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Cayman Islands

$183+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$404
(Delta)

One-way from

$183
(Mytrip)

Popular in

December

Cheapest in

May

Average price

$418
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 May 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 May 1, 2025.

This Delta deal was found by Cheapflights users on 4/30. 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 6/116:15 amBNA - GCM
1 stop5h 10mDelta
Wed 6/1812:40 pmGCM - BNA
1 stop8h 53mDelta
Deal found 4/30$404
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/115:30 amBNA - GCM
1 stop5h 45mAmerican Airlines
Wed 6/182:05 pmGCM - BNA
2 stops9h 26mAmerican Airlines
Deal found 4/30$408
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Thu 5/87:00 amSDF - GCM
1 stop6h 30mUnited Airlines
Thu 5/151:35 pmGCM - SDF
1 stop7h 05mUnited Airlines
Deal found 4/30$440
This American Airlines deal was found by Cheapflights users on 4/30. 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 5/2412:25 pmGCM - SDF
1 stop10h 33mAmerican Airlines
Deal found 4/30$461
This Delta deal was found by Cheapflights users on 5/1. 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
Wed 6/1112:40 pmGCM - CVG
1 stop6h 20mDelta
Deal found 5/1$514
This Southwest deal was found by Cheapflights users on 4/29. 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.
Tue 5/206:05 amBNA - GCM
1 stop5h 45mSouthwest
Mon 5/2612:45 pmGCM - BNA
1 stop6h 20mSouthwest
Deal found 4/29$515
This American Airlines deal was found by Cheapflights users on 5/1. 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 6/412:10 pmGCM - CVG
2 stops11h 19mAmerican Airlines
Deal found 5/1$518
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 6/38:06 pmLEX - GCM
1 stop16h 14mAmerican Airlines
Tue 6/1012:25 pmGCM - LEX
1 stop8h 22mAmerican Airlines
Deal found 4/30$538
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/297:49 amBNA - GCM
2 stops27h 51mMultiple Airlines
Mon 6/212:40 pmGCM - BNA
3 stops18h 04mMultiple Airlines
Deal found 4/30$583
This United Airlines deal was found by Cheapflights users on 4/30. 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 6/78:30 amBNA - GCM
1 stop6h 40mUnited Airlines
Sat 6/144:15 pmGCM - BNA
1 stop17h 05mUnited Airlines
Deal found 4/30$586
This deal was found by Cheapflights users on 4/30. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/56:45 amCVG - GCM
1 stop6h 45mUnited Airlines
Mon 6/91:35 pmGCM - CVG
1 stop9h 08mUnited Airlines
Deal found 4/30$604
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Tue 6/312:00 pmTYS - GCM
1 stop25h 30mUnited Airlines
Sat 6/74:15 pmGCM - TYS
1 stop6h 44mUnited Airlines
Deal found 4/30$667

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 May 1, 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

6:15 am-11:25 am

1 stop5h 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

5:30 am-11:15 am

1 stop5h 45m

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

12:25 pm-11:58 pm

1 stop10h 33m

$461

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

Wed 6/11

12:40 pm-8:00 pm

1 stop6h 20m

$514

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Tue 5/20

6:05 am-11:50 am

1 stop5h 45m

George Town Owen Roberts Intl

Mon 5/26

12:45 pm-7:05 pm

1 stop6h 20m

$515

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

12:10 pm-12:29 am

2 stops11h 19m

$518

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Tue 6/3

8:06 pm-11:20 am

1 stop16h 14m

George Town Owen Roberts Intl

Tue 6/10

12:25 pm-9:47 pm

1 stop8h 22m

$538

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 5/29

7:49 am-11:40 am

2 stops27h 51m

George Town Owen Roberts Intl

Mon 6/2

12:40 pm-6:44 am

3 stops18h 04m

$583

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 6/7

8:30 am-3:10 pm

1 stop6h 40m

George Town Owen Roberts Intl

Sat 6/14

4:15 pm-9:20 am

1 stop17h 05m

$586

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Thu 6/5

6:45 am-12:30 pm

1 stop6h 45m

George Town Owen Roberts Intl

Mon 6/9

1:35 pm-11:43 pm

1 stop9h 08m

$604

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 24 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.

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 May 1, 2025.
To help decide which airline to fly from Kentucky to Cayman Islands, see what other customers have to say about Southwest, Delta and United Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Air Canada
7.0
Good
9,245 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

  • What are the cheapest airlines to fly from Kentucky to Cayman Islands one-way?

    $229 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $268 and $2,127, respectively.

  • 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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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 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$418Average$532FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$472Average$617FlexibilityNo cancel feeOn-time71%

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