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Cayman Islands

$156+ 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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
May 4 — May 111
Sun 5/4
Sun 5/11
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 April 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$404
(Delta)

One-way from

$156
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$507
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 ($19 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 29, 2025.

This Delta deal was found by Cheapflights users on 4/27. 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 6/115:15 amBNA - GCM
1 stop6h 10mDelta
Wed 6/1812:40 pmGCM - BNA
1 stop8h 53mDelta
Deal found 4/27$404
This American Airlines deal was found by Cheapflights users on 4/27. 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 6/116:00 amBNA - GCM
1 stop5h 04mAmerican Airlines
Wed 6/182:05 pmGCM - BNA
2 stops9h 26mAmerican Airlines
Deal found 4/27$408
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/178:15 pmSDF - GCM
1 stop16h 05mAmerican Airlines
Sat 5/243:15 pmGCM - SDF
1 stop8h 08mAmerican Airlines
Deal found 4/28$461
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/27:37 pmCVG - GCM
1 stop21h 33mMultiple Airlines
Thu 6/124:45 pmGCM - CVG
1 stop6h 04mMultiple Airlines
Deal found 4/28$475
This Delta deal was found by Cheapflights users on 4/28. 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.
Tue 6/36:00 amCVG - GCM
1 stop6h 20mDelta
Tue 6/1012:40 pmGCM - CVG
1 stop6h 20mDelta
Deal found 4/28$514
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/285:48 amCVG - GCM
2 stops8h 22mAmerican Airlines
Wed 6/42:10 pmGCM - CVG
1 stop7h 03mAmerican Airlines
Deal found 4/28$518
This Air Canada deal was found by Cheapflights users on 4/28. 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 5/251:30 pmCVG - GCM
2 stops23h 25mAir Canada
Thu 6/512:50 pmGCM - CVG
1 stop25h 57mAir Canada
Deal found 4/28$534
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/286:20 amLEX - GCM
1 stop6h 00mAmerican Airlines
Wed 6/412:25 pmGCM - LEX
1 stop10h 33mAmerican Airlines
Deal found 4/28$538
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Sun 7/277:00 amCVG - GCM
1 stop6h 30mUnited Airlines
Sun 8/31:35 pmGCM - CVG
2 stops22h 39mUnited Airlines
Deal found 4/28$544
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Sat 5/315:45 amTYS - GCM
1 stop10h 20mUnited Airlines
Sat 6/74:15 pmGCM - TYS
1 stop6h 44mUnited Airlines
Deal found 4/28$680
This American Airlines deal was found by Cheapflights users on 4/28. 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 5/316:09 pmTYS - GCM
2 stops18h 01mAmerican Airlines
Sat 6/711:55 amGCM - TYS
1 stop11h 29mAmerican Airlines
Deal found 4/28$689
This Expedia deal was found by Cheapflights users on 4/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/128:15 amBNA - GCM
2 stops51h 40mMultiple Airlines
Sat 7/196:05 pmGCM - BNA
2 stops47h 40mMultiple Airlines
Deal found 4/27$698

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 April 29, 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

Wed 6/11

5:15 am-11:25 am

1 stop6h 10m

George Town Owen Roberts Intl

Wed 6/18

12:40 pm-9:33 pm

1 stop8h 53m

$404

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 6/11

6:00 am-11:04 am

1 stop5h 04m

George Town Owen Roberts Intl

Wed 6/18

2:05 pm-11:31 pm

2 stops9h 26m

$408

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Sat 5/17

8:15 pm-11:20 am

1 stop16h 05m

George Town Owen Roberts Intl

Sat 5/24

3:15 pm-12:23 am

1 stop8h 08m

$461

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Mon 6/2

7:37 pm-4:10 pm

1 stop21h 33m

George Town Owen Roberts Intl

Thu 6/12

4:45 pm-11:49 pm

1 stop6h 04m

$475

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Tue 6/3

6:00 am-11:20 am

1 stop6h 20m

George Town Owen Roberts Intl

Tue 6/10

12:40 pm-8:00 pm

1 stop6h 20m

$514

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Wed 5/28

5:48 am-1:10 pm

2 stops8h 22m

George Town Owen Roberts Intl

Wed 6/4

2:10 pm-10:13 pm

1 stop7h 03m

$518

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sun 5/25

1:30 pm-11:55 am

2 stops23h 25m

George Town Owen Roberts Intl

Thu 6/5

12:50 pm-3:47 pm

1 stop25h 57m

$534

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Wed 5/28

6:20 am-11:20 am

1 stop6h 00m

George Town Owen Roberts Intl

Wed 6/4

12:25 pm-11:58 pm

1 stop10h 33m

$538

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sun 7/27

7:00 am-12:30 pm

1 stop6h 30m

George Town Owen Roberts Intl

Sun 8/3

1:35 pm-1:14 pm

2 stops22h 39m

$544

KnoxvilleGeorge Town

TYS - GCM

TYSGCM

Knoxville McGhee Tyson

Sat 5/31

5:45 am-3:05 pm

1 stop10h 20m

George Town Owen Roberts Intl

Sat 6/7

4:15 pm-11:59 pm

1 stop6h 44m

$680

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 19 results
1
2

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.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated April 29, 2025.
To help decide which airline to fly from Kentucky to Cayman Islands, see what other customers have to say about Delta, United Airlines and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,929 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,696 reviews
Delta
8.0
Very good
7,929 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,929 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,823 reviews
Delta
8.0
Very good
7,929 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
9,228 reviews
Delta
8.0
Very good
7,929 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

8.0

Boarding

8.2

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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.

  • 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

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Top 2 airlines flying from Kentucky to Cayman Islands

Discover the top 2 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$418Average$532FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$472Average$617FlexibilityNo cancel feeOn-time71%

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