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
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Total flight time: 4 hours and 15 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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1 flight per week
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Boeing 737MAX 8 Passenger
MBJ
Direct
MDW
W4, Jan 20 - Jan 26
Flight
Mon
Jan 20
Tue
Jan 21
Wed
Jan 22
Thu
Jan 23
Fri
Jan 24
Sat
Jan 25
Sun
Jan 26
WN1043
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14:10
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The timetable & schedule information was updated at 2024-12-13
Via Atlanta with Delta Air Lines
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Total flight time: 6h 52m - 10h 00m.
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Sky Team Alliance
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15 flights per week
MBJ
Via ATL
MDW
W4, Jan 20 - Jan 26
Flight
Mon
Jan 20
Tue
Jan 21
Wed
Jan 22
Thu
Jan 23
Fri
Jan 24
Sat
Jan 25
Sun
Jan 26
DL1920
DL1739
DL1739
08:00
08:00
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08:00
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08:00
DL1987
DL1076
DL1076
13:02
13:02
13:02
13:02
13:02
13:02
13:02
DL1928
DL1076
DL1076
14:12
14:12
14:12
14:12
14:12
14:12
14:12
DL1800
DL1076
DL1076
15:18
15:18
15:18
15:18
15:18
15:18
15:18
The timetable & schedule information was updated at 2024-12-13
Via Orlando with Southwest Airlines
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Total flight time: 6h 20m - 10h 45m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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14 flights per week
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Boeing 737MAX 8 Passenger
MBJ
Via MCO
MDW
W4, Jan 20 - Jan 26
Flight
Mon
Jan 20
Tue
Jan 21
Wed
Jan 22
Thu
Jan 23
Fri
Jan 24
Sat
Jan 25
Sun
Jan 26
WN273
WN2711
WN2711
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----
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13:10
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WN907
WN2444
WN2444
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----
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----
----
13:20
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WN273
WN2401
WN2401
13:45
13:45
13:45
13:45
13:45
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13:45
WN273
WN2836
WN2836
13:45
13:45
13:45
13:45
13:45
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13:45
WN907
WN4710
WN4710
14:00
14:00
14:00
14:00
14:00
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14:00
WN293
WN2711
WN2711
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----
----
----
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14:20
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WN293
WN2715
WN2715
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----
----
----
----
14:20
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WN905
WN4710
WN4710
15:10
15:10
15:10
15:10
15:10
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15:10
WN293
WN2836
WN2836
16:00
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----
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16:00
The timetable & schedule information was updated at 2024-12-13
Via Baltimore with Southwest Airlines
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Total flight time: 7h 00m - 10h 15m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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9 flights per week
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Boeing 737MAX 8 Passenger
MBJ
Via BWI
MDW
W4, Jan 20 - Jan 26
Flight
Mon
Jan 20
Tue
Jan 21
Wed
Jan 22
Thu
Jan 23
Fri
Jan 24
Sat
Jan 25
Sun
Jan 26
WN273
WN2711
WN2711
----
----
----
----
----
13:10
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WN907
WN2444
WN2444
----
----
----
----
----
13:20
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WN273
WN2401
WN2401
13:45
13:45
13:45
13:45
13:45
----
13:45
WN273
WN2836
WN2836
13:45
13:45
13:45
13:45
13:45
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13:45
WN907
WN4710
WN4710
14:00
14:00
14:00
14:00
14:00
----
14:00
WN293
WN2711
WN2711
----
----
----
----
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14:20
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WN293
WN2715
WN2715
----
----
----
----
----
14:20
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WN905
WN4710
WN4710
15:10
15:10
15:10
15:10
15:10
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15:10
WN293
WN2836
WN2836
16:00
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16:00
The timetable & schedule information was updated at 2024-12-13
Via Fort Lauderdale with Southwest Airlines
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Total flight time: 6h 35m - 9h 50m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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7 flights per week
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Boeing 737MAX 8 Passenger
MBJ
Via FLL
MDW
W4, Jan 20 - Jan 26
Flight
Mon
Jan 20
Tue
Jan 21
Wed
Jan 22
Thu
Jan 23
Fri
Jan 24
Sat
Jan 25
Sun
Jan 26
WN273
WN2711
WN2711
----
----
----
----
----
13:10
----
WN907
WN2444
WN2444
----
----
----
----
----
13:20
----
WN273
WN2401
WN2401
13:45
13:45
13:45
13:45
13:45
----
13:45
WN273
WN2836
WN2836
13:45
13:45
13:45
13:45
13:45
----
13:45
WN907
WN4710
WN4710
14:00
14:00
14:00
14:00
14:00
----
14:00
WN293
WN2711
WN2711
----
----
----
----
----
14:20
----
WN293
WN2715
WN2715
----
----
----
----
----
14:20
----
WN905
WN4710
WN4710
15:10
15:10
15:10
15:10
15:10
----
15:10
WN293
WN2836
WN2836
16:00
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16:00
The timetable & schedule information was updated at 2024-12-13