Find Cheap Flights from Jamaica to Chicago

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 Jamaica to Chicago

(Round-trip)
Depart: Wed Jul 26 2017 Return: Tue Aug 1 2017 Trip spans 7 days
American Airlines
American Airlines
MBJ
ORD
18h 02m
1 stop
ORD
MBJ
28h 48m
1 stop
Depart: Thu Jun 1 2017 Return: Thu Jun 8 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
KIN
ORD
8h 23m
1 stop
ORD
KIN
6h 27m
1 stop
Depart: Tue Jul 25 2017 Return: Tue Aug 15 2017 Trip spans 22 days
Delta
Delta
KIN
ORD
9h 11m
2 stops
ORD
KIN
12h 16m
2 stops
Depart: Wed Aug 2 2017 Return: Sun Aug 20 2017 Trip spans 19 days
Major Airline
Major Airline
MBJ
ORD
11h 37m
1 stop
ORD
MBJ
9h 24m
1 stop
Depart: Fri May 12 2017 Return: Sat May 13 2017 Trip spans 2 days
JetBlue
JetBlue
KIN
ORD
8h 41m
1 stop
ORD
KIN
7h 53m
1 stop
Depart: Mon May 22 2017 Return: Wed May 31 2017 Trip spans 10 days
Spirit Airlines
Spirit Airlines
KIN
ORD
11h 27m
1 stop
ORD
KIN
18h 25m
1 stop
Depart: Fri Jun 2 2017 Return: Fri Jun 9 2017 Trip spans 8 days
American Airlines
American Airlines
MBJ
ORD
14h 41m
1 stop
ORD
MBJ
23h 07m
1 stop
Depart: Wed May 17 2017 Return: Sat Jul 8 2017 Trip spans 53 days
Delta
Delta
MBJ
MDW
10h 28m
1 stop
MDW
MBJ
12h 40m
1 stop
Depart: Tue Sep 5 2017 Return: Tue Sep 12 2017 Trip spans 8 days
American Airlines
American Airlines
KIN
ORD
11h 04m
2 stops
ORD
KIN
8h 35m
2 stops
Depart: Tue Aug 1 2017 Return: Mon Aug 21 2017 Trip spans 21 days
Delta
Delta
MBJ
ORD
17h 05m
2 stops
ORD
MBJ
16h 15m
2 stops
Depart: Sun Aug 20 2017 Return: Mon Aug 21 2017 Trip spans 2 days
Spirit Airlines
Spirit Airlines
KIN
ORD
6h 53m
1 stop
ORD
KIN
5h 46m
1 stop
Depart: Wed Aug 2 2017 Return: Mon Aug 21 2017 Trip spans 20 days
Delta
Delta
MBJ
MDW
10h 53m
1 stop
MDW
MBJ
15h 40m
1 stop
Depart: Wed May 10 2017 Return: Fri Jun 9 2017 Trip spans 31 days
Delta
Delta
KIN
MDW
13h 20m
1 stop
MDW
KIN
6h 35m
1 stop
Depart: Tue Aug 1 2017 Return: Mon Aug 21 2017 Trip spans 21 days
Delta
Delta
MBJ
MDW
10h 48m
1 stop
MDW
MBJ
17h 15m
1 stop
Depart: Wed Jul 26 2017 Return: Tue Aug 1 2017 Trip spans 7 days
Delta
Delta
MBJ
MDW
7h 19m
1 stop
MDW
MBJ
15h 40m
1 stop
Depart: Sun Jul 9 2017 Return: Sun Jul 30 2017 Trip spans 22 days
Delta
Delta
KIN
MDW
11h 43m
1 stop
MDW
KIN
12h 16m
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

Montego Bay
$420
Kingston
$433
Destination

Chicago
only $420
only $457