Find Deals on Flights from Cayman Islands to Chicago Midway

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Cayman Islands to Chicago Midway

(Round-trip)
Depart: Fri Jan 6 2017 Return: Sun Jan 8 2017 Trip spans 3 days
Delta
Delta
GCM
3:00a
MDW
3:20p
12h 20m
2 stops
MDW
12:26p
GCM
7:43a
19h 17m
2 stops
Depart: Thu Apr 20 2017 Return: Sun Apr 23 2017 Trip spans 4 days
Delta
Delta
GCM
9:35a
MDW
4:02p
6h 27m
1 stop
MDW
1:05p
GCM
8:31a
19h 26m
2 stops
Depart: Sat Dec 17 2016 Return: Tue Dec 20 2016 Trip spans 4 days
Delta
Delta
GCM
9:04a
MDW
4:39p
7h 35m
1 stop
MDW
7:20a
GCM
2:39p
7h 19m
1 stop
Depart: Tue Dec 20 2016 Return: Wed Dec 28 2016 Trip spans 9 days
Delta
Delta
GCM
3:00a
MDW
10:53a
7h 53m
1 stop
MDW
2:55p
GCM
2:39p
23h 44m
2 stops
Depart: Fri Dec 23 2016 Return: Tue Dec 27 2016 Trip spans 5 days
$1494
Select
Delta
Delta
GCM
3:00a
MDW
1:22p
10h 22m
1 stop
MDW
1:25a
GCM
2:39p
13h 14m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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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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.

If you have more questions or if you have a bad price to report to us,
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Airports
Origin

George Town
$488
Destination

Chicago
$488
Airlines