| Outbound | Return | Airlines | Shop | Baggage | Price | ||
|---|---|---|---|---|---|---|---|
| Best option Chicago Montego Bay | Outbound 02/19/25 direct AA0975 04h 01min | Return 03/10/25 direct AA0975 04h 32min |  American Airlines |  | ? | $468 found 3 days ago | |
| Chicago Montego Bay | Outbound 02/19/25 2 Stopovers (LGA, CLT) AA2084, AA2036, AA2732 09h 00min | Return 03/10/25 direct AA0975 04h 32min | American Airlines |  | ? | $470 found 3 days ago | |
| Chicago Montego Bay | Outbound 02/19/25 1 Stopover (EWR) UA1633, UA2126 13h 32min | Return 03/10/25 direct UA1160 04h 22min |  United Airlines |  | ? | $512 found 3 days ago | |
| Chicago Montego Bay | Outbound 01/16/25 2 Stopovers (CLT, MIA) AA2842, AA2187, AA2613 07h 33min | Return 01/20/25 2 Stopovers (MIA, CLT) AA2763, AA2187, AA1668 16h 08min | American Airlines | | ? | $515 | |
| Chicago Montego Bay | Outbound 02/19/25 1 Stopover (DFW) AA1555, AA2852 07h 41min | Return 03/10/25 1 Stopover (MIA) AA0842, AA1431 17h 04min | American Airlines |  | ? | $528 found 3 days ago | |
| Chicago Montego Bay | Outbound 01/16/25 direct AA1585 04h 01min | Return 01/20/25 2 Stopovers (MIA, CLT) AA2763, AA2187, AA2279 18h 07min | American Airlines | | ? | $537 | |
| Chicago Montego Bay | Outbound 02/19/25 1 Stopover (DFW) AA1555, AA2852 07h 41min | Return 03/10/25 direct AA0975 04h 32min | American Airlines |  | ? | $538 found 3 days ago | |
| Chicago Montego Bay | Outbound 02/19/25 1 Stopover (FLL) NK0019, NK0833 06h 36min | Return 03/10/25 1 Stopover (ATL) F90016, F91595 08h 24min |  Spirit Airlines |  | $545 found 3 days ago | ||
| Chicago Montego Bay | Outbound 02/19/25 1 Stopover (FLL) NK0019, NK0833 06h 36min | Return 03/10/25 1 Stopover (ATL) F90016, F91595 08h 24min | Spirit Airlines |  | $560 found 3 days ago | ||
| Chicago Montego Bay | Outbound 01/16/25 direct AA1585 04h 01min | Return 01/20/25 2 Stopovers (MIA, CLT) AA2763, AA2187, AA2279 18h 07min | American Airlines | | ? | $597 |
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Find cheap flights -
Booking tips
- Flight Routes
- Flights to Jamaica
- Flights to Montego Bay
- Flights Chicago (CHI) Montego Bay (MBJ)
Stops
- Direct flight
Airline
- American Airlines
- Spirit Airlines
- United Airlines
- Air Canada
Flight type
- Return
Outbound departure month
- January 2025
- February 2025
Outbound weekday
- Wednesday
- Thursday
Return departure month
- January 2025
- March 2025
Return weekday
- Monday
Change in
- Toronto - Lester B. Pearson International Airport
- Miami International Airport, FL
- New York - Newark Liberty International Airport, NJ
- Dallas-Fort Worth International Airport, T
- New York - La Guardia Airport, NY
- Charlotte Douglas International Airport, NC
- Fort Lauderdale-Hollywood International Airport, FL
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 %
Flight information: Chicago - Montego Bay
| Roundtrip from | $467.48 |
|---|---|
| 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 San Diego - Montego Bay from $370
- Flight Washington DC - Montego Bay from $451
- Flight Charlotte - Montego Bay from $703
- Flight Newark - Montego Bay from $492
- Flight Orlando - Montego Bay from $274
- Flight Miami - Montego Bay from $389
- Flight Chicago O'Hare - Montego Bay from $515
- Flight Baltimore - Montego Bay from $375
- Flight Philadelphia - Montego Bay from $269
Flight destinations with a similar price
- Flight Chicago - Frankfurt from $431
- Flight Chicago - Munich from $423
- Flight Chicago - London from $451
- Flight Chicago - San Juan (Puerto Rico) from $446