Cheap Flights To Cayman Islands

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Cayman Islands Flights as Low as $340

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Dec 31 - Thu, Jan 15
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$340 Roundtrip, found 10 hours ago
$340
Roundtrip
found 10 hours ago
Select Delta flight, departing Wed, Dec 31 from O'Hare Intl. to Owen Roberts Intl., returning Thu, Jan 15, priced at $340 found 10 hours ago
Delta
Mon, Nov 24 - Thu, Dec 11
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$352 Roundtrip, found 10 hours ago
$352
Roundtrip
found 10 hours ago
Select Delta flight, departing Mon, Nov 24 from O'Hare Intl. to Owen Roberts Intl., returning Thu, Dec 11, priced at $352 found 10 hours ago
Delta
Thu, Jan 1 - Thu, Jan 15
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$365 Roundtrip, found 10 hours ago
$365
Roundtrip
found 10 hours ago
Select Delta flight, departing Thu, Jan 1 from O'Hare Intl. to Owen Roberts Intl., returning Thu, Jan 15, priced at $365 found 10 hours ago
United
Thu, Dec 25 - Wed, Dec 31
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select United flight, departing Thu, Dec 25 from O'Hare Intl. to Owen Roberts Intl., returning Wed, Dec 31, priced at $367 found 1 day ago
Air Canada
Mon, Dec 1 - Tue, Dec 9
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$370 Roundtrip, found 19 hours ago
$370
Roundtrip
found 19 hours ago
Select Air Canada flight, departing Mon, Dec 1 from O'Hare Intl. to Owen Roberts Intl., returning Tue, Dec 9, priced at $370 found 19 hours ago
American Airlines
Wed, Dec 31 - Wed, Jan 14
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$386 Roundtrip, found 10 hours ago
$386
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Wed, Dec 31 from O'Hare Intl. to Owen Roberts Intl., returning Wed, Jan 14, priced at $386 found 10 hours ago
JetBlue Airways
Sun, Nov 23 - Mon, Nov 24
ORD
O'Hare Intl.
GCM
Owen Roberts Intl.
$488 Roundtrip, found 10 hours ago
$488
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Sun, Nov 23 from O'Hare Intl. to Owen Roberts Intl., returning Mon, Nov 24, priced at $488 found 10 hours ago
Delta
Thu, Dec 25 - Wed, Dec 31
MDW
Midway Intl.
GCM
Owen Roberts Intl.
$641 Roundtrip, found 1 day ago
$641
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Dec 25 from Midway Intl. to Owen Roberts Intl., returning Wed, Dec 31, priced at $641 found 1 day ago

Cayman Islands Flights

For seniors in search of the best deals on airfares, AARP Travel Center Powered by Expedia features low-cost flights in Cayman Islands. Right here you may enter your expected travel dates to browse through the selection of cheap flights for seniors in Cayman Islands. The search engine presents a variety of low-cost plane tickets, airline carriers, and travel times to ensure the Cayman Islands AARP Travel Center flights suit your travel needs and preferences. And on top of affordable airline tickets, AARP members also enjoy no additional booking fees when you book your Cayman Islands senior flights on AARP Travel Center Powered by Expedia. These senior flights to or from Cayman Islands allow you to jet set without breaking the bank.