flight: Should I book a round-trip or a one-way flight?

It's typically something you'll think about before you ever click "search" to find flights and airfare.

At face value, it seems like a pretty straightforward choice. Book a one-way flight if you're only flying in one direction, and book a round-trip flight if you'll be returning home ... right?

Unfortunately, it's not quite that simple. Thanks to airline pricing trends and our own personal scheduling quirks, there's a bit more to consider.

There may be cases where you wonder if you're better off booking two one-way flights to save money. You may have uncertain plans that make it difficult to commit to a return flight. In some cases, when visiting a few different cities, you may be better off with something different entirely: a multicity itinerary.

There are also plenty of additional considerations if you're booking an award flight using frequent flyer miles or flying internationally.

Here, we break down the basics of what you need to know about booking round-trip flights.

A round-trip flight is an itinerary from one destination to another, with a flight back to the original destination.

In most cases, this is what you probably book when going on vacation or visiting a family member for a holiday weekend.

Let's say I live in Charlotte and want to fly to Arizona for a spring break trip. I book an itinerary with an outbound flight to Phoenix Sky Harbor International Airport (PHX) and a return trip to Charlotte Douglas International Airport (CLT) aboard American Airlines.

The two flights, booked together on a single itinerary, constitute a round trip.

What is the difference between a round-trip flight and a one-way flight?

When you book a round-trip flight, your itinerary includes an outbound flight and a return trip.

A one-way flight only takes you one direction — say, from Charlotte to Phoenix — with no return flight scheduled.

Is a round-trip flight different from 2 one-way flights?

Yes, in terms of how you book your trip. No, in terms of your travel plans themselves.

Again, a round-trip itinerary includes both an outbound flight and a return trip to the city of origin. A one-way flight is a single trip from one airport to another, with no return booked.

Booking 2 one-way flights

However, if you book two one-way flights, you can, in essence, create your own version of a round trip. This could be on the same airline or on two entirely different airlines.

For the purposes of your travel experience, it's effectively a round trip.

But, know that in the airline computer system(s), you'd technically be traveling on two separate reservations. So, you'd receive different trip confirmation numbers for the outbound and return flights.

Is booking 2 one-ways cheaper than a round-trip flight?

In the U.S., splitting a round trip up into two one-way flights on the same airline and travel dates typically makes no difference in terms of price.

However, on a small number of routes, airlines do charge a premium for one-way bookings compared to the price they charge for a round trip. This is more common internationally, where round-trip flights can be a better value than two one-way trips. Booking two separate one-way flights tends to be more expensive for international travel.

Also, budget carriers frequently offer one-way fares at the same price as a round-trip ticket.

That means if you booked separate one-way flights, you'd most likely end up paying the same as, or even more than, a round-trip fare, depending on the route.

Booking 2 one-way flights on different airlines

On the other hand, there are cases where, thanks to a tool like Google Flights , you might discover that you can save money by booking an outbound, one-way flight on one airline and a one-way return flight on a different airline.

For example, last year, TPG contributor Sean Cudahy needed to travel to North Texas for the weekend. Round-trip flights on a single airline from the Washington, D.C., region to Dallas Fort Worth International Airport (DFW) were coming in at more than $600 that particular weekend.

However, he saved a couple hundred dollars by mixing and matching: He booked a one-way, outbound flight to DFW aboard Delta Air Lines and a separate, one-way return flight on American Airlines.

Just keep in mind this can be risky. If your flight on one airline gets significantly delayed — to the point that you miss your return flight — your second airline won't automatically rebook you. The airline staff may not have much sympathy for your situation since your troubles happened aboard a different carrier.

Can I book a round-trip flight to 1 city and then return home from another?

Yes. These flights are known as open-jaw or multicity itineraries. Many airlines offer this booking option.

Let's say I want to fly from Newark Liberty International Airport (EWR) to Orlando International Airport (MCO). I'm going to visit Walt Disney World for a few days. Then, I'm going to take a Brightline train to South Florida and spend a few days at the beach before flying back to New York.

Since these are airports heavily served by JetBlue, I'll use that carrier as an example. On JetBlue's website, I'll select "Multi-city" instead of searching "Roundtrip" or "One-way" flights.

