Find a great deal and save up to 35% by booking at least 47 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Jamaica within the next two weeks, with the cheapest ticket starting at $440.
Our data shows that August tends to be the cheapest month to fly to Jamaica from Chicago. Users have commonly found prices around $559 for the month, but tickets can be as low as $227. Due to multiple factors, prepare for potentially higher prices in December.
When flying from Chicago to Jamaica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$224 - $398
Route
Depart
Return
Price
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Tue 4/9
1 stop15h 03m
Montego Bay Sangster Intl
Tue 4/16
1 stop11h 35m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Sat 4/13
1 stop14h 20m
Montego Bay Sangster Intl
Wed 4/17
1 stop10h 46m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Tue 4/23
1 stop6h 45m
Montego Bay Sangster Intl
Sat 4/27
1 stop8h 55m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Thu 4/11
1 stop25h 20m
Montego Bay Sangster Intl
Tue 4/16
1 stop11h 35m
Chicago MidwayMontego Bay Sangster Intl
MDW - MBJ
MDWMBJ
Chicago Midway
Tue 4/9
1 stop15h 00m
Montego Bay Sangster Intl
Sat 4/13
2 stops16h 02m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Tue 4/23
1 stop8h 53m
Montego Bay Sangster Intl
Tue 4/30
1 stop8h 55m
Chicago MidwayKingston Norman Manley
MDW - KIN
MDWKIN
Chicago Midway
Mon 4/22
1 stop7h 25m
Kingston Norman Manley
Wed 4/24
2 stops23h 40m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Sat 4/13
Nonstop4h 05m
Montego Bay Sangster Intl
Wed 4/17
Nonstop4h 35m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Tue 4/9
1 stop6h 21m
Montego Bay Sangster Intl
Sat 4/13
Nonstop4h 24m
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
It was a good experience other than a short delay.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
It was a good experience other than a short delay.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
It was a good experience other than a short delay.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
It was a good experience other than a short delay.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
It was a good experience other than a short delay.
Comfort
Entertainment
Food
Overall
Boarding
Crew
Reviews
It was a good experience other than a short delay.
0%of flight departures | Early morningMidnight to 6 am |
---|---|
100%of flight departures | Morning6 am to noon |
0%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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