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Cayman Islands

$169+ 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
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
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 3, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$356
(American Airlines)

One-way from

$169
(American Airlines)

Popular in

December

Cheapest in

September

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. 2% potential increase in price ($14 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 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 3, 2025.

This American Airlines deal was found by Cheapflights users on 4/2. 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 8/308:22 pmCVG - GCM
1 stop15h 38mAmerican Airlines
Thu 9/412:45 pmGCM - CVG
1 stop10h 37mAmerican Airlines
Deal found 4/2$356
This Delta deal was found by Cheapflights users on 4/2. 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.
Sat 5/176:15 amBNA - GCM
1 stop5h 23mDelta
Sat 5/241:03 pmGCM - BNA
1 stop7h 23mDelta
Deal found 4/2$448
This American Airlines deal was found by Cheapflights users on 4/3. 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 5/175:00 amBNA - GCM
1 stop5h 55mAmerican Airlines
Sat 5/2410:55 amGCM - BNA
2 stops9h 45mAmerican Airlines
Deal found 4/3$452
This American Airlines deal was found by Cheapflights users on 4/3. 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 5/2411:55 amGCM - SDF
1 stop9h 04mAmerican Airlines
Deal found 4/3$461
This United Airlines deal was found by Cheapflights users on 4/2. 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 4/156:20 amBNA - GCM
1 stop6h 10mUnited Airlines
Sat 8/24:45 pmGCM - BNA
1 stop16h 49mUnited Airlines
Deal found 4/2$472
This American Airlines deal was found by Cheapflights users on 4/2. 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 6/103:30 pmGCM - LEX
1 stop8h 15mAmerican Airlines
Deal found 4/2$538
This United Airlines deal was found by Cheapflights users on 4/2. 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 7/196:00 amCVG - GCM
1 stop8h 30mUnited Airlines
Sat 7/261:45 pmGCM - CVG
1 stop8h 51mUnited Airlines
Deal found 4/2$538
This Delta deal was found by Cheapflights users on 4/2. 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 5/87:05 amTYS - GCM
1 stop5h 15mDelta
Mon 5/1212:35 pmGCM - TYS
1 stop6h 19mDelta
Deal found 4/2$580
This Delta deal was found by Cheapflights users on 4/1. 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.
Thu 6/127:05 amSDF - GCM
1 stop5h 20mDelta
Sun 6/1512:40 pmGCM - SDF
1 stop7h 34mDelta
Deal found 4/1$591
This Mytrip deal was found by Cheapflights users on 4/2. 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.
Wed 4/169:18 amBNA - GCM
3 stops30h 52mMultiple Airlines
Sat 8/28:50 amGCM - BNA
1 stop26h 30mMultiple Airlines
Deal found 4/2$597
This Mytrip deal was found by Cheapflights users on 4/2. 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 5/16:02 pmCVG - GCM
3 stops22h 43mMultiple Airlines
Thu 5/811:30 amGCM - CVG
2 stops26h 30mMultiple Airlines
Deal found 4/2$633
This American Airlines deal was found by Cheapflights users on 4/2. 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 6/37:44 pmTYS - GCM
2 stops16h 26mAmerican Airlines
Sat 6/710:55 amGCM - TYS
1 stop7h 35mAmerican Airlines
Deal found 4/2$639

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 3, 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

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sat 8/30

8:22 pm-11:00 am

1 stop15h 38m

George Town Owen Roberts Intl

Thu 9/4

12:45 pm-12:22 am

1 stop10h 37m

$356

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 5/17

6:15 am-11:38 am

1 stop5h 23m

George Town Owen Roberts Intl

Sat 5/24

1:03 pm-8:26 pm

1 stop7h 23m

$448

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 5/17

5:00 am-10:55 am

1 stop5h 55m

George Town Owen Roberts Intl

Sat 5/24

10:55 am-8:40 pm

2 stops9h 45m

$452

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

11:55 am-9:59 pm

1 stop9h 04m

$461

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Tue 4/15

6:20 am-12:30 pm

1 stop6h 10m

George Town Owen Roberts Intl

Sat 8/2

4:45 pm-9:34 am

1 stop16h 49m

$472

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sat 7/19

6:00 am-1:30 pm

1 stop8h 30m

George Town Owen Roberts Intl

Sat 7/26

1:45 pm-11:36 pm

1 stop8h 51m

$538

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

3:30 pm-12:45 am

1 stop8h 15m

$538

KnoxvilleGeorge Town

TYS - GCM

TYSGCM

Knoxville McGhee Tyson

Thu 5/8

7:05 am-11:20 am

1 stop5h 15m

George Town Owen Roberts Intl

Mon 5/12

12:35 pm-7:54 pm

1 stop6h 19m

$580

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Thu 6/12

7:05 am-11:25 am

1 stop5h 20m

George Town Owen Roberts Intl

Sun 6/15

12:40 pm-9:14 pm

1 stop7h 34m

$591

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 4/16

9:18 am-4:10 pm

3 stops30h 52m

George Town Owen Roberts Intl

Sat 8/2

8:50 am-11:20 am

1 stop26h 30m

$597

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

Showing 1-10 of 22 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 April 3, 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
4,274 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,274 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,897 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,619 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,274 reviews

Overall

8.0

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Crew

8.6

Food

7.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 April 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$424Average$533FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$472Average$572FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$488Average$596FlexibilityNo cancel feeOn-time69%

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