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
airplane logo

pin logo

calendar
Departure
calendar backward
Return
airplane logo
1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
Book Flight + Hotel at the same time

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 September , October 2026

29 Sep - 06 Oct $ 404.00
DCA
Washington
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
DCA
Washington
Pick dates
30 Sep - 26 Oct $ 465.00
DCA
Washington
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DCA
Washington
Pick dates
27 Sep - 18 Oct $ 550.00
DCA
Washington
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DCA
Washington
Pick dates

Last minute flights from Washington to Chicago

29 Sep - 30 Sep $ 404.00
DCA
Washington
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
DCA
Washington
Pick dates
30 Sep - 30 Sep $ 528.00
DCA
Washington
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DCA
Washington
Pick dates
29 Sep - 30 Sep $ 533.00
DCA
Washington
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DCA
Washington
Pick dates

One-way flights to Chicago from Washington

6:00 PM - 8:55 PM
Frontier Airlines
1 Stops
7h 23m
DCA - CHI
$ 199
Kiwi
Pick dates
6:30 AM - 6:30 AM
United Airlines
0 Stops
2h 14m
DCA - CHI
$ 259
Kiwi
Pick dates
7:46 AM - 7:46 AM
United Airlines
0 Stops
2h 14m
DCA - CHI
$ 259
Kiwi
Pick dates

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.