I'll need to separately enter each leg of the trip. Let's do a Saturday departure from Newark to Orlando, and then a Thursday return from Fort Lauderdale/Hollywood International Airport (FLL) to Newark.

You'll end up booked on a single itinerary, with the outbound and return flights linked, but with the different city combinations.

Can I buy a round-trip flight with an open return?

No, not exactly. When you book a round-trip flight, you'll generally have to specify a return leg and date.

If your plans are likely to change, though, what you'll want to do instead is pick a date that's far enough out. You'll need to book with an airline or in a cabin class that doesn't charge change fees. Then, reschedule your return trip once your plans are set. Alternatively, you can book a "flexible" fare, which is more expensive but generally allows easier changes.

Make sure you're familiar with an airline's change-fee policy before booking an open-return round-trip flight. For example, most airlines won't let you cancel or change basic economy tickets.

Should I book mileage or award tickets as 2 one-ways or a round trip?

It largely depends on the route. In some cases, you'll get better award availability if you book two one-way flights. In others, the taxes for two one-way award flights could end up being higher than what you'd pay for a round-trip itinerary.

However, in most cases nowadays, award tickets for two one-way flights and a round-trip flight tend to add up to the same number of miles. Just be sure to check both on an airline's website to ensure you're getting the best possible award availability .

Related reading:

• When is the best time to book flights for the cheapest airfare?
• The best airline credit cards
• What exactly are airline miles, anyway?
• 6 real-life strategies you can use when your flight is canceled or delayed
• Maximize your airfare: The best credit cards for booking flights
• The best credit cards to reach elite status
• What are points and miles worth? TPG's monthly valuations

Editorial disclaimer: Opinions expressed here are the author’s alone, not those of any bank, credit card issuer, airline or hotel chain, and have not been reviewed, approved or otherwise endorsed by any of these entities.

Festivals, Fairs & Special Events

Chicago friday night flights.

• Share this post:

Chicago Friday Night Flights is back! Cheers to the city’s award-winning craft beer scene during four uniquely local tasting events this summer. Each event showcases a different Chicago neighborhood and includes beer tastings from 30+ local breweries, a live DJ, and great food vendors. Don’t miss these one-of-a-kind events in one of the best brewing cities in the country! Our next event will be held at Gallagher Way on Friday, June 7, 2024. There will be two (2) sessions on that evening, with Session 1 running from 5pm – 7pm, and Session 2 running from 8pm – 10pm.

Learn more about the area

Neighborhood.

Wrigleyville

Come for the baseball at historic Wrigley Field, stay for the bustling bars and restaurants.

Return to events calendar

Explore hotels, flights, deals, and more

Plan your trip.

Chicago Newsletter

Stay in the know.

Visitors Guide

Start planning today.

Get the guide

Your Favorites

Quick access links.

Watch CBS News

Airfares will likely be cheaper this summer — unless you're flying abroad

By Khristopher J. Brooks

May 9, 2023 / 6:05 PM EDT / MoneyWatch

Americans planning to take to the skies this summer can expect lower prices on domestic flights but pricier fares for international trips, according to travel booking app Hopper. 

The average ticket price for a flight within the U.S. will be $306, down from $376 last summer, while peaking at about $349 around the July 4 holiday, Hopper  forecast . By comparison, a ticket overseas will cost between $1,000 and $2,000 because more Americans are itching to visit foreign destinations like Rome, Seoul and Istanbul, Hopper said. 

"Many people who couldn't travel during the pandemic decided that is the one thing they really wanted to do when lockdowns ended," Clint Henderson, managing editor at travel news website The Points Guy, told CBS MoneyWatch. "People have been saving their travel dollars — and points and miles — for several years, and they are ready to spend on seeing new places. Some folks haven't seen their families in several years and they are traveling now, too."

Much pricier to fly overseas

Airfares on international flights are projected to hit their highest level since 2019, before the pandemic grounded most vacation travel, Hopper said. Tickets to Europe and Asia alone have jumped $300 compared to last summer. 

