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: Thu Aug 24 2017 Return: Mon Aug 28 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
1:27a
GCM
9:20a
7h 53m
1 stop
GCM
10:30a
ORD
4:50p
6h 20m
1 stop
Depart: Sun Jun 18 2017 Return: Sun Jun 25 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: Thu May 11 2017 Return: Sun May 14 2017 Trip spans 4 days
JetBlue
JetBlue
ORD
4:58p
GCM
8:30a
15h 32m
1 stop
GCM
9:32a
ORD
3:54a
18h 22m
1 stop
Depart: Mon Jun 5 2017 Return: Sun Jun 11 2017 Trip spans 7 days
Major Airline
Major Airline
ORD
2:45a
GCM
1:20p
10h 35m
2 stops
GCM
5:32a
ORD
11:54p
18h 22m
2 stops
Depart: Sat May 20 2017 Return: Sat May 27 2017 Trip spans 8 days
United
United
ORD
6:40a
GCM
10:35a
3h 55m
nonstop
GCM
7:45a
ORD
11:55a
4h 10m
nonstop
Depart: Mon Aug 14 2017 Return: Wed Aug 23 2017 Trip spans 10 days
Delta
Delta
ORD
2:00a
GCM
8:31a
6h 31m
1 stop
GCM
9:35a
ORD
7:33p
9h 58m
1 stop
Depart: Wed Oct 11 2017 Return: Mon Oct 16 2017 Trip spans 6 days
American Airlines
American Airlines
ORD
1:27a
GCM
9:20a
7h 53m
1 stop
GCM
10:30a
ORD
7:47p
9h 17m
1 stop
Depart: Thu Oct 12 2017 Return: Thu Oct 19 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
3:30a
GCM
9:20a
5h 50m
1 stop
GCM
10:30a
ORD
7:47p
9h 17m
1 stop
Depart: Sun Jul 9 2017 Return: Sun Jul 16 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: Sat Jun 24 2017 Return: Sat Jul 1 2017 Trip spans 8 days
United
United
ORD
6:40a
GCM
10:35a
3h 55m
nonstop
GCM
7:45a
ORD
11:55a
4h 10m
nonstop
Depart: Fri Jul 7 2017 Return: Sat Jul 15 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
11:50p
GCM
7:35a
7h 45m
nonstop
GCM
8:30a
ORD
1:29a
16h 59m
nonstop
Depart: Tue Aug 15 2017 Return: Wed Aug 23 2017 Trip spans 9 days
Delta
Delta
ORD
2:00a
GCM
8:31a
6h 31m
1 stop
GCM
9:35a
ORD
7:33p
9h 58m
1 stop
Depart: Sun Jul 30 2017 Return: Sun Aug 6 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: Sat Jul 1 2017 Return: Sat Jul 8 2017 Trip spans 8 days
United
United
ORD
6:40a
GCM
10:35a
3h 55m
nonstop
GCM
7:45a
ORD
11:55a
4h 10m
nonstop
Depart: Fri Jul 14 2017 Return: Mon Jul 17 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
12:44a
GCM
4:15a
27h 31m
1 stop
GCM
5:11a
ORD
2:41a
21h 30m
1 stop
Depart: Fri Aug 18 2017 Return: Mon Aug 21 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
3:15a
GCM
9:41a
6h 26m
1 stop
GCM
10:53a
ORD
7:59p
9h 06m
1 stop
Depart: Wed Aug 16 2017 Return: Wed Aug 23 2017 Trip spans 8 days
Delta
Delta
ORD
3:15a
GCM
8:31a
5h 16m
1 stop
GCM
9:35a
ORD
6:13p
8h 38m
1 stop
Depart: Sun Jul 2 2017 Return: Sun Jul 9 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: Sat Jul 8 2017 Return: Sat Jul 15 2017 Trip spans 8 days
United
United
ORD
6:40a
GCM
10:35a
3h 55m
nonstop
GCM
7:45a
ORD
11:55a
4h 10m
nonstop
Depart: Mon Aug 28 2017 Return: Fri Sep 1 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
3:30a
GCM
9:20a
5h 50m
1 stop
GCM
10:30a
ORD
7:47p
9h 17m
1 stop
* 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?
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Airports
Origin

Chicago
$400
Destination

George Town
$400