How long is the flight from Kentucky to Caribbean?

If you’re flying from a popular airport in Kentucky, such as Louisville or Lexington, and flying into Caribbean, then you can expect flight times to average 11h 42m and 16h 42m, respectively.

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

1 flights are operational weekly from Kentucky to Caribbean as of September 2025. The most popular departure day for this route is Sun, with 100% of flights per week taking off on this day.

What airlines fly to Caribbean?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Caribbean 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. Keep in mind that there are 5 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

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

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

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

Prices for flights from Kentucky to Caribbean were last updated today.

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

There are 7 operators available for flights from Kentucky to Caribbean as of September 2025.

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

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 Caribbean.

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

The travel and health documents required for your trip to Caribbean 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 Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$93 Cheap Flights from Kentucky to Caribbean in 2025/26

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Find the cheapest flights from Kentucky to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

8:05 pm - 11:19 amBNA-SJU

14h 14m1 stop

10:39 pm - 9:44 amSJU-BNA

13h 05m1 stop

$207Multiple Airlines

Find Deal

Thu, Oct 30 - Mon, Nov 3

9:20 pm - 9:50 amBNA-SJU

11h 30m1 stop

5:45 am - 1:50 pmSJU-BNA

9h 05m2 stops

$215Southwest

Find Deal

Fri, Oct 17 - Sat, Oct 25

6:00 am - 1:00 pmSDF-SJU

6h 00m1 stop

6:15 am - 1:50 pmSJU-SDF

8h 35m1 stop

$225Delta

Find Deal

Tue, Feb 24 - Thu, Mar 5

4:11 pm - 11:52 pmCVG-SJU

6h 41m1 stop

8:20 am - 11:33 pmSJU-CVG

16h 13m1 stop

$225American Airlines

Find Deal

Sat, Nov 8 - Fri, Nov 14

9:37 am - 12:57 amCVG-SJU

14h 20m1 stop

9:32 pm - 11:17 amSJU-CVG

14h 45m1 stop

$231Frontier

Find Deal

Fri, Dec 5 - Sun, Dec 7

1:05 pm - 11:05 pmCVG-SJU

10h 00m1 stop

4:45 pm - 11:36 pmSJU-CVG

6h 51m1 stop

$235American Airlines

Find Deal

Sat, Oct 18 - Tue, Oct 28

1:30 pm - 9:22 pmBNA-SJU

6h 52m1 stop

1:05 am - 9:05 amSJU-BNA

9h 00m1 stop

$237United Airlines

Find Deal

Mon, Oct 27 - Wed, Oct 29

8:00 am - 3:22 pmCVG-SJU

7h 22m1 stop

3:40 am - 6:05 pmSJU-CVG

14h 25m1 stop

$243Frontier

Find Deal

Sat, Oct 4 - Mon, Oct 6

5:15 am - 12:44 pmBNA-SJU

5h 29m1 stop

7:00 am - 1:47 pmSJU-BNA

8h 47m1 stop

$253Delta

Find Deal

Mon, Dec 8 - Thu, Dec 18

7:30 am - 9:26 pmSDF-SJU

12h 56m2 stops

7:10 am - 2:47 pmSJU-SDF

7h 37m1 stop

$254United Airlines

Find Deal

Tue, Mar 3 - Wed, Mar 11

Southwest flights from Kentucky to Caribbean

Our best Southwest deals on Kentucky to Caribbean flight tickets

Southwest

Oct 17

BNA9:20 pmNashville Intl

11h 30m

1 stop

SJU9:50 amSan Juan Luis Munoz Marin Intl

Oct 25

SJU5:45 amSan Juan Luis Munoz Marin Intl

9h 05m

2 stops

BNA1:50 pmNashville Intl

$215

Find similar

Southwest

Nov 1

BNA5:45 amNashville Intl

5h 45m

1 stop

SJU12:30 pmSan Juan Luis Munoz Marin Intl

Nov 5

SJU5:45 amSan Juan Luis Munoz Marin Intl

7h 50m

2 stops

BNA11:35 amNashville Intl

$255

Find similar

Southwest

Dec 10

BNA6:55 amNashville Intl

6h 35m

1 stop

SJU3:30 pmSan Juan Luis Munoz Marin Intl

Dec 25

SJU9:40 amSan Juan Luis Munoz Marin Intl

8h 50m

1 stop

BNA4:30 pmNashville Intl

$277

Find similar

Delta flights from Kentucky to Caribbean

Our best Delta deals on Kentucky to Caribbean flight tickets

Delta

Feb 24

SDF6:00 amLouisville Intl

6h 00m

1 stop

SJU1:00 pmSan Juan Luis Munoz Marin Intl

Mar 5

SJU6:15 amSan Juan Luis Munoz Marin Intl

8h 35m

1 stop

SDF1:50 pmLouisville Intl

$225

Find similar

Delta

Dec 8

BNA5:15 amNashville Intl

5h 29m

1 stop

SJU12:44 pmSan Juan Luis Munoz Marin Intl

Dec 18

SJU7:00 amSan Juan Luis Munoz Marin Intl

8h 47m

1 stop

BNA1:47 pmNashville Intl

$253

Find similar

Delta

Feb 22

SDF2:59 pmLouisville Intl

7h 50m

1 stop

SJU11:49 pmSan Juan Luis Munoz Marin Intl

Mar 5

SJU6:15 amSan Juan Luis Munoz Marin Intl

6h 22m

1 stop

SDF11:37 amLouisville Intl

$311

Find similar

Fly from

Fly to

Route

Depart

Return

Price

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Thu 10/30

8:05 pm-11:19 am

1 stop14h 14m

San Juan Luis Munoz Marin Intl

Mon 11/3

10:39 pm-9:44 am

1 stop13h 05m

$207

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 10/17

9:20 pm-9:50 am

1 stop11h 30m

San Juan Luis Munoz Marin Intl

Sat 10/25

5:45 am-1:50 pm

2 stops9h 05m

$215

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 2/24

6:00 am-1:00 pm

1 stop6h 00m

San Juan Luis Munoz Marin Intl

Thu 3/5

6:15 am-1:50 pm

1 stop8h 35m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 11/8

4:11 pm-11:52 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Fri 11/14

8:20 am-11:33 pm

1 stop16h 13m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Fri 12/5

9:37 am-12:57 am

1 stop14h 20m

San Juan Luis Munoz Marin Intl

Sun 12/7

9:32 pm-11:17 am

1 stop14h 45m

$231

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 10/18

1:05 pm-11:05 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Tue 10/28

4:45 pm-11:36 pm

1 stop6h 51m

$235

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Mon 10/27

1:30 pm-9:22 pm

1 stop6h 52m

San Juan Luis Munoz Marin Intl

Wed 10/29

1:05 am-9:05 am

1 stop9h 00m

$237

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 10/4

8:00 am-3:22 pm

1 stop7h 22m

San Juan Luis Munoz Marin Intl

Mon 10/6

3:40 am-6:05 pm

1 stop14h 25m

$243

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Mon 12/8

5:15 am-12:44 pm

1 stop5h 29m

San Juan Luis Munoz Marin Intl

Thu 12/18

7:00 am-1:47 pm

1 stop8h 47m

$253

