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Cheap Flights from Washington D.C. to Chicago

Cheap Flights from Washington D.C. to Chicago

  • Washington D.C. Chicago

    Sun, Oct 27

    From $199.00
  • Washington D.C. Chicago

    Sat, Oct 26

    From $77.00

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Washington D.C. to Chicago Flight Information

Below are some common questions asked about this flight route:

Best time to book Washington D.C. to Chicago flights

Generally the best time to book Washington D.C. to Chicago flights is two months in advance. And the cheapest days to fly are Tuesdays, Wednesdays, and Saturdays. Sunday is the most expensive.

How many direct flights from Washington D.C. to Chicago?

There are 1 direct flights from Washington D.C. to Chicago.

What is the most popular airline for non-stop flights from Washington D.C. to Chicago?

provides 1000 of the non-stop flights between Washington D.C. and Chicago.

Airlines flying this route:
Airports in Washington D.C.:
Airports in Chicago:
Average duration of direct flights: 2h9m

Washington D.C. to Chicago Flight Schedule

Flight info. Departure
Arrival
Route Weekly Schedule
12:45 IAD 13:50 ORD
Washington D.C. to Chicago SMTWTFS Search
13:45 DCA 14:55 ORD
Washington D.C. to Chicago SMTWTF- Search
17:55 DCA 19:14 ORD
Washington D.C. to Chicago SMTWTFS Search
22:15 IAD 23:20 ORD
Washington D.C. to Chicago SMTWTFS Search
14:30 DCA 15:45 ORD
Washington D.C. to Chicago SMTWTFS Search
10:45 IAD 11:51 ORD
Washington D.C. to Chicago SMTWTFS Search
15:45 DCA 17:07 ORD
Washington D.C. to Chicago ------- Search
09:54 DCA 11:13 ORD
Washington D.C. to Chicago SMTWTFS Search
21:03 DCA 22:15 ORD
Washington D.C. to Chicago SMTWT-S Search
20:45 DCA 22:10 ORD
Washington D.C. to Chicago -MTWT-S Search
NH7001
ANA
08:15 IAD 09:20 ORD
Washington D.C. to Chicago SMTWTFS Search
NH7559
ANA
14:45 DCA 16:04 ORD
Washington D.C. to Chicago SMTWTFS Search
09:35 DCA 10:31 ORD
Washington D.C. to Chicago SMTWTFS Search
12:00 DCA 13:17 ORD
Washington D.C. to Chicago S-TWTFS Search
16:53 DCA 18:15 ORD
Washington D.C. to Chicago ------- Search
21:03 DCA 22:11 ORD
Washington D.C. to Chicago SMTWT-S Search
19:29 DCA 20:49 ORD
Washington D.C. to Chicago SMTWTFS Search
SK3994
Sas
17:55 DCA 19:14 ORD
Washington D.C. to Chicago SMTWTFS Search
06:30 DCA 07:41 ORD
Washington D.C. to Chicago SMTWTFS Search
13:45 DCA 15:00 ORD
Washington D.C. to Chicago SMTWTFS Search

Washington D.C. to O'Hare International Airport (ORD)

10:59, Nov 11 - 20:24, Nov 12
AA | American Airlines
2h 20m
DCA - ORD
Nonstop
$232
Round-trip from
Search
05:45, Oct 17 - 14:00, Oct 19
UA | United Airlines
2h 16m
DCA - ORD
Nonstop
$233
Round-trip from
Search
13:45, Oct 15 - 14:00, Oct 19
UA | United Airlines
2h 10m
DCA - ORD
Nonstop
$233
Round-trip from
Search
19:29, Oct 28 - 20:24, Nov 4
AA | American Airlines
2h 20m
DCA - ORD
Nonstop
$233
Round-trip from
Search
12:44, Sep 28 - 21:00, Oct 3
UA | United Airlines
2h 16m
DCA - ORD
Nonstop
$235
Round-trip from
Search

Washington D.C. to Midway International Airport (MDW)

11:55, Oct 1 - 13:58, Oct 3
WN | Southwest Airlines
2h 0m
DCA - MDW
Nonstop
$245
Round-trip from
Search
06:00, Oct 22 - 06:00, Oct 25
DL | Delta Air Lines
3h 51m
IAD - MDW
1 stop
$286
Round-trip from
Search
06:25, Sep 30 - 17:00, Oct 2
WN | Southwest Airlines
1h 55m
DCA - MDW
Nonstop
$248
Round-trip from
Search
19:40, Sep 28 - 07:00, Oct 1
WN | Southwest Airlines
2h 0m
DCA - MDW
Nonstop
$248
Round-trip from
Search
19:55, Oct 12 - 21:00, Oct 16
WN | Southwest Airlines
2h 0m
DCA - MDW
Nonstop
$251
Round-trip from
Search

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Roundtrip vs One-Way Flights from Washington D.C. to Chicago

There is usually no major price difference between buying a roundtrip flight versus a one-way flight. Increased flexibility is the main benefit when it comes to buying a one-way flight from Washington D.C. to Chicago. However, booking a roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Travel from Washington D.C. to Chicago

Chicago attracts thousands of visitors every year for both business and pleasure. Planning a trip from Washington D.C. to Chicago is easy when you use Trip.com to help you make travel arrangements. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online.

A Trip to Remember

Make your journey from Washington D.C. to Chicago a trip to remember when you use Trip.com to review city attractions before you arrive. With a preview of what's available at your destination, you can make any necessary reservations in advance for the best travel experience possible.

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