Airlines with flights from Chicago to Miami

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

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Schedules

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 3 hours
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 7 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
Direct
MIA
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
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Aug 6
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Aug 7
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Aug 8
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Aug 9
WN2464
08:00
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WN4242
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08:00
08:00
11:20
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WN2282
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09:00
WN2412
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09:25
09:25
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MIA

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

Southwest Airlines

Via Orlando with Southwest Airlines

  • Total flight time: 4h 25m - 9h 05m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 88 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via MCO
 
MIA
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2758
WN2456
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05:00
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WN801
WN4265
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05:00
05:00
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WN2758
WN2859
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05:10
WN2758
WN3860
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06:15
06:15
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WN397
WN3654
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09:20
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WN376
WN3654
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12:20
12:20
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WN3579
WN1516
12:40
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WN1377
WN3860
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13:00
13:00
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WN2877
WN1516
13:20
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WN692
WN1516
13:30
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WN1961
WN3435
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14:45
WN2764
WN3860
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14:55
14:55
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WN856
WN3435
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15:00
WN2839
WN3860
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15:10
15:10
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MIA

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

Southwest Airlines

Via Nashville with Southwest Airlines

  • Total flight time: 4h 25m - 8h 35m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 73 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via BNA
 
MIA
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN508
WN955
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05:55
05:55
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WN2959
WN581
07:15
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WN2675
WN1600
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07:30
WN2676
WN1600
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09:05
09:05
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08:05
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WN1257
WN581
09:00
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WN1585
WN403
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11:40
WN240
WN3418
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12:35
12:35
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WN1704
WN3418
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13:00
13:00
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WN2677
WN3418
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14:40
14:40
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WN2676
WN1660
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15:20
15:20
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WN3869
WN4575
17:05
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MIA

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

Southwest Airlines

Via Columbus with Southwest Airlines

  • Total flight time: 4h 25m - 8h 50m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 13 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via CMH
 
MIA
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MIA

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

Southwest Airlines

Via Indianapolis with Southwest Airlines

  • Total flight time: 4h 25m - 5h 45m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 10 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
MDW
 
Via IND
 
MIA
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
SHOW RETURN SCHEDULE
CHECK PRICES FOR MDW - MIA

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 2026-07-13
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