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$290+ Cheap flights from the Cayman Islands to Kentucky

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
GCM — SDF
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Cayman Islands to Kentucky

Keep the following information in mind while searching for Cayman Islands to Kentucky flight deals. Data was last updated September 15, 2025.

Round-trip from

$538
(American Airlines)

One-way from

$290
(United Airlines)
From Cayman Islands to Kentucky
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One-way flight from Cayman Islands to Kentucky
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Find flight deals from Cayman Islands to Kentucky

Cheapest flights from Cayman Islands to Kentucky
Explore the most affordable flight options available from Cayman Islands to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 10/612:10 pmGCM - SDF
1 stop11h 26mAmerican Airlines
Fri 10/108:08 pmSDF - GCM
2 stops16h 02mAmerican Airlines
Deal found 9/14$538

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cayman Islands to Kentucky that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from the Cayman Islands to Kentucky that are best for you.

Fly from

Cayman Islands

Fly to

Kentucky

Route

Depart

Return

Price

George TownLouisville

GCM - SDF

GCMSDF

George Town Owen Roberts Intl

Mon 10/6

12:10 pm-12:36 am

1 stop11h 26m

Louisville Intl

Fri 10/10

8:08 pm-11:10 am

2 stops16h 02m

$538

George TownLouisville

GCM - SDF

GCMSDF

George Town Owen Roberts Intl

Tue 1/6

2:25 pm-11:23 pm

1 stop8h 58m

$290

George TownLouisville

GCM - SDF

GCMSDF

George Town Owen Roberts Intl

Wed 12/31

5:45 pm-10:30 pm

2 stops28h 45m

$295

George TownLouisville

GCM - SDF

GCMSDF

George Town Owen Roberts Intl

Mon 1/5

5:10 pm-8:28 pm

2 stops27h 18m

$438

George TownLouisville

GCM - SDF

GCMSDF

George Town Owen Roberts Intl

Thu 1/1

5:10 pm-2:44 pm

1 stop21h 34m

$438

George TownLouisville

GCM - SDF

GCMSDF

George Town Owen Roberts Intl

Sun 1/4

12:50 pm-10:48 am

2 stops21h 58m

$675

George TownLouisville

GCM - SDF

GCMSDF

George Town Owen Roberts Intl

Fri 1/2

3:45 pm-5:06 pm

2 stops25h 21m

$689

George TownLouisville

GCM - SDF

GCMSDF

George Town Owen Roberts Intl

Sat 1/3

12:50 pm-11:59 pm

1 stop11h 09m

$795

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Best time to book a flight from Cayman Islands to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Cayman Islands with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from the Cayman Islands to Kentucky
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Cayman Islands to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Cayman Islands to Kentucky?

    A quick flight from Cayman Islands to Kentucky can take about 11h 26m. American Airlines provides one of the quickest options available for as low as $538. Cayman Islands and Kentucky are separated by a distance of 1330 mi.

  • Can I find deals for flights from Cayman Islands to Kentucky that include hotel bookings?

    Yes. In addition to deals on Cayman Islands to Kentucky flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cayman Islands to Kentucky?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cayman Islands to Kentucky.

  • Can I find deals for business class flights from Cayman Islands to Kentucky?

    Yes. Cheapflights offers flight deals from Cayman Islands to Kentucky by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cayman Islands to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Cayman Islands to Kentucky (average of $299). Flying from Cayman Islands to Kentucky in April is currently the most expensive (average of $369). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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