Find Deals on 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
Students
under 26
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: Sun Jan 29 2017 Return: Thu Feb 2 2017 Trip spans 5 days
JetBlue
JetBlue
ORD
MBJ
7h 03m
1 stop
MBJ
ORD
8h 05m
1 stop
Depart: Mon Mar 20 2017 Return: Tue Mar 28 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
MBJ
14h 27m
1 stop
MBJ
ORD
24h 04m
1 stop
Depart: Wed Feb 22 2017 Return: Tue Feb 28 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
9h 35m
1 stop
MBJ
ORD
7h 06m
1 stop
Depart: Mon Jan 16 2017 Return: Thu Jan 19 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
MBJ
3h 58m
nonstop
MBJ
ORD
4h 34m
nonstop
Depart: Thu Jan 26 2017 Return: Sun Jan 29 2017 Trip spans 4 days
Delta
Delta
MDW
MBJ
7h 58m
1 stop
MBJ
MDW
7h 56m
1 stop
Depart: Mon Feb 6 2017 Return: Mon Feb 13 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
MBJ
7h 04m
1 stop
MBJ
ORD
8h 05m
1 stop
Depart: Tue Feb 7 2017 Return: Mon Feb 13 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
MBJ
7h 04m
1 stop
MBJ
ORD
8h 05m
1 stop
Depart: Mon Mar 6 2017 Return: Thu Mar 9 2017 Trip spans 4 days
JetBlue
JetBlue
ORD
MBJ
27h 19m
1 stop
MBJ
ORD
11h 55m
1 stop
Depart: Sat Apr 22 2017 Return: Sat Apr 29 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
9h 35m
1 stop
MBJ
ORD
9h 01m
1 stop
Depart: Sat Dec 31 2016 Return: Sat Jan 14 2017 Trip spans 15 days
Major Airline
Major Airline
ORD
MBJ
25h 40m
1 stop
MBJ
ORD
24h 17m
1 stop
Depart: Tue Mar 28 2017 Return: Wed Apr 5 2017 Trip spans 9 days
JetBlue
JetBlue
ORD
MBJ
27h 19m
1 stop
MBJ
ORD
11h 55m
1 stop
Depart: Thu Apr 20 2017 Return: Thu Apr 27 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
MBJ
4h 11m
nonstop
MBJ
ORD
4h 23m
nonstop
Depart: Sat May 13 2017 Return: Wed May 17 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
8h 53m
1 stop
MBJ
ORD
19h 46m
1 stop
Depart: Sun Jan 29 2017 Return: Thu Feb 2 2017 Trip spans 5 days
Delta
Delta
MDW
MBJ
6h 48m
1 stop
MBJ
MDW
6h 53m
1 stop
Depart: Sat May 13 2017 Return: Thu May 18 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
8h 53m
1 stop
MBJ
ORD
9h 01m
1 stop
Depart: Mon Feb 20 2017 Return: Thu Feb 23 2017 Trip spans 4 days
Delta
Delta
MDW
MBJ
5h 55m
1 stop
MBJ
MDW
9h 30m
1 stop
Depart: Wed Mar 22 2017 Return: Thu Mar 30 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
MBJ
22h 17m
nonstop
MBJ
ORD
24h 05m
nonstop
Depart: Mon Feb 13 2017 Return: Sat Feb 18 2017 Trip spans 6 days
JetBlue
JetBlue
ORD
MBJ
7h 04m
1 stop
MBJ
ORD
11h 40m
1 stop
Depart: Wed Jun 14 2017 Return: Sun Jun 18 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
MBJ
7h 34m
1 stop
MBJ
ORD
6h 47m
1 stop
Depart: Sun Feb 26 2017 Return: Wed Mar 1 2017 Trip spans 4 days
Delta
Delta
MDW
MBJ
5h 55m
1 stop
MBJ
MDW
7h 13m
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.

Airports
Origin

Chicago
only $297
only $440
Destination

Montego Bay
$297