Flights from Chicago to Montego Bay

Our cheapest offers for flights from Chicago to Montego Bay

Here you can compare cheap flights from Chicago (CHI) to Montego Bay (MBJ) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Montego Bay. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Chicago
Montego Bay
Pay attention to transfer at connecting flight
Outbound
06/07/25
1 Stopover (FLL)
NK2187, NK0833
22h 21min
Return
06/23/25
1 Stopover (FLL)
NK2829, NK0002
22h 35min
Spirit Airlines
$407
Best option
Chicago
Montego Bay
Outbound
10/18/25
1 Stopover (DFW)
AA0857, AA2059
15h 42min
Return
10/24/25
direct
AA0975
04h 30min
American Airlines ?
$486
Chicago
Montego Bay
Outbound
09/19/25
2 Stopovers (CLT, MIA)
AA2080, AA3068, AA2618
25h 38min
Return
09/29/25
2 Stopovers (MIA, DCA)
AA2388, AA2897, AA2304
17h 22min
American Airlines ?
$425
Chicago
Montego Bay
Outbound
07/02/25
2 Stopovers (MCO, FLL)
NK2189, NK2009, NK0833
24h 16min
Return
07/25/25
1 Stopover (ATL)
F90016, F93397
15h 17min
Spirit Airlines ?
$426
Chicago
Montego Bay
Outbound
09/19/25
2 Stopovers (LGA, MCO)
NK0919, NK1350, NK1569
14h 54min
Return
09/29/25
2 Stopovers (FLL, MCO)
NK0270, NK0196, NK3201
49h 29min
Spirit Airlines
$435
Chicago
Montego Bay
Outbound
09/19/25
1 Stopover (MIA)
AA1277, AA2618
16h 00min
Return
09/29/25
1 Stopover (MIA)
AA2388, AA2174
28h 18min
American Airlines ?
$442
Chicago
Montego Bay
Outbound
09/04/25
1 Stopover (ATL)
F91596, F90017
26h 43min
Return
09/28/25
1 Stopover (ATL)
F90016, F93397
14h 57min
Frontier Airlines
$444
found 3 days ago
Chicago
Montego Bay
Outbound
09/19/25
2 Stopovers (CLT, MIA)
AA2976, AA1165, AA3154
16h 10min
Return
09/29/25
1 Stopover (MIA)
AA2388, AA1159
26h 50min
American Airlines ?
$448
Chicago
Montego Bay
Outbound
06/08/25
1 Stopover (FLL)
NK1986, NK0833
15h 27min
Return
06/29/25
1 Stopover (BOS)
B61194, B60311
17h 00min
Spirit Airlines ?
$452
Chicago
Montego Bay
Outbound
09/04/25
1 Stopover (ATL)
F91442, F90017
13h 37min
Return
09/28/25
1 Stopover (ATL)
F90016, F93397
14h 57min
Frontier Airlines
$455
found 3 days ago
Prices based on recent searches, subject to last-minute changes
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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

Flight information: Chicago - Montego Bay

Roundtrip from $ 406,67
Flight duration min. 03:55 / max. 04:05
Return flight duration min. 04:10/ max. 04:37
Distance 2761 km
Flights per week 23
Departure airport Airport Chicago-IL all Airports (ORD, MDW, RFD) (CHI)
Arrival airport Airport Montego Bay (MBJ)
Destination country Flights to Jamaica
Alternative flights to Montego Bay
Flight destinations with a similar price
Flight destinations with a similar price