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Cayman Islands

$162+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
Nov 9 — Nov 161
Sun 11/9
Sun 11/16
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 October 10, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$340
(Delta)

One-way from

$162
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$508
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
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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 ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 10, 2025.

This Delta deal was found by Cheapflights users on 10/9. 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.
Mon 12/86:17 amBNA - GCM
1 stop5h 18mDelta
Thu 12/111:50 pmGCM - BNA
1 stop10h 14mDelta
Deal found 10/9$340
This Southwest deal was found by Cheapflights users on 10/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/305:00 amBNA - GCM
1 stop6h 35mSouthwest
Tue 12/91:30 pmGCM - BNA
1 stop6h 25mSouthwest
Deal found 10/8$384
This American Airlines deal was found by Cheapflights users on 10/8. 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 11/75:22 amBNA - GCM
1 stop7h 48mAmerican Airlines
Fri 11/1412:55 pmGCM - BNA
1 stop10h 46mAmerican Airlines
Deal found 10/8$389
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Sun 12/72:06 pmBNA - GCM
1 stop20h 29mMultiple Airlines
Thu 12/112:35 pmGCM - BNA
1 stop9h 19mMultiple Airlines
Deal found 10/9$394
This Priceline deal was found by Cheapflights users on 10/9. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/226:40 pmCVG - GCM
1 stop17h 45mAir Canada
Tue 12/21:30 pmGCM - CVG
1 stop28h 30mAir Canada
Deal found 10/9$400
This Air Canada deal was found by Cheapflights users on 10/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/72:25 pmBNA - GCM
2 stops45h 00mAir Canada
Tue 12/161:30 pmGCM - BNA
1 stop24h 46mAir Canada
Deal found 10/9$421
This Air Canada deal was found by Cheapflights users on 10/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/72:25 pmBNA - GCM
2 stops45h 00mAir Canada
Thu 12/111:30 pmGCM - BNA
1 stop24h 46mAir Canada
Deal found 10/9$422
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Mon 12/83:29 pmBNA - GCM
2 stops23h 36mMultiple Airlines
Sun 12/142:35 pmGCM - BNA
1 stop9h 19mMultiple Airlines
Deal found 10/9$427
This American Airlines deal was found by Cheapflights users on 10/9. 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 10/176:00 amBNA - GCM
1 stop13h 20mAmerican Airlines
Fri 10/248:25 amGCM - BNA
1 stop13h 53mAmerican Airlines
Deal found 10/9$429
This Delta deal was found by Cheapflights users on 10/7. 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 12/255:15 amBNA - GCM
1 stop8h 12mDelta
Tue 12/301:52 pmGCM - BNA
1 stop6h 17mDelta
Deal found 10/7$439
This Air Canada deal was found by Cheapflights users on 10/9. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:15 amBNA - GCM
1 stop27h 10mAir Canada
Tue 12/161:30 pmGCM - BNA
1 stop24h 46mAir Canada
Deal found 10/9$443
This Kiwi.com deal was found by Cheapflights users on 10/9. 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.
Thu 12/112:06 pmBNA - GCM
1 stop6h 09mMultiple Airlines
Mon 12/157:00 amGCM - BNA
1 stop7h 01mMultiple Airlines
Deal found 10/9$448

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 October 10, 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

Mon 12/8

6:17 am-12:35 pm

1 stop5h 18m

George Town Owen Roberts Intl

Thu 12/11

1:50 pm-11:04 pm

1 stop10h 14m

$340

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 12/24

5:15 am-12:37 pm

1 stop6h 22m

George Town Owen Roberts Intl

Tue 12/30

1:52 pm-8:55 pm

1 stop8h 03m

$384

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Tue 12/23

5:15 am-12:37 pm

1 stop6h 22m

George Town Owen Roberts Intl

Tue 12/30

1:52 pm-7:09 pm

1 stop6h 17m

$384

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 12/10

2:06 pm-11:35 am

1 stop20h 29m

George Town Owen Roberts Intl

Sat 12/13

2:35 pm-10:54 pm

1 stop9h 19m

$394

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Fri 12/12

2:06 pm-9:15 pm

1 stop6h 09m

George Town Owen Roberts Intl

Sun 12/14

2:35 pm-10:54 pm

1 stop9h 19m

$394

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sun 12/7

2:06 pm-11:35 am

1 stop20h 29m

George Town Owen Roberts Intl

Sun 12/14

2:35 pm-10:54 pm

1 stop9h 19m

$394

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 12/11

2:06 pm-9:15 pm

1 stop6h 09m

George Town Owen Roberts Intl

Sun 12/14

2:35 pm-10:54 pm

1 stop9h 19m

$394

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 1/22

7:42 am-8:23 pm

1 stop11h 41m

George Town Owen Roberts Intl

Sun 1/25

8:45 am-9:13 pm

1 stop13h 28m

$395

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Tue 1/20

6:00 am-11:49 am

1 stop5h 49m

George Town Owen Roberts Intl

Tue 2/3

8:45 am-11:59 pm

1 stop15h 14m

$410

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Mon 12/8

2:25 pm-12:25 pm

2 stops21h 00m

George Town Owen Roberts Intl

Thu 12/11

1:30 pm-1:16 pm

1 stop24h 46m

$422

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/8

Showing 1-10 of 39 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 $327). Flying from Kentucky to Cayman Islands in July is currently the most expensive (average of $560). 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 5h 18m. 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, April is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $327). Flying from Kentucky to Cayman Islands in July is currently the most expensive (average of $560). 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 October 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$418Average$510FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$439Average$568FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$448Average$586FlexibilityNo cancel feeOn-time71%

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