Earn point on your loyalty program!arrow arc left

Cheap flights from Des Moines (DSM) 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 Des Moines (DSM) to Chicago (CHI)

How to find the cheapest flight from Des Moines (DSM) 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 Des Moines (DSM) 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 Des Moines (DSM) 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 Des Moines to Chicago in May , June 2026

27 May - 10 Jun $ 405.00
DSM
Des Moines
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DSM
Des Moines
Pick dates
27 May - 10 Jun $ 405.00
DSM
Des Moines
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DSM
Des Moines
Pick dates
27 May - 10 Jun $ 405.00
DSM
Des Moines
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DSM
Des Moines
Pick dates

Last minute flights from Des Moines to Chicago

24 May - 31 May $ 480.00
DSM
Des Moines
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DSM
Des Moines
Pick dates
24 May - 31 May $ 480.00
DSM
Des Moines
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DSM
Des Moines
Pick dates
24 May - 31 May $ 480.00
DSM
Des Moines
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
DSM
Des Moines
Pick dates

One-way flights to Chicago from Des Moines

6:00 AM - 6:00 AM
United Airlines
0 Stops
1h 40m
DSM - CHI
$ 209
Kiwi
Pick dates
6:50 PM - 6:50 PM
United Airlines
0 Stops
1h 39m
DSM - CHI
$ 259
Kiwi
Pick dates
8:00 AM - 8:00 AM
United Airlines
0 Stops
1h 32m
DSM - CHI
$ 284
Kiwi
Pick dates

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