$1,384+ Cheap flights from Alaska to the Cayman Islands
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
ANC — GCM
Oct 22 — Oct 291
1 adult, Economy
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Cheapest flights from Alaska to Cayman IslandsExplore the most affordable flight options available from Alaska to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2025.
Explore the most affordable flight options available from Alaska to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 22, 2025.
This American Airlines deal was found by Cheapflights users on 9/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:00 amFAI - GCM
2 stops26h 10mAmerican Airlines
Wed 10/112:25 pmGCM - FAI
2 stops17h 20mAmerican Airlines
Deal found 9/20![American Airlines logo]()
$1,384
Best time to book a flight from Alaska to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Alaska with our price prediction graph.
Estimated round-trip price
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Everything you need to know about your flight from Alaska to the Cayman Islands
What is the cheapest time of day to fly from AK to KY?
Find hourly flight availability from Alaska to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 22, 2025.
When flying from Alaska to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.