A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.
Departure window: through .
No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.
Did you mean Flights from Chicago to Montego Bay?
Montego Bay
JamaicaMBJ
Sangster International Airport
Chicago
United StatesMDW
Chicago Midway International Airport
Sangster International Airport (MBJ) serves Montego Bay; Chicago Midway International Airport (MDW) serves Chicago.
The airports are 1,710 miles apart by great-circle distance.
Roame's current schedule feed shows nonstop service from MBJ to MDW.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Published schedule dates span Nov 21, 2026 – May 29, 2027.
These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.
Sangster International Airport (MBJ) is the origin airport and Chicago Midway International Airport (MDW) is the destination airport.
MBJ and MDW are approximately 1,710 miles apart by great-circle distance.
Yes. Roame's current schedule feed shows nonstop service from MBJ to MDW.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Aircraft listed in the current schedule include Boeing 737 MAX 8 (7M8).