Find Cheap Flights from Cayman Islands to Chicago

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 Cayman Islands to Chicago

(Round-trip)
Depart: Tue Jan 16 2018 Return: Tue Jan 23 2018 Trip spans 8 days
Air Canada
Air Canada
GCM
ORD
8h 57m
1 stop
ORD
GCM
16h 40m
2 stops
Depart: Thu Jan 18 2018 Return: Sun Jan 21 2018 Trip spans 4 days
Multiple Airlines
Multiple Airlines
GCM
ORD
21h 29m
1 stop
ORD
GCM
5h 59m
1 stop
Depart: Thu Jan 18 2018 Return: Sat Jan 20 2018 Trip spans 3 days
Delta
Delta
GCM
ORD
9h 49m
1 stop
ORD
GCM
12h 10m
1 stop
Depart: Wed Jan 17 2018 Return: Mon Jan 22 2018 Trip spans 6 days
Air Canada
Air Canada
GCM
ORD
18h 32m
1 stop
ORD
GCM
16h 40m
2 stops
Depart: Tue Jan 16 2018 Return: Sun Jan 21 2018 Trip spans 6 days
Air Canada
Air Canada
GCM
ORD
8h 57m
1 stop
ORD
GCM
16h 20m
1 stop
Depart: Thu Jan 18 2018 Return: Fri Jan 19 2018 Trip spans 2 days
Multiple Airlines
Multiple Airlines
GCM
ORD
21h 29m
1 stop
ORD
GCM
13h 14m
1 stop
Depart: Thu Jan 18 2018 Return: Tue Jan 23 2018 Trip spans 6 days
Air Canada
Air Canada
GCM
ORD
8h 57m
1 stop
ORD
GCM
16h 40m
2 stops
Depart: Sat Jan 13 2018 Return: Fri Jan 19 2018 Trip spans 7 days
Multiple Airlines
Multiple Airlines
GCM
ORD
16h 31m
1 stop
ORD
GCM
13h 14m
1 stop
Depart: Fri Jan 12 2018 Return: Mon Jan 22 2018 Trip spans 11 days
Air Canada
Air Canada
GCM
ORD
28h 12m
1 stop
ORD
GCM
16h 20m
1 stop
Depart: Sun Jan 14 2018 Return: Sun Jan 21 2018 Trip spans 8 days
Multiple Airlines
Multiple Airlines
GCM
ORD
7h 12m
1 stop
ORD
GCM
6h 44m
1 stop
Depart: Wed Jan 17 2018 Return: Sun Jan 21 2018 Trip spans 5 days
Air Canada
Air Canada
GCM
ORD
18h 32m
1 stop
ORD
GCM
16h 40m
2 stops
Depart: Fri Jan 12 2018 Return: Mon Jan 22 2018 Trip spans 11 days
Delta
Delta
GCM
ORD
21h 37m
1 stop
ORD
GCM
6h 35m
1 stop
Depart: Sun Jan 14 2018 Return: Tue Jan 23 2018 Trip spans 10 days
Multiple Airlines
Multiple Airlines
GCM
ORD
7h 12m
1 stop
ORD
GCM
13h 19m
2 stops
Depart: Fri Jan 12 2018 Return: Tue Jan 23 2018 Trip spans 12 days
Air Canada
Air Canada
GCM
ORD
28h 12m
1 stop
ORD
GCM
22h 35m
1 stop
Depart: Fri Jan 12 2018 Return: Sun Jan 21 2018 Trip spans 10 days
Delta
Delta
GCM
ORD
21h 37m
1 stop
ORD
GCM
18h 05m
1 stop
Depart: Sun Jan 14 2018 Return: Wed Jan 24 2018 Trip spans 11 days
Multiple Airlines
Multiple Airlines
GCM
ORD
7h 12m
1 stop
ORD
GCM
3h 50m
nonstop
Depart: Thu Jan 18 2018 Return: Sun Jan 21 2018 Trip spans 4 days
Air Canada
Air Canada
GCM
ORD
8h 57m
1 stop
ORD
GCM
16h 20m
1 stop
Depart: Fri Jan 12 2018 Return: Sun Jan 21 2018 Trip spans 10 days
Air Canada
Air Canada
GCM
ORD
29h 35m
1 stop
ORD
GCM
16h 20m
1 stop
Depart: Sat Jan 13 2018 Return: Sun Jan 21 2018 Trip spans 9 days
Multiple Airlines
Multiple Airlines
GCM
ORD
8h 04m
1 stop
ORD
GCM
3h 50m
nonstop
Depart: Thu Nov 30 2017 Return: Tue Dec 5 2017 Trip spans 6 days
Delta
Delta
GCM
ORD
18h 09m
2 stops
ORD
GCM
6h 42m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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

George Town
$422
Destination

Chicago
$422