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Cayman Islands

$149+ 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 1/2. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/318:38 pmBNA - GCM
1 stop16h 07mMultiple Airlines
Thu 1/82:49 pmGCM - BNA
1 stop6h 01mMultiple Airlines
Deal found 12/16$307
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/318:38 pmBNA - GCM
1 stop16h 07mSpirit Airlines
Sat 1/102:34 pmGCM - BNA
1 stop6h 09mSpirit Airlines
Deal found 12/16$310
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 12/318:38 pmBNA - GCM
1 stop16h 07mMultiple Airlines
Sun 1/112:49 pmGCM - BNA
1 stop6h 01mMultiple Airlines
Deal found 12/16$335
This FlightHub deal was found by Cheapflights users on 12/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:15 amBNA - GCM
1 stop27h 10mAir Canada
Fri 1/91:30 pmGCM - BNA
1 stop24h 46mAir Canada
Deal found 12/16$420
This Kiwi.com deal was found by Cheapflights users on 12/17. 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 12/318:38 pmBNA - GCM
1 stop16h 07mSpirit Airlines
Sun 1/42:40 pmGCM - BNA
2 stops33h 34mSpirit Airlines
Deal found 12/17$429
This FlightHub deal was found by Cheapflights users on 12/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:15 amBNA - GCM
1 stop27h 10mAir Canada
Thu 1/81:30 pmGCM - BNA
1 stop24h 46mAir Canada
Deal found 12/16$450
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Sat 12/278:40 pmBNA - GCM
1 stop16h 05mSpirit Airlines
Thu 1/12:40 pmGCM - BNA
2 stops33h 34mSpirit Airlines
Deal found 12/16$475
This Delta deal was found by Cheapflights users on 12/16. 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.
Wed 12/248:00 amCVG - GCM
1 stop6h 27mDelta
Sun 12/281:52 pmGCM - CVG
1 stop7h 22mDelta
Deal found 12/16$486
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Sat 12/275:37 pmBNA - GCM
1 stop19h 08mMultiple Airlines
Thu 1/12:40 pmGCM - BNA
2 stops33h 34mMultiple Airlines
Deal found 12/15$495
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:30 amCVG - GCM
1 stop9h 30mUnited Airlines
Sun 12/285:45 pmGCM - CVG
2 stops26h 33mUnited Airlines
Deal found 12/16$601
This United Airlines deal was found by Cheapflights users on 12/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/292:19 pmCVG - GCM
1 stop23h 26mUnited Airlines
Fri 1/25:45 pmGCM - CVG
2 stops23h 09mUnited Airlines
Deal found 12/16$698
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/297:30 pmCVG - GCM
1 stop16h 35mAmerican Airlines
Fri 1/27:30 amGCM - CVG
1 stop17h 29mAmerican Airlines
Deal found 12/16$710

Find 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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(Kiwi.com)

One-way from

$149
(Kiwi.com)

Popular in

October

Cheapest in

September

Average price

$676
Provider with most accurate pricing for Louisville Intl-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Louisville Intl-George Town Owen Roberts Intl flights.
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From Kentucky to Cayman Islands
Search Deals
One-way flight from Kentucky to Cayman Islands
Search Deals
High demand for flights, 3% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 18, 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 1/10

8:12 pm-1:53 pm

1 stop16h 41m

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-7:43 pm

1 stop6h 09m

$289

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 1/3

8:40 pm-1:45 pm

1 stop16h 05m

George Town Owen Roberts Intl

Sat 1/10

2:34 pm-7:43 pm

1 stop6h 09m

$310

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 1/17

8:40 am-1:53 pm

1 stop28h 13m

George Town Owen Roberts Intl

Sat 1/24

2:34 pm-10:17 am

2 stops20h 43m

$319

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 1/10

8:12 pm-1:53 pm

1 stop16h 41m

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-3:10 pm

2 stops25h 36m

$325

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sat 1/10

3:11 pm-1:53 pm

1 stop22h 42m

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-7:31 am

2 stops16h 57m

$352

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sat 1/10

6:40 pm-12:25 pm

1 stop17h 45m

George Town Owen Roberts Intl

Fri 1/23

1:30 pm-6:00 pm

1 stop28h 30m

$361

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 1/28

2:25 pm-12:25 pm

2 stops21h 00m

George Town Owen Roberts Intl

Sun 2/1

1:30 pm-3:05 pm

2 stops26h 35m

$367

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sun 1/25

8:15 am-12:25 pm

1 stop27h 10m

George Town Owen Roberts Intl

Thu 1/29

1:30 pm-3:05 pm

2 stops50h 35m

$374

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 1/14

2:25 pm-12:25 pm

2 stops21h 00m

George Town Owen Roberts Intl

Mon 1/19

1:30 pm-3:05 pm

2 stops26h 35m

$377

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 1/7

5:00 am-11:26 am

1 stop5h 26m

George Town Owen Roberts Intl

Mon 1/12

8:50 am-11:28 pm

1 stop15h 38m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 40 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, April is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $267). Flying from Kentucky to Cayman Islands in December is currently the most expensive (average of $633). 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 7h 05m. The distance from Kentucky to Cayman Islands is about 1330 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, April is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $267). Flying from Kentucky to Cayman Islands in December is currently the most expensive (average of $633). 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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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$418Average$564FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$439Average$618FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$448Average$612FlexibilityNo cancel feeOn-time71%

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