Cayman Islands

$158+ 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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
May 10 — May 171
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Cheap 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 10, 2026.

This Expedia deal was found by Cheapflights users on 4/6. 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.
Thu 6/43:45 pm
BNA
-
GCM
2 stops42h 15m
Air Canada
Mon 6/812:25 pm
GCM
-
BNA
1 stop21h 09m
Air Canada
Deal found 4/6$348
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Thu 6/45:00 am
BNA
-
GCM
1 stop8h 35m
American Airlines
Mon 6/85:12 pm
GCM
-
BNA
1 stop7h 04m
American Airlines
Deal found 4/6$363
This Expedia deal was found by Cheapflights users on 4/8. 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.
Wed 6/310:25 am
BNA
-
GCM
1 stop25h 00m
Air Canada
Mon 6/812:25 pm
GCM
-
BNA
1 stop21h 09m
Air Canada
Deal found 4/8$365
This American Airlines deal was found by Cheapflights users on 4/6. 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 6/66:22 am
BNA
-
GCM
2 stops8h 45m
American Airlines
Wed 6/105:12 pm
GCM
-
BNA
2 stops14h 36m
American Airlines
Deal found 4/6$368
This American Airlines deal was found by Cheapflights users on 4/6. 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.
Thu 6/185:27 pm
BNA
-
GCM
1 stop22h 44m
American Airlines
Mon 6/225:12 pm
GCM
-
BNA
1 stop7h 04m
American Airlines
Deal found 4/6$373
This Mytrip deal was found by Cheapflights users on 4/8. 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.
Sun 6/79:00 am
CVG
-
GCM
1 stop27h 25m
Air Canada
Thu 6/1112:25 pm
GCM
-
CVG
1 stop23h 48m
Air Canada
Deal found 4/8$375
This Air Canada deal was found by Cheapflights users on 4/10. 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.
Wed 6/310:25 am
BNA
-
GCM
1 stop25h 00m
Air Canada
Thu 6/1112:25 pm
GCM
-
BNA
2 stops32h 29m
Air Canada
Deal found 4/10$378
This Delta deal was found by Cheapflights users on 4/10. 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 6/45:20 am
BNA
-
GCM
1 stop6h 34m
Delta
Fri 6/1212:59 pm
GCM
-
BNA
1 stop5h 53m
Delta
Deal found 4/10$383
This Air Canada deal was found by Cheapflights users on 4/5. 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 7/124:30 pm
CVG
-
GCM
1 stop19h 55m
Air Canada
Sat 7/1810:55 am
GCM
-
CVG
1 stop25h 19m
Air Canada
Deal found 4/5$425
This Expedia deal was found by Cheapflights users on 4/9. 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 9/262:15 pm
CVG
-
GCM
2 stops46h 15m
Air Canada
Sat 10/312:25 pm
GCM
-
CVG
1 stop26h 28m
Air Canada
Deal found 4/9$430
This Travelocity deal was found by Cheapflights users on 4/7. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/279:00 am
CVG
-
GCM
1 stop27h 25m
Air Canada
Mon 6/112:25 pm
GCM
-
CVG
1 stop26h 28m
Air Canada
Deal found 4/7$433
This Orbitz deal was found by Cheapflights users on 4/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/281:55 pm
CVG
-
GCM
2 stops45h 05m
Air Canada
Mon 6/112:25 pm
GCM
-
CVG
1 stop7h 58m
Air Canada
Deal found 4/7$436

Find 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 10, 2026.

Round-trip from

$348
(Expedia)

One-way from

$158
(Expedia)

Popular in

October

Cheapest in

September

Average price

$659
From Kentucky to Cayman Islands
One-way flight from Kentucky to Cayman Islands
High demand for flights, 4% potential price rise
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 10, 2026.
Use the filters below to find and compare flights from Kentucky to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 6/4

3:45 pm-10:00 am

2 stops42h 15m

George Town Owen Roberts Intl

Mon 6/8

12:25 pm-8:54 pm

2 stops32h 29m

$351

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 6/4

5:00 am-1:35 pm

1 stop8h 35m

George Town Owen Roberts Intl

Mon 6/8

5:12 pm-12:16 am

1 stop7h 04m

$363

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 6/6

7:12 am-3:07 pm

1 stop7h 55m

George Town Owen Roberts Intl

Wed 6/10

12:01 pm-5:57 pm

1 stop5h 56m

$363

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Mon 6/8

7:14 pm-11:30 am

1 stop16h 16m

George Town Owen Roberts Intl

Fri 6/12

5:12 pm-12:16 am

1 stop7h 04m

$363

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 6/3

8:15 am-11:25 am

2 stops27h 10m

George Town Owen Roberts Intl

Mon 6/8

12:25 pm-8:54 pm

2 stops32h 29m

$371

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Tue 6/16

5:10 am-11:34 am

1 stop6h 24m

George Town Owen Roberts Intl

Wed 6/24

12:59 pm-8:35 pm

1 stop7h 36m

$383

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Thu 6/4

6:20 am-11:54 am

1 stop5h 34m

George Town Owen Roberts Intl

Thu 6/11

12:59 pm-11:15 pm

1 stop10h 16m

$383

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Mon 6/8

7:57 pm-11:34 am

1 stop15h 37m

George Town Owen Roberts Intl

Fri 6/12

12:59 pm-6:52 pm

1 stop5h 53m

$383

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 6/6

6:20 am-11:54 am

1 stop5h 34m

George Town Owen Roberts Intl

Fri 6/12

12:59 pm-9:34 pm

1 stop8h 35m

$469

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sat 5/9

1:55 pm-11:25 am

2 stops46h 30m

George Town Owen Roberts Intl

Sat 5/16

10:55 am-8:30 pm

2 stops32h 35m

$472

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 36 resultsSorted by cheapest first
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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, February is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $353). Flying from Kentucky to Cayman Islands in December is currently the most expensive (average of $633). 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.

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.
  • How long is the flight from Kentucky to Cayman Islands?

    Departing from Kentucky to Cayman Islands will take you 7h 30m. The distance from Kentucky to Cayman Islands is about 1330 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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, February is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $353). Flying from Kentucky to Cayman Islands in December is currently the most expensive (average of $633). 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 April 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$367Average$679FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$568FlexibilityNo cancel feeOn-time69%
DeltaCheapest$409Average$533FlexibilityNo cancel feeOn-timeN/A

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