Cayman Islands

$103+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
Jul 11 — Jul 181
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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 June 11, 2026.

This United Airlines deal was found by Cheapflights users on 6/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:30 am
BNA
-
GCM
1 stop6h 00m
United Airlines
Sat 6/131:35 pm
GCM
-
BNA
1 stop6h 59m
United Airlines
Deal found 6/6$311
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:30 am
BNA
-
GCM
1 stop7h 00m
United Airlines
Mon 12/75:45 pm
GCM
-
BNA
1 stop19h 11m
United Airlines
Deal found 6/10$318
This American Airlines deal was found by Cheapflights users on 6/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:25 am
BNA
-
GCM
1 stop5h 30m
American Airlines
Sat 9/511:55 am
GCM
-
BNA
1 stop8h 21m
American Airlines
Deal found 6/9$321
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:38 am
BNA
-
GCM
1 stop10h 32m
American Airlines
Tue 7/145:10 pm
GCM
-
BNA
1 stop16h 35m
American Airlines
Deal found 6/7$330
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:34 am
BNA
-
GCM
1 stop5h 36m
American Airlines
Sun 9/612:30 pm
GCM
-
BNA
1 stop5h 54m
American Airlines
Deal found 6/10$331
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:28 pm
BNA
-
GCM
1 stop17h 02m
American Airlines
Tue 9/2912:00 pm
GCM
-
BNA
1 stop9h 42m
American Airlines
Deal found 6/8$333
This American Airlines deal was found by Cheapflights users on 6/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:30 am
BNA
-
GCM
1 stop6h 00m
American Airlines
Wed 7/85:10 pm
GCM
-
BNA
1 stop16h 35m
American Airlines
Deal found 6/8$335
This American Airlines deal was found by Cheapflights users on 6/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:40 pm
BNA
-
GCM
2 stops15h 47m
American Airlines
Mon 8/312:10 pm
GCM
-
BNA
2 stops20h 44m
American Airlines
Deal found 6/7$345
This United Airlines deal was found by Cheapflights users on 6/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:30 am
BNA
-
GCM
1 stop6h 00m
United Airlines
Sat 7/44:45 pm
GCM
-
BNA
1 stop17h 02m
United Airlines
Deal found 6/8$406
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/207:14 pm
BNA
-
GCM
1 stop16h 16m
American Airlines
Sat 6/273:35 pm
GCM
-
BNA
1 stop7h 50m
American Airlines
Deal found 6/10$423
This Orbitz deal was found by Cheapflights users on 6/8. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:15 pm
CVG
-
GCM
2 stops46h 15m
Air Canada
Sat 10/2412:25 pm
GCM
-
CVG
1 stop28h 35m
Air Canada
Deal found 6/8$433
This United Airlines deal was found by Cheapflights users on 6/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:50 pm
SDF
-
GCM
2 stops19h 40m
United Airlines
Sat 8/151:35 pm
GCM
-
SDF
1 stop7h 40m
United Airlines
Deal found 6/10$504

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 June 11, 2026.

Round-trip from

$311
(United Airlines)

One-way from

$103
(United Airlines)

Popular in

October

Cheapest in

September

Average price

$631
From Kentucky to Cayman Islands
One-way flight from Kentucky to Cayman Islands
High demand for flights, 6% potential price rise
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Average for round-trip flights in June 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 June 11, 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

Sat 7/4

6:20 am-3:35 pm

1 stop9h 15m

George Town Owen Roberts Intl

Sat 7/11

1:50 pm-9:45 pm

1 stop7h 55m

$311

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 8/29

6:35 am-11:39 am

1 stop5h 04m

George Town Owen Roberts Intl

Sat 9/5

1:04 pm-8:40 pm

1 stop7h 36m

$311

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 12/2

8:30 am-4:30 pm

1 stop7h 00m

George Town Owen Roberts Intl

Mon 12/7

5:45 pm-11:56 am

1 stop19h 11m

$318

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Tue 6/30

5:30 am-4:11 pm

2 stops10h 41m

George Town Owen Roberts Intl

Sat 7/4

4:07 pm-10:51 am

2 stops18h 44m

$326

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 9/23

6:28 pm-11:00 am

2 stops16h 32m

George Town Owen Roberts Intl

Tue 9/29

12:00 pm-9:42 pm

1 stop9h 42m

$331

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 7/1

5:30 am-11:30 am

1 stop6h 00m

George Town Owen Roberts Intl

Wed 7/8

5:10 pm-12:02 pm

2 stops18h 52m

$331

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 9/2

6:26 pm-11:00 am

2 stops16h 34m

George Town Owen Roberts Intl

Sun 9/6

2:10 pm-8:22 am

2 stops18h 12m

$336

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Tue 6/30

6:30 am-12:30 pm

1 stop6h 00m

George Town Owen Roberts Intl

Sat 7/4

4:45 pm-9:47 am

1 stop17h 02m

$406

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Fri 7/17

5:38 am-4:10 pm

1 stop10h 32m

George Town Owen Roberts Intl

Tue 7/21

12:02 pm-10:46 pm

2 stops10h 44m

$428

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sat 10/10

2:15 pm-11:30 am

2 stops46h 15m

George Town Owen Roberts Intl

Sat 10/24

12:25 pm-6:00 pm

1 stop28h 35m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/6

Showing 1-10 of 56 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, June is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $237). 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 5h 04m. The distance from Kentucky to Cayman Islands is about 1206 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, June is the cheapest month in which you can book a flight from Kentucky to Cayman Islands (average of $237). 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

Browse thousands of different options on Cheapflights for your next trip

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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 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 June 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$237Average$529FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$367Average$679FlexibilityNo cancel feeOn-time71%

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