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- Washington (DCA) to Chicago (ORD).American Airlines, nonstop.Departing on Sat, May 24 at 9:00pm from Washington, arriving at 10:11pm in Chicago.Returning on Thu, May 29 at 3:58pm from Chicago, arriving at 6:56pm in Washington.Select American Airlines flight departing on Sat, May 24 at 9:00pm from Washington, returning on Thu, May 29 at 3:58pm from Chicago priced at $17840% less than typical$178
- Washington (DCA) to Chicago (ORD).American Airlines, nonstop.Departing on Fri, Apr 18 at 6:45am from Washington, arriving at 7:54am in Chicago.Returning on Mon, Apr 21 at 10:10pm from Chicago, arriving on Tue, Apr 22 at 7:39am in Washington.Select American Airlines flight departing on Fri, Apr 18 at 6:45am from Washington, returning on Mon, Apr 21 at 10:10pm from Chicago priced at $25730% less than typical$257
- Washington (DCA) to Chicago (ORD).American Airlines, nonstop.Departing on Fri, May 9 at 6:00am from Washington, arriving at 7:20am in Chicago.Returning on Sun, May 11 at 6:00am from Chicago, arriving at 8:54am in Washington.Select American Airlines flight departing on Fri, May 9 at 6:00am from Washington, returning on Sun, May 11 at 6:00am from Chicago priced at $22925% less than typical$229
How much is the cheapest flight to Chicago?
Prices were available within the past 7 days and start at $24 for one-way flights and $48 for 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.
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.
Frequently asked questions
Destination airport | O'Hare Intl. |
Destination airport IATA code | ORD |
Destination city name | Chicago |
Roundtrip price | $48 |
Get up to 100% off your flight to Chicago when booking a Flight + Hotel
Trending flights to Chicago
Prices were available within the past 7 days and start at $24 for one-way flights and $48 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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From Other Airports to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
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