Travelers have found it’s best to book a flight 29 days in advance to save up to 75% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 29 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Jamaica to Illinois 1-2 weeks in advance for as low as $357, or $499 for flights within the next 24 hours.
Flights from Jamaica to Illinois lean towards being more expensive in January. Prices are generally better when you fly from Jamaica to Illinois in April, with the cheapest ticket starting at $213.
When flying from Jamaica to Illinois, 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
$335 - $824
Route
Depart
Return
Price
Montego Bay Sangster IntlChicago O'Hare Intl
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Fri 8/9
1 stop20h 14m
Chicago O'Hare Intl
Sat 8/17
1 stop22h 49m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Fri 8/9
1 stop29h 07m
Chicago Midway
Sat 8/17
1 stop24h 57m
Montego Bay Sangster IntlChicago O'Hare Intl
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Wed 6/12
1 stop27h 42m
Chicago O'Hare Intl
Wed 6/19
1 stop17h 01m
Montego Bay Sangster IntlChicago O'Hare Intl
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Fri 8/9
Nonstop4h 35m
Chicago O'Hare Intl
Sat 8/17
Nonstop4h 00m
Montego Bay Sangster IntlChicago O'Hare Intl
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Fri 8/9
Nonstop4h 35m
Chicago O'Hare Intl
Sat 8/17
1 stop7h 25m
Montego Bay Sangster IntlChicago O'Hare Intl
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Wed 6/12
1 stop10h 07m
Chicago O'Hare Intl
Wed 6/19
2 stops17h 25m
Montego Bay Sangster IntlChicago O'Hare Intl
MBJ - ORD
MBJORD
Montego Bay Sangster Intl
Thu 6/6
1 stop7h 08m
Chicago O'Hare Intl
Mon 6/10
1 stop17h 21m
Kingston Norman ManleyChicago O'Hare Intl
KIN - ORD
KINORD
Kingston Norman Manley
Mon 11/11
1 stop13h 04m
Chicago O'Hare Intl
Wed 11/20
1 stop8h 28m
Kingston Norman ManleyChicago O'Hare Intl
KIN - ORD
KINORD
Kingston Norman Manley
Sun 11/10
1 stop14h 27m
Chicago O'Hare Intl
Wed 11/20
1 stop7h 37m
No data available for this route at this time. Please check back soon.
Boarding
Entertainment
Comfort
Overall
Food
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Comfort
Overall
Food
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Comfort
Overall
Food
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Comfort
Overall
Food
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Comfort
Overall
Food
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Boarding
Entertainment
Comfort
Overall
Food
Crew
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
1%of flight departures | Early morningMidnight to 6 am |
---|---|
3%of flight departures | Morning6 am to noon |
96%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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