Cheap flights from Chicago to Montego Bay

Find cheap Montego Bay to Chicago flights with our free search service. Compare all available fares for direct or connection flights from Montego Bay to Chicago.

Round-trip
  • One-way
  • Round-trip
1 adult
Adults 12 years or over
1
Children 2-11 years
0
Infants 0-23 months
0
Cancel Done
Economy Class
  • Economy Class
  • Business Class
Done
Done

Chicago to Montego Bay flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - Montego Bay (MBJ) 2026-12-24 2026-12-27 363 USD 33 hours 35 minutes Connection 2026-11-07T18:24:37
Chicago (CHI) - Montego Bay (MBJ) 2026-12-03 2026-12-07 528 USD 25 hours 5 minutes Connection 2026-11-09T22:54:02
Chicago (CHI) - Montego Bay (MBJ) 2026-11-26 2026-11-29 538 USD 41 hours 53 minutes Connection 2026-11-07T18:23:43
Chicago (CHI) - Montego Bay (MBJ) 2027-01-10 2027-01-15 676 USD 24 hours 45 minutes Connection 2026-11-10T23:51:31
Chicago (CHI) - Montego Bay (MBJ) 2026-12-31 2027-01-04 1082 USD 33 hours 31 minutes Connection 2026-11-08T18:24:04
Chicago (CHI) - Montego Bay (MBJ) 2026-12-31 2027-01-03 1316 USD 36 hours 31 minutes Connection 2026-11-11T23:15:06
Chicago (CHI) - Montego Bay (MBJ) 2026-12-31 2027-01-02 1420 USD 48 hours 32 minutes Connection 2026-11-08T18:21:48

Chicago to Montego Bay flight status

Flight Origin Destination Departure Arrival Equip
WN1042 Chicago (MDW) Montego Bay (MBJ) 9:55 a.m. 1:45 p.m. B737