How many flights depart from Kentucky to Caribbean Islands on average per week?

As of March 2026, there are 4 flights per week flying from Kentucky to Caribbean Islands. The most common day of the week flights depart is Sat, with 100% of flights taking off on this day.

How long is the flight from Kentucky to Caribbean Islands?

The flight from Kentucky to Caribbean Islands depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Lexington (a popular airport in Kentucky) to Copenhagen (the most popular airport in Caribbean Islands), then the flight time is 12h 47m on average. If you fly from Louisville (another popular airport in Kentucky) to Copenhagen, then the average flight time is 16h 55m.

What is the cheapest airline that flies from Kentucky to Caribbean Islands?

Frontier, Southwest, and United Airlines are the most popular carriers operating from Kentucky to Caribbean Islands

What airlines fly to Caribbean Islands?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Caribbean Islands from Kentucky according to our data. American Airlines is the first choice among our users, with 57% of people opting to fly with this airline when traveling to Caribbean Islands. Keep in mind that there are 5 different airlines that fly to Caribbean Islands on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Kentucky to Caribbean Islands?

Prices for flights from Kentucky to Caribbean Islands are updated daily.

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

As of March 2026, there are 8 operators available to choose from for flights from Kentucky to Caribbean Islands.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Caribbean Islands.

What documentation or ID do you need to fly to Caribbean Islands?

The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$81 Cheap Flights from Kentucky to Caribbean Islands in 2026

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Find the cheapest flights from Kentucky to Caribbean Islands

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:25 am - 4:15 pm

BNA

STT

8h 50m

1 stop

10:49 am - 5:37 pm

STT

BNA

7h 48m

1 stop

$217Spirit Airlines

Sat, Apr 18 - Sat, Apr 25

9:29 pm - 2:01 pm

CVG

SJU

16h 32m

1 stop

6:09 pm - 1:02 pm

SJU

CVG

18h 53m

1 stop

$230Frontier

Mon, May 18 - Mon, May 25

3:41 pm - 6:55 pm

CVG

SJU

27h 14m

1 stop

11:30 am - 6:36 pm

SJU

CVG

31h 06m

2 stops

$232Multiple Airlines

Sun, Apr 12 - Fri, Apr 17

8:29 am - 4:16 pm

CVG

SJU

7h 47m

1 stop

6:30 am - 11:55 am

SJU

CVG

29h 25m

1 stop

$239Frontier

Sat, Apr 11 - Sun, Apr 19

11:47 am - 8:38 pm

CVG

SJU

8h 51m

1 stop

7:40 am - 5:04 pm

SJU

CVG

9h 24m

1 stop

$248United Airlines

Sat, May 9 - Tue, May 12

6:30 am - 6:55 pm

BNA

SJU

11h 25m

1 stop

7:17 pm - 4:58 pm

SJU

BNA

46h 41m

2 stops

$252Multiple Airlines

Sun, Apr 12 - Thu, Apr 16

7:52 pm - 10:48 am

SDF

SJU

14h 56m

1 stop

6:45 am - 9:41 pm

SJU

SDF

14h 56m

1 stop

$268American Airlines

Sat, Apr 25 - Sat, May 2

9:43 am - 8:51 pm

SDF

SJU

11h 08m

1 stop

1:31 pm - 10:08 pm

SJU

SDF

8h 37m

2 stops

$308American Airlines

Thu, Apr 9 - Thu, Apr 16

9:38 am - 8:24 pm

SDF

SJU

10h 46m

1 stop

5:34 pm - 11:59 pm

SJU

SDF

6h 25m

1 stop

$316Delta

Mon, Apr 27 - Mon, May 4

6:00 am - 3:10 pm

CVG

MBJ

10h 10m

1 stop

4:12 pm - 11:59 pm

MBJ

CVG

6h 47m

1 stop

$352United Airlines

Sun, May 10 - Fri, May 22

Frontier flights from Kentucky to Caribbean Islands

Our best Frontier deals on Kentucky to Caribbean Islands flight tickets

Frontier

May 18

CVG9:29 pmCincinnati Cinci./N. Kentucky

16h 32m

1 stop

SJU2:01 pmSan Juan Luis Munoz Marin Intl

May 25

SJU6:09 pmSan Juan Luis Munoz Marin Intl

18h 53m

1 stop

CVG1:02 pmCincinnati Cinci./N. Kentucky

$230

Frontier

Apr 23

CVG6:44 pmCincinnati Cinci./N. Kentucky

17h 39m

2 stops

SJU12:23 pmSan Juan Luis Munoz Marin Intl

Apr 30

SJU11:30 amSan Juan Luis Munoz Marin Intl

26h 56m

1 stop

CVG2:26 pmCincinnati Cinci./N. Kentucky

$232

Frontier

Apr 11

CVG8:29 amCincinnati Cinci./N. Kentucky

7h 47m

1 stop

SJU4:16 pmSan Juan Luis Munoz Marin Intl

Apr 19

SJU6:30 amSan Juan Luis Munoz Marin Intl

29h 25m

1 stop

CVG11:55 amCincinnati Cinci./N. Kentucky

$239

Spirit Airlines flights from Kentucky to Caribbean Islands

Our best Spirit Airlines deals on Kentucky to Caribbean Islands flight tickets

Spirit Airlines

Apr 18

BNA6:25 amNashville Intl

8h 50m

1 stop

STT4:15 pmSaint Thomas Island Cyril E King

Apr 25

STT10:49 amSaint Thomas Island Cyril E King

7h 48m

1 stop

BNA5:37 pmNashville Intl

$217

Spirit Airlines

Apr 20

BNA6:25 amNashville Intl

8h 50m

1 stop

STT4:15 pmSaint Thomas Island Cyril E King

Apr 22

STT5:10 pmSaint Thomas Island Cyril E King

7h 14m

1 stop

BNA11:24 pmNashville Intl

$248

Spirit Airlines

Apr 18

BNA6:25 amNashville Intl

8h 50m

1 stop

STT4:15 pmSaint Thomas Island Cyril E King

Apr 24

STT5:10 pmSaint Thomas Island Cyril E King

7h 14m

1 stop

BNA11:24 pmNashville Intl

$249

momondo Fare Finder

Use the filters below to find and compare flights from Kentucky to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

