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Flights from Washington D.C. to Chicago Starting at AU$ 57

Book one-way or return flights from Washington D.C. to Chicago from as little as AU$ 57. Choose from the popular airlines below and book your flight today!

  • One way
  • Return

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from Washington D.C. to Chicago

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Washington D.C. to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Southwest Airlines
From AU$ 57
American Airlines
From AU$ 69
Frontier Airlines
From AU$ 101
Delta Air Lines
From AU$ 122
United Airlines
From AU$ 132
Southern Airways Express
From AU$ 157
Sun Country Airlines
From AU$ 158
Jetblue Airways
From AU$ 190
ANA airlines

Find more flights and airlines

Alternative Routes from Washington D.C. to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Washington D.C. to Chicago.

  • Cheapest
    Southwest Airlines
    DCA
    09:00
    2h 15m
    Direct
    MDW
    10:15
    Ronald Reagan Washington National Airport - Midway International Airport
    Wed, Apr 3Southwest Airlines
    AU$ 57
  • American Airlines
    DCA
    06:00
    2h 15m
    Direct
    ORD
    07:15
    Ronald Reagan Washington National Airport - O'Hare International Airport
    Tue, May 7American Airlines
    AU$ 69
  • Delta Air Lines
    IAD
    19:55
    4h 57m
    1 transfer
    ORD
    23:52
    Dulles International Airport - O'Hare International Airport
    Mon, Apr 15Delta Air Lines
    AU$ 124
  • Delta Air Lines
    IAD
    19:55
    4h 57m
    1 transfer
    ORD
    23:52
    Dulles International Airport - O'Hare International Airport
    Mon, Apr 15Delta Air Lines
    AU$ 124
    Find More Flights

How do I find the cheapest flights?

  • When are flight from Washington D.C. (WAS) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Washington D.C. to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much are flights from Washington D.C. (WAS) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around AU$ 409.
  • How long is the flights from Washington D.C. (WAS) to Chicago (CHI)?

    It takes about 2 hours 13 minutes to fly from Washington D.C. (WAS) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What time does the earliest flight from Washington D.C. to Chicago depart?

    The earliest flight departs from Washington D.C. (DCA) at 06:00 and arrives in Chicago (ORD) at 07:15.
  • What time does the latest flight from Washington D.C. to Chicago depart?

    The latest flight departs from Washington D.C. (DCA) at 20:18 and arrives in Chicago (ORD) at 21:37.
  • What are the most popular airlines that fly from Washington D.C. (WAS) to Chicago (CHI)?

    Airlines with flights from Washington D.C. (WAS) to Chicago (CHI): Qatar Airways, United Airlines, Air New Zealand, All Nippon Airways, Scandinavian Airlines and Alaska Airlines.
  • What's the most popular airline for direct flights from Washington D.C. (WAS) to Chicago (CHI)?

    Southwest Airlines operates 7 direct flights from Washington D.C. (WAS) to Chicago (CHI).
  • How many airports in Chicago (CHI)?

Flight Information from Washington D.C. to Chicago

Cheapest direct flight price

AU$ 57

Cheapest return ticket price

AU$ 145

Off-season for travel

October

Peak season for travel

September