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.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

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

Book cheap flights from Chicago to Jamaica

(Round-trip)
Depart: Tue May 9 2017 Return: Sat May 13 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
6h 36m
1 stop
MBJ
ORD
9h 01m
1 stop
Depart: Wed May 31 2017 Return: Mon Jun 5 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
KIN
7h 53m
1 stop
KIN
ORD
10h 44m
1 stop
Depart: Sat Sep 16 2017 Return: Wed Sep 20 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
MBJ
17h 05m
1 stop
MBJ
ORD
8h 10m
1 stop
Depart: Fri Aug 25 2017 Return: Wed Aug 30 2017 Trip spans 6 days
Delta
Delta
ORD
MBJ
16h 50m
1 stop
MBJ
ORD
11h 33m
1 stop
Depart: Tue Jun 27 2017 Return: Sat Jul 1 2017 Trip spans 5 days
JetBlue
JetBlue
ORD
MBJ
15h 36m
1 stop
MBJ
ORD
16h 12m
1 stop
Depart: Thu Jun 1 2017 Return: Sun Jun 4 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
KIN
6h 27m
1 stop
KIN
ORD
9h 52m
1 stop
Depart: Sat Oct 21 2017 Return: Thu Oct 26 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
MBJ
15h 15m
1 stop
MBJ
ORD
16h 37m
1 stop
Depart: Fri Jun 9 2017 Return: Sat Jun 10 2017 Trip spans 2 days
Major Airline
Major Airline
ORD
MBJ
12h 39m
nonstop
MBJ
ORD
27h 01m
nonstop
Depart: Sat May 20 2017 Return: Wed May 24 2017 Trip spans 5 days
Delta
Delta
MDW
MBJ
11h 04m
2 stops
MBJ
MDW
7h 00m
1 stop
Depart: Fri Oct 13 2017 Return: Mon Oct 23 2017 Trip spans 11 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
8h 45m
1 stop
MBJ
ORD
9h 01m
1 stop
Depart: Wed Aug 30 2017 Return: Wed Sep 6 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
MBJ
8h 35m
1 stop
MBJ
ORD
16h 37m
1 stop
Depart: Wed Oct 25 2017 Return: Thu Nov 2 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
MBJ
8h 45m
1 stop
MBJ
ORD
18h 55m
1 stop
Depart: Sat Sep 30 2017 Return: Thu Oct 12 2017 Trip spans 13 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
8h 45m
1 stop
MBJ
ORD
9h 01m
1 stop
Depart: Mon May 29 2017 Return: Fri Jun 2 2017 Trip spans 5 days
Delta
Delta
MDW
MBJ
14h 14m
1 stop
MBJ
MDW
12h 00m
1 stop
Depart: Wed Aug 30 2017 Return: Mon Sep 4 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
MBJ
8h 53m
2 stops
MBJ
ORD
9h 00m
2 stops
Depart: Sat Sep 23 2017 Return: Thu Sep 28 2017 Trip spans 6 days
Delta
Delta
MDW
MBJ
7h 58m
1 stop
MBJ
MDW
6h 40m
1 stop
Depart: Wed May 17 2017 Return: Sun May 21 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
KIN
18h 25m
1 stop
KIN
ORD
9h 54m
1 stop
Depart: Wed Oct 18 2017 Return: Tue Oct 24 2017 Trip spans 7 days
American Airlines
American Airlines
ORD
KIN
10h 25m
2 stops
KIN
ORD
10h 56m
2 stops
Depart: Fri Jun 16 2017 Return: Mon Jun 19 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
MBJ
8h 50m
1 stop
MBJ
ORD
15h 41m
1 stop
Depart: Tue Oct 3 2017 Return: Fri Oct 13 2017 Trip spans 11 days
Delta
Delta
MDW
MBJ
7h 40m
1 stop
MBJ
MDW
10h 53m
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 $304
only $461
Destination

Montego Bay
$304
Kingston
$429