Flight Routes from Chicago to Montego Bay

Compare cheap outbound and return flights from Chicago (CHI) to Montego Bay (MBJ) and find the best offer from numerous airlines and travel agencies.

Trip type
Fastest flight
non-stop flights
23x / week
Flight distance
2,761 km
Time difference
none
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Flight schedule from Chicago (CHI) to Montego Bay (MBJ)

Select a travel date in the flight schedule for the route from Chicago (CHI) to Montego Bay (MBJ) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flights0 of 0
fromto
dep.arr.
durationstopovers
  1. September 6 – 12, 2026
  2. September 13 – 19, 2026
  3. September 20 – 26, 2026
    No flights could be found for this week (yet). Please use the search form.
      No flights could be found for this week (yet). Please use the search form.
        No flights could be found for this week (yet). Please use the search form.

        Tips and tricks to help you find cheap flights from Chicago to Montego Bay

        Favorite airline: Spirit Airlines
        Spirit Airlines is the most popular airline for flights from Chicago to Montego Bay.
        Spirit Airlines
        29 %
        American Airlines
        19 %
        United Airlines
        19 %
        Stopover flights are the cheapest connection
        Direct flights on this route are $297.00 more expensive on average than flights with a stopover.
        non stop flight
        1 stop
        2 stops
        04h 05min
        14h 22min
        08h 19min
        618 $
        321 $
        405 $
        Favourite connection: via Fort Lauderdale
        On this route, flights with a stopover in Fort Lauderdale are the most popular.
        Route
        bookings
        1 stopover Fort Lauderdale-Hollywood International Airport, FL
        14h 22min, from 321 $
        41 %
        1 stopover Toronto - Lester B. Pearson International Airport
        14h 25min, from 531 $
        19 %
        1 stopover Orlando International Airport, FL
        06h 00min, from 381 $
        14 %

        Important flight information

        Discover more flights around Chicago and Montego Bay

        Departure airport Airport Chicago-IL, all airports (CHI)
        Arrival airport Airport Montego Bay (MBJ)
        Destination country Flights to Jamaica
        Departure airport - Destination country Chicago-IL, all airports - Jamaica
        Alternative flights to Montego Bay