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 Los Angeles (the most popular airport in Caribbean Islands), then the flight time is 7h 05m on average. If you fly from Louisville (another popular airport in Kentucky) to Los Angeles, then the average flight time is 7h 34m.

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 58% 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.

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

Frontier, Delta, and American Airlines are the most popular carriers operating from Kentucky to Caribbean Islands

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 December 2025, there are 7 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.

$82 Cheap Flights from Kentucky to Caribbean Islands in 2025/26

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One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:30 am - 5:17 pm

BNA

SJU

8h 47m1 stop

7:30 am - 12:03 pm

SJU

BNA

6h 33m1 stop

$215Delta

Tue, Jan 27 - Thu, Jan 29

5:00 pm - 12:54 am

CVG

SJU

6h 54m1 stop

7:04 pm - 12:42 am

SJU

CVG

6h 38m1 stop

$221Frontier

Mon, Jan 5 - Thu, Jan 8

5:47 pm - 2:35 am

CVG

SJU

7h 48m1 stop

11:52 am - 7:45 pm

SJU

CVG

8h 53m1 stop

$222Multiple Airlines

Thu, Feb 19 - Fri, Feb 27

8:12 pm - 12:32 pm

BNA

SJU

14h 20m1 stop

2:59 am - 7:43 pm

SJU

BNA

18h 44m2 stops

$222Multiple Airlines

Sat, Jan 17 - Mon, Jan 26

6:49 pm - 6:34 am

CVG

SJU

10h 45m1 stop

7:26 pm - 8:31 pm

SJU

CVG

26h 05m1 stop

$223Frontier

Mon, Jan 5 - Wed, Jan 7

6:00 am - 4:30 pm

SDF

SJU

9h 30m2 stops

2:28 pm - 9:16 pm

SJU

SDF

7h 48m1 stop

$225American Airlines

Thu, Jan 29 - Fri, Feb 6

5:55 pm - 6:11 am

CVG

SJU

11h 16m2 stops

7:45 am - 3:47 pm

SJU

CVG

9h 02m1 stop

$225United Airlines

Fri, Jan 23 - Tue, Jan 27

11:32 am - 11:56 pm

CVG

SJU

11h 24m1 stop

8:20 am - 5:58 pm

SJU

CVG

10h 38m2 stops

$226American Airlines

Sat, Jan 24 - Sat, Jan 31

5:00 am - 3:35 pm

BNA

SJU

9h 35m1 stop

2:00 pm - 11:00 pm

SJU

BNA

10h 00m1 stop

$232Southwest

Fri, May 1 - Thu, May 7

8:29 am - 9:26 pm

SDF

SJU

11h 57m2 stops

8:35 am - 5:37 pm

SJU

SDF

10h 02m1 stop

$250United Airlines

Thu, Jan 22 - Thu, Jan 29

American Airlines flights from Kentucky to Caribbean Islands

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

American Airlines

Jan 29

SDF6:00 amLouisville Intl

9h 30m

2 stops

SJU4:30 pmSan Juan Luis Munoz Marin Intl

Feb 6

SJU2:28 pmSan Juan Luis Munoz Marin Intl

7h 48m

1 stop

SDF9:16 pmLouisville Intl

$225

Find similar

American Airlines

Jan 24

CVG11:32 amCincinnati Cinci./N. Kentucky

11h 24m

1 stop

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Jan 31

SJU8:20 amSan Juan Luis Munoz Marin Intl

10h 38m

2 stops

CVG5:58 pmCincinnati Cinci./N. Kentucky

$226

Find similar

American Airlines

Jan 29

SDF1:15 pmLouisville Intl

9h 41m

2 stops

SJU11:56 pmSan Juan Luis Munoz Marin Intl

Feb 3

SJU7:00 amSan Juan Luis Munoz Marin Intl

15h 16m

1 stop

SDF9:16 pmLouisville Intl

$231

Find similar

Frontier flights from Kentucky to Caribbean Islands

Our best Frontier deals on Kentucky to Caribbean Islands flight tickets

Frontier

Jan 5

CVG5:00 pmCincinnati Cinci./N. Kentucky

6h 54m

1 stop

SJU12:54 amSan Juan Luis Munoz Marin Intl

Jan 8

SJU7:04 pmSan Juan Luis Munoz Marin Intl

6h 38m

1 stop

CVG12:42 amCincinnati Cinci./N. Kentucky

$221

Find similar

Frontier

Jan 5

CVG6:49 pmCincinnati Cinci./N. Kentucky

10h 45m

1 stop

SJU6:34 amSan Juan Luis Munoz Marin Intl

Jan 7

SJU7:26 pmSan Juan Luis Munoz Marin Intl

26h 05m

1 stop

CVG8:31 pmCincinnati Cinci./N. Kentucky

$223

Find similar

Frontier

Feb 18

CVG3:20 pmCincinnati Cinci./N. Kentucky

10h 33m

1 stop

SJU2:53 amSan Juan Luis Munoz Marin Intl

Feb 27

SJU3:53 amSan Juan Luis Munoz Marin Intl

11h 17m

1 stop

CVG2:10 pmCincinnati Cinci./N. Kentucky

$227

Find similar

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

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Tue 1/27

6:30 am-5:17 pm

1 stop8h 47m

San Juan Luis Munoz Marin Intl

Thu 1/29

7:30 am-12:03 pm

1 stop6h 33m

$215

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 1/5

5:00 pm-12:54 am

1 stop6h 54m

San Juan Luis Munoz Marin Intl

Thu 1/8

7:04 pm-12:42 am

1 stop6h 38m

$221

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Thu 2/19

5:47 pm-2:35 am

1 stop7h 48m

San Juan Luis Munoz Marin Intl

Fri 2/27

11:52 am-7:45 pm

1 stop8h 53m

$222

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Sat 1/17

8:12 pm-12:32 pm

1 stop14h 20m

San Juan Luis Munoz Marin Intl

Mon 1/26

2:59 am-7:43 pm

2 stops18h 44m

$222

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 1/5

6:49 pm-6:34 am

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Wed 1/7

7:26 pm-8:31 pm

1 stop26h 05m

$223

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 1/29

6:00 am-4:30 pm

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Fri 2/6

2:28 pm-9:16 pm

1 stop7h 48m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Fri 1/23

5:55 pm-6:11 am

2 stops11h 16m

San Juan Luis Munoz Marin Intl

