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Grand Cayman

$148+ Cheap flights from Kentucky to Grand Cayman

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 10/12. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — GCM
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
1 adult, Economy
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Cheap flight deals from Kentucky to Grand Cayman

Keep the following information in mind while searching for Kentucky to Grand Cayman flight deals. Data was last updated July 1, 2025.

Round-trip from

$392
(Delta)

One-way from

$148
(Delta)

Popular in

August

Cheapest in

September

Average price

$591
From Kentucky to Grand Cayman
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One-way flight from Kentucky to Grand Cayman
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Highest demand for flights based on searches. 10% potential increase in price ($70 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Kentucky to Grand Cayman

Cheapest flights from Kentucky to Grand Cayman
Explore the most affordable flight options available from Kentucky to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

This Delta deal was found by Cheapflights users on 6/29. 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.
Sun 11/96:00 amSDF - GCM
1 stop6h 37mDelta
Tue 11/112:02 pmGCM - SDF
1 stop9h 54mDelta
Deal found 6/29$392
This American Airlines deal was found by Cheapflights users on 6/29. 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 11/98:27 pmSDF - GCM
1 stop15h 33mAmerican Airlines
Fri 11/148:30 amGCM - SDF
2 stops13h 10mAmerican Airlines
Deal found 6/29$396
This American Airlines deal was found by Cheapflights users on 6/29. 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 11/16:30 pmBNA - GCM
1 stop17h 30mAmerican Airlines
Fri 11/76:10 pmGCM - BNA
1 stop14h 27mAmerican Airlines
Deal found 6/29$407
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/271:39 pmBNA - GCM
1 stop22h 01mMultiple Airlines
Sat 8/28:50 amGCM - BNA
1 stop27h 51mMultiple Airlines
Deal found 7/1$461
This Southwest deal was found by Cheapflights users on 6/29. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/17:05 pmBNA - GCM
2 stops17h 30mSouthwest
Fri 11/71:30 pmGCM - BNA
2 stops8h 30mSouthwest
Deal found 6/29$467
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/315:25 pmCVG - GCM
1 stop19h 15mMultiple Airlines
Thu 8/74:45 pmGCM - CVG
1 stop6h 09mMultiple Airlines
Deal found 7/1$474
This United Airlines deal was found by Cheapflights users on 6/29. 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 11/119:32 amSDF - GCM
1 stop6h 53mUnited Airlines
Fri 11/145:35 pmGCM - SDF
2 stops23h 21mUnited Airlines
Deal found 6/29$486
This American Airlines deal was found by Cheapflights users on 6/30. 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 10/76:19 amCVG - GCM
1 stop7h 51mAmerican Airlines
Tue 10/148:25 amGCM - CVG
1 stop9h 20mAmerican Airlines
Deal found 6/30$524
This United Airlines deal was found by Cheapflights users on 6/30. 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 8/137:00 amCVG - GCM
1 stop6h 30mUnited Airlines
Sun 8/171:35 pmGCM - CVG
1 stop9h 24mUnited Airlines
Deal found 6/30$536
This Delta deal was found by Cheapflights users on 6/29. 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 8/147:10 amLEX - GCM
1 stop5h 27mDelta
Thu 8/2112:52 pmGCM - LEX
1 stop9h 58mDelta
Deal found 6/29$548
This Delta deal was found by Cheapflights users on 6/30. 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 8/146:00 amCVG - GCM
1 stop6h 37mDelta
Mon 8/1812:52 pmGCM - CVG
1 stop7h 38mDelta
Deal found 6/30$548
This American Airlines deal was found by Cheapflights users on 6/29. 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 8/145:00 amLEX - GCM
2 stops9h 12mAmerican Airlines
Thu 8/2112:10 pmGCM - LEX
2 stops10h 13mAmerican Airlines
Deal found 6/29$552

Cheapflights Fare Finder

Customize your flight search to find flights from Kentucky to Grand Cayman 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 July 1, 2025.
Use the filters below to find and compare flights from Kentucky to Grand Cayman that are best for you.

Fly from

Kentucky

Fly to

Grand Cayman

Route

Depart

Return

Price

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Sun 11/9

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

Fri 11/14

2:02 pm-8:51 pm

1 stop6h 49m

$392

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Sun 11/9

8:27 pm-12:00 pm

1 stop15h 33m

George Town Owen Roberts Intl

Fri 11/14

8:30 am-9:40 pm

2 stops13h 10m

$396

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 11/1

6:30 pm-12:00 pm

1 stop17h 30m

George Town Owen Roberts Intl

Fri 11/7

6:10 pm-7:37 am

1 stop14h 27m

$407

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sun 7/27

1:39 pm-11:40 am

1 stop22h 01m

George Town Owen Roberts Intl

Sat 8/2

8:50 am-12:41 pm

1 stop27h 51m

$461

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 11/1

7:05 pm-12:35 pm

2 stops17h 30m

George Town Owen Roberts Intl

Fri 11/7

1:30 pm-9:00 pm

2 stops8h 30m

$467

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Thu 7/31

5:25 pm-11:40 am

1 stop19h 15m

George Town Owen Roberts Intl

Thu 8/7

4:45 pm-11:54 pm

1 stop6h 09m

$474

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Tue 11/11

9:32 am-4:25 pm

1 stop6h 53m

George Town Owen Roberts Intl

Fri 11/14

5:35 pm-4:56 pm

2 stops23h 21m

$486

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Tue 10/7

6:19 am-1:10 pm

1 stop7h 51m

George Town Owen Roberts Intl

Tue 10/14

8:25 am-6:45 pm

1 stop9h 20m

$524

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Wed 8/13

7:00 am-12:30 pm

1 stop6h 30m

George Town Owen Roberts Intl

Sun 8/17

1:35 pm-11:59 pm

1 stop9h 24m

$536

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Thu 8/14

7:10 am-11:37 am

1 stop5h 27m

George Town Owen Roberts Intl

Thu 8/21

12:52 pm-11:50 pm

1 stop9h 58m

$548

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 27 results
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Best time to book a flight from Kentucky to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated July 1, 2025.
Read through reviews of airlines operating flights from Kentucky to Grand Cayman, such as 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
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,273 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,858 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
WestJet
7.2
Good
2,909 reviews
Southwest
8.0
Very good
4,273 reviews

Boarding

8.2

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.0

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Grand Cayman. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Kentucky to Grand Cayman one-way?

    The cheapest airlines for a one-way flight from Kentucky to Grand Cayman are Delta ($148), American Airlines ($161), and Air Canada ($200).

  • Can I find deals for flights from Kentucky to Grand Cayman that include hotel bookings?

    Yes. In addition to deals on Kentucky to Grand Cayman flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Grand Cayman?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Grand Cayman.

  • Can I find deals for business class flights from Kentucky to Grand Cayman?

    Yes. Cheapflights offers flight deals from Kentucky to Grand Cayman 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 Grand Cayman?

    Currently, January is the cheapest month in which you can book a flight from Kentucky to Grand Cayman (average of $467). Flying from Kentucky to Grand Cayman 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 Grand Cayman

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 Grand Cayman

Discover the top 3 airlines that operate flights from Kentucky to Grand Cayman. 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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$418Average$493FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$439Average$568FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$472Average$605FlexibilityNo cancel feeOn-time71%

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