Recent Airfares from Chicago to Jamaica

Chicago to Montego Bay

from

2025-03-05 - 2025-03-12
1 stop · 7-day round trip
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Chicago to Kingston

from

2024-12-21 - 2025-01-04
1 stop · 14-day round trip
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Weather Averages for Jamaica

Explore Popular Cities in Jamaica

Kingston Jamaica Montego Bay Jamaica Negril Jamaica Ocho Rios Jamaica Port Antonio Jamaica Falmouth Jamaica Hanover Jamaica Runaway Bay Jamaica St Ann Jamaica St Elizabeth Jamaica

Chicago to Jamaica flight information

  • The most popular flight routes from Chicago to Jamaica are Chicago to Montego Bay, Chicago to Kingston
  • The cheapest flight from Chicago to Jamaica is from Chicago to Montego Bay, with airfares starting at EUR 373.07
  • The fastest flight from Chicago to Jamaica is from Chicago to Montego Bay, with an average flight time of 3h 55m
  • The most popular city destinations in Jamaica are Kingston, Montego Bay, Negril

Popular routes from Chicago to Jamaica

Popular destinations from Chicago