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Direct flights from Des Moines to Chicago

Airlines Schedules

DSM - MDW route map All flights from DSM to MDW non-stop. There are direct flights from Des Moines International (DSM), Iowa, USA to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 14 weekly departures are currently scheduled on this route. Departure times range from 05:10 to 19:10 depending on the schedule period. The flight distance is 306 miles (492 km). Flight time ranges from 1 hour and 15 minutes to 1 hour and 30 minutes.

DSM
Des Moines
USADes Moines , USA
MDW
Chicago Midway
USAChicago , USA
DSM
Des Moines
USADes Moines , USA
Chicago Midway
USAChicago , USA
MDW
Flight time 1h 15min to 1h 30min
Updated Aug 24, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 05:10 and 19:10
S
M
T
W
T
F
S
Sun
Mon
Tue
Wed
Thu
Fri
Sat
14 flights/week
14 flights/week
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
View all flight dates
Flight schedule from Des Moines to Chicago with Southwest Airlines

This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
Flight
Mon
Sep 21
Tue
Sep 22
Wed
Sep 23
Thu
Sep 24
Fri
Sep 25
Sat
Sep 26
Sun
Sep 27
WN1715
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06:10
06:10
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05:30
05:40
WN1727
05:40
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05:40
05:40
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WN487
----
----
----
----
----
12:10
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WN379
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14:40
14:40
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WN295
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----
----
----
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15:50
WN206
15:50
----
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15:50
15:50
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The timetable & schedule information was updated at 2026-08-24

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Des Moines to Chicago scheduled departures

Select a date to see every published non-stop departure between DSM and MDW.

Monday
Mon
Sep 21
2 flights(2)
Tuesday
Tue
Sep 22
2 flights(2)
Wednesday
Wed
Sep 23
2 flights(2)
Thursday
Thu
Sep 24
2 flights(2)
Friday
Fri
Sep 25
2 flights(2)
Saturday
Sat
Sep 26
2 flights(2)
Sunday
Sun
Sep 27
2 flights(2)
Time
Airline
Flight
05:40
Southwest Airlines Southwest Airlines
WN1727
15:50
Southwest Airlines Southwest Airlines
WN206
06:10
Southwest Airlines Southwest Airlines
WN1715
14:40
Southwest Airlines Southwest Airlines
WN379
06:10
Southwest Airlines Southwest Airlines
WN1715
14:40
Southwest Airlines Southwest Airlines
WN379
05:40
Southwest Airlines Southwest Airlines
WN1727
15:50
Southwest Airlines Southwest Airlines
WN206
05:40
Southwest Airlines Southwest Airlines
WN1727
15:50
Southwest Airlines Southwest Airlines
WN206
05:30
Southwest Airlines Southwest Airlines
WN1715
12:10
Southwest Airlines Southwest Airlines
WN487
05:40
Southwest Airlines Southwest Airlines
WN1715
15:50
Southwest Airlines Southwest Airlines
WN295
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DSM-MDW flight route
Route map from Des Moines, DSM to Chicago, MDW. The distance is 306 miles or 492 km.
Des Moines - Chicago direct flight map
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DSM - MDW route facts

  • Distance
    306 miles (492 km)
  • Flight time
    1 hour and 15 minutes to 1 hour and 30 minutes
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Aircraft
    Boeing 737MAX 8 Passenger, Boeing 737-800 (winglets) Passenger/BBJ2 and Boeing 737-700 Passenger (Scimitar Winglets)

Route FAQ

Southwest Airlines operates non-stop flights from DSM to MDW with 14 weekly departures.

Scheduled flight time from DSM to MDW ranges from 1 hour and 15 minutes to 1 hour and 30 minutes. The route covers 306 miles (492 km).

14 weekly departures are currently scheduled on this route, with published departure times ranging from 05:10 to 19:10 depending on the schedule period.

Economy are currently scheduled on non-stop flights for this route.
Direct flights from Des Moines to IL, USA
From Des Moines to Chicago

ORD Chicago O Hare International
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