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Cheap flights from Kentucky to the Cayman Islands from $175

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to the Cayman Islands departing on 8/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Kentucky to the Cayman Islands

Cheap round-trip flights

American Airlines Logo
8:02 pm - 11:25 amSDF-GCM
16h 23m1 stop
American Airlines Logo
12:10 pm - 11:58 pmGCM-SDF
10h 48m1 stop
$419American Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
American Airlines Logo
7:35 pm - 11:25 amSDF-GCM
16h 50m2 stops
American Airlines Logo
12:28 pm - 10:31 amGCM-SDF
21h 03m2 stops
$423American Airlines
Find Deal
Thu, Sep 25 - Sun, Sep 28
Delta Logo
6:00 am - 12:35 pmSDF-GCM
6h 35m1 stop
Delta Logo
2:00 pm - 8:52 pmGCM-SDF
6h 52m1 stop
$484Delta
Find Deal
Tue, Jan 20 - Tue, Feb 3
Logo
2:06 pm - 11:40 amBNA-GCM
20h 34m1 stop
Logo
7:00 am - 1:01 pmGCM-BNA
7h 01m1 stop
$504
Find Deal
Sat, Nov 22 - Thu, Nov 27
Air Canada Logo
2:25 pm - 12:20 pmBNA-GCM
20h 55m2 stops
Air Canada Logo
1:30 pm - 1:16 pmGCM-BNA
24h 46m1 stop
$523Air Canada
Find Deal
Sat, Nov 22 - Thu, Nov 27
Air Canada Logo
2:25 pm - 12:20 pmBNA-GCM
20h 55m2 stops
Air Canada Logo
1:30 pm - 3:05 pmGCM-BNA
26h 35m2 stops
$530Air Canada
Find Deal
Sat, Nov 22 - Thu, Nov 27
Delta Logo
7:45 am - 11:37 amCVG-GCM
4h 52m1 stop
Delta Logo
12:52 pm - 9:30 pmGCM-CVG
7h 38m1 stop
$536Delta
Find Deal
Sun, Aug 31 - Sat, Sep 6
Logo
5:45 am - 11:40 amBNA-GCM
29h 55m3 stops
Logo
6:10 pm - 7:16 pmGCM-BNA
25h 06m2 stops
$565
Find Deal
Wed, Oct 8 - Sun, Oct 12
United Airlines Logo
5:45 pm - 4:30 pmLEX-GCM
23h 45m2 stops
United Airlines Logo
5:30 pm - 1:17 pmGCM-LEX
19h 47m2 stops
$662United Airlines
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Sat, Nov 1 - Sat, Nov 8
United Airlines Logo
5:49 pm - 4:30 pmCVG-GCM
22h 41m2 stops
United Airlines Logo
5:45 pm - 1:17 pmGCM-CVG
19h 32m2 stops
$662United Airlines
Find Deal
Sat, Dec 13 - Sat, Dec 20

American Airlines flights from Kentucky to Cayman Islands

Our best American Airlines deals on Kentucky to Cayman Islands flight tickets
American Airlines
Sep 25
SDF8:02 pmLouisville Intl
16h 23m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Sep 28
GCM12:10 pmGeorge Town Owen Roberts Intl
10h 48m
1 stop
SDF11:58 pmLouisville Intl
$419
Find similar
American Airlines
Sep 25
SDF7:35 pmLouisville Intl
16h 50m
2 stops
GCM11:25 amGeorge Town Owen Roberts Intl
Sep 28
GCM12:28 pmGeorge Town Owen Roberts Intl
21h 03m
2 stops
SDF10:31 amLouisville Intl
$423
Find similar
American Airlines
Jan 20
SDF6:31 amLouisville Intl
13h 20m
1 stop
GCM7:51 pmGeorge Town Owen Roberts Intl
Feb 3
GCM1:40 pmGeorge Town Owen Roberts Intl
10h 37m
2 stops
SDF12:17 amLouisville Intl
$488
Find similar

Delta flights from Kentucky to Cayman Islands

Our best Delta deals on Kentucky to Cayman Islands flight tickets
Delta
Jan 20
SDF6:00 amLouisville Intl
6h 35m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Feb 3
GCM2:00 pmGeorge Town Owen Roberts Intl
6h 52m
1 stop
SDF8:52 pmLouisville Intl
$484
Find similar
Delta
Aug 31
CVG7:45 amCincinnati Cinci./N. Kentucky
4h 52m
1 stop
GCM11:37 amGeorge Town Owen Roberts Intl
Sep 6
GCM12:52 pmGeorge Town Owen Roberts Intl
7h 38m
1 stop
CVG9:30 pmCincinnati Cinci./N. Kentucky
$536
Find similar
Delta
Dec 23
CVG7:22 amCincinnati Cinci./N. Kentucky
6h 58m
1 stop
GCM2:20 pmGeorge Town Owen Roberts Intl
Dec 29
GCM1:55 pmGeorge Town Owen Roberts Intl
5h 42m
1 stop
CVG7:37 pmCincinnati Cinci./N. Kentucky
$563
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated August 4, 2025.
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

