SAR 1,529 Cheap Flights from Chicago (MDW) to Montego Bay (MBJ)
Popular airlines from Chicago Midway Airport (MDW) to Sir Donald Sangster Intl. Airport (MBJ)
Southwest AirlinesSouthwest Airlines
DeltaDelta
Frontier AirlinesFrontier Airlines
Be in the knowGet alerts if flight prices drop or rise*
Book smarterSave on select hotels after you book a flight*
Find the right fitWe search billions of combinations of flights to help you find your next adventure
Cheap Flights from Chicago to Montego Bay (MDW-MBJ)
Prices were available within the past 7 days and start at SAR 1,529 for one-way flights, for the period specified. Prices and availability are subject to change.
Thursday, 30 July, 2026
MDW
Chicago
MBJ
Montego Bay
SAR 1,529
One way
Found 7 hours ago
Thursday, 30 July, 2026
MDW
Chicago
MBJ
Montego Bay
SAR 1,811
One way
Found 1 day ago
Friday, 24 July, 2026
MDW
Chicago
MBJ
Montego Bay
SAR 2,491
One way
Found 3 days ago
Friday, 24 July, 2026
MDW
Chicago
MBJ
Montego Bay
SAR 2,772
One way
Found 3 days ago
Find the cheapest month to fly from Chicago (MDW) to Montego Bay (MBJ)
December is typically the cheapest month to flyDecember is typically the cheapest month to fly
From SAR 1,282 - SAR 2,214 per traveler.
Travel information
Origin airport | Chicago Midway Airport |
|---|---|
Destination airport | Sir Donald Sangster Intl. Airport |
Distance | 2,751 km away |
Airlines serving | Southwest Airlines, Delta, Frontier Airlines |
Popular airline | Southwest Airlines |
Roundtrip price | SAR 1,529 |
*Available to One Key members.