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Cayman Islands

$133+ Cheap flights from Kentucky to the Cayman Islands

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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
Aug 27 — Sep 31
Wed 8/27
Wed 9/3
1 adult, Economy
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Cheap flight deals from Kentucky to Cayman Islands

Keep the following information in mind while searching for Kentucky to Cayman Islands flight deals. Data was last updated August 22, 2025.

Round-trip from

$380
(American Airlines)

One-way from

$133
(Delta)

Popular in

December

Cheapest in

September

Average price

$496
From Kentucky to Cayman Islands
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One-way flight from Kentucky to Cayman Islands
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Highest demand for flights based on searches. 7% potential increase in price ($43 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Kentucky to Cayman Islands

Cheapest flights from Kentucky to Cayman Islands
Explore the most affordable flight options available from Kentucky to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2025.

This American Airlines deal was found by Cheapflights users on 8/21. 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 11/15:52 pmBNA - GCM
1 stop18h 06mAmerican Airlines
Wed 11/53:14 pmGCM - BNA
1 stop7h 41mAmerican Airlines
Deal found 8/21$380
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Fri 10/177:06 amBNA - GCM
1 stop12h 14mAmerican Airlines
Fri 10/242:00 pmGCM - BNA
1 stop9h 55mAmerican Airlines
Deal found 8/19$395
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Sun 11/28:10 amSDF - GCM
1 stop7h 10mAmerican Airlines
Thu 11/61:40 pmGCM - SDF
1 stop8h 06mAmerican Airlines
Deal found 8/19$396
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Thu 9/187:22 pmBNA - GCM
1 stop16h 03mAmerican Airlines
Thu 9/2512:10 pmGCM - BNA
2 stops11h 27mAmerican Airlines
Deal found 8/18$399
This American Airlines deal was found by Cheapflights users on 8/19. 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 10/46:00 pmBNA - GCM
2 stops17h 10mAmerican Airlines
Sat 10/113:05 pmGCM - BNA
1 stop17h 46mAmerican Airlines
Deal found 8/19$407
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Fri 10/3110:49 amBNA - GCM
1 stop8h 31mAmerican Airlines
Thu 11/61:00 pmGCM - BNA
1 stop9h 55mAmerican Airlines
Deal found 8/19$426
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Wed 10/16:00 amBNA - GCM
1 stop5h 10mAmerican Airlines
Wed 10/812:10 pmGCM - BNA
1 stop5h 26mAmerican Airlines
Deal found 8/19$432
This Delta deal was found by Cheapflights users on 8/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/187:10 amSDF - GCM
1 stop5h 26mDelta
Sun 9/2112:52 pmGCM - SDF
1 stop7h 21mDelta
Deal found 8/20$446
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Thu 9/187:35 pmSDF - GCM
2 stops16h 50mAmerican Airlines
Sun 9/2112:28 pmGCM - SDF
1 stop10h 31mAmerican Airlines
Deal found 8/20$455
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:06 pmBNA - GCM
1 stop20h 29mMultiple Airlines
Wed 12/247:00 amGCM - BNA
1 stop7h 01mMultiple Airlines
Deal found 8/21$459
This American Airlines deal was found by Cheapflights users on 8/20. 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.
Sun 10/55:30 amBNA - GCM
1 stop5h 52mAmerican Airlines
Sat 10/113:05 pmGCM - BNA
1 stop17h 46mAmerican Airlines
Deal found 8/20$465
This American Airlines deal was found by Cheapflights users on 8/20. 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 10/46:44 pmSDF - GCM
2 stops17h 26mAmerican Airlines
Sat 10/113:15 pmGCM - SDF
2 stops19h 18mAmerican Airlines
Deal found 8/20$469

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Cayman Islands 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 August 22, 2025.
Use the filters below to find and compare flights from Kentucky to the Cayman Islands that are best for you.

Fly from

Kentucky

Fly to

Cayman Islands

Route

Depart

Return

Price

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 11/1

5:52 pm-11:58 am

1 stop18h 06m

George Town Owen Roberts Intl

Wed 11/5

3:14 pm-9:55 pm

1 stop7h 41m

$380

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 9/18

5:15 am-11:36 am

1 stop6h 21m

George Town Owen Roberts Intl

Thu 9/25

12:52 pm-9:35 pm

1 stop8h 43m

$395

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Fri 10/17

7:06 am-7:20 pm

1 stop12h 14m

George Town Owen Roberts Intl

Fri 10/24

2:00 pm-11:55 pm

1 stop9h 55m

$395

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Tue 1/20

6:00 am-12:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Tue 2/3

2:00 pm-11:56 pm

1 stop9h 56m

$396

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Sun 11/2

8:10 am-3:20 pm

1 stop7h 10m

George Town Owen Roberts Intl

Thu 11/6

1:00 pm-11:39 pm

1 stop10h 39m

$396

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Tue 1/20

6:54 am-12:00 pm

1 stop5h 06m

George Town Owen Roberts Intl

Tue 2/3

1:40 pm-9:46 pm

1 stop8h 06m

$396

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 9/18

7:22 pm-11:25 am

1 stop16h 03m

George Town Owen Roberts Intl

Thu 9/25

12:10 pm-11:37 pm

2 stops11h 27m

$399

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 10/4

6:00 pm-11:10 am

2 stops17h 10m

George Town Owen Roberts Intl

Sat 10/11

3:05 pm-8:51 am

1 stop17h 46m

$407

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Fri 10/31

10:49 am-7:20 pm

1 stop8h 31m

George Town Owen Roberts Intl

Thu 11/6

1:00 pm-9:55 pm

1 stop9h 55m

$426

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Tue 10/7

6:00 am-11:20 am

1 stop6h 20m

George Town Owen Roberts Intl

Tue 10/14

8:25 am-6:50 pm

1 stop9h 25m

$524

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/19

Showing 1-10 of 31 results
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Best time to book a flight from Kentucky to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Kentucky 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 Kentucky to the Cayman Islands

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

Currently, January is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $467). Flying from Kentucky to Cayman Islands in March is currently the most expensive (average of $594). 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.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Cayman Islands. 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 Kentucky to Cayman Islands?

    Departing from Kentucky to Cayman Islands will take you 6h 21m. The distance from Kentucky to Cayman Islands is about 1206 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kentucky to Cayman Islands 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 Kentucky to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $467). Flying from Kentucky to Cayman Islands in March is currently the most expensive (average of $594). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Kentucky to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Kentucky to Cayman Islands

Discover the top 3 airlines that operate flights from Kentucky to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$418Average$510FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$439Average$568FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$472Average$585FlexibilityNo cancel feeOn-time71%

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