Earn point on your loyalty program!arrow arc left

Cheap flights from Denver (DEN) 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 Denver (DEN) to Chicago (CHI)

How to find the cheapest flight from Denver (DEN) 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 Denver (DEN) 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 Denver (DEN) 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 Denver to Chicago in October , November 2026

20 Oct - 18 Nov $ 185.00
DEN
Denver
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
DEN
Denver
Pick dates
27 Oct - 10 Nov $ 199.00
DEN
Denver
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
DEN
Denver
Pick dates
21 Oct - 10 Nov $ 199.00
DEN
Denver
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
DEN
Denver
Pick dates

Last minute flights from Denver to Chicago

27 Oct - 31 Oct $ 273.00
DEN
Denver
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
DEN
Denver
Pick dates
20 Oct - 31 Oct $ 273.00
DEN
Denver
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
DIRECT
DEN
Denver
Pick dates
24 Oct - 31 Oct $ 687.00
DEN
Denver
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DEN
Denver
Pick dates

One-way flights to Chicago from Denver

8:55 PM - 8:55 PM
Frontier Airlines
0 Stops
2h 29m
DEN - CHI
$ 132
Kiwi
Pick dates
8:55 PM - 8:55 PM
Frontier Airlines
0 Stops
2h 29m
DEN - CHI
$ 134
Kiwi
Pick dates
8:55 PM - 8:55 PM
Frontier Airlines
0 Stops
2h 26m
DEN - CHI
$ 142
Kiwi
Pick dates

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