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).
  • 48 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
STL
Direct
MDW
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN1008
05:40
05:40
05:40
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05:40
05:40
05:50
WN2570
08:55
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08:55
08:55
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09:05
WN2665
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09:40
09:40
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WN1373
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11:20
11:20
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WN3344
12:40
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12:40
12:40
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WN2832
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13:25
WN556
15:35
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15:35
15:35
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16:40
WN2468
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16:00
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WN448
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16:00
16:00
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WN2289
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17:55
17:55
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WN596
18:30
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18:30
18:30
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WN3957
21:55
21:30
21:30
21:55
21:55
20:50
21:45
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 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
STL
 
Via MKE
 
MDW
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
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 2026-06-02
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