NashvilleSaint Thomas Island

BNA - STT

BNASTT

Nashville Intl

Sat 4/18

6:25 am-4:15 pm

1 stop8h 50m

Saint Thomas Island Cyril E King

Sat 4/25

10:49 am-5:37 pm

1 stop7h 48m

$217

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 5/18

9:29 pm-2:01 pm

1 stop16h 32m

San Juan Luis Munoz Marin Intl

Mon 5/25

6:09 pm-1:02 pm

1 stop18h 53m

$230

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 4/12

3:41 pm-6:55 pm

1 stop27h 14m

San Juan Luis Munoz Marin Intl

Fri 4/17

11:30 am-6:36 pm

2 stops31h 06m

$232

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 4/11

8:29 am-4:16 pm

1 stop7h 47m

San Juan Luis Munoz Marin Intl

Sun 4/19

6:30 am-11:55 am

1 stop29h 25m

$239

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 5/9

11:47 am-8:38 pm

1 stop8h 51m

San Juan Luis Munoz Marin Intl

Tue 5/12

7:40 am-5:04 pm

1 stop9h 24m

$248

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Sun 4/12

6:30 am-6:55 pm

1 stop11h 25m

San Juan Luis Munoz Marin Intl

Thu 4/16

7:17 pm-4:58 pm

2 stops46h 41m

$252

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 4/25

7:52 pm-10:48 am

1 stop14h 56m

San Juan Luis Munoz Marin Intl

Sat 5/2

6:45 am-9:41 pm

1 stop14h 56m

$268

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 4/9

9:43 am-8:51 pm

1 stop11h 08m

San Juan Luis Munoz Marin Intl

Thu 4/16

1:31 pm-10:08 pm

2 stops8h 37m

$308

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 4/27

9:38 am-8:24 pm

1 stop10h 46m

San Juan Luis Munoz Marin Intl

Mon 5/4

5:34 pm-11:59 pm

1 stop6h 25m

$316

CincinnatiMontego Bay

CVG - MBJ

CVGMBJ

Cincinnati Cinci./N. Kentucky

Sun 5/10

6:00 am-3:10 pm

1 stop10h 10m

Montego Bay Sangster Intl

Fri 5/22

4:12 pm-11:59 pm

1 stop6h 47m

$352

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Kentucky to Caribbean 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

Prices

Airlines

Other information

What is the cheapest month to fly to Caribbean Islands?

The month of October is, on average, the cheapest month to fly to Caribbean Islands from Kentucky, with most prices found around $310. The month of September is another great option to travel to Caribbean Islands, with average flight prices from Kentucky averaging around $345.

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Kentucky when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $418 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Kentucky for as low as $365 on momondo.

Can stopping save me money on Kentucky to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Kentucky to Caribbean Islands.

Cheap Kentucky to Caribbean Islands flight deals and tips

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

Fastest flight time	3h 45m
Direct flights	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Caribbean Islands	99 airports

The fastest flight from Kentucky to Caribbean Islands takes 3h 45m

Direct flights go from Kentucky to Caribbean Islands on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There are 99 airports in Caribbean Islands. From Kentucky there are direct flights to Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU).

Search flight deals

When did momondo last update prices for flights from Kentucky to Caribbean Islands?
Prices for flights from Kentucky to Caribbean Islands are updated daily.
How many operators does momondo search for flights from Kentucky to Caribbean Islands?
As of March 2026, there are 8 operators available to choose from for flights from Kentucky to Caribbean Islands.
How old do you have to be to fly from Kentucky to Caribbean Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Kentucky to Caribbean Islands?
Based on momondo bookings for flights between Kentucky and Caribbean Islands, the leading plane model is Boeing 737 MAX 8, making up 18.92% of the total bookings. Other popular models include Embraer 175 with 12.08%, Boeing 737-800 Passenger/BBJ2 (winglets) with 10.72%, and Airbus A320-100/200 with 10.62%.

Best airlines flying from Kentucky to Caribbean Islands

Compare and see reviews for airlines that fly from Kentucky to Caribbean Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $170	Free Cancellation	Rating 7.9 8,358 reviews	Search Delta flights
Spirit Airlines	PriceFrom $209	Free Cancellation	Rating 6.3 8,558 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $225	Free Cancellation	Rating 8.0 4,329 reviews	Search Southwest flights
American Airlines	PriceFrom $240	Free Cancellation	Rating 7.1 11,531 reviews	Search American Airlines flights
United Airlines	PriceFrom $246	Free Cancellation	Rating 7.4 9,514 reviews	Search United Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Kentucky.

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

Yes. momondo allows you to filter the results for Kentucky to Caribbean Islands flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean Islands from Kentucky.

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

If you are not ready to book a flight from Kentucky to Caribbean Islands now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean Islands and let you know when they change.