Find Cheap Flights from Jamaica to Chicago Midway

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 Midway

(Round-trip)
Depart: Wed Jun 7 2017 Return: Tue Jun 20 2017 Trip spans 14 days
Delta
Delta
KIN
5:00a
MDW
1:17p
8h 17m
1 stop
MDW
6:10a
KIN
2:30p
8h 20m
1 stop
Depart: Sat Jun 3 2017 Return: Mon Jul 3 2017 Trip spans 31 days
Delta
Delta
MBJ
9:25a
MDW
4:34p
7h 09m
1 stop
MDW
1:59p
MBJ
6:53a
16h 54m
1 stop
Depart: Thu Jul 13 2017 Return: Tue Aug 29 2017 Trip spans 48 days
Delta
Delta
KIN
5:00a
MDW
6:55p
13h 55m
1 stop
MDW
8:00a
KIN
2:16p
6h 16m
1 stop
Depart: Sat Aug 5 2017 Return: Sat Aug 19 2017 Trip spans 15 days
Delta
Delta
MBJ
9:52a
MDW
5:02p
7h 10m
1 stop
MDW
8:00a
MBJ
3:40p
7h 40m
1 stop
Depart: Fri Jun 23 2017 Return: Mon Jun 26 2017 Trip spans 4 days
Delta
Delta
MBJ
8:00a
MDW
7:02p
11h 02m
1 stop
MDW
3:53p
MBJ
6:52a
14h 59m
1 stop
Depart: Sun Jul 9 2017 Return: Sun Jul 30 2017 Trip spans 22 days
Delta
Delta
KIN
5:00a
MDW
5:06p
12h 06m
1 stop
MDW
2:00a
KIN
2:30p
12h 30m
1 stop
Depart: Wed Jul 5 2017 Return: Wed Aug 16 2017 Trip spans 43 days
Delta
Delta
MBJ
8:00a
MDW
6:19a
22h 19m
2 stops
MDW
2:00a
MBJ
9:58a
7h 58m
1 stop
Depart: Thu May 25 2017 Return: Tue May 30 2017 Trip spans 6 days
Delta
Delta
KIN
5:00a
MDW
2:45p
9h 45m
1 stop
MDW
6:21a
KIN
2:40p
8h 19m
1 stop
Depart: Wed May 24 2017 Return: Tue May 30 2017 Trip spans 7 days
Delta
Delta
KIN
5:00a
MDW
1:17p
8h 17m
1 stop
MDW
8:05a
KIN
2:40p
6h 35m
1 stop
Depart: Tue Jul 18 2017 Return: Mon Aug 21 2017 Trip spans 35 days
$1024
Select
Delta
Delta
MBJ
9:25a
MDW
5:06p
7h 41m
1 stop
MDW
3:20p
MBJ
7:00a
15h 40m
1 stop
Depart: Fri Jul 7 2017 Return: Mon Jul 10 2017 Trip spans 4 days
$1155
Select
Delta
Delta
MBJ
9:25a
MDW
5:06p
7h 41m
1 stop
MDW
2:50p
MBJ
6:53a
16h 03m
2 stops
Depart: Mon May 29 2017 Return: Fri Jun 9 2017 Trip spans 12 days
$1448
Select
Delta
Delta
MBJ
7:52a
MDW
2:45p
6h 53m
1 stop
MDW
3:20a
MBJ
10:19a
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
$542
Kingston
$541
Destination

Chicago
$541
Airlines