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

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

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 55% 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.

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 4h 50m and 7h, respectively.

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 8 operators available for flights from Kentucky to Caribbean as of May 2026.

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 2026

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Find the cheapest flights from Kentucky to Caribbean

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:02 am - 12:23 am

CVG

SJU

13h 21m

1 stop

6:00 am - 1:25 pm

SJU

CVG

7h 25m

1 stop

$260Frontier

Thu, Aug 20 - Mon, Aug 24

6:35 am - 1:16 pm

CVG

SJU

6h 41m

1 stop

6:05 am - 4:46 pm

SJU

CVG

10h 41m

1 stop

$272Frontier

Wed, Sep 9 - Tue, Sep 15

5:45 am - 11:15 am

BNA

NAS

4h 30m

1 stop

3:02 pm - 10:22 pm

NAS

BNA

8h 20m

1 stop

$284JetBlue

Sat, Jul 18 - Wed, Jul 22

7:30 am - 4:35 pm

BNA

NAS

8h 05m

1 stop

1:16 pm - 8:43 pm

NAS

BNA

8h 27m

1 stop

$294Delta

Tue, Jun 2 - Fri, Jun 5

5:45 am - 11:15 am

BNA

NAS

4h 30m

1 stop

10:58 am - 8:07 pm

NAS

BNA

10h 09m

1 stop

$303JetBlue

Sat, Jul 18 - Sat, Jul 25

8:40 pm - 5:52 pm

CVG

SJU

21h 12m

1 stop

7:00 am - 11:14 am

SJU

CVG

28h 14m

2 stops

$305Multiple Airlines

Tue, Jun 2 - Mon, Jun 8

5:01 am - 5:04 pm

BNA

NAS

11h 03m

1 stop

3:47 pm - 10:38 pm

NAS

BNA

7h 51m

1 stop

$306American Airlines

Thu, Jun 4 - Mon, Jun 8

5:25 am - 1:54 pm

BNA

NAS

7h 29m

2 stops

12:16 pm - 11:01 pm

NAS

BNA

11h 45m

1 stop

$310American Airlines

Tue, Jun 2 - Fri, Jun 5

6:00 am - 11:48 am

SDF

SJU

5h 48m

1 stop

7:30 am - 1:48 pm

SJU

SDF

6h 18m

1 stop

$316Delta

Fri, Sep 18 - Sat, Sep 26

6:00 am - 2:34 pm

BNA

SJU

7h 34m

1 stop

5:15 pm - 7:29 pm

SJU

BNA

27h 14m

2 stops

$319Multiple Airlines

Thu, Jul 9 - Wed, Jul 15

Delta flights from Kentucky to Caribbean

Our best Delta deals on Kentucky to Caribbean flight tickets

Delta

Jun 2

BNA7:30 amNashville Intl

8h 05m

1 stop

NAS4:35 pmNassau Intl

Jun 5

NAS1:16 pmNassau Intl

8h 27m

1 stop

BNA8:43 pmNashville Intl

$294

Delta

Aug 21

CVG5:40 amCincinnati Cinci./N. Kentucky

6h 06m

1 stop

SJU11:46 amSan Juan Luis Munoz Marin Intl

Sep 2

SJU7:00 amSan Juan Luis Munoz Marin Intl

10h 11m

1 stop

CVG5:11 pmCincinnati Cinci./N. Kentucky

$316

Delta

Aug 14

BNA12:42 pmNashville Intl

8h 47m

1 stop

SJU10:29 pmSan Juan Luis Munoz Marin Intl

Aug 17

SJU12:56 pmSan Juan Luis Munoz Marin Intl

8h 44m

1 stop

BNA8:40 pmNashville Intl

$326

Frontier flights from Kentucky to Caribbean

Our best Frontier deals on Kentucky to Caribbean flight tickets

Frontier

Aug 20

CVG11:02 amCincinnati Cinci./N. Kentucky

13h 21m

1 stop

SJU12:23 amSan Juan Luis Munoz Marin Intl

Aug 24

SJU6:00 amSan Juan Luis Munoz Marin Intl

7h 25m

1 stop

CVG1:25 pmCincinnati Cinci./N. Kentucky

$260

Frontier

Sep 9

CVG6:35 amCincinnati Cinci./N. Kentucky

6h 41m

1 stop

SJU1:16 pmSan Juan Luis Munoz Marin Intl

Sep 15

SJU6:05 amSan Juan Luis Munoz Marin Intl

10h 41m

1 stop

CVG4:46 pmCincinnati Cinci./N. Kentucky

$272

Frontier

Aug 26

CVG9:30 pmCincinnati Cinci./N. Kentucky

10h 39m

1 stop

SJU8:09 amSan Juan Luis Munoz Marin Intl

Aug 30

SJU5:01 pmSan Juan Luis Munoz Marin Intl

17h 06m

1 stop

