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: Tue May 16 2017 Return: Tue May 23 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
GCM
8:35a
6h 35m
1 stop
GCM
9:35a
MDW
4:00p
6h 25m
1 stop
Depart: Wed May 17 2017 Return: Tue May 23 2017 Trip spans 7 days
Delta
Delta
MDW
3:20a
GCM
8:35a
5h 15m
1 stop
GCM
9:35a
MDW
4:00p
6h 25m
1 stop
Depart: Mon May 22 2017 Return: Tue May 23 2017 Trip spans 2 days
Delta
Delta
MDW
3:20a
GCM
8:35a
5h 15m
1 stop
GCM
9:35a
MDW
4:00p
6h 25m
1 stop
Depart: Tue May 23 2017 Return: Sat May 27 2017 Trip spans 5 days
Delta
Delta
MDW
3:20a
GCM
8:35a
5h 15m
1 stop
GCM
11:16a
MDW
6:19p
7h 03m
1 stop
Depart: Mon May 29 2017 Return: Thu Jun 1 2017 Trip spans 4 days
Delta
Delta
MDW
3:20a
GCM
8:35a
5h 15m
1 stop
GCM
9:35a
MDW
6:20p
8h 45m
1 stop
Depart: Tue May 30 2017 Return: Thu Jun 1 2017 Trip spans 3 days
Delta
Delta
MDW
2:00a
GCM
8:35a
6h 35m
1 stop
GCM
9:35a
MDW
6:20p
8h 45m
1 stop
Depart: Tue Jun 6 2017 Return: Wed Jun 14 2017 Trip spans 9 days
Delta
Delta
MDW
2:00a
GCM
8:35a
6h 35m
1 stop
GCM
9:40a
MDW
7:02p
9h 22m
1 stop
Depart: Tue Jul 4 2017 Return: Tue Jul 11 2017 Trip spans 8 days
Delta
Delta
MDW
3:20a
GCM
8:31a
5h 11m
1 stop
GCM
9:35a
MDW
4:43p
7h 08m
1 stop
Depart: Tue Jul 25 2017 Return: Tue Aug 1 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
GCM
8:31a
6h 31m
1 stop
GCM
9:35a
MDW
4:43p
7h 08m
1 stop
Depart: Sat Sep 9 2017 Return: Fri Sep 15 2017 Trip spans 7 days
Delta
Delta
MDW
2:00a
GCM
8:31a
6h 31m
1 stop
GCM
9:35a
MDW
4:43p
7h 08m
1 stop
Depart: Fri Sep 15 2017 Return: Fri Sep 22 2017 Trip spans 8 days
Delta
Delta
MDW
2:00a
GCM
8:31a
6h 31m
1 stop
GCM
9:35a
MDW
4:43p
7h 08m
1 stop
Depart: Fri Aug 18 2017 Return: Mon Aug 21 2017 Trip spans 4 days
Delta
Delta
MDW
3:20p
GCM
8:31a
17h 11m
1 stop
GCM
9:35a
MDW
4:43p
7h 08m
1 stop
Depart: Thu Oct 12 2017 Return: Thu Oct 19 2017 Trip spans 8 days
Delta
Delta
MDW
3:20p
GCM
8:31a
17h 11m
1 stop
GCM
9:35a
MDW
4:43p
7h 08m
1 stop
Depart: Fri Jun 2 2017 Return: Mon Jun 5 2017 Trip spans 4 days
Delta
Delta
MDW
3:20a
GCM
8:35a
5h 15m
1 stop
GCM
9:35a
MDW
6:20p
8h 45m
1 stop
Depart: Wed Jun 14 2017 Return: Wed Jun 21 2017 Trip spans 8 days
Delta
Delta
MDW
3:20a
GCM
8:40a
5h 20m
1 stop
GCM
9:40a
MDW
5:03p
7h 23m
1 stop
Depart: Mon Jun 19 2017 Return: Thu Jun 22 2017 Trip spans 4 days
Delta
Delta
MDW
2:00a
GCM
8:40a
6h 40m
1 stop
GCM
9:40a
MDW
5:03p
7h 23m
1 stop
Depart: Tue Jun 20 2017 Return: Thu Jun 22 2017 Trip spans 3 days
Delta
Delta
MDW
2:00a
GCM
8:40a
6h 40m
1 stop
GCM
9:40a
MDW
5:03p
7h 23m
1 stop
Depart: Wed Jun 21 2017 Return: Thu Jun 22 2017 Trip spans 2 days
Delta
Delta
MDW
2:00a
GCM
8:40a
6h 40m
1 stop
GCM
9:40a
MDW
5:03p
7h 23m
1 stop
Depart: Wed Jul 12 2017 Return: Wed Jul 19 2017 Trip spans 8 days
Delta
Delta
MDW
3:20a
GCM
8:31a
5h 11m
1 stop
GCM
9:35a
MDW
4:43p
7h 08m
1 stop
Depart: Thu Jul 13 2017 Return: Wed Jul 19 2017 Trip spans 7 days
Delta
Delta
MDW
2:00a
GCM
8:31a
6h 31m
1 stop
GCM
9:35a
MDW
4:43p
7h 08m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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Airports
Origin

Chicago
$497
Destination

George Town
$497
Airlines