August is one of the best times of the year to fly to Jamaica from Chicago Midway Airport. Prices for August average $532 per person but you can even find prices for as low as $240. The most expensive prices can be found in the month of December. Opting for a August flight can save you 33% on your journey compared to booking in December
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Jamaica as you normally would.
Fly from
Fly to
Budget
$365 - $1,054
Route
Depart
Return
Price
Chicago MidwayMontego Bay Sangster Intl
MDW - MBJ
MDWMBJ
Chicago Midway
Fri 6/7
1 stop22h 21m
Montego Bay Sangster Intl
Fri 6/14
1 stop28h 58m
Chicago MidwayMontego Bay Sangster Intl
MDW - MBJ
MDWMBJ
Chicago Midway
Sun 6/9
1 stop7h 15m
Montego Bay Sangster Intl
Fri 6/14
1 stop28h 58m
Chicago MidwayMontego Bay Sangster Intl
MDW - MBJ
MDWMBJ
Chicago Midway
Sun 6/9
1 stop7h 15m
Montego Bay Sangster Intl
Sat 6/15
1 stop29h 51m
Chicago MidwayMontego Bay Sangster Intl
MDW - MBJ
MDWMBJ
Chicago Midway
Sat 8/3
1 stop24h 15m
Montego Bay Sangster Intl
Wed 8/7
1 stop14h 49m
Chicago MidwayMontego Bay Sangster Intl
MDW - MBJ
MDWMBJ
Chicago Midway
Mon 8/12
1 stop21h 27m
Montego Bay Sangster Intl
Fri 8/16
1 stop20h 04m
Chicago MidwayMontego Bay Sangster Intl
MDW - MBJ
MDWMBJ
Chicago Midway
Sat 8/3
1 stop9h 36m
Montego Bay Sangster Intl
Mon 8/12
2 stops15h 37m
Chicago MidwayMontego Bay Sangster Intl
MDW - MBJ
MDWMBJ
Chicago Midway
Sat 6/8
1 stop8h 38m
Montego Bay Sangster Intl
Sat 6/15
2 stops9h 01m
Chicago MidwayKingston Norman Manley
MDW - KIN
MDWKIN
Chicago Midway
Tue 11/12
1 stop9h 36m
Kingston Norman Manley
Mon 11/18
1 stop13h 44m
Chicago MidwayKingston Norman Manley
MDW - KIN
MDWKIN
Chicago Midway
Fri 6/28
2 stops27h 36m
Kingston Norman Manley
Fri 7/5
2 stops28h 26m
No data available for this route at this time. Please check back soon.
Boarding
Entertainment
Food
Crew
Comfort
Overall
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.
Boarding
Entertainment
Food
Crew
Comfort
Overall
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.
Boarding
Entertainment
Food
Crew
Comfort
Overall
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.
Boarding
Entertainment
Food
Crew
Comfort
Overall
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.
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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