Find Cheap 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 Jan 17 2018 Return: Sun Jan 28 2018 Trip spans 12 days
Cayman Airways
Cayman Airways
ORD
12:00a
GCM
3:55a
3h 55m
nonstop
GCM
12:00a
ORD
3:55a
3h 55m
nonstop
Depart: Wed Feb 21 2018 Return: Sun Mar 4 2018 Trip spans 12 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
3:55a
3h 55m
nonstop
GCM
12:00a
ORD
4:05a
4h 05m
nonstop
Depart: Sun Dec 10 2017 Return: Sat Dec 16 2017 Trip spans 7 days
American Airlines
American Airlines
ORD
12:00a
GCM
8:16a
8h 16m
1 stop
GCM
12:00a
ORD
8:20a
8h 20m
1 stop
Depart: Fri Sep 8 2017 Return: Sun Sep 10 2017 Trip spans 3 days
Delta
Delta
ORD
12:00a
GCM
6:38a
6h 38m
1 stop
GCM
12:00a
ORD
8:35a
8h 35m
1 stop
Depart: Tue Jan 2 2018 Return: Sun Jan 7 2018 Trip spans 6 days
United
United
ORD
12:00a
GCM
1:50p
13h 50m
1 stop
GCM
12:00a
ORD
6:01p
18h 01m
1 stop
Depart: Sun Feb 11 2018 Return: Sun Feb 18 2018 Trip spans 8 days
Cayman Airways
Cayman Airways
ORD
12:00a
GCM
3:55a
3h 55m
nonstop
GCM
12:00a
ORD
3:55a
3h 55m
nonstop
Depart: Sun Feb 25 2018 Return: Sun Mar 4 2018 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
3:55a
3h 55m
nonstop
GCM
12:00a
ORD
4:05a
4h 05m
nonstop
Depart: Sun Jan 21 2018 Return: Sun Jan 28 2018 Trip spans 8 days
Cayman Airways
Cayman Airways
ORD
12:00a
GCM
3:55a
3h 55m
nonstop
GCM
12:00a
ORD
3:55a
3h 55m
nonstop
Depart: Tue Jan 16 2018 Return: Sun Jan 21 2018 Trip spans 6 days
American Airlines
American Airlines
ORD
12:00a
GCM
5:50a
5h 50m
1 stop
GCM
12:00a
ORD
9:17a
9h 17m
1 stop
Depart: Mon Sep 25 2017 Return: Mon Oct 2 2017 Trip spans 8 days
Delta
Delta
ORD
12:00a
GCM
5:23a
5h 23m
1 stop
GCM
12:00a
ORD
10:04a
10h 04m
1 stop
Depart: Wed Jan 3 2018 Return: Sun Jan 7 2018 Trip spans 5 days
United
United
ORD
12:00a
GCM
4:45p
16h 45m
1 stop
GCM
12:00a
ORD
10:02p
22h 02m
1 stop
Depart: Tue Feb 20 2018 Return: Sun Mar 4 2018 Trip spans 13 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
5:50a
5h 50m
1 stop
GCM
12:00a
ORD
4:05a
4h 05m
nonstop
Depart: Thu Feb 1 2018 Return: Thu Feb 8 2018 Trip spans 8 days
American Airlines
American Airlines
ORD
12:00a
GCM
7:53a
7h 53m
1 stop
GCM
12:00a
ORD
6:20a
6h 20m
1 stop
Depart: Fri Oct 13 2017 Return: Wed Oct 18 2017 Trip spans 6 days
Delta
Delta
ORD
12:00a
GCM
5:30a
5h 30m
1 stop
GCM
12:00a
ORD
10:04a
10h 04m
1 stop
Depart: Sun Jan 7 2018 Return: Sun Jan 14 2018 Trip spans 8 days
Cayman Airways
Cayman Airways
ORD
12:00a
GCM
3:55a
3h 55m
nonstop
GCM
12:00a
ORD
3:55a
3h 55m
nonstop
Depart: Thu Feb 22 2018 Return: Sun Mar 4 2018 Trip spans 11 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
9:26a
9h 26m
2 stops
GCM
12:00a
ORD
4:05a
4h 05m
nonstop
Depart: Thu Feb 22 2018 Return: Thu Mar 1 2018 Trip spans 8 days
American Airlines
American Airlines
ORD
12:00a
GCM
5:50a
5h 50m
1 stop
GCM
12:00a
ORD
9:17a
9h 17m
1 stop
Depart: Sat Dec 9 2017 Return: Sat Dec 16 2017 Trip spans 8 days
Delta
Delta
ORD
12:00a
GCM
9:34a
9h 34m
1 stop
GCM
12:00a
ORD
7:10a
7h 10m
1 stop
Depart: Fri Feb 23 2018 Return: Sun Mar 4 2018 Trip spans 10 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
5:50a
5h 50m
1 stop
GCM
12:00a
ORD
4:05a
4h 05m
nonstop
Depart: Wed Feb 21 2018 Return: Wed Feb 28 2018 Trip spans 8 days
Cayman Airways
Cayman Airways
ORD
12:00a
GCM
3:55a
3h 55m
nonstop
GCM
12:00a
ORD
3:55a
3h 55m
nonstop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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
$438
Destination

George Town
$438