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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 $81. 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 Flights.com.

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 Expedia.com, 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, Expedia.com 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.

Reviews from verified customers

Apr 25, 2019

I’ve traveled to Chicago, via Delta, for years. This is my first American Airlines flight; I love the non-stop option from Jacksonville to Chicago, and the distance between seats (I’m tall). These options are the reason for less travel stress. I’ll use American more in the future.

Apr 25, 2019

I wish my seat mate wasn’t a druggie, she had very strong marijuana smell

Apr 24, 2019

chair N0 16B on front of me isn't good

Apr 24, 2019

Wasn’t happy that we could not choose our seats, however, we got lucky and our seats were at least next to each other.

Apr 24, 2019

NO LEG ROOM!!! and I got the cheap flight but had to pay $30 for a carry on- only on that one stretch of the flight- ridiculous.

Apr 24, 2019

All went smoothly. Slightly sparse snack!

Apr 24, 2019

appreciated flight being 10 minutes early from Chicago (O'Hare) to Syracuse

Apr 24, 2019

The outrageous price for having just one checked bag..when it used to be free.

Apr 24, 2019

The option for ear plugs. I understand we check in one bag, yes. But isn’t the one bag free? After that it’s $30. That’s a fare ripoff if your already spending +$680

Apr 24, 2019

I had to play for my luggage.