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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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Jamaica

(Round-trip)
Depart: Wed Jun 7 2017 Return: Wed Jun 21 2017 Trip spans 15 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
6h 40m
1 stop
MBJ
ORD
8h 53m
1 stop
Depart: Sun Jun 11 2017 Return: Thu Jun 15 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
MBJ
21h 52m
1 stop
MBJ
ORD
23h 59m
1 stop
Depart: Wed Oct 25 2017 Return: Wed Nov 1 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
MBJ
7h 55m
1 stop
MBJ
ORD
9h 59m
1 stop
Depart: Wed Nov 1 2017 Return: Fri Nov 3 2017 Trip spans 3 days
United
United
ORD
MBJ
4h 05m
nonstop
MBJ
ORD
4h 25m
nonstop
Depart: Sun Sep 10 2017 Return: Thu Sep 14 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
MBJ
8h 02m
1 stop
MBJ
ORD
9h 17m
1 stop
Depart: Tue Oct 17 2017 Return: Fri Oct 20 2017 Trip spans 4 days
Delta
Delta
MDW
MBJ
6h 35m
1 stop
MBJ
MDW
11h 07m
1 stop
Depart: Tue Jul 4 2017 Return: Tue Jul 11 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
6h 33m
1 stop
MBJ
ORD
8h 53m
1 stop
Depart: Tue Aug 15 2017 Return: Tue Aug 22 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
8h 53m
1 stop
MBJ
ORD
8h 53m
1 stop
Depart: Mon Oct 30 2017 Return: Sat Nov 4 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
MBJ
17h 45m
nonstop
MBJ
ORD
30h 41m
nonstop
Depart: Fri Oct 27 2017 Return: Mon Oct 30 2017 Trip spans 4 days
United
United
ORD
MBJ
15h 20m
1 stop
MBJ
ORD
4h 25m
nonstop
Depart: Sat Sep 30 2017 Return: Wed Oct 11 2017 Trip spans 12 days
American Airlines
American Airlines
ORD
MBJ
17h 05m
1 stop
MBJ
ORD
11h 07m
1 stop
Depart: Tue Oct 31 2017 Return: Sat Nov 4 2017 Trip spans 5 days
Delta
Delta
MDW
MBJ
6h 35m
1 stop
MBJ
MDW
8h 41m
1 stop
Depart: Wed Oct 25 2017 Return: Mon Oct 30 2017 Trip spans 6 days
JetBlue
JetBlue
ORD
KIN
9h 34m
1 stop
KIN
ORD
28h 35m
1 stop
Depart: Wed Nov 29 2017 Return: Sun Dec 3 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
MBJ
18h 57m
1 stop
MBJ
ORD
19h 13m
1 stop
Depart: Tue Oct 17 2017 Return: Fri Oct 20 2017 Trip spans 4 days
Delta
Delta
MDW
MBJ
6h 35m
1 stop
MBJ
MDW
18h 34m
1 stop
Depart: Sun Jun 11 2017 Return: Sat Jun 17 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
8h 50m
1 stop
MBJ
ORD
8h 53m
1 stop
Depart: Sat Nov 25 2017 Return: Sat Dec 2 2017 Trip spans 8 days
United
United
ORD
MBJ
4h 05m
nonstop
MBJ
ORD
8h 05m
1 stop
Depart: Tue Sep 19 2017 Return: Tue Sep 26 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
KIN
24h 11m
1 stop
KIN
ORD
14h 57m
1 stop
Depart: Fri Aug 25 2017 Return: Sat Sep 2 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
MBJ
8h 55m
2 stops
MBJ
ORD
29h 29m
2 stops
Depart: Tue Sep 19 2017 Return: Fri Sep 22 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
KIN
13h 10m
2 stops
KIN
ORD
8h 56m
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.

We compile tonnes of data for you
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,
please send us an email and someone from our team will get back to you promptly.

^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Chicago
only $388
only $453
Destination

Montego Bay
$388
Kingston
$485