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Direct flights from Chicago to Montego Bay

Airlines Schedules

MDW - MBJ route map All flights from MDW to MBJ non-stop. There are direct flights from Chicago Midway International (MDW), Illinois, USA to Sangster International (MBJ), Jamaica with Southwest Airlines. 1 weekly departure are currently scheduled on this route. Departure times range from 07:45 to 08:15 depending on the schedule period. The flight distance is 1719 miles (2766 km). Flight time ranges from 3 hours and 55 minutes to 4 hours.

MDW
Chicago Midway
USAChicago , USA
MBJ
Sangster
JamaicaMontego Bay , Jamaica
MDW
Chicago Midway
USAChicago , USA
Sangster
JamaicaMontego Bay , Jamaica
MBJ
Flight time 3h 55min to 4h 0min
Updated Aug 24, 2026
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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 07:45 and 08:15
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From 21/11
From 21/11
Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS
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Flight schedule from Chicago to Montego Bay with Southwest Airlines

This is a weekly direct flight schedule for Southwest Airlines. Use the arrows or click on the date to change week. Click on any flight departure time to show more information and check availability.

 
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WN1042
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08:05
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The timetable & schedule information was updated at 2026-08-24

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Chicago to Montego Bay scheduled departures

Select a date to see every published non-stop departure between MDW and MBJ.

Monday
Mon
Sep 21
0 flights(0)
Tuesday
Tue
Sep 22
0 flights(0)
Wednesday
Wed
Sep 23
0 flights(0)
Thursday
Thu
Sep 24
0 flights(0)
Friday
Fri
Sep 25
0 flights(0)
Saturday
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Sep 26
0 flights(0)
Sunday
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Sep 27
0 flights(0)
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MDW-MBJ flight route
Route map from Chicago, MDW to Montego Bay, MBJ. The distance is 1719 miles or 2766 km.
Chicago - Montego Bay direct flight map
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MDW - MBJ route facts

  • Distance
    1719 miles (2766 km)
  • Flight time
    3 hours and 55 minutes to 4 hours
  • Airline
    Southwest Southwest
  • Airline alliances
    Low-cost carrier
  • Cabins
    Economy
  • Aircraft
    Boeing 737MAX 8 Passenger

Route FAQ

Southwest Airlines operates non-stop flights from MDW to MBJ with 1 weekly departure.

Scheduled flight time from MDW to MBJ ranges from 3 hours and 55 minutes to 4 hours. The route covers 1719 miles (2766 km).

1 weekly departure are currently scheduled on this route, with published departure times ranging from 07:45 to 08:15 depending on the schedule period.

Economy are currently scheduled on non-stop flights for this route.
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