All airlines flying from Chicago Midway (MDW) to Montego Bay (MBJ).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 07:50 Chicago Midway (MDW) 11:45 Montego Bay (MBJ)
Southwest Airlines WN 1042 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2026-06-07 through 2026-08-02
Sat 08:20 Chicago Midway (MDW) 13:15 Montego Bay (MBJ)
Southwest Airlines WN 1042 Non-stop Boeing 737 MAX 8 (7M8) 3:55 Effective 2026-02-14 through 2026-02-28
Sat 08:45 Chicago Midway (MDW) 13:35 Montego Bay (MBJ)
Southwest Airlines WN 1042 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Operates only on 2026-03-07
Sat 08:45 Chicago Midway (MDW) 12:35 Montego Bay (MBJ)
Southwest Airlines WN 1042 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2026-03-14 through 2026-04-04
Sun 09:45 Chicago Midway (MDW) 13:35 Montego Bay (MBJ)
Southwest Airlines WN 1042 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2026-03-08 through 2026-04-05
Sat 09:55 Chicago Midway (MDW) 13:45 Montego Bay (MBJ)
Southwest Airlines WN 1042 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2026-04-11 through 2026-05-30
Mon-Fri 10:05 Chicago Midway (MDW) 13:55 Montego Bay (MBJ)
Southwest Airlines WN 1042 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2026-06-04 through 2026-08-03
Sat 10:10 Chicago Midway (MDW) 14:00 Montego Bay (MBJ)
Southwest Airlines WN 1042 Non-stop Boeing 737 MAX 8 (7M8) 3:50 Effective 2026-06-06 through 2026-08-01
Sat 10:25 Chicago Midway (MDW) 15:20 Montego Bay (MBJ)
Southwest Airlines WN 1042 Non-stop Boeing 737-800 (73H) 3:55 Valid until 2026-01-03


All airlines flying from Chicago Midway (MDW) to Montego Bay (MBJ).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-14 through 2026-02-28
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-03-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-14 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 3:55, non-stop
Boeing 737-800 (73H)
  • An international route departing from Chicago Midway airport, United States (MDW) and arriving at Montego Bay airport, Jamaica (MBJ).
  • The flight distance is 1709 miles, or 2750 km.
  • The timezone of the departure airport is UTC-6 , and the timezone of the arrival airport is UTC-5 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 3:50 and 3:55.