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How Much Does It Cost To Fly To Chicago?

The cheapest tickets to Chicago available within the past 7 days were $140.39. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Chicago Flights

Chicago Airports

When youíre looking to book flights to Chicago, Illinois, there are two airports that serve the Windy City. O'Hare International Airport is the main one, while Chicago Midway International Airport is considered the secondary tarmac.

O'Hare sits 17 miles northwest of the Loop. It provides plenty of amenities to keep you entertained while you wait for your flight or transportation into Chi-Town. If youíre hungry, youíre in luck. This airport boasts a variety of restaurants and cafes, providing sit-down cuisine and meals-on-the-go. The airport also features various shops, where you can find Chicago souvenirs, designer goods, electronics, and duty-free products. To top it all off, O'Hare provides spa services and even a yoga room to help keep you relaxed and rejuvenated during your travels. Find out additional information about O'Hare on

Located roughly 12 miles northwest of downtown Chicago, Midway Airport includes several shops, the majority of which are located in the Midway Boulevard. You can also find restaurants, snack shops, and fast-food options when youíre looking fuel up before or after your flight. While youíre traveling through the airport, look for the public art and installation collections throughout the terminal.

Airport Transportation

When you have Chicago flights, rest assured knowing that both airports provide ground transportation. Here at, you can reserve Chicago car rentals and pick up your vehicle at your preferred airport. Alternatively, you can take advantage of public transportation as the Chicago Transit Authority provides both train and bus service to Midway and OíHare. Other transportation options include taxis, shuttles, and limousines.

Chicago Activities

Once youíve decided itís time to book plane tickets to Chicago, IL, start planning your adventures. The Windy City is home to fascinating exhibits, from the galleries at the Museum of Contemporary Art to the artifacts at the Chicago History Museum. For some of the best views of the skyline, venture up to the 360 Chicago observatory deck in the John Hancock building or the Skydeck Chicago in the Willis Tower. While youíre in town, chow down on some famous deep-dish pizza or Chicago-style hot dogs for an authentic taste of the city. Then round out your day with reservations at one of the best hotels in Chicago.

Planning Your Trip

The best times to visit Chicago are between April and May and September and October. Temperatures are moderate during these months, and the high season hasnít hit yet. Summertime is considered the most popular time to visit, so you may face more crowds and more expensive rates during this season. Meanwhile, winter brings temperatures in the low 30s F and a high chance of snowstorms.

Regardless of when you plan to visit, is here to match you with cheap flights to Chicago. Sort through our selection to find discounts on round-trip tickets that suit your price range. You can even use our mobile booking app for convenient access to exclusive online deals on airfare to Chicago. Book your affordable flights right here and start getting a taste for that delicious deep-dish pizza.

Chicago Flight + Hotel Deals

Reviews from verified customers

Jun 23, 2018

Flight attendants were amazing, specifically the woman (I didnt catch her name)

Jun 23, 2018

Nice smooth flight.

Jun 23, 2018

Way better experience than flying on american the past two times. Keep up the great work united!!!

Jun 23, 2018

No issues with flight. TSA checkin lines quite long at HPN, but they moved quickly.

Jun 23, 2018

Would be nice to have a gluten free option for a snack

Jun 23, 2018

My time while I was in Chicago waiting on my next flight I was very disappointed at how a person from another country was treated. He was not on my flight but he was sitting near me waiting on his flight. He was waiting at the gate where his ticket said but his flight was never called. He asked me if I was on the same flight and I told him no and to ask a person at the desk. He went to 3 different people before someone finally told him to go to another gate. Well he did not understand and sat down. No one bothered to help him to understand better so I got him and led him to the correct gate. Well I thought how rude that was that man paid good money for a service that he could had missed all because he did not understand. Then my gate was changed as well without any announcement or anything. Only way I knew is it was time for my flight but the ticket desk never had my flight up there so I was going to look at the board and found my flight at another gate. Something needs to be fixed about that because I'm sure there are people that misses their flight because you guys never let them know there is ever a change and being an international airport you need to be better accommodating to your customers.

Jun 23, 2018

Very nice experience

Jun 23, 2018

People that was seated with me were great

Jun 23, 2018

Thank you!!!

Jun 23, 2018

The line was a bit long at security for that time of the morning (4 am).