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 3/3

7:30 am-9:26 pm

2 stops12h 56m

San Juan Luis Munoz Marin Intl

Wed 3/11

7:10 am-2:47 pm

1 stop7h 37m

$254

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How to get the cheapest flight ticket from Kentucky to Caribbean

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?

In general, October is the cheapest month to fly from Kentucky to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $344. If you don’t want to visit Caribbean in October, then you should wait until January to fly from Kentucky, when ticket prices are also cheap, with an average price of $370.

What is the cheapest day to depart on your flight to Caribbean?

The cheapest day to depart from Kentucky to Caribbean is on a Tuesday when prices can be found for as low as $372. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $459. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean.

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

In the evening is the cheapest time of day to fly from Kentucky to Caribbean when you can find flight prices for as low as $339. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the afternoon are often more expensive with an average ticket price of $441.

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

You are more likely to see cheaper flights to Caribbean from Kentucky when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean for around $437 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean from Kentucky for as low as $282 on momondo.

Can stopping save me money on Kentucky to Caribbean flights?

You could potentially save up to 40% on your flight if you consider stops on a Kentucky to Caribbean flight.

Cheap Kentucky to Caribbean flight deals and tips

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

Fastest flight time	3h 50m
Direct flights	Sun
Airports in Caribbean	2 airports

The fastest flight from Kentucky to Caribbean takes 3h 50m

Direct flights go from Kentucky to Caribbean on Sunday. There are no airlines offering direct flights.

There are 2 airports near Caribbean: 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?
Prices for flights from Kentucky to Caribbean were last updated today.
How many operators does momondo search for flights from Kentucky to Caribbean?
There are 7 operators available for flights from Kentucky to Caribbean as of September 2025.
How old do you have to be to fly from Kentucky to Caribbean?
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 Caribbean.
What documentation or ID do you need to fly to Caribbean?
The travel and health documents required for your trip to Caribbean 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 Caribbean. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Kentucky to Caribbean

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $152	Free Cancellation	Rating 6.3 8,031 reviews	Search Spirit Airlines flights
Delta	PriceFrom $206	Free Cancellation	Rating 7.9 7,971 reviews	Search Delta flights
Southwest	PriceFrom $225	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights
American Airlines	PriceFrom $261	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $275	Free Cancellation	Rating 7.4 8,922 reviews	Search United Airlines flights

Why use momondo?

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

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 from Kentucky.

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

Flights from Kentucky to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Kentucky to Caribbean.

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

Yes momondo offers price alerts on flights to Caribbean from Kentucky. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Find better results for your trip to Caribbean

Cheap flights from Kentucky to Caribbean from $93

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 Caribbean departing on 9/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Find the cheapest flights from Kentucky to Caribbean

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

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Southwest flights from Kentucky to Caribbean

Our best Southwest deals on Kentucky to Caribbean flight tickets

Delta flights from Kentucky to Caribbean

Our best Delta deals on Kentucky to Caribbean flight tickets

momondo Fare Finder

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

How to get the cheapest flight ticket from Kentucky to Caribbean

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 Caribbean?

What is the cheapest day to depart on your flight to Caribbean?

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

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

Can stopping save me money on Kentucky to Caribbean flights?

You could potentially save up to 40% on your flight if you consider stops on a Kentucky to Caribbean flight.

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

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

What airlines fly to Caribbean?

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

1 flights are operational weekly from Kentucky to Caribbean as of September 2025. The most popular departure day for this route is Sun, with 100% of flights per week taking off on this day.

How long is the flight from Kentucky to Caribbean?

If you’re flying from a popular airport in Kentucky, such as Louisville or Lexington, and flying into Caribbean, then you can expect flight times to average 11h 42m and 16h 42m, respectively.

Cheap Kentucky to Caribbean flight deals and tips

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

Fastest flight time

Direct flights

Airports in Caribbean

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

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

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

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

Best airlines flying from Kentucky to Caribbean

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

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Caribbean

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo