Earn point on your loyalty program!arrow arc left

Cheap flights from Washington (DCA) to Chicago (CHI)

Know your dates, get live prices in seconds

How to find the cheapest flight from Washington (DCA) to Chicago (CHI)

How to find the cheapest flight from Washington (DCA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Washington (DCA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Washington (DCA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.

Cheap flights from Washington to Chicago in November , December 2025

27 Nov - 08 Dec $ 400.00
DCA
Washington
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DCA
Washington
28 Nov - 11 Dec $ 901.00
DCA
Washington
Hawaiian Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Hawaiian Airlines
2 STOPS
DCA
Washington
29 Nov - 06 Dec $ 1,314.00
DCA
Washington
Alaska Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Alaska Airlines
1 STOPS
DCA
Washington

Last minute flights from Washington to Chicago

28 Nov - 30 Nov $ 615.00
DCA
Washington
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DCA
Washington
28 Nov - 30 Nov $ 692.00
DCA
Washington
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DCA
Washington
27 Nov - 30 Nov $ 702.00
DCA
Washington
United Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DCA
Washington

One-way flights to Chicago from Washington

1:00 PM - 1:00 PM
United Airlines
0 Stops
2h 11m
DCA - CHI
1:00 PM - 1:00 PM
United Airlines
0 Stops
2h 11m
DCA - CHI
12:00 PM - 12:00 PM
United Airlines
0 Stops
2h 11m
DCA - CHI

How to find the cheapest flight from Washington (DCA) to Chicago (CHI)

Related info for your journey
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Washington (DCA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Washington (DCA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.