Airlines with flights from Saint Louis to Chicago

Southwest is the only airline with non-stop flights from Saint Louis Airport to Midway International Airport and the flight time is 1 hour and 5 minutes. You can also connect with Southwest via Milwaukee with a flight time of 4 hours and 10 minutes.

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Schedules

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 1 hour and 5 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 38 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
STL
Direct
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN1008
05:40
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WN3861
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06:30
06:30
11:05
11:05
05:45
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WN4752
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06:00
WN2052
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12:50
12:50
06:05
06:05
15:00
12:55
WN3862
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10:45
10:45
14:20
14:20
08:25
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WN2814
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08:50
WN2570
08:55
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WN3344
12:40
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WN2742
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15:30
WN556
15:35
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WN3864
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15:45
15:45
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WN3001
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18:15
18:15
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WN596
18:30
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WN2032
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19:30
WN3865
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20:45
20:45
20:50
20:50
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WN3957
21:55
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SHOW RETURN SCHEDULE
CHECK PRICES FOR STL - MDW

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

Via Milwaukee with Southwest Airlines

  • Total flight time: 4h 10m - 4h 20m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 1 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
STL
 
Via MKE
 
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN4500
WN3641
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10:10
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SHOW RETURN SCHEDULE
CHECK PRICES FOR STL - MDW

The timetable & schedule information was updated at 2026-04-21

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Staying up-to-date with the airlines

At Airlineinformation.com you can learn all about the airlines operating around the world together with their destinations and where they operate. You will get a transparent overview of airlines with scheduled flights between any two destinations with non-stop or 1-stop flights regardless of price or availability.
Flight data on this page was last updated on 2026-07-21
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