Find Cheap Flights from Chicago Midway to Cayman Islands

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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Book cheap flights from Chicago Midway to Cayman Islands

(Round-trip)
Depart: Wed Aug 9 2017 Return: Mon Aug 14 2017 Trip spans 6 days
Delta
Delta
MDW
3:20a
GCM
8:41a
5h 21m
1 stop
GCM
9:43a
MDW
5:06p
7h 23m
1 stop
Depart: Wed Sep 13 2017 Return: Wed Sep 20 2017 Trip spans 8 days
Delta
Delta
MDW
3:25a
GCM
8:34a
5h 09m
1 stop
GCM
9:35a
MDW
6:55p
9h 20m
1 stop
Depart: Thu Sep 14 2017 Return: Wed Sep 20 2017 Trip spans 7 days
Delta
Delta
MDW
3:25a
GCM
8:38a
5h 13m
1 stop
GCM
9:35a
MDW
4:51p
7h 16m
1 stop
Depart: Fri Sep 15 2017 Return: Wed Sep 20 2017 Trip spans 6 days
Delta
Delta
MDW
2:00a
GCM
8:38a
6h 38m
1 stop
GCM
9:35a
MDW
4:51p
7h 16m
1 stop
Depart: Sat Sep 16 2017 Return: Wed Sep 20 2017 Trip spans 5 days
Delta
Delta
MDW
2:00a
GCM
8:38a
6h 38m
1 stop
GCM
9:35a
MDW
6:55p
9h 20m
1 stop
Depart: Sun Sep 17 2017 Return: Wed Sep 20 2017 Trip spans 4 days
Delta
Delta
MDW
2:00a
GCM
8:38a
6h 38m
1 stop
GCM
9:35a
MDW
4:51p
7h 16m
1 stop
Depart: Mon Sep 18 2017 Return: Wed Sep 20 2017 Trip spans 3 days
Delta
Delta
MDW
3:25a
GCM
8:38a
5h 13m
1 stop
GCM
9:35a
MDW
4:51p
7h 16m
1 stop
Depart: Tue Sep 19 2017 Return: Wed Sep 20 2017 Trip spans 2 days
Delta
Delta
MDW
3:25a
GCM
8:34a
5h 09m
1 stop
GCM
9:35a
MDW
6:55p
9h 20m
1 stop
Depart: Fri Sep 29 2017 Return: Sun Oct 8 2017 Trip spans 10 days
Delta
Delta
MDW
2:00a
GCM
8:38a
6h 38m
1 stop
GCM
9:35a
MDW
5:03p
7h 28m
1 stop
Depart: Thu Oct 19 2017 Return: Mon Oct 23 2017 Trip spans 5 days
Delta
Delta
MDW
3:20a
GCM
8:31a
5h 11m
1 stop
GCM
9:35a
MDW
5:03p
7h 28m
1 stop
Depart: Fri Oct 20 2017 Return: Wed Oct 25 2017 Trip spans 6 days
Delta
Delta
MDW
3:20a
GCM
8:31a
5h 11m
1 stop
GCM
9:35a
MDW
7:02p
9h 27m
1 stop
Depart: Mon Oct 23 2017 Return: Mon Oct 30 2017 Trip spans 8 days
Delta
Delta
MDW
3:20a
GCM
8:31a
5h 11m
1 stop
GCM
9:35a
MDW
5:43p
8h 08m
1 stop
Depart: Thu Oct 26 2017 Return: Mon Oct 30 2017 Trip spans 5 days
Delta
Delta
MDW
3:20a
GCM
8:31a
5h 11m
1 stop
GCM
9:35a
MDW
5:43p
8h 08m
1 stop
Depart: Sun Nov 5 2017 Return: Sat Nov 11 2017 Trip spans 7 days
Delta
Delta
MDW
1:00a
GCM
7:31a
6h 31m
1 stop
GCM
9:48a
MDW
6:51p
9h 03m
1 stop
Depart: Thu Nov 9 2017 Return: Sun Nov 12 2017 Trip spans 4 days
Delta
Delta
MDW
2:20a
GCM
7:31a
5h 11m
1 stop
GCM
3:09a
MDW
5:03p
13h 54m
1 stop
Depart: Tue Nov 28 2017 Return: Sat Dec 2 2017 Trip spans 5 days
Delta
Delta
MDW
2:20a
GCM
7:31a
5h 11m
1 stop
GCM
9:48a
MDW
4:41p
6h 53m
1 stop
Depart: Thu Nov 30 2017 Return: Sun Dec 3 2017 Trip spans 4 days
Delta
Delta
MDW
2:20a
GCM
7:31a
5h 11m
1 stop
GCM
3:09a
MDW
6:53p
15h 44m
1 stop
Depart: Sat Dec 9 2017 Return: Fri Dec 15 2017 Trip spans 7 days
Delta
Delta
MDW
1:00a
GCM
7:31a
6h 31m
1 stop
GCM
9:48a
MDW
6:53p
9h 05m
1 stop
Depart: Sun Dec 10 2017 Return: Fri Dec 15 2017 Trip spans 6 days
Delta
Delta
MDW
1:00a
GCM
7:31a
6h 31m
1 stop
GCM
9:48a
MDW
4:43p
6h 55m
1 stop
Depart: Mon Dec 11 2017 Return: Fri Dec 15 2017 Trip spans 5 days
Delta
Delta
MDW
2:20a
GCM
7:31a
5h 11m
1 stop
GCM
9:48a
MDW
6:53p
9h 05m
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,
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Airports
Origin

Chicago
$503
Destination

George Town
$503
Airlines