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: Mon Jan 15 2018 Return: Wed Jan 17 2018 Trip spans 3 days
Air Canada
Air Canada
ORD
12:00a
GCM
4:20p
16h 20m
1 stop
GCM
12:00a
ORD
6:32p
18h 32m
1 stop
Depart: Mon Nov 6 2017 Return: Mon Nov 13 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
10:40a
34h 40m
1 stop
GCM
12:00a
ORD
9:18p
21h 18m
1 stop
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
United
United
ORD
12:00a
GCM
3:50a
3h 50m
nonstop
GCM
12:00a
ORD
4:00a
4h 00m
nonstop
Depart: Thu Apr 5 2018 Return: Thu Apr 12 2018 Trip spans 8 days
American Airlines
American Airlines
ORD
12:00a
GCM
6:08a
6h 08m
1 stop
GCM
12:00a
ORD
9:17a
9h 17m
1 stop
Depart: Mon Jan 22 2018 Return: Tue Jan 30 2018 Trip spans 9 days
Air Canada
Air Canada
ORD
12:00a
GCM
4:40p
16h 40m
2 stops
GCM
12:00a
ORD
8:57a
8h 57m
1 stop
Depart: Wed Oct 25 2017 Return: Sun Oct 29 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
5:30a
29h 30m
1 stop
GCM
12:00a
ORD
8:19p
20h 19m
1 stop
Depart: Sat Dec 2 2017 Return: Sat Dec 9 2017 Trip spans 8 days
United
United
ORD
12:00a
GCM
3:50a
3h 50m
nonstop
GCM
12:00a
ORD
4:00a
4h 00m
nonstop
Depart: Sat Mar 3 2018 Return: Sat Mar 10 2018 Trip spans 8 days
American Airlines
American Airlines
ORD
12:00a
GCM
5:00p
17h 00m
1 stop
GCM
12:00a
ORD
9:42a
9h 42m
1 stop
Depart: Mon Feb 5 2018 Return: Thu Feb 8 2018 Trip spans 4 days
Air Canada
Air Canada
ORD
12:00a
GCM
4:20p
16h 20m
1 stop
GCM
12:00a
ORD
8:57a
8h 57m
1 stop
Depart: Fri Feb 2 2018 Return: Fri Feb 9 2018 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
4:40p
16h 40m
1 stop
GCM
12:00a
ORD
8:57a
8h 57m
1 stop
Depart: Sun Mar 4 2018 Return: Sun Mar 11 2018 Trip spans 8 days
United
United
ORD
12:00a
GCM
3:50a
3h 50m
nonstop
GCM
12:00a
ORD
5:05a
4h 05m
nonstop
Depart: Thu Apr 12 2018 Return: Sat Apr 21 2018 Trip spans 10 days
American Airlines
American Airlines
ORD
12:00a
GCM
7:53a
7h 53m
1 stop
GCM
12:00a
ORD
10:42a
10h 42m
1 stop
Depart: Sun Dec 10 2017 Return: Sun Dec 17 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
12:30p
12h 30m
1 stop
GCM
12:00a
ORD
9:29p
21h 29m
1 stop
Depart: Sat Apr 28 2018 Return: Sat May 5 2018 Trip spans 8 days
United
United
ORD
12:00a
GCM
3:55a
3h 55m
nonstop
GCM
12:00a
ORD
4:10a
4h 10m
nonstop
Depart: Fri Mar 9 2018 Return: Thu Mar 15 2018 Trip spans 6 days
American Airlines
American Airlines
ORD
12:00a
GCM
7:26a
7h 26m
1 stop
GCM
12:00a
ORD
7:40a
7h 40m
1 stop
Depart: Thu Nov 23 2017 Return: Mon Dec 4 2017 Trip spans 12 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
4:20p
16h 20m
1 stop
GCM
12:00a
ORD
5:42a
29h 42m
1 stop
Depart: Sun Mar 25 2018 Return: Fri Mar 30 2018 Trip spans 6 days
Air Canada
Air Canada
ORD
12:00a
GCM
4:20p
16h 20m
1 stop
GCM
12:00a
ORD
11:40p
23h 40m
2 stops
Depart: Sat Dec 16 2017 Return: Sat Dec 23 2017 Trip spans 8 days
United
United
ORD
12:00a
GCM
3:50a
3h 50m
nonstop
GCM
12:00a
ORD
4:05a
4h 05m
nonstop
Depart: Sun Nov 19 2017 Return: Sun Nov 26 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
12:00a
GCM
12:30p
12h 30m
1 stop
GCM
12:00a
ORD
7:23a
55h 23m
1 stop
Depart: Wed Dec 27 2017 Return: Wed Jan 3 2018 Trip spans 8 days
American Airlines
American Airlines
ORD
12:00a
GCM
4:40p
16h 40m
1 stop
GCM
12:00a
ORD
9:15a
9h 15m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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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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
$425
Destination

George Town
$425