Direct flights from Montego Bay to Chicago

Airlines Schedules

MBJ - MDW route map All flights from MBJ to MDW non-stop. There are direct flights from Sangster International (MBJ), Jamaica to Chicago Midway International (MDW), Illinois, USA with Southwest Airlines. 1 weekly departure are currently scheduled on this route. Departure times range from 13:25 to 14:25 depending on the schedule period. The flight distance is 1719 miles (2766 km). Flight time ranges from 4 hours and 5 minutes to 4 hours and 10 minutes.

MBJ
Sangster

Montego Bay , Jamaica

MDW
Chicago Midway

Chicago , USA

MBJ

Sangster

Montego Bay , Jamaica

Chicago Midway
USA

Chicago , USA

MDW

Flight time 4h 5min to 4h 10min

Updated Jun 29, 2026

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Airlines with non-stop routes:

Southwest Airlines Low-cost carrier

Departure times vary between 13:25 and 14:25

Sun

Mon

Tue

Wed

Thu

Fri

Sat

1 flight/week

Weekday-labels: HAS FLIGHTS UPCOMING NO FLIGHTS

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Flight schedule from Montego Bay to Chicago 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.

Flight

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Aug 3

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Aug 9

The timetable & schedule information was updated at

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Montego Bay to Chicago scheduled departures

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

Select date to show departures:

Wednesday

Wed

Aug 05

0 flights(0)

Thursday

Thu

Aug 06

0 flights(0)

Friday

Fri

Aug 07

0 flights(0)

Saturday

Sat

Aug 08

0 flights(0)

Sunday

Sun

Aug 09

0 flights(0)

Monday

Mon

Aug 10

0 flights(0)

Tuesday

Tue

Aug 11

0 flights(0)

Time

Airline

Flight

No flights found.

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Route map from Montego Bay, MBJ to Chicago, MDW. The distance is 1719 miles or 2766 km.

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MBJ - MDW route facts

Distance

1719 miles (2766 km)
Flight time

4 hours and 5 minutes to 4 hours and 10 minutes
Airline

Southwest
Airline alliances

Low-cost carrier
Cabins

Economy
Aircraft

Boeing 737MAX 8 Passenger

Route FAQ

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

Scheduled flight time from MBJ to MDW ranges from 4 hours and 5 minutes to 4 hours and 10 minutes. The route covers 1719 miles (2766 km).

1 weekly departure are currently scheduled on this route, with published departure times ranging from 13:25 to 14:25 depending on the schedule period.

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