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
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: Fri Mar 31 2017 Return: Tue Apr 4 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
MBJ
14h 27m
1 stop
MBJ
ORD
16h 20m
1 stop
Depart: Mon Mar 20 2017 Return: Wed Mar 22 2017 Trip spans 3 days
JetBlue
JetBlue
ORD
KIN
10h 33m
1 stop
KIN
ORD
13h 50m
1 stop
Depart: Mon Apr 3 2017 Return: Mon Apr 10 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
MBJ
3h 58m
nonstop
MBJ
ORD
4h 38m
nonstop
Depart: Wed Mar 15 2017 Return: Wed Mar 22 2017 Trip spans 8 days
Delta
Delta
MDW
MBJ
9h 35m
1 stop
MBJ
MDW
14h 10m
1 stop
Depart: Sat May 6 2017 Return: Sat May 13 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
MBJ
6h 36m
1 stop
MBJ
ORD
9h 01m
1 stop
Depart: Fri Mar 3 2017 Return: Wed Mar 8 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
MBJ
2h 26m
nonstop
MBJ
ORD
4h 26m
nonstop
Depart: Sun Apr 23 2017 Return: Thu Apr 27 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
MBJ
3h 53m
nonstop
MBJ
ORD
4h 38m
nonstop
Depart: Sun Mar 19 2017 Return: Thu Mar 23 2017 Trip spans 5 days
Delta
Delta
MDW
MBJ
16h 45m
1 stop
MBJ
MDW
7h 12m
1 stop
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
KIN
10h 40m
1 stop
KIN
ORD
10h 44m
1 stop
Depart: Sun May 7 2017 Return: Mon May 8 2017 Trip spans 2 days
Major Airline
Major Airline
ORD
MBJ
12h 58m
1 stop
MBJ
ORD
10h 28m
1 stop
Depart: Sat Apr 1 2017 Return: Thu Apr 6 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
MBJ
16h 04m
1 stop
MBJ
ORD
15h 50m
1 stop
Depart: Mon Apr 3 2017 Return: Tue Apr 11 2017 Trip spans 9 days
Delta
Delta
MDW
MBJ
6h 57m
1 stop
MBJ
MDW
9h 44m
1 stop
Depart: Mon Apr 24 2017 Return: Mon May 8 2017 Trip spans 15 days
JetBlue
JetBlue
ORD
KIN
10h 33m
1 stop
KIN
ORD
28h 22m
1 stop
Depart: Fri Mar 31 2017 Return: Wed Apr 5 2017 Trip spans 6 days
Major Airline
Major Airline
ORD
MBJ
14h 27m
2 stops
MBJ
ORD
8h 42m
2 stops
Depart: Fri Apr 28 2017 Return: Tue May 2 2017 Trip spans 5 days
Delta
Delta
MDW
MBJ
7h 33m
1 stop
MBJ
MDW
8h 45m
1 stop
Depart: Fri Jun 2 2017 Return: Mon Jun 5 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
MBJ
22h 15m
2 stops
MBJ
ORD
16h 34m
1 stop
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
MBJ
6h 36m
2 stops
MBJ
ORD
9h 01m
2 stops
Depart: Sat May 6 2017 Return: Wed May 10 2017 Trip spans 5 days
Delta
Delta
MDW
MBJ
9h 30m
1 stop
MBJ
MDW
8h 45m
1 stop
Depart: Sat Jul 15 2017 Return: Wed Jul 26 2017 Trip spans 12 days
American Airlines
American Airlines
ORD
MBJ
5h 55m
1 stop
MBJ
ORD
11h 07m
1 stop
Depart: Sat Jun 3 2017 Return: Wed Jun 7 2017 Trip spans 5 days
Delta
Delta
ORD
MBJ
16h 35m
1 stop
MBJ
ORD
11h 34m
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 $393
only $447
Destination

Montego Bay
$393
Kingston
$416