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Cayman Islands

$192+ 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
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 febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$440
(United Airlines)

One-way from

$192
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$522
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. 2% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in February 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 febrero 20, 2025.

This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/2010:05 amSDF - GCM
1 stop6h 20mUnited Airlines
jue. 3/271:25 pmGCM - SDF
1 stop9h 05mUnited Airlines
Deal found 2/20$440
This American Airlines deal was found by Cheapflights users on 2/20. 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.
jue. 3/206:04 pmSDF - GCM
2 stops17h 56mAmerican Airlines
jue. 3/2712:45 pmGCM - SDF
1 stop10h 49mAmerican Airlines
Deal found 2/20$465
This American Airlines deal was found by Cheapflights users on 2/19. 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.
lun. 3/176:46 amBNA - GCM
1 stop6h 39mAmerican Airlines
dom. 3/232:25 pmGCM - BNA
1 stop7h 17mAmerican Airlines
Deal found 2/19$477
This American Airlines deal was found by Cheapflights users on 2/19. 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.
sáb. 8/308:22 pmCVG - GCM
1 stop15h 38mAmerican Airlines
jue. 9/43:15 pmGCM - CVG
1 stop7h 33mAmerican Airlines
Deal found 2/19$493
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/56:20 amBNA - GCM
1 stop6h 00mUnited Airlines
sáb. 4/124:15 pmGCM - BNA
1 stop17h 13mUnited Airlines
Deal found 2/19$496
This Kiwi.com deal was found by Cheapflights users on 2/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 3/167:35 pmCVG - GCM
1 stop24h 05mMultiple Airlines
jue. 3/2011:30 amGCM - CVG
1 stop8h 54mMultiple Airlines
Deal found 2/19$498
This Delta deal was found by Cheapflights users on 2/20. 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.
jue. 5/86:00 amSDF - GCM
1 stop6h 24mDelta
mar. 5/1312:51 pmGCM - SDF
1 stop8h 41mDelta
Deal found 2/20$511
This American Airlines deal was found by Cheapflights users on 2/18. 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.
mar. 6/38:06 pmLEX - GCM
1 stop16h 14mAmerican Airlines
mar. 6/103:45 pmGCM - LEX
1 stop7h 09mAmerican Airlines
Deal found 2/18$535
This United deal was found by Cheapflights users on 2/19. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 5/87:05 amTYS - GCM
1 stop6h 25mUnited Airlines
lun. 5/121:35 pmGCM - TYS
1 stop9h 10mUnited Airlines
Deal found 2/19$570
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 3/109:08 pmBNA - GCM
2 stops19h 02mMultiple Airlines
sáb. 3/158:50 amGCM - BNA
2 stops23h 32mMultiple Airlines
Deal found 2/19$572
This United Airlines deal was found by Cheapflights users on 2/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 4/56:00 amCVG - GCM
2 stops10h 10mUnited Airlines
sáb. 4/124:15 pmGCM - CVG
2 stops20h 04mUnited Airlines
Deal found 2/20$610
This American Airlines deal was found by Cheapflights users on 2/19. 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.
mar. 6/37:00 amTYS - GCM
1 stop7h 10mAmerican Airlines
sáb. 6/712:30 pmGCM - TYS
1 stop10h 53mAmerican Airlines
Deal found 2/19$635

Find flights from Kentucky to Cayman Islands within your budget

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 febrero 20, 2025.

Fly from

Kentucky

Fly to

Cayman Islands

Route

Depart

Return

Price

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

jue. 3/20

10:05 am-3:25 pm

1 stop6h 20m

George Town Owen Roberts Intl

jue. 3/27

1:25 pm-11:30 pm

1 stop9h 05m

$440

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

jue. 3/20

6:04 pm-11:00 am

2 stops17h 56m

George Town Owen Roberts Intl

jue. 3/27

12:45 pm-12:34 am

1 stop10h 49m

$465

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

lun. 3/17

6:46 am-1:25 pm

1 stop6h 39m

George Town Owen Roberts Intl

dom. 3/23

2:25 pm-9:42 pm

1 stop7h 17m

$477

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

sáb. 4/5

6:20 am-12:20 pm

1 stop6h 00m

George Town Owen Roberts Intl

sáb. 4/12

4:15 pm-9:28 am

1 stop17h 13m

$496

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

dom. 3/16

7:35 pm-6:40 pm

1 stop24h 05m

George Town Owen Roberts Intl

jue. 3/20

11:30 am-9:24 pm

1 stop8h 54m

$498

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

jue. 5/8

6:00 am-11:24 am

1 stop6h 24m

George Town Owen Roberts Intl

mar. 5/13

12:51 pm-10:32 pm

1 stop8h 41m

$511

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

mar. 6/3

8:06 pm-11:20 am

1 stop16h 14m

George Town Owen Roberts Intl

mar. 6/10

3:45 pm-11:54 pm

1 stop7h 09m

$535

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

dom. 5/4

7:50 pm-11:20 am

1 stop16h 30m

George Town Owen Roberts Intl

vie. 5/9

12:10 pm-10:14 pm

1 stop9h 04m

$535

KnoxvilleGeorge Town

TYS - GCM

TYSGCM

Knoxville McGhee Tyson

jue. 5/8

7:05 am-12:30 pm

1 stop6h 25m

George Town Owen Roberts Intl

lun. 5/12

1:35 pm-11:45 pm

1 stop9h 10m

$570

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

lun. 3/10

9:08 pm-4:10 pm

2 stops19h 02m

George Town Owen Roberts Intl

sáb. 3/15

8:50 am-8:22 am

2 stops23h 32m

$572

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 19 results
1
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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.

Travel insights for flights from Kentucky to Cayman Islands

Get recent, data-driven insights about flights from Kentucky to Cayman Islands including ideal travel times, pricing trends, and more.

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 febrero 20, 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
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Air Canada
7.0
Good
8,748 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Crew

8.7

Food

7.1

Comfort

8.1

Boarding

8.2

Overall

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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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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 febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$424Average$535FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$472Average$620FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$488Average$596FlexibilityNo cancel feeOn-time69%
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