The average ticket to Europe will cost around $1,100 each, up sharply from $861 in 2019, while average prices to Asia will top $1,800 per ticket, up from $1,121 in 2019, according to Hopper. The average air ticket to Africa or the Middle East will cost around $1,454, up from $1,236 in 2019, and a trip to Australia and surrounding nations is expected to average $1,709, up from $1,128 in 2019, the app predicts.

Three reasons explain it's getting more expensive to fly overseas, said Hopper economist Hayley Berg. First, the cost of jet fuel has jumped since the pandemic, with airlines passing along some of the added cost to travelers. The cost of jet fuel this month is about $91 a barrel, compared to $15 a barrel in May 2020, according to International Air Transport Association data .

"Though fuel costs have improved considerably in the last 15 months, prices remain the highest they've been since late 2014," Berg said in a statement. "Higher fuel costs will continue to put upward pressure on airfares, especially on expensive long haul international routes."

Airlines also haven't increased seat capacity on planes despite rising demand, further pushing up prices. Finally, Berg said Americans are aching to fly overseas because 2023 marks the first full summer that international destinations will have lifted their pandemic protocols. 

Khristopher J. Brooks is a reporter for CBS MoneyWatch. He previously worked as a reporter for the Omaha World-Herald, Newsday and the Florida Times-Union. His reporting primarily focuses on the U.S. housing market, the business of sports and bankruptcy.

More from CBS News

Home equity levels are rising: 3 reasons to tap in now

Passive income ideas that really work, according to experts

Inflation just fell. Will mortgage rates fall now?

How long will it take to pay off $30,000 in credit card debt?

$39 Find cheap flights from Chicago to Tampa

This is the cheapest one-way flight price found by a kayak user in the last 72 hours by searching for a flight from chicago to tampa departing on 8/23. fares are subject to change and may not be available on all flights or dates of travel. click the price to replicate the search for this deal., search hundreds of travel sites at once for deals on flights to tampa.

Save 21% or more Compare multiple travel sites with one search.

Track prices Not ready to book? Create a price alert for when prices drop.

Filter your deals Choose cabin class, free Wi-Fi and more.

Bundle and save Save money when you bundle your flight + hotel.

Cheap flight deals from Chicago to Tampa (CHI-TPA)

Recent round-trip flight deals from chicago to tampa, recent one-way flight deals from chicago to tampa, recent last minute flight deals from chicago to tampa, recent direct flight deals from chicago to tampa, cheap bus & train deals from chicago to tampa, all round-trip flight deals to tampa, flights from chicago to tampa - travel insights & trends, get data-powered insights and trends into flights from chicago to tampa to help you find the cheapest flights, the best time to fly and much more., what is the cheapest chicago to tampa flight route, our data shows that the cheapest route for a one-way flight from chicago to tampa cost $29 and was between chicago midway airport and tampa. on average, the best prices are found if you fly this route. the average price for a return flight for this route is $62., what’s the cheapest day of the week to fly from chicago to tampa, for chicago to tampa, tuesday is the cheapest day to fly on average and sunday is the most expensive. flying from tampa back to chicago, the best deals are generally found on saturday, with monday being the most expensive., what is the cheapest month to fly from chicago to tampa, the cheapest month for flights from chicago to tampa is october, where tickets cost $141 on average. on the other hand, the most expensive months are march and december, where the average cost of tickets is $300 and $270 respectively., how far in advance should i book a flight from chicago to tampa, to get a below average price on the flight from chicago to tampa, you should book around 1 week before departure. for the absolute cheapest price, our data suggests you should book 50 days before departure., which airlines provide the cheapest flights from chicago to tampa, in the past 3 days, the cheapest one-way tickets to tampa from chicago were found on frontier ($39) and spirit airlines ($42), and the lowest round-trip tickets were found on frontier ($58) and spirit airlines ($98)., which airlines fly most frequently between chicago and tampa, chicago and tampa are connected by different airlines. the airlines that fly that route the most regularly are southwest (9 flights per day), american airlines (4 flights per day), and united airlines (3 flights per day)., which airlines fly non-stop between chicago and tampa, there are 5 airlines that fly nonstop from chicago to tampa. they are: american airlines, frontier, southwest, spirit airlines and united airlines. the cheapest price of all airlines flying this route was found with spirit airlines at $48 for a one-way flight. on average, the best prices for this route can be found at spirit airlines., how many flights are there between chicago and tampa per day, each day, there are between 17 and 20 nonstop flights that take off from chicago and land in tampa, with an average flight time of 2h 36m. the most common departure time is 5:00 pm and most flights take off in the morning. each week, there are 132 flights. the most frequent day of departure is thursday, when 15% of all weekly flights depart. the fewest flights depart on a wednesday., which cabin class options are there for flights between chicago and tampa, there are 4 cabin class options for the route. these are first, business, economy and prem economy. perform a search on kayak to find the latest prices and availability for all cabin fares, which differ across airlines., how long does a flight from chicago to tampa take, the average nonstop flight takes 2h 34m, covering a distance of 1,002 miles., what’s the earliest departure time from chicago to tampa, early birds can take the earliest flight from chicago at 5:20 am and will be landing in tampa at 9:02 am., what’s the latest departure time from chicago to tampa, if you prefer to fly at night, the latest flight from chicago to tampa jets off at 9:24 pm and lands at 1:10 am., good to know, when to book flights from chicago to tampa, faqs for booking flights from chicago to tampa, which is the best way to get to downtown tampa from tpa.

