Find Deals on 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 May 17 2017 Return: Fri May 19 2017 Trip spans 3 days
Delta
Delta
MBJ
ORD
8h 43m
1 stop
ORD
MBJ
8h 04m
1 stop
Depart: Wed Jun 7 2017 Return: Tue Jun 13 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
MBJ
ORD
8h 59m
1 stop
ORD
MBJ
8h 50m
1 stop
Depart: Mon Apr 3 2017 Return: Sat May 13 2017 Trip spans 41 days
United
United
MBJ
ORD
22h 58m
2 stops
ORD
MBJ
4h 00m
nonstop
Depart: Tue Jun 6 2017 Return: Tue Jun 13 2017 Trip spans 8 days
JetBlue
JetBlue
KIN
ORD
10h 44m
1 stop
ORD
KIN
10h 40m
1 stop
Depart: Thu Apr 6 2017 Return: Sun Apr 30 2017 Trip spans 25 days
Major Airline
Major Airline
KIN
ORD
13h 44m
2 stops
ORD
KIN
8h 13m
2 stops
Depart: Wed May 17 2017 Return: Fri May 19 2017 Trip spans 3 days
Delta
Delta
MBJ
MDW
7h 00m
1 stop
MDW
MBJ
8h 09m
1 stop
Depart: Sat Apr 15 2017 Return: Sun May 21 2017 Trip spans 37 days
Delta
Delta
KIN
MDW
11h 19m
1 stop
MDW
KIN
6h 35m
1 stop
Depart: Wed May 10 2017 Return: Tue May 30 2017 Trip spans 21 days
Delta
Delta
KIN
MDW
8h 17m
1 stop
MDW
KIN
6h 35m
1 stop
Depart: Mon Apr 3 2017 Return: Sat May 13 2017 Trip spans 41 days
Delta
Delta
MBJ
MDW
8h 29m
1 stop
MDW
MBJ
6h 59m
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.

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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,
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Airports
Origin

Montego Bay
$284
Kingston
$362
Destination

Chicago
only $284
only $284
Airlines Airline reviews

2 travelers who booked a flight from Montego Bay to Chicago rated their chosen airlines with an average of 5.7.

Overall
6.0
Boarding
4.0
Crew
6.0
Comfort
6.0
Food
6.0
Entertainment
6.0