Our data shows that August tends to be the cheapest month to fly to Jamaica from Chicago. Users have commonly found prices around $532 for the month, but tickets can be as low as $240. 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
$254 - $468
Route
Depart
Return
Price
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Wed 9/4
1 stop6h 36m
Montego Bay Sangster Intl
Sat 9/7
1 stop7h 54m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Sat 9/7
1 stop6h 36m
Montego Bay Sangster Intl
Thu 9/12
1 stop7h 54m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Sat 9/7
1 stop6h 36m
Montego Bay Sangster Intl
Thu 9/12
1 stop7h 54m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Mon 9/30
1 stop6h 36m
Montego Bay Sangster Intl
Sat 10/5
1 stop25h 01m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Fri 9/13
1 stop10h 58m
Montego Bay Sangster Intl
Wed 9/18
1 stop7h 54m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Wed 9/18
1 stop10h 58m
Montego Bay Sangster Intl
Tue 10/1
1 stop10h 27m
Chicago MidwayMontego Bay Sangster Intl
MDW - MBJ
MDWMBJ
Chicago Midway
Mon 9/23
1 stop9h 13m
Montego Bay Sangster Intl
Mon 9/30
1 stop12h 42m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Sun 8/18
Nonstop4h 00m
Montego Bay Sangster Intl
Fri 8/23
Nonstop4h 35m
Chicago O'Hare IntlMontego Bay Sangster Intl
ORD - MBJ
ORDMBJ
Chicago O'Hare Intl
Sun 11/24
1 stop16h 22m
Montego Bay Sangster Intl
Thu 11/28
1 stop9h 54m
No data available for this route at this time. Please check back soon.
Crew
Entertainment
Overall
Boarding
Comfort
Food
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Entertainment
Overall
Boarding
Comfort
Food
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Entertainment
Overall
Boarding
Comfort
Food
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Entertainment
Overall
Boarding
Comfort
Food
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Entertainment
Overall
Boarding
Comfort
Food
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Entertainment
Overall
Boarding
Comfort
Food
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Spirit Airlines | Cheapest$176 | Average$390 | FlexibilityNo cancel fee | On-time65% |
Frontier | Cheapest$225 | Average$299 | FlexibilityNo cancel fee | On-time62% |
United Airlines | Cheapest$258 | Average$566 | FlexibilityNo cancel fee | On-time69% |
Delta | Cheapest$333 | Average$605 | FlexibilityNo cancel fee | On-timeN/A |
American Airlines | Cheapest$368 | Average$802 | FlexibilityNo cancel fee | On-time71% |
British Airways | Cheapest$434 | Average$460 | FlexibilityNo cancel fee | On-time70% |
Air Canada | Cheapest$560 | Average$900 | FlexibilityNo cancel fee | On-time67% |
Alaska Airlines | Cheapest$594 | Average$741 | FlexibilityNo cancel fee | On-time75% |
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 |