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).
  • 9 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
Direct
MIA
 
Flight
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Jun 15
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Jun 16
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Jun 17
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Jun 18
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Jun 19
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Jun 20
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Jun 21
WN2464
08:00
11:45
11:45
08:00
08:00
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09:00
WN2239
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----
----
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14:40
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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
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
 
Via MCO
 
MIA
 
Flight
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Jun 15
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Jun 17
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Jun 18
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Jun 19
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Jun 20
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Jun 21
WN435
WN1516
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----
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----
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12:00
WN2877
WN1516
13:20
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13:20
13:20
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12:00
WN3579
WN1516
12:40
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12:40
12:40
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WN114
WN1516
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12:50
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WN692
WN1516
13:30
12:50
12:50
13:30
13:30
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WN160
WN1516
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----
----
----
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13:35
WN1779
WN1516
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----
----
----
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14:50
WN2819
WN1516
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14:50
14:50
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WN496
WN1516
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15:00
15:00
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WN2820
WN1516
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----
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15:50
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WN2817
WN1516
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16:35
16:35
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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
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
 
Via BNA
 
MIA
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN1053
WN581
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----
----
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06:40
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WN2959
WN581
07:15
08:40
08:40
07:15
07:15
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WN1708
WN581
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07:45
07:45
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----
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WN1337
WN581
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----
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07:55
WN1257
WN581
09:00
----
----
09:00
09:00
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WN3869
WN4575
17:05
15:10
15:10
17:05
17:05
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----
WN1257
WN4575
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----
----
----
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15:30
----
WN3614
WN4069
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----
----
----
----
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16:40
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
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
 
Via CMH
 
MIA
 
Flight
Mon
Jun 15
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Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2569
WN4524
----
----
----
----
----
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08:30
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
    Boeing 737-700 Passenger (Scimitar Winglets)
MDW
 
Via IND
 
MIA
 
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 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 2026-06-02
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