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    Chicago Airports

    • 1 - Midway Intl. (MDW)
    • 2 - O'Hare Intl. (ORD)

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    Explore Chicago

    Flying to Chicago? Explore Chicago with Expedia's Travel Guides to find the best hotels, vacation packages, car rental deals and more!

    Chicago
    Chicago

    Cheap Flights to Chicago

    Top Flight Offers

    Selection of Current flight offers for flights to Chicago
    Leaving from/Going to Departing on/Returning Price  
    Washington to Chicago Aug. 15 - Aug. 19 from $213.20 Today's Flight Price
    Washington to Chicago Aug. 28 - Sep. 3 from $213.20 Today's Flight Price
    Washington to Chicago Sep. 3 - Sep. 9 from $213.20 Today's Flight Price
    Washington to Chicago Aug. 22 - Aug. 25 from $196.20 Today's Flight Price
    Washington to Chicago Aug. 22 - Aug. 25 from $196.20 Today's Flight Price
    Washington to Chicago Sep. 5 - Sep. 9 from $196.20 Today's Flight Price
    Washington to Chicago Sep. 20 - Sep. 23 from $196.20 Today's Flight Price
    Washington to Chicago Aug. 22 - Aug. 26 from $196.20 Today's Flight Price
    Washington to Chicago Sep. 13 - Sep. 16 from $197.00 Today's Flight Price
    Washington to Chicago Aug. 30 - Sep. 2 from $196.20 Today's Flight Price
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    Visit the Windy City

    Get ready to be swept off your feet by the Windy City. You'll find the best of the Midwest in Chicago, a city with so many things to do and see that you'll have to come back again to do everything. Chicago is filled with plenty of fine art, world-class shopping, beautiful parks and excellent architecture; get ready to see it all by booking your cheap flights to Chicago on Expedia.com today.

    Chicago airports

    Most flights to Chicago land in either O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW). O'Hare is located on the northwest side of the city, and Midway is located on the southwest side of the city. O'Hare is the fourth busiest airport in the world when ranked by passenger traffic and the world's second busiest airport when ranked by aircraft movements. Midway is much smaller; it's the thirtieth busiest airport in the United States and the second largest airport in Illinois. Major airlines with a significant presence in O'Hare include United Airlines and American Airlines, and major airlines with a significant presence in Midway include Southwest Airlines. Other airports in the Chicago area include Gary/Chicago International Airport and Chicago Rockford International Airport. Both of these airports have been competing for the chance to become the third major Chicago airport, but the state of Illinois seems to be contemplating building an entirely new airport instead of going with either of the existing minor ones.

    Book your flight with Expedia

    Expedia.com lets you search across the largest number of airlines and flights, which means that you'll be able to find great flight deals at the perfect travel date and time. There's simply no substitute for great prices suited to your flight needs and backed by excellent customer support.

    When to book your Chicago airfare

    Tickets to Chicago are popular throughout the entire year. This is due both to the fact that Chicago is an amazing vacation destination and that the city hosts many conventions throughout the year. However, you'll find that Chicago flights are particularly hard to find during the high season of April through December. If you're not really interested in outdoor activities, you can find great deals on flights and hotel rooms during the winter and spring; there are plenty of cultural sights and fun things to do indoors.