CVG10:07 amCincinnati Cinci./N. Kentucky

$276

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Thu 8/20

11:02 am-12:23 am

1 stop13h 21m

San Juan Luis Munoz Marin Intl

Mon 8/24

6:00 am-1:25 pm

1 stop7h 25m

$260

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Wed 9/9

6:35 am-1:16 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Tue 9/15

6:05 am-4:46 pm

1 stop10h 41m

$272

NashvilleNassau

BNA - NAS

BNANAS

Nashville Intl

Sat 7/18

5:45 am-11:15 am

1 stop4h 30m

Nassau Intl

Wed 7/22

3:02 pm-10:22 pm

1 stop8h 20m

$284

NashvilleNassau

BNA - NAS

BNANAS

Nashville Intl

Tue 6/2

7:30 am-4:35 pm

1 stop8h 05m

Nassau Intl

Fri 6/5

1:16 pm-8:43 pm

1 stop8h 27m

$294

NashvilleNassau

BNA - NAS

BNANAS

Nashville Intl

Sat 7/18

5:45 am-11:15 am

1 stop4h 30m

Nassau Intl

Sat 7/25

10:58 am-8:07 pm

1 stop10h 09m

$303

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 6/2

8:40 pm-5:52 pm

1 stop21h 12m

San Juan Luis Munoz Marin Intl

Mon 6/8

7:00 am-11:14 am

2 stops28h 14m

$305

NashvilleNassau

BNA - NAS

BNANAS

Nashville Intl

Thu 6/4

5:01 am-5:04 pm

1 stop11h 03m

Nassau Intl

Mon 6/8

3:47 pm-10:38 pm

1 stop7h 51m

$306

NashvilleNassau

BNA - NAS

BNANAS

Nashville Intl

Tue 6/2

5:25 am-1:54 pm

2 stops7h 29m

Nassau Intl

Fri 6/5

12:16 pm-11:01 pm

1 stop11h 45m

$310

Quickest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 9/18

6:00 am-11:48 am

1 stop5h 48m

San Juan Luis Munoz Marin Intl

Sat 9/26

7:30 am-1:48 pm

1 stop6h 18m

$316

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Thu 7/9

6:00 am-2:34 pm

1 stop7h 34m

San Juan Luis Munoz Marin Intl

Wed 7/15

5:15 pm-7:29 pm

2 stops27h 14m

$319

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

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, November 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 $113. If you don’t want to visit Caribbean in November, then you should wait until January to fly from Kentucky, when ticket prices are also cheap, with an average price of $113.

How far in advance should I book a flight from Kentucky 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 $427 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 $380 on momondo.

Can stopping save me money on Kentucky to Caribbean flights?

You could potentially save up to 42% 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 45m
Direct flights	Every day
Airports in Caribbean	195 airports

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

Direct flights go from Kentucky to Caribbean every day.

There are 195 airports in Caribbean. From Kentucky there are direct flights to Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU).

Search flight deals

Frequently asked questions about flying 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 8 operators available for flights from Kentucky to Caribbean as of May 2026.
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
Delta	PriceFrom $160	Free Cancellation	Rating 7.9 8,452 reviews	Search Delta flights
Spirit Airlines	PriceFrom $176	Free Cancellation	Rating 6.2 8,612 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $225	Free Cancellation	Rating 7.9 4,284 reviews	Search Southwest flights
American Airlines	PriceFrom $238	Free Cancellation	Rating 7.1 11,645 reviews	Search American Airlines flights
United Airlines	PriceFrom $259	Free Cancellation	Rating 7.4 9,732 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.