Find Deals on Flights from Chicago O'Hare International 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 O'Hare International to Cayman Islands

(Round-trip)
Depart: Wed Mar 29 2017 Return: Wed Apr 5 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
2:40a
GCM
5:16a
26h 36m
1 stop
GCM
8:45a
ORD
1:48a
17h 03m
1 stop
Depart: Mon Mar 6 2017 Return: Mon Mar 13 2017 Trip spans 7 days
JetBlue
JetBlue
ORD
1:31p
GCM
8:24a
18h 53m
1 stop
GCM
10:20a
ORD
1:50p
27h 30m
1 stop
Depart: Tue Mar 21 2017 Return: Sun Mar 26 2017 Trip spans 6 days
United
United
ORD
5:05p
GCM
12:02p
18h 57m
2 stops
GCM
7:40a
ORD
11:45a
4h 05m
nonstop
Depart: Sun Jul 16 2017 Return: Sun Jul 23 2017 Trip spans 8 days
Cayman Airways
Cayman Airways
ORD
9:05a
GCM
1:00p
3h 55m
nonstop
GCM
3:45a
ORD
7:40a
3h 55m
nonstop
Depart: Tue Mar 14 2017 Return: Wed Mar 15 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
7:55a
GCM
3:28p
7h 33m
1 stop
GCM
2:53a
ORD
1:38p
10h 45m
1 stop
Depart: Fri May 12 2017 Return: Wed May 17 2017 Trip spans 6 days
Delta
Delta
ORD
3:15a
GCM
8:31a
5h 16m
1 stop
GCM
9:35a
ORD
7:34p
9h 59m
1 stop
Depart: Sun Mar 5 2017 Return: Mon Mar 13 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
9:30p
GCM
10:30a
13h 00m
1 stop
GCM
8:55a
ORD
11:47p
14h 52m
1 stop
Depart: Wed Mar 22 2017 Return: Sun Mar 26 2017 Trip spans 5 days
United
United
ORD
2:15p
GCM
12:02p
21h 47m
2 stops
GCM
7:40a
ORD
11:45a
4h 05m
nonstop
Depart: Mon Mar 20 2017 Return: Wed Mar 22 2017 Trip spans 3 days
JetBlue
JetBlue
ORD
2:31p
GCM
9:24a
18h 53m
1 stop
GCM
10:20a
ORD
6:01a
19h 41m
1 stop
Depart: Wed Mar 15 2017 Return: Wed Mar 22 2017 Trip spans 8 days
Cayman Airways
Cayman Airways
ORD
9:05a
GCM
1:00p
3h 55m
nonstop
GCM
3:45a
ORD
7:40a
3h 55m
nonstop
Depart: Tue May 2 2017 Return: Wed May 3 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
7:55a
GCM
4:01p
8h 06m
1 stop
GCM
3:00a
ORD
10:39a
7h 39m
1 stop
Depart: Thu Mar 9 2017 Return: Tue Mar 14 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
8:31a
GCM
3:24a
18h 53m
1 stop
GCM
6:20a
ORD
2:01a
19h 41m
1 stop
Depart: Sat May 6 2017 Return: Tue May 9 2017 Trip spans 4 days
United
United
ORD
6:40a
GCM
10:35a
3h 55m
nonstop
GCM
12:37p
ORD
10:49a
22h 12m
2 stops
Depart: Mon Apr 3 2017 Return: Mon Apr 10 2017 Trip spans 8 days
JetBlue
JetBlue
ORD
2:30p
GCM
9:24a
18h 54m
1 stop
GCM
10:20a
ORD
1:44p
27h 24m
1 stop
Depart: Sun Apr 9 2017 Return: Wed Apr 19 2017 Trip spans 11 days
Cayman Airways
Cayman Airways
ORD
9:05a
GCM
1:00p
3h 55m
nonstop
GCM
3:45a
ORD
7:40a
3h 55m
nonstop
Depart: Sun May 7 2017 Return: Mon May 8 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
2:00a
GCM
4:01p
14h 01m
1 stop
GCM
3:00a
ORD
7:56p
16h 56m
1 stop
Depart: Fri Mar 31 2017 Return: Sun Apr 9 2017 Trip spans 10 days
Major Airline
Major Airline
ORD
5:25a
GCM
4:05a
22h 40m
2 stops
GCM
6:20a
ORD
9:44a
27h 24m
2 stops
Depart: Fri May 5 2017 Return: Tue May 9 2017 Trip spans 5 days
United
United
ORD
3:33p
GCM
7:45a
16h 12m
1 stop
GCM
12:37p
ORD
10:49a
22h 12m
2 stops
Depart: Wed Apr 12 2017 Return: Wed Apr 19 2017 Trip spans 8 days
Cayman Airways
Cayman Airways
ORD
9:05a
GCM
1:00p
3h 55m
nonstop
GCM
3:45a
ORD
7:40a
3h 55m
nonstop
Depart: Mon May 8 2017 Return: Tue May 9 2017 Trip spans 2 days
American Airlines
American Airlines
ORD
4:35a
GCM
4:01p
11h 26m
1 stop
GCM
3:00a
ORD
10:33a
7h 33m
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
$442
Destination

George Town
$442