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
Outbound
04/21/25
1 Stopover (FLL)
NK0267, NK0833
15h 12min
Return
05/19/25
1 Stopover (ATL)
F90016, F91595
26h 22min
Spirit Airlines
$403
Best option
Chicago
Montego Bay
Outbound
06/20/25
direct
AA3228
04h 05min
Return
07/19/25
direct
AA0975
04h 30min
American Airlines ?
$546
Chicago
Montego Bay
Pay attention to transfer at connecting flight
Outbound
04/21/25
1 Stopover (FLL)
NK0002, BW0032
07h 35min
Return
05/19/25
1 Stopover (ATL)
F90016, NK1200
08h 07min
Spirit Airlines, Caribbean Airlines
$444
Chicago
Montego Bay
Outbound
04/21/25
2 Stopovers (ATL, MIA, FLL)
F91596, F92272, BW0032
26h 25min
Return
05/19/25
1 Stopover (ATL)
F90016, F91595
26h 22min
Frontier Airlines, Caribbean Airlines ?
$404
Chicago
Montego Bay
Outbound
04/21/25
1 Stopover (FLL)
NK0267, NK0833
15h 12min
Return
05/19/25
1 Stopover (ATL)
F90016, F91595
26h 22min
Spirit Airlines
$409
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
04/21/25
1 Stopover (FLL)
NK0002, NK0833
05h 51min
Return
05/19/25
1 Stopover (FLL)
NK1361, NK1026
07h 18min
Spirit Airlines
$429
Chicago
Montego Bay
Outbound
04/21/25
3 Stopovers (MCO, ATL, FLL)
NK0573, NK0211, NK0442, NK0833
26h 16min
Return
05/19/25
2 Stopovers (MCO, ATL)
NK1570, NK1850, NK1200
34h 17min
Spirit Airlines ?
$432
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
Prices based on recent searches, subject to last-minute changes
Page 1 / 4

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 $402.05
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