Airlines with flights from Des Moines to Chicago
There are two airlines with scheduled flights between DSM and MDW. Southwest is the only airline with non-stop flights from Des Moines International to Midway International Airport and the flight time is 1 hour and 20 minutes. You can also connect with Delta via Minneapolis with a flight time of 3 hours and 30 minutes.
There are two airlines with scheduled flights between DSM and MDW. Southwest is the only airline with non-stop flights from Des Moines International to Midway International Airport and the flight time is 1 hour and 20 minutes. You can also connect with Delta via Minneapolis with a flight time of 3 hours and 30 minutes. Choose airline
Direct
Non-stop
1h 20min
Via Minneapolis
3h 30min
Schedules
Non-stop with Southwest Airlines
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Total flight time: 1 hour and 20 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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17 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 Passenger
DSM
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN463
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05:10
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WN1558
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05:10
WN1772
05:10
05:20
05:20
05:10
05:10
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WN1524
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15:45
15:45
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15:35
16:15
WN1755
16:40
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16:40
16:40
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The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta Air Lines
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Total flight time: 3h 30m - 4h 52m.
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Sky Team Alliance
-
14 flights per week
DSM
Via MSP
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL5490
DL4714
DL4714
14:45
14:45
14:45
14:45
14:45
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14:45
The timetable & schedule information was updated at 2026-04-21
