$119 Cheap Flights from Des Moines (DSM) to Chicago (CHI)
Popular airlines from Des Moines International Airport (DSM) to Chicago
DeltaDelta
American AirlinesAmerican Airlines
UnitedUnited
Southwest AirlinesSouthwest Airlines
Be in the knowGet alerts if flight prices drop or rise*
Book smarterSave up to 30% on select hotels after you book a flight*
Today's featured flight deals from Des Moines International Airport (DSM) to Chicago
Nonstop
Carry-on included
Lower price than typical
- Des Moines (DSM) to Chicago (ORD).Des Moines (DSM)Chicago (ORD)American Airlines, nonstop.Departing on Sun, Oct 25 at 7:29am from Des Moines, arriving at 9:10am in Chicago.Sun, Oct 25Returning on Fri, Oct 30 at 5:20pm from Chicago, arriving at 7:00pm in Des Moines.Fri, Oct 30
American Airlines•NonstopAmerican AirlinesSelect American Airlines flight departing on Sun, Oct 25 at 7:29am from Des Moines, returning on Fri, Oct 30 at 5:20pm from Chicago priced at $3685-day tripfound 1 hour ago25% less than typical$368$368 - Des Moines (DSM) to Chicago (ORD).Des Moines (DSM)Chicago (ORD)American Airlines, nonstop.Departing on Sun, Oct 25 at 7:29am from Des Moines, arriving at 9:10am in Chicago.Sun, Oct 25Returning on Fri, Oct 30 at 10:40pm from Chicago, arriving on Sat, Oct 31 at 12:14am in Des Moines.Fri, Oct 30American Airlines•NonstopAmerican AirlinesSelect American Airlines flight departing on Sun, Oct 25 at 7:29am from Des Moines, returning on Fri, Oct 30 at 10:40pm from Chicago priced at $3685-day tripfound 1 hour ago25% less than typical$368$368
- Des Moines (DSM) to Chicago (ORD).Des Moines (DSM)Chicago (ORD)American Airlines, nonstop.Departing on Thu, Oct 29 at 7:31pm from Des Moines, arriving at 9:09pm in Chicago.Thu, Oct 29Returning on Sun, Nov 1 at 10:53pm from Chicago, arriving on Mon, Nov 2 at 12:26am in Des Moines.Sun, Nov 1American Airlines•NonstopAmerican AirlinesSelect American Airlines flight departing on Thu, Oct 29 at 7:31pm from Des Moines, returning on Sun, Nov 1 at 10:53pm from Chicago priced at $3543-day tripfound 6 hours ago25% less than typical$354$354
Cheap Flights from Des Moines to Chicago (DSM-CHI)
Prices were available within the past 7 days and start at $119 for one-way flights and $252 for roundtrip, for the period specified. Prices and availability are subject to change.
Thu, Dec 10 - Thu, Dec 17
DSM
Des Moines
MDW
Chicago
$252
Roundtrip
Found 4 days ago
Fri, Jan 15 - Mon, Jan 18
DSM
Des Moines
MDW
Chicago
$257
Roundtrip
Found 1 day ago
Wed, Dec 2 - Fri, Dec 4
DSM
Des Moines
MDW
Chicago
$260
Roundtrip
Found 2 days ago
Tue, Jan 5 - Sat, Jan 9
DSM
Des Moines
ORD
Chicago
$261
Roundtrip
Found 3 days ago
Wed, Dec 2 - Fri, Dec 4
DSM
Des Moines
MDW
Chicago
$265
Roundtrip
Found 2 days ago
Fri, Jan 15 - Mon, Jan 18
DSM
Des Moines
ORD
Chicago
$268
Roundtrip
Found 1 day ago
Mon, Jan 18 - Wed, Jan 20
DSM
Des Moines
ORD
Chicago
$272
Roundtrip
Found 1 day ago
Tue, Dec 1 - Wed, Dec 2
DSM
Des Moines
ORD
Chicago
$274
Roundtrip
Found 2 days ago
Sat, Nov 14 - Mon, Nov 16
DSM
Des Moines
ORD
Chicago
$277
Roundtrip
Found 4 days ago
Tue, Dec 22 - Tue, Dec 29
DSM
Des Moines
ORD
Chicago
$303
Roundtrip
Found 5 hours ago
Alternative airports near Chicago
Prices were available within the past 7 days. Prices and availability are subject to change.
Find the cheapest month to fly from Des Moines (DSM) to Chicago (CHI)
April is typically the cheapest month to flyApril is typically the cheapest month to fly
From $156 - $191 per traveler.
Travel information
Origin airport | Des Moines International Airport |
|---|---|
Destination airport | Chicago, IL |
Distance | 279 miles away |
Roundtrip price | $252 |
Explore a world of travel with Expedia
*Available to One Key members.