Tampa International Airport (TPA) lies about 9.3 miles from the city center of Tampa. The best way to get there is to hop onto a Hillsborough Area Regional Transit-operated bus, covering this stretch in around 11min. These buses are located at the TPA Post Office and will drop you off at Florida Avenue in downtown Tampa.

Are there ATMs at Tampa International Airport (TPA)?

Travelers landing in TPA with depleted wallets who are looking for ways to recharge them will find several ATM outlets around. They’re situated at the Landside and Airside in all concourses, and in Tampa Bay Galleria. Specifically, the Sun Trust Bank branch runs an ATM booth near Marriott hotel in the passenger terminal, shopping arcade side.

Are there spas at Tampa International Airport (TPA)?

Travelers arriving at TPA while fatigued can seek to calm their emotions before transiting to their next destination. You’ll get a Getaway Spa in every terminal of this establishment. Head to Airsides C and E for manicures, pedicures and massages in a relaxing environment ideal for self-indulgence.

Are there car rentals at TPA?

About four car rental agencies operate from the main terminal at TPA, ensuring that you get a car to move around with as you explore the area’s hidden attractions. The Rental Car Center is situated just south of the Economy Parking Garage, and SkyConnect will get you there from the main terminal.

What amenities does Chicago O’Hare International Airport have for kids?

In addition to diaper changing stations in almost every public bathroom, Chicago O’Hare International Airport also has several Mother’s Rooms that contain TVs, sinks, and power outlets. Terminal 2 is home to the The Kids On The Fly exhibit, which contains an aviation-themed playground.

What dining options are there at Tampa International Airport?

If you would like to have a meal after your flight has landed at Tampa International Airport, head to the Main Terminal, as this is where most of the dining options are located. The Hard Rock Cafe is located on level 3 and serves traditional American food, while P.F Chang’s is located next door and has Asian-inspired meals.

What are some good hotels near Tampa International Airport?

The Tampa Airport Marriott is a contemporary 4-star hotel that is directly connected to Tampa International Airport and is a 15-minute drive from the city’s downtown. The Hampton Inn is a comfortable choice that is less than a 3-minute drive from the airport and a 6-minute drive from the popular Cypress Point Park trails.

Are there any designated smoking areas at Chicago Midway International Airport?

At this time, there are currently no designated smoking rooms or areas located inside of the terminals of Chicago Midway International Airport. If you would like to smoke, you will instead have to do so before you are officially through security, such as in an official zone located outside of the airport’s doors near the Arrivals terminal. These areas are clearly marked with airport signs and contain ashtrays and trash cans.

What is the cheapest flight from Chicago to Tampa?

In the last 3 days, the lowest price for a flight from Chicago to Tampa was $39 for a one-way ticket and $58 for a round-trip.

Do I need a passport to fly between Chicago and Tampa?

Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

Which airports will I be using when flying from Chicago to Tampa?

