To save on the cost of your flight from Jamaica to Chicago Midway Airport, book at least 29 days before your planned departure. Booking around this time can save you about 75% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $357 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $499.
Due to multiple factors, expect to potentially pay more when booking in January. For low rates, April can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Jamaica in April are about $461 on average during April, but can be found for as low as $213.
When flying from Jamaica to Chicago Midway Airport, 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 - $1,392
Route
Depart
Return
Price
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 Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Fri 8/9
2 stops29h 58m
Chicago Midway
Sat 8/17
1 stop24h 57m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Fri 8/9
2 stops26h 58m
Chicago Midway
Sat 8/17
2 stops17h 33m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Sat 6/8
1 stop29h 46m
Chicago Midway
Sat 7/6
1 stop8h 29m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Thu 6/20
2 stops31h 35m
Chicago Midway
Tue 6/25
2 stops22h 11m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Sat 6/8
2 stops31h 10m
Chicago Midway
Sat 7/6
1 stop8h 29m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Sun 6/16
2 stops25h 48m
Chicago Midway
Sun 6/23
1 stop7h 15m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Sun 5/26
1 stop14h 56m
Chicago Midway
Tue 6/4
1 stop6h 58m
Montego Bay Sangster IntlChicago Midway
MBJ - MDW
MBJMDW
Montego Bay Sangster Intl
Fri 8/9
2 stops21h 41m
Chicago Midway
Sat 8/17
2 stops17h 27m
No data available for this route at this time. Please check back soon.
Food
Overall
Boarding
Crew
Entertainment
Comfort
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.
Food
Overall
Boarding
Crew
Entertainment
Comfort
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.
Food
Overall
Boarding
Crew
Entertainment
Comfort
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.
Food
Overall
Boarding
Crew
Entertainment
Comfort
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.
0%of flight departures | Early morningMidnight to 6 am |
---|---|
25%of flight departures | Morning6 am to noon |
75%of flight departures | AfternoonNoon to 6 pm |
0%of flight departures | Evening6 pm to midnight |
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