Find Cheap Flights from Chicago to Jamaica

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from Chicago to Jamaica

(Round-trip)
Depart: Sun Oct 1 2017 Return: Thu Oct 5 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
8h 43m
1 stop
MBJ
ORD
9h 00m
1 stop
Depart: Fri Oct 20 2017 Return: Sun Oct 29 2017 Trip spans 10 days
JetBlue
JetBlue
ORD
KIN
24h 11m
1 stop
KIN
ORD
28h 35m
1 stop
Depart: Fri Nov 3 2017 Return: Tue Nov 7 2017 Trip spans 5 days
United
United
ORD
MBJ
4h 05m
nonstop
MBJ
ORD
4h 25m
nonstop
Depart: Sat Aug 19 2017 Return: Sat Aug 26 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
MBJ
3h 57m
nonstop
MBJ
ORD
17h 20m
1 stop
Depart: Tue Nov 28 2017 Return: Wed Dec 6 2017 Trip spans 9 days
Delta
Delta
MDW
MBJ
6h 00m
1 stop
MBJ
MDW
9h 29m
1 stop
Depart: Sun Oct 15 2017 Return: Fri Oct 20 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
8h 43m
1 stop
MBJ
ORD
9h 00m
1 stop
Depart: Sat Sep 16 2017 Return: Sat Sep 23 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
8h 43m
1 stop
MBJ
ORD
9h 00m
1 stop
Depart: Fri Dec 8 2017 Return: Fri Dec 15 2017 Trip spans 8 days
United
United
ORD
MBJ
4h 05m
nonstop
MBJ
ORD
4h 25m
nonstop
Depart: Mon Dec 11 2017 Return: Mon Dec 18 2017 Trip spans 8 days
Delta
Delta
MDW
MBJ
7h 58m
1 stop
MBJ
MDW
9h 07m
1 stop
Depart: Sun Dec 10 2017 Return: Sun Dec 17 2017 Trip spans 8 days
United
United
ORD
MBJ
4h 05m
nonstop
MBJ
ORD
4h 25m
nonstop
Depart: Mon Nov 20 2017 Return: Mon Nov 27 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
MBJ
8h 35m
1 stop
MBJ
ORD
16h 34m
1 stop
Depart: Mon Nov 27 2017 Return: Fri Dec 8 2017 Trip spans 12 days
Delta
Delta
MDW
MBJ
7h 58m
1 stop
MBJ
MDW
8h 43m
1 stop
Depart: Mon Jan 8 2018 Return: Wed Jan 17 2018 Trip spans 10 days
United
United
ORD
MBJ
4h 05m
nonstop
MBJ
ORD
4h 25m
nonstop
Depart: Mon Sep 11 2017 Return: Fri Sep 22 2017 Trip spans 12 days
Spirit Airlines
Spirit Airlines
ORD
KIN
7h 56m
1 stop
KIN
ORD
9h 53m
1 stop
Depart: Sat Dec 9 2017 Return: Sat Dec 16 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
KIN
25h 21m
2 stops
KIN
ORD
9h 36m
2 stops
Depart: Mon Sep 25 2017 Return: Fri Sep 29 2017 Trip spans 5 days
Delta
Delta
MDW
MBJ
6h 35m
1 stop
MBJ
MDW
9h 20m
1 stop
Depart: Wed Jan 24 2018 Return: Wed Jan 31 2018 Trip spans 8 days
United
United
ORD
MBJ
4h 05m
nonstop
MBJ
ORD
4h 25m
nonstop
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
Delta
Delta
MDW
MBJ
7h 40m
1 stop
MBJ
MDW
18h 36m
1 stop
Depart: Thu Jan 11 2018 Return: Mon Jan 15 2018 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
KIN
7h 56m
1 stop
KIN
ORD
9h 53m
1 stop
Depart: Wed Jan 24 2018 Return: Wed Jan 31 2018 Trip spans 8 days
Delta
Delta
MDW
MBJ
6h 00m
1 stop
MBJ
MDW
13h 23m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

Chicago
only $381
only $453
Destination

Montego Bay
$381
Kingston
$422