Cayman Islands

$186+ 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
Jan 26 — Feb 21
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Cheap flight deals from Kentucky to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Kentucky (USKY) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$446
(American Airlines)

One-way from

$186
(American Airlines)
From Kentucky to Cayman Islands
One-way flight from Kentucky to Cayman Islands

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 January 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/21. 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.
Mon 2/176:00 amSDF - GCM
1 stop6h 00mAmerican Airlines
Tue 2/255:20 pmGCM - SDF
1 stop7h 01mAmerican Airlines
Deal found 1/21$446
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 2/2010:00 amCVG - GCM
1 stop11h 20mMultiple Airlines
Thu 2/2711:30 amGCM - CVG
1 stop14h 12mMultiple Airlines
Deal found 1/21$451
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Wed 5/77:05 amTYS - GCM
1 stop6h 25mUnited Airlines
Sat 5/171:45 pmGCM - TYS
1 stop8h 22mUnited Airlines
Deal found 1/20$460
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Sat 8/308:22 pmCVG - GCM
1 stop15h 38mAmerican Airlines
Thu 9/412:45 pmGCM - CVG
1 stop10h 37mAmerican Airlines
Deal found 1/20$483
This United Airlines deal was found by Cheapflights users on 1/21. 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 3/206:15 amBNA - GCM
1 stop8h 55mUnited Airlines
Mon 3/241:50 pmGCM - BNA
1 stop8h 09mUnited Airlines
Deal found 1/21$486
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Sun 3/167:28 pmBNA - GCM
2 stops15h 32mAmerican Airlines
Sun 3/232:25 pmGCM - BNA
1 stop9h 04mAmerican Airlines
Deal found 1/20$490
This Delta deal was found by Cheapflights users on 1/21. 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 3/187:10 amCVG - GCM
1 stop5h 28mDelta
Wed 3/261:03 pmGCM - CVG
1 stop9h 56mDelta
Deal found 1/21$525
This Delta deal was found by Cheapflights users on 1/21. 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 9/186:00 amLEX - GCM
1 stop6h 31mDelta
Mon 9/2212:53 pmGCM - LEX
1 stop7h 29mDelta
Deal found 1/21$527
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Tue 6/38:23 pmLEX - GCM
2 stops17h 22mAmerican Airlines
Tue 6/1012:45 pmGCM - LEX
1 stop5h 30mAmerican Airlines
Deal found 1/20$529
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/282:02 pmBNA - GCM
3 stops25h 08mMultiple Airlines
Sat 2/111:30 amGCM - BNA
2 stops12h 22mMultiple Airlines
Deal found 1/20$533
This United Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 3/277:00 amCVG - GCM
1 stop6h 45mUnited Airlines
Tue 4/11:35 pmGCM - CVG
1 stop20h 19mUnited Airlines
Deal found 1/20$536
This Air Canada deal was found by Cheapflights users on 1/20. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/234:05 pmCVG - GCM
1 stop22h 55mAir Canada
Fri 3/283:00 pmGCM - CVG
1 stop23h 26mAir Canada
Deal found 1/20$550

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Mon 2/17

6:00 am-12:00 pm

1 stop6h 00m

George Town Owen Roberts Intl

Tue 2/25

5:20 pm-12:21 am

1 stop7h 01m

$446

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Thu 2/20

10:00 am-9:20 pm

1 stop11h 20m

George Town Owen Roberts Intl

Thu 2/27

11:30 am-1:42 am

1 stop14h 12m

$451

KnoxvilleGeorge Town

TYS - GCM

TYSGCM

Knoxville McGhee Tyson

Wed 5/7

7:05 am-12:30 pm

1 stop6h 25m

George Town Owen Roberts Intl

Sat 5/17

1:45 pm-11:07 pm

1 stop8h 22m

$460

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 3/20

6:15 am-3:10 pm

1 stop8h 55m

George Town Owen Roberts Intl

Mon 3/24

1:50 pm-9:59 pm

1 stop8h 09m

$486

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sun 3/16

7:28 pm-11:00 am

2 stops15h 32m

George Town Owen Roberts Intl

Sun 3/23

2:25 pm-11:29 pm

1 stop9h 04m

$490

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Thu 5/1

7:50 pm-12:59 pm

2 stops18h 09m

George Town Owen Roberts Intl

Thu 5/8

3:20 pm-10:19 am

2 stops17h 59m

$512

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Tue 3/18

7:10 am-11:38 am

1 stop5h 28m

George Town Owen Roberts Intl

Wed 3/26

1:03 pm-11:59 pm

1 stop9h 56m

$525

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Tue 6/3

8:23 pm-12:45 pm

2 stops17h 22m

George Town Owen Roberts Intl

Tue 6/10

12:45 pm-7:15 pm

1 stop5h 30m

$529

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 3/20

10:00 am-2:00 pm

1 stop28h 00m

George Town Owen Roberts Intl

Mon 3/24

3:00 pm-8:55 pm

3 stops29h 55m

$533

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Thu 3/27

7:00 am-12:45 pm

1 stop6h 45m

George Town Owen Roberts Intl

Tue 4/1

1:35 pm-10:54 am

1 stop20h 19m

$536

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 23 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.

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 January 21, 2025.
To help decide which airline to fly from Kentucky to Cayman Islands, see what other customers have to say about American Airlines, United Airlines and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,662 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,521 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.4
Good
8,984 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.2
Good
10,000 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.0
Good
8,633 reviews
8.1
Very good
4,662 reviews

Overall

8.1

Comfort

8.1

Boarding

8.2

Food

7.2

Crew

8.7

Entertainment

7.7

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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.

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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$424Average$528FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$472Average$619FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$488Average$628FlexibilityNo cancel feeOn-time69%
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