Nonstop flights from Montego Bay to Chicago
2 airlines fly from Montego Bay (MBJ) to 2 Chicago airports (ORD and MDW).
Routes
2 airport pairs- MBJ to ORDSangster to Chicago O'Hare6 a week
- MBJ to MDWSangster to Chicago Midway1 a week
When they leave
Montego Bay time2:12p2:25pFirst departure 2:12 PM, last 2:25 PM
Two in the afternoon, 2:12 PM to 2:25 PM.
Every flight
Earliest first
Schedules last checked Sep 20, 2026. Times are local.
Flying from Montego Bay to Chicago
American Airlines flies most often, 6 times a week on the Boeing 737-800. Southwest Airlines flies on Saturdays with the Boeing 737 MAX 8.
Flights run every day except Fridays, up to 2 a day. The first arrival in Chicago is at 5:35 PM and the last at 6:55 PM.
MBJ to ORD is the busiest airport pair, with 6 flights a week, then MBJ to MDW with 1.
On MBJ to ORD, American Airlines is back on Oct 10. On MBJ to MDW, Southwest Airlines starts on Nov 21.
Flying back, Chicago to Montego Bay has 7 nonstop flights a week.
Return flights
Find the cheapest day to fly from Montego Bay to Chicago.
Schedules as of Oct 9, 2026.