
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $364 (Mytrip) |
One-way from | $111 (Cheapflightsfares) |
Popular in | June |
Cheapest in | January |
Average price | $546 |
Good round-trip deal | $484 or less |
Good one-way deal | $224 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Tue 4/14
7:00 am-3:17 pm
2 stops8h 17m
Montego Bay Sangster Intl
Wed 4/22
2:09 pm-9:25 pm
1 stop7h 16m
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Fri 2/20
5:15 am-12:02 pm
1 stop5h 47m
Montego Bay Sangster Intl
Fri 2/27
1:00 pm-9:13 pm
1 stop9h 13m
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
Sat 4/18
9:55 am-1:45 pm
Nonstop3h 50m
Montego Bay Sangster Intl
Thu 4/23
2:55 pm-10:20 pm
1 stop7h 25m
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Thu 4/23
1:35 pm-11:02 am
2 stops21h 27m
Montego Bay Sangster Intl
Tue 4/28
12:00 pm-7:48 pm
1 stop7h 48m
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
Sat 4/18
9:55 am-1:45 pm
Nonstop3h 50m
Montego Bay Sangster Intl
Tue 4/21
12:15 pm-9:25 pm
1 stop9h 10m
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Sat 3/7
6:51 pm-2:04 pm
1 stop18h 13m
Montego Bay Sangster Intl
Sat 3/14
3:04 pm-9:45 am
1 stop18h 41m
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
Wed 3/11
6:00 am-3:28 pm
1 stop9h 28m
Montego Bay Sangster Intl
Wed 3/18
1:38 pm-10:31 pm
1 stop8h 53m
ChicagoMontego Bay
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Tue 5/12
6:00 am-3:29 pm
1 stop9h 29m
Montego Bay Sangster Intl
Sun 5/17
4:55 pm-11:59 pm
1 stop7h 04m
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
Wed 4/29
6:00 am-12:54 pm
1 stop6h 54m
Montego Bay Sangster Intl
Sat 5/2
2:09 pm-10:28 pm
1 stop8h 19m
ChicagoMontego Bay
MDW - MBJ
MDWMBJ
Chicago Midway
Sat 4/25
6:00 am-12:54 pm
1 stop6h 54m
Montego Bay Sangster Intl
Wed 4/29
12:44 pm-10:28 pm
1 stop9h 44m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars |
The best time to book flights from Chicago to Montego Bay is 28 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, January is the cheapest month in which you can book a flight from Chicago to Montego Bay (average of $95). Flying from Chicago to Montego Bay in August is currently the most expensive (average of $384). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Montego Bay as you normally would.
Fort Lauderdale (FLL) – chosen by Cheapflights users on 63% of 1-stop itineraries from Chicago to Montego Bay on Cheapflights.
Atlanta (ATL) is the most affordable 1-stop option, with an average round-trip price of $370.
Flights via Miami (MIA) have the shortest average one-way travel time for 1-stop routes: 5h 40m.
Flights via Charlotte (CLT) offer the fastest connection on this route, with an average layover time of 1h 20m.
Boarding
Crew
Overall
Entertainment
Comfort
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Crew
Overall
Entertainment
Comfort
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Crew
Overall
Entertainment
Comfort
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Crew
Overall
Entertainment
Comfort
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Crew
Overall
Entertainment
Comfort
Food
Reviews
Thomas,Dec 2025
SEA - DEN
Boarding
Crew
Overall
Entertainment
Comfort
Food
Reviews
Thomas,Dec 2025
SEA - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$130 | Average$384 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$662 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$563 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$356 | Average$601 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$412 | Average$576 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$518 | Average$719 | FlexibilityNo cancel fee | On-time63% |