When flying out of Chicago you will be using one of these airports: Chicago Midway, Chicago O'Hare Intl, or Chicago Greater Rockford. You will be landing at Tampa.

Which airlines offer Wi-Fi service onboard planes from Chicago to Tampa?

Only American Airlines offers inflight Wi-Fi service on the Chicago to Tampa flight route.

Which aircraft models fly most regularly from Chicago to Tampa?

The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Tampa flight route.

Which airline alliances offer flights from Chicago to Tampa?

oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Tampa, with oneworld being the most commonly used for this route.

On which days can I fly direct from Chicago to Tampa?

There are nonstop flights from Chicago to Tampa on a daily basis.

Which is the best airline for flights from Chicago to Tampa, Southwest or Delta?

The two airlines most popular with KAYAK users for flights from Chicago to Tampa are Southwest and Delta. With an average price for the route of $260 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $281 and an overall rating of 8.0.

How does KAYAK find such low prices on flights from Chicago to Tampa?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Tampa.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Tampa?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Tampa from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Chicago to Tampa?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Tampa with an airline and back to Chicago with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Tampa?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Tampa from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding a cheap flight from Chicago to Tampa

• Looking for a cheap flight? 25% of our users found flights on this route for $49 or less one-way and $93 or less round-trip.
• Travelers flying American Airlines from Chicago to Tampa should keep in mind that the airline’s hub is at Tampa International Airport (TPA). You’ll arrive through Airside F. Still, the airline’s Admirals Club is located on Concourse F, adjacent to gate 85. Access to this lounge is based on membership or possession of registered cards. However, any traveler can access them after paying for a day pass.
• Those departing via Chicago Midway International Airport (MDW) should know that the establishment has a road system linking the terminal to the secure area. Transfer between the two buildings is via a pedestrian bridge. Nevertheless, travelers must seek clearance from the security in the terminal building before walking to the concourse.
• Delta Airlines flying between Chicago O’Hare International Airport (ORD) and Tampa International Airport (TPA) allows pets on board. Some of the pets allowed in the cabin include cats, dogs and rabbits. However, the four-legged friends must have valid health licenses and certified vaccination certificates. Besides, you must confine them in their kennels.
• The distance between Downtown Chicago and Chicago Midway International Airport (MDW) is about 10.7 miles. Numerous public transportation options connect the two points. However, the Orange Line train is the best way to travel from city center of Chicago to MDW. The train has regular departures, taking about 20-25min to complete the journey.
• Before your voyage from Chicago to Tampa, you might wish to escape to a secluded place to pray for a safe journey. If you’re departing through ORD, remember that there’s a prayer suite away from the noisy terminals to have a private session with the Almighty. You can locate the airport’s chapel on the Mezzanine level of Terminal 2, above the Delta Air Lines ticket counters.
• Chicago currently has two primary airports that flights from Chicago to Tampa can fly out of. If you are located in the south of Chicago or near the city center, Chicago Midway is the most practical airport to use. If you are in the north of the city or the suburbs, Chicago O’Hare will be a more convenient choice.
• To save time and make your travels as simple as possible, look for direct flights from Chicago to Tampa. Spirit Airlines offers many daily flights between these two locations at budget-friendly prices, while American and United Airlines have in-flight entertainment and complimentary drinks and snacks.
• Hoping to unwind after a long day of traveling? Head to one of the several spas in Tampa International Airport. Rick’s Massage offers a variety of massages and facials, while Terminal Getaway Spa offers manicures, pedicures, waxing, and massages.
• If you find flying to be stressful, make sure to spend some time in the yoga room, which is located in Concourse C of Chicago Midway International Airport. Access to this room is free, and you can find complimentary yoga mats and DVDs that teach you how to do the most famous yoga poses.
• To exercise and burn off some calories before being cooped up on a plane, purchase a pass for the Health Club at Chicago O’Hare International Airport. In addition to standard workout equipment, such as treadmills, ellipticals, and weights, this gym also has a sauna, jacuzzi, and several swimming pools.

Prefer to fly non-stop from Chicago to Tampa?

Find which airlines fly direct from Chicago to Tampa, which days they fly and book direct flights.

