Airlines with flights from Miami to Chicago

There are three airlines with scheduled flights between MIA and MDW. Southwest is the only airline with non-stop flights from Miami International to Midway International Airport and the flight time is 3 hours and 15 minutes.

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Schedules

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 3 hours and 15 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 7 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
MIA
Direct
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2368
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07:15
07:15
14:45
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WN2930
14:50
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WN1714
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15:35
WN2866
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16:00
16:00
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MIA - MDW

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

Southwest Airlines

Via Saint Louis with Southwest Airlines

  • Total flight time: 4h 25m - 9h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 23 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
MIA
 
Via STL
 
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2931
WN2570
05:40
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WN1517
WN2814
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05:50
WN2456
WN2052
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12:30
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WN2456
WN3864
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12:50
12:50
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WN1418
WN2032
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13:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR MIA - MDW

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

Southwest Airlines

Via Orlando with Southwest Airlines

  • Total flight time: 4h 35m - 8h 40m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 53 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
MIA
 
Via MCO
 
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN4086
WN2654
05:35
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WN1578
WN766
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06:45
WN1433
WN2356
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07:00
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WN1433
WN1194
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07:00
07:00
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WN1578
WN1332
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07:10
07:10
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WN3346
WN1429
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16:45
16:45
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WN3346
WN4895
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16:50
16:50
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WN3327
WN1429
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16:50
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MIA - MDW

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

Southwest Airlines

Via Nashville with Southwest Airlines

  • Total flight time: 4h 40m - 8h 00m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 71 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
MIA
 
Via BNA
 
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2592
WN573
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09:15
09:15
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WN2393
WN684
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10:00
WN2857
WN575
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11:45
11:45
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WN2858
WN4549
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15:40
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WN4799
WN4286
16:00
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WN2858
WN577
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18:05
18:05
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WN1585
WN4549
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18:25
18:25
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MIA - MDW

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

Southwest Airlines

Via Columbus with Southwest Airlines

  • Total flight time: 4h 40m - 6h 10m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 11 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
MIA
 
Via CMH
 
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2925
WN1199
12:50
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MIA - 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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