Airlines with flights from Montego Bay to Chicago

There are two airlines with scheduled flights between MBJ and MDW. Southwest is the only airline with non-stop flights from Sangster International to Midway International Airport and the flight time is 4 hours and 15 minutes.

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 4 hours and 15 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 1 flight per week
  • Boeing 737MAX 8 Passenger
MBJ
Direct
MDW

The timetable & schedule information was updated at 2024-12-13

Via Atlanta with Delta Air Lines

  • Total flight time: 6h 52m - 10h 00m.
  • Sky Team Alliance
  • 15 flights per week
MBJ
 
Via ATL
 
MDW

The timetable & schedule information was updated at 2024-12-13

Via Orlando with Southwest Airlines

  • Total flight time: 6h 20m - 10h 45m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 14 flights per week
  • Boeing 737MAX 8 Passenger
MBJ
 
Via MCO
 
MDW
 
Flight
Mon
Jan 20
Tue
Jan 21
Wed
Jan 22
Thu
Jan 23
Fri
Jan 24
Sat
Jan 25
Sun
Jan 26
WN273
WN2711
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----
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13:10
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WN907
WN2444
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----
----
----
----
13:20
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WN273
WN2401
13:45
13:45
13:45
13:45
13:45
----
13:45
WN273
WN2836
13:45
13:45
13:45
13:45
13:45
----
13:45
WN907
WN4710
14:00
14:00
14:00
14:00
14:00
----
14:00
WN293
WN2711
----
----
----
----
----
14:20
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WN293
WN2715
----
----
----
----
----
14:20
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WN905
WN4710
15:10
15:10
15:10
15:10
15:10
----
15:10
WN293
WN2836
16:00
----
----
----
----
----
16:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR MBJ - MDW

The timetable & schedule information was updated at 2024-12-13

Via Baltimore with Southwest Airlines

  • Total flight time: 7h 00m - 10h 15m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 9 flights per week
  • Boeing 737MAX 8 Passenger
MBJ
 
Via BWI
 
MDW
 
Flight
Mon
Jan 20
Tue
Jan 21
Wed
Jan 22
Thu
Jan 23
Fri
Jan 24
Sat
Jan 25
Sun
Jan 26
WN273
WN2711
----
----
----
----
----
13:10
----
WN907
WN2444
----
----
----
----
----
13:20
----
WN273
WN2401
13:45
13:45
13:45
13:45
13:45
----
13:45
WN273
WN2836
13:45
13:45
13:45
13:45
13:45
----
13:45
WN907
WN4710
14:00
14:00
14:00
14:00
14:00
----
14:00
WN293
WN2711
----
----
----
----
----
14:20
----
WN293
WN2715
----
----
----
----
----
14:20
----
WN905
WN4710
15:10
15:10
15:10
15:10
15:10
----
15:10
WN293
WN2836
16:00
----
----
----
----
----
16:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR MBJ - MDW

The timetable & schedule information was updated at 2024-12-13

Via Fort Lauderdale with Southwest Airlines

  • Total flight time: 6h 35m - 9h 50m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 7 flights per week
  • Boeing 737MAX 8 Passenger
MBJ
 
Via FLL
 
MDW
 
Flight
Mon
Jan 20
Tue
Jan 21
Wed
Jan 22
Thu
Jan 23
Fri
Jan 24
Sat
Jan 25
Sun
Jan 26
WN273
WN2711
----
----
----
----
----
13:10
----
WN907
WN2444
----
----
----
----
----
13:20
----
WN273
WN2401
13:45
13:45
13:45
13:45
13:45
----
13:45
WN273
WN2836
13:45
13:45
13:45
13:45
13:45
----
13:45
WN907
WN4710
14:00
14:00
14:00
14:00
14:00
----
14:00
WN293
WN2711
----
----
----
----
----
14:20
----
WN293
WN2715
----
----
----
----
----
14:20
----
WN905
WN4710
15:10
15:10
15:10
15:10
15:10
----
15:10
WN293
WN2836
16:00
----
----
----
----
----
16:00
SHOW RETURN SCHEDULE
CHECK PRICES FOR MBJ - MDW

The timetable & schedule information was updated at 2024-12-13

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