Nonstop departures

Chicago to Tampa

ANA, Air Canada, Air New Zealand, +15 more

ANA, Air Canada, +16 more

Nonstop returns

Tampa to Chicago

ANA, Air Canada, Air New Zealand, +18 more

ANA, Air Canada, +19 more

Top 5 airlines serving from Chicago to Tampa

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

They did a fine job. Can't wait to use Delta in the future.

Seat back monitors and outlets were dead and not working.

The experience was good and the flight departed on time and landed early

The flight was delayed but we got to our final destination.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

Boarding super slow with people allowed to linger in aisles

There were choices for the snacks. Good choices and tasty lunch and breakfast as well.

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

The crew were really great, but the 4 hour delay in small chunks was the worst.

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

Seats are way too snug for my hip to knee ratio and the recline on the seat in front of me made my experience worst. My legs had no room at all. Not a plane for people 6 ft or over unless you fly first class.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

Overall a fiasco. My first flight was delayed so late that I would have missed my connection. I had to cancel the flight and reschedule for the next morning. I took over half an hour to retrieve my luggage. I already paid $30 for checked in luggage for the flight I didn't take. When I checked in for my new flight on app I paid another $30. I went to the kiosk for my luggage tags and was charged $40. (My baggage didn't make it on the connecting flight but was delivered at 10:00 that night.) Later that day I requested a refund of the baggage fees. I received an email stating my refund was complete in the amount of $234.62. I didn't realize that meant my return flight was canceled until I tried to check in at the counter. They had refunded the wrong thing. It costed me $381.10 to book a new flight home. At least my baggage made it home with me.

Flight was delayed due to crew not being there, besides that it was a normal flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Staff were very helpful to my dad in a wheelchair. Thank you.

Spirit canceled the flight in March and never notified me!

Actual CLT experience was rough. I've never seen the airport as bad in regards to security lines and wait. (For not being a holiday) A lot of folks missed their flight this morning. Spirit is fine. But wasnt offered a beverage somehow. No worries but some how I missed it.

Flight from Tampa to Houston was canceled. SPIRIT rebooked me and they double booked my seat. Conclusion I COULD NOT TRAVEL TO HOUSTON. I MISSED MY GRANDDAUGHTER BIRTHDAY. I would not recommend this company. I will file a complaint. I will never consider SPIRIT as an airline . It’s a faker.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Flight was delayed 2+ hours missed a concert because of it…

Small water and small chips 10 dollars is insane. Pluse almost 200 for a carry on and luggage also crazy. Otherwise was on time that's good

It should be possible to get a cup of water at no cost. Not even asking for a whole bottle.

Seats could use more padding. Kind of hard on the tush.

Whoever is in charge of the desk and door to the plan on both ends was an A**hole. I know they have to deal with a lot if stupid peple but come on. No one wants to get onto a plane angry. smh

Amazed that Spirit can even get planes in the air, would never use again.

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

It was impossible to change a carry-on for a checked bag after the initial selection. The flight was delayed 14 hours "to allow for a late arriving aircraft." The seats were shockingly uncomfortable. This was only the second time I've seen seats that didn't recline in an airline. The first was in an East Bloc airline before the fall if the Iron Curtain.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

First time flying Frontier, I am not sure the Ala Carte menu of options is for me.

I liked getting off the plane. Everything else was well below standards. Not even offering a bag of peanuts for free for a 4 hours flight is ridiculous.

There was no wifi, there was no usb charger on the planes Frontier lowered the weight limit on suitcases from 50 to 40 pounds Frontier now charges for a seat...really? If i don't pay for a basic seat, do i stand the whole flight? Frontier now charges for the carry on, just like for the checked suitcase The bundle pricing is way over priced.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

Book cheap flights from Chicago to Tampa

Recent one-way flight deals, search by stops, search by airline, search by price, last minute flights from chicago to tampa, last minute flight, train and bus deals, flights to tampa, destination:.

Tampa (TPA) United States

Return flight deals:

Tampa - Chicago

Cabin classes:

Browse origins:.

• Flights  » 
• United States  » 
• Illinois  » 

Browse destinations:

• Worldwide  » 
• North America  » 
• Florida  »