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Find Flight Deals from Chicago to Cayman Brac Gerrard-Smith (CHI - CYB)

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Cayman Brac Gerrard-Smith

(Round-trip)
Depart: Sun Jun 21 2015 Return: Sun Jun 28 2015 Trip spans 8 days
Cayman Airways
Cayman Airways
ORD
9:25a
CYB
3:00p
5h 35m
1 stop
CYB
2:30a
ORD
8:05a
5h 35m
1 stop
Depart: Sat Jul 11 2015 Return: Sat Jul 18 2015 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
2:00a
CYB
3:40p
13h 40m
2 stops
CYB
7:15a
ORD
8:05a
24h 50m
1 stop
Depart: Fri May 22 2015 Return: Fri May 29 2015 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
3:30p
CYB
3:40p
24h 10m
2 stops
CYB
12:05p
ORD
3:47a
39h 42m
2 stops
Depart: Sun Mar 8 2015 Return: Sun Mar 15 2015 Trip spans 8 days
Multiple Airlines
Multiple Airlines
ORD
9:25a
CYB
4:40a
19h 15m
1 stop
CYB
5:05a
ORD
5:47p
12h 42m
2 stops
Depart: Tue Mar 31 2015 Return: Sat Apr 4 2015 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
4:20p
CYB
4:40a
36h 20m
3 stops
CYB
11:55a
ORD
5:41p
29h 46m
3 stops
Depart: Fri Apr 10 2015 Return: Tue Apr 14 2015 Trip spans 5 days
Multiple Airlines
Multiple Airlines
ORD
4:20p
CYB
1:50p
21h 30m
2 stops
CYB
1:55p
ORD
5:41p
27h 46m
2 stops
Depart: Thu Apr 2 2015 Return: Mon Apr 6 2015 Trip spans 5 days
$1090
Select
Multiple Airlines
Multiple Airlines
ORD
4:31p
CYB
4:40a
36h 09m
2 stops
CYB
11:55a
ORD
8:05a
44h 10m
2 stops
Depart: Sat Feb 21 2015 Return: Sat Feb 28 2015 Trip spans 8 days
$1102
Select
Multiple Airlines
Multiple Airlines
ORD
3:20p
CYB
9:40a
18h 20m
2 stops
CYB
10:55a
ORD
7:05a
20h 10m
2 stops
Depart: Fri Feb 20 2015 Return: Sun Mar 1 2015 Trip spans 10 days
$1207
Select
Multiple Airlines
Multiple Airlines
ORD
4:00p
CYB
11:50a
19h 50m
2 stops
CYB
1:30a
ORD
7:05a
5h 35m
1 stop
Depart: Wed Feb 11 2015 Return: Sun Feb 15 2015 Trip spans 5 days
$1223
Select
Cayman Airways
Cayman Airways
ORD
7:25a
CYB
2:40a
19h 15m
2 stops
CYB
1:30a
ORD
7:05a
5h 35m
1 stop
Depart: Fri Mar 13 2015 Return: Sun Mar 15 2015 Trip spans 3 days
$1702
Select
Multiple Airlines
Multiple Airlines
ORD
4:20p
CYB
3:40p
23h 20m
2 stops
CYB
2:30a
ORD
4:45p
14h 15m
2 stops
Depart: Sun Mar 29 2015 Return: Sat Apr 4 2015 Trip spans 7 days
$1938
Select
Multiple Airlines
Multiple Airlines
ORD
11:00a
CYB
1:50p
26h 50m
2 stops
CYB
2:20p
ORD
5:41p
27h 21m
2 stops
Depart: Thu Mar 5 2015 Return: Sun Mar 8 2015 Trip spans 3 days
$2132
Select
Multiple Airlines
Multiple Airlines
ORD
3:35p
CYB
4:50a
37h 15m
2 stops
CYB
7:20a
ORD
5:45p
34h 25m
2 stops
Depart: Mon Feb 2 2015 Return: Wed Feb 4 2015 Trip spans 3 days
$5230
Select
Multiple Airlines
Multiple Airlines
ORD
11:00a
CYB
1:40p
26h 40m
3 stops
CYB
2:00a
ORD
7:05a
5h 05m
1 stop
Depart: Mon Jun 22 2015 Return: Fri Jun 26 2015 Trip spans 5 days
$5270
Select
Multiple Airlines
Multiple Airlines
ORD
2:20p
CYB
3:40p
25h 20m
3 stops
CYB
11:55a
ORD
8:05a
44h 10m
2 stops
Change your search
Airports
Origin

Chicago
$563
Destination

Cayman Brac
$563