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Cheap flight deals from Washington D.C. to Chicago Starting at PHP 2,343

We've found these cheap flights for you. You can book one-way or round-trip flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        DCA06:45 am
        2h 9m
        Nonstop
        ORD07:54 am
        Thu, Apr 17|Washington D.C. - Chicago|American Airlines
        PHP 4,518PHP 6,127
        26% OFF
        26% OFF
        PHP 6,127PHP 4,518

        Choose American Airlines flights from Washington D.C. to Chicago. The one-way direct flight with American Airlines departs from Ronald Reagan Washington National Airport on Thu, Apr 17, arriving at O'Hare International Airport. One-way Prices start from PHP 4,518 including taxes and charges.

      • DCA02:54 pm
        2h 21m
        Nonstop
        ORD04:15 pm
        Wed, Mar 5|Washington D.C. - Chicago|American Airlines
        PHP 4,534PHP 6,127
        26% OFF
        26% OFF
        PHP 6,127PHP 4,534

        Choose American Airlines flights from Washington D.C. to Chicago. The one-way direct flight with American Airlines departs from Ronald Reagan Washington National Airport on Wed, Mar 5, arriving at O'Hare International Airport. One-way Prices start from PHP 4,534 including taxes and charges.

      • IAD10:09 am
        6h 23m
        1 stop
        MDW03:32 pm
        Tue, Mar 11|Washington D.C. - Chicago|Frontier Airlines
        PHP 2,343PHP 6,127
        62% OFF
        62% OFF
        PHP 6,127PHP 2,343

        Choose Frontier Airlines flights from Washington D.C. to Chicago. The one-way connecting flight with Frontier Airlines departs from Dulles International Airport on Tue, Mar 11, arriving at Midway International Airport. One-way Prices start from PHP 2,343 including taxes and charges.

      • IAD10:09 am
        6h 44m
        1 stop
        MDW03:53 pm
        Tue, Mar 25|Washington D.C. - Chicago|Frontier Airlines
        PHP 2,503
        PHP 2,503

        Choose Frontier Airlines flights from Washington D.C. to Chicago. The one-way connecting flight with Frontier Airlines departs from Dulles International Airport on Tue, Mar 25, arriving at Midway International Airport. One-way Prices start from PHP 2,503 including taxes and charges.

      • DCA07:00 am
        7h 25m
        1 stop
        ORD01:25 pm
        Wed, Mar 5|Washington D.C. - Chicago|Frontier Airlines
        PHP 2,639
        PHP 2,639

        Choose Frontier Airlines flights from Washington D.C. to Chicago. The one-way connecting flight with Frontier Airlines departs from Ronald Reagan Washington National Airport on Wed, Mar 5, arriving at O'Hare International Airport. One-way Prices start from PHP 2,639 including taxes and charges.

      • DCA06:00 pm
        7h 17m
        1 stop
        MDW12:17 am
        Mon, Feb 24|Washington D.C. - Chicago|Frontier Airlines
        PHP 2,679
        PHP 2,679

        Choose Frontier Airlines flights from Washington D.C. to Chicago. The one-way connecting flight with Frontier Airlines departs from Ronald Reagan Washington National Airport on Mon, Feb 24, arriving at Midway International Airport. One-way Prices start from PHP 2,679 including taxes and charges.

      • IAD10:09 am
        6h 44m
        1 stop
        MDW03:53 pm
        Tue, Mar 18|Washington D.C. - Chicago|Frontier Airlines
        PHP 2,751
        PHP 2,751

        Choose Frontier Airlines flights from Washington D.C. to Chicago. The one-way connecting flight with Frontier Airlines departs from Dulles International Airport on Tue, Mar 18, arriving at Midway International Airport. One-way Prices start from PHP 2,751 including taxes and charges.

      • IAD09:44 am
        13h 20m
        1 stop
        MDW10:04 pm
        Sat, Mar 1|Washington D.C. - Chicago|Frontier Airlines
        PHP 2,783
        PHP 2,783

        Choose Frontier Airlines flights from Washington D.C. to Chicago. The one-way connecting flight with Frontier Airlines departs from Dulles International Airport on Sat, Mar 1, arriving at Midway International Airport. One-way Prices start from PHP 2,783 including taxes and charges.

      • IAD03:04 pm
        8h 47m
        1 stop
        MDW10:51 pm
        Sat, Feb 22|Washington D.C. - Chicago|Frontier Airlines
        PHP 2,935
        PHP 2,935

        Choose Frontier Airlines flights from Washington D.C. to Chicago. The one-way connecting flight with Frontier Airlines departs from Dulles International Airport on Sat, Feb 22, arriving at Midway International Airport. One-way Prices start from PHP 2,935 including taxes and charges.