Tue 1/27

7:45 am-3:47 pm

1 stop9h 02m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 1/24

11:32 am-11:56 pm

1 stop11h 24m

San Juan Luis Munoz Marin Intl

Sat 1/31

8:20 am-5:58 pm

2 stops10h 38m

$226

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 5/1

5:00 am-3:35 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Thu 5/7

2:00 pm-11:00 pm

1 stop10h 00m

$232

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 1/22

8:29 am-9:26 pm

2 stops11h 57m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:35 am-5:37 pm

1 stop10h 02m

$250

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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 September is, on average, the cheapest month to fly to Caribbean Islands from Kentucky, with most prices found around $313. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Kentucky averaging around $315.

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

The cheapest day to depart from Kentucky to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets 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 Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Kentucky to Caribbean Islands in the evening for as low as $339. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the afternoon because they tend to be around $441. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $432 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 $385 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 50m
Direct flights	Sun
Airports in Caribbean Islands	99 airports

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

Direct flights go from Kentucky to Caribbean Islands on 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 December 2025, there are 7 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 14.04% of the total bookings. Other popular models include Embraer 175 with 12.37%, Embraer 175 (Enhanced Winglets) with 12.22%, and Airbus A320-100/200 with 7.33%.

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
Spirit Airlines	PriceFrom $152	Free Cancellation	Rating 6.3 8,210 reviews	Search Spirit Airlines flights
Delta	PriceFrom $217	Free Cancellation	Rating 7.9 8,018 reviews	Search Delta flights
Southwest	PriceFrom $225	Free Cancellation	Rating 8.0 4,258 reviews	Search Southwest flights
United Airlines	PriceFrom $259	Free Cancellation	Rating 7.4 9,116 reviews	Search United Airlines flights
American Airlines	PriceFrom $261	Free Cancellation	Rating 7.2 11,068 reviews	Search American 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.

An easier way to manage your Caribbean Islands 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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Cheap flights from Kentucky to Caribbean Islands from $82

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 Islands departing on 1/5. 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 Islands

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

American Airlines flights from Kentucky to Caribbean Islands

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

Frontier flights from Kentucky to Caribbean Islands

Our best Frontier deals on Kentucky to Caribbean Islands flight tickets

momondo Fare Finder

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

See travel insights to Caribbean Islands from

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

What is the cheapest month to fly to Caribbean Islands?

The month of September is, on average, the cheapest month to fly to Caribbean Islands from Kentucky, with most prices found around $313. The month of October is another great option to travel to Caribbean Islands, with average flight prices from Kentucky averaging around $315.

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

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

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

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.

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

Frontier, Delta, and American Airlines are the most popular carriers operating from Kentucky to Caribbean Islands

What airlines fly to Caribbean Islands?

How long is the flight from 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

Direct flights

Airports in Caribbean Islands

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

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

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

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

What is the most popular plane model from Kentucky to Caribbean Islands?

Best airlines flying from Kentucky to Caribbean Islands

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

Why use momondo?

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

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

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

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

An easier way to manage your Caribbean Islands 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 Islands

Popular cities in Caribbean Islands

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