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.
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 Jamaica to Chicago

(Round-trip)
Depart: Thu Sep 14 2017 Return: Sat Sep 23 2017 Trip spans 10 days
American Airlines
American Airlines
MBJ
ORD
11h 07m
1 stop
ORD
MBJ
17h 05m
1 stop
Depart: Wed Jun 7 2017 Return: Tue Jun 13 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
MBJ
ORD
9h 00m
1 stop
ORD
MBJ
8h 50m
1 stop
Depart: Fri Jul 7 2017 Return: Mon Jul 10 2017 Trip spans 4 days
JetBlue
JetBlue
MBJ
ORD
16h 12m
1 stop
ORD
MBJ
15h 36m
1 stop
Depart: Fri Jun 9 2017 Return: Wed Jun 21 2017 Trip spans 13 days
Delta
Delta
KIN
MDW
13h 20m
1 stop
MDW
KIN
11h 10m
1 stop
Depart: Fri Jun 9 2017 Return: Wed Jun 21 2017 Trip spans 13 days
Spirit Airlines
Spirit Airlines
KIN
ORD
9h 53m
1 stop
ORD
KIN
20h 26m
1 stop
Depart: Sat Aug 5 2017 Return: Sat Aug 19 2017 Trip spans 15 days
American Airlines
American Airlines
MBJ
ORD
4h 31m
nonstop
ORD
MBJ
3h 57m
nonstop
Depart: Tue Aug 1 2017 Return: Wed Aug 16 2017 Trip spans 16 days
JetBlue
JetBlue
KIN
ORD
14h 27m
1 stop
ORD
KIN
23h 55m
1 stop
Depart: Mon Jul 31 2017 Return: Tue Aug 22 2017 Trip spans 23 days
Delta
Delta
KIN
ORD
13h 20m
1 stop
ORD
KIN
12h 16m
1 stop
Depart: Tue Jul 18 2017 Return: Mon Aug 21 2017 Trip spans 35 days
Delta
Delta
MBJ
MDW
7h 45m
1 stop
MDW
MBJ
15h 40m
1 stop
Depart: Sat Aug 19 2017 Return: Sat Sep 2 2017 Trip spans 15 days
JetBlue
JetBlue
KIN
ORD
14h 27m
1 stop
ORD
KIN
10h 03m
1 stop
Depart: Sat Aug 5 2017 Return: Sat Aug 19 2017 Trip spans 15 days
Delta
Delta
MBJ
MDW
7h 10m
1 stop
MDW
MBJ
7h 40m
1 stop
Depart: Sat Aug 5 2017 Return: Mon Aug 28 2017 Trip spans 24 days
Delta
Delta
KIN
MDW
8h 22m
1 stop
MDW
KIN
10h 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.

Airports
Origin

Montego Bay
$414
Kingston
$438
Destination

Chicago
only $414
only $547