      • IAD05:41 pm
        5h 15m
        1 stop
        MDW09:56 pm
        Sat, Mar 8|Washington D.C. - Chicago|Frontier Airlines
        PHP 2,943
        PHP 2,943

        Choose Frontier Airlines flights from Washington D.C. to Chicago. The one-way connecting flight with Frontier Airlines departs from Dulles International Airport on Sat, Mar 8, arriving at Midway International Airport. One-way Prices start from PHP 2,943 including taxes and charges.

      • WAS01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Fri, Feb 28|Washington D.C. - Chicago|American Airlines
        Find More Flights
        Find More Flights

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

Washington D.C. to Chicago Flight Time

Flight info.
Departure
Arrival
Weekly Schedule

  1. F91081

    Frontier Airlines

    04:31 pm

    IAD

    2.0h

    06:30 pm

    ATL

    SM-WT--
    Search

  2. F92143

    Frontier Airlines

    10:25 am

    ATL

    2.0h

    11:26 am

    MDW

    SMT----

  3. F91081

    Frontier Airlines

    04:31 pm

    IAD

    2.0h

    06:30 pm

    ATL

    SM-WT--
    Search

  4. F93397

    Frontier Airlines

    09:52 pm

    ATL

    2.3h

    11:08 pm

    ORD

    ---W--S

  5. F92953

    Frontier Airlines

    04:32 pm

    IAD

    2.5h

    07:02 pm

    TPA

    -M-W-FS
    Search

  6. F93899

    Frontier Airlines

    08:59 pm

    TPA

    2.8h

    10:47 pm

    MDW

    S-TWTF-

  7. F92953

    Frontier Airlines

    04:32 pm

    IAD

    2.5h

    07:02 pm

    TPA

    -M-W-FS
    Search

  8. F92317

    Frontier Airlines

    09:42 pm

    TPA

    3.1h

    11:46 pm

    ORD

    -----F-

  9. F9689

    Frontier Airlines

    06:00 pm

    DCA

    4.1h

    08:08 pm

    DEN

    SMTWTFS
    Search

  10. F93172

    Frontier Airlines

    09:08 pm

    DEN

    2.5h

    12:37 am

    ORD

    S-T-TF-

  11. F9689

    Frontier Airlines

    06:00 pm

    DCA

    4.1h

    08:08 pm

    DEN

    SMTWTFS
    Search

  12. F92210

    Frontier Airlines

    03:42 pm

    DEN

    2.4h

    07:08 pm

    MDW

    SMTWTFS

  13. F9685

    Frontier Airlines

    07:00 am

    DCA

    4.0h

    09:02 am

    DEN

    SMTWTFS
    Search

  14. F93174

    Frontier Airlines

    08:15 pm

    DEN

    2.4h

    11:37 pm

    ORD

    -MTW-FS

  15. F94707

    Frontier Airlines

    09:26 am

    IAD

    2.0h

    11:25 am

    ATL

    --T--FS
    Search

  16. F91441

    Frontier Airlines

    08:17 am

    ATL

    2.4h

    09:40 am

    ORD

    S-T-TF-

  17. F94707

    Frontier Airlines

    09:26 am

    IAD

    2.0h

    11:25 am

    ATL

    --T--FS
    Search

  18. F91595

    Frontier Airlines

    03:37 pm

    ATL

    2.3h

    04:56 pm

    ORD

    SMTWTFS

  19. F94707

    Frontier Airlines

    09:26 am

    IAD

    2.0h

    11:25 am

    ATL

    --T--FS
    Search

  20. F92143

    Frontier Airlines

    10:25 am

    ATL

    2.0h

    11:26 am

    MDW

    SMT----
Find more flights and airlines

When is the cheapest 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.

Frequently Asked Questions

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

    Airlines adjust prices for flights from Washington D.C. to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Washington D.C. (WAS) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around PHP 12,538.

  • How long does it take to fly from Washington D.C. (WAS) to Chicago (CHI) and what is the distance?

    It takes around 5 hours 24 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 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • 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): United Airlines, Southwest Airlines, Air New Zealand and All Nippon Airways.

How to find a cheap flight from Washington D.C. to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Washington D.C. to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Washington D.C. to Chicago

Cheapest nonstop flight pricePHP 2,343
Cheapest round-trip ticket pricePHP 7,644
Off-season for travelMarch
Peak season for travelNovember
Flight distance957.18 km
Average flight time5 hours 24 minutes
Popular airlineUnited Airlines

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