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Thu 9/25

8:02 pm-11:25 am

1 stop16h 23m

George Town Owen Roberts Intl

Sun 9/28

12:10 pm-11:58 pm

1 stop10h 48m

$419

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Thu 9/25

7:35 pm-11:25 am

2 stops16h 50m

George Town Owen Roberts Intl

Sun 9/28

12:28 pm-10:31 am

2 stops21h 03m

$423

LouisvilleGeorge Town

SDF - GCM

SDFGCM

Louisville Intl

Tue 1/20

6:00 am-12:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Tue 2/3

2:00 pm-8:52 pm

1 stop6h 52m

$484

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 11/22

2:06 pm-11:40 am

1 stop20h 34m

George Town Owen Roberts Intl

Thu 11/27

7:00 am-1:01 pm

1 stop7h 01m

$504

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 11/22

2:25 pm-12:20 pm

2 stops20h 55m

George Town Owen Roberts Intl

Thu 11/27

1:30 pm-1:16 pm

1 stop24h 46m

$523

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Sat 11/22

2:25 pm-12:20 pm

2 stops20h 55m

George Town Owen Roberts Intl

Thu 11/27

1:30 pm-3:05 pm

2 stops26h 35m

$530

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sun 8/31

7:45 am-11:37 am

1 stop4h 52m

George Town Owen Roberts Intl

Sat 9/6

12:52 pm-9:30 pm

1 stop7h 38m

$536

NashvilleGeorge Town

BNA - GCM

BNAGCM

Nashville Intl

Wed 10/8

5:45 am-11:40 am

3 stops29h 55m

George Town Owen Roberts Intl

Sun 10/12

6:10 pm-7:16 pm

2 stops25h 06m

$565

LexingtonGeorge Town

LEX - GCM

LEXGCM

Lexington Blue Grass

Sat 11/1

5:45 pm-4:30 pm

2 stops23h 45m

George Town Owen Roberts Intl

Sat 11/8

5:30 pm-1:17 pm

2 stops19h 47m

$662

CincinnatiGeorge Town

CVG - GCM

CVGGCM

Cincinnati Cinci./N. Kentucky

Sat 12/13

5:49 pm-4:30 pm

2 stops22h 41m

George Town Owen Roberts Intl

Sat 12/20

5:45 pm-1:17 pm

2 stops19h 32m

$662

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Kentucky to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of September, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $493.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Friday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $543. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Tuesday is $730.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the afternoon. momondo users have found flights departing from Kentucky to Cayman Islands in the afternoon for as low as $564. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $866 on average. Flights to Cayman Islands from Kentucky in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

Cheap Kentucky to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Cayman Islands

Best Price Found

$175

Fastest flight time

4h 52m

Direct flights

None

Airports in Cayman Islands

1 airport
The best one-way flight to Cayman Islands from Kentucky in the past 72 hours is $175. The best round-trip flight deal from Kentucky to Cayman Islands found on momondo in the last 72 hours is $419.
The fastest flight from Kentucky to Cayman Islands takes 4h 52m
There are no direct flights from Kentucky to Cayman Islands. Popular non-direct routes for this connection are Louisville Intl Airport - George Town Owen Roberts Intl Airport, Knoxville McGhee Tyson Airport - George Town Owen Roberts Intl Airport and Nashville Intl Airport - George Town Owen Roberts Intl Airport.
There is 1 airport near Cayman Islands: George Town Owen Roberts Intl (GCM)
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  • When did momondo last update prices for flights from Kentucky to Cayman Islands?

    Prices for flights from Kentucky to Cayman Islands were last updated today.

  • How many operators does momondo search for flights from Kentucky to Cayman Islands?

  • How old do you have to be to fly from Kentucky to Cayman Islands?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents required for your trip to Cayman Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Cayman Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Kentucky to Cayman Islands

Compare and see reviews for airlines that fly from Kentucky to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $418Free CancellationRating
8.0
7,987 reviews
Search Delta flights
United AirlinesPriceFrom $439Free CancellationRating
7.4
8,912 reviews
Search United Airlines flights
American AirlinesPriceFrom $468Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to Cayman Islands?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Kentucky to Cayman Islands. momondo saves you time and could save you money on your trip.

Can I find flights from Kentucky to Cayman Islands with flexible booking policies on momondo?

Yes. All flights to Cayman Islands from Kentucky on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Kentucky to Cayman Islands?

momondo provides multiple filters to help you find the best flight to Cayman Islands from Kentucky. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Kentucky to Cayman Islands right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Kentucky to Cayman Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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