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

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

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 14h 55m and 15h 02m, respectively.

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 58% 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.

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 March 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.

$87 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.

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

sáb., abr. 18 - sáb., abr. 25

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

sáb., abr. 11 - dom., abr. 19

6:30 am - 12:23 pm

BNA

SJU

28h 53m

1 stop

5:45 am - 11:24 pm

SJU

BNA

18h 39m

2 stops

$243Multiple Airlines

jue., abr. 23 - sáb., abr. 25

7:00 am - 11:58 pm

CVG

SJU

16h 58m

1 stop

7:00 am - 5:33 pm

SJU

CVG

10h 33m

2 stops

$251Multiple Airlines

lun., abr. 13 - jue., abr. 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

sáb., abr. 25 - sáb., may. 2

6:00 am - 4:33 pm

SDF

SJU

10h 33m

1 stop

1:14 pm - 9:19 pm

SJU

SDF

8h 05m

1 stop

$316Delta

sáb., may. 30 - vie., jun. 5

8:22 pm - 9:10 am

CVG

MBJ

13h 48m

1 stop

10:50 am - 12:27 am

MBJ

CVG

12h 37m

1 stop

$352American Airlines

sáb., sep. 26 - mié., oct. 7

6:20 am - 3:34 pm

BNA

MBJ

9h 14m

1 stop

4:59 pm - 8:35 am

MBJ

BNA

15h 36m

1 stop

$352Delta

sáb., may. 9 - mié., may. 13

6:15 am - 2:15 pm

CVG

AUA

8h 00m

1 stop

3:05 pm - 3:53 pm

AUA

CVG

24h 48m

1 stop

$371Air Canada

sáb., may. 30 - sáb., jun. 6

6:15 am - 2:15 pm

CVG

AUA

8h 00m

1 stop

3:05 pm - 3:53 pm

AUA

CVG

24h 48m

1 stop

$377Air Canada

sáb., jun. 6 - sáb., jun. 13

Frontier flights from Kentucky to Caribbean

Our best Frontier deals on Kentucky to Caribbean flight tickets

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

Frontier

Apr 30

CVG1:05 pmCincinnati Cinci./N. Kentucky

12h 56m

1 stop

SJU2:01 amSan Juan Luis Munoz Marin Intl

May 4

SJU7:15 amSan Juan Luis Munoz Marin Intl

27h 55m

1 stop

CVG11:10 amCincinnati Cinci./N. Kentucky

$240

Frontier

Apr 23

CVG6:44 pmCincinnati Cinci./N. Kentucky

17h 39m

2 stops

SJU12:23 pmSan Juan Luis Munoz Marin Intl

Apr 30

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 05m

2 stops

CVG6:05 pmCincinnati Cinci./N. Kentucky

$244

American Airlines flights from Kentucky to Caribbean

Our best American Airlines deals on Kentucky to Caribbean flight tickets

American Airlines

Apr 21

CVG6:00 amCincinnati Cinci./N. Kentucky

9h 20m

1 stop

SJU3:20 pmSan Juan Luis Munoz Marin Intl

Apr 28

SJU5:45 amSan Juan Luis Munoz Marin Intl

9h 58m

2 stops

CVG3:43 pmCincinnati Cinci./N. Kentucky

$268

American Airlines

May 16

BNA7:14 pmNashville Intl

15h 21m

2 stops

STT11:35 amSaint Thomas Island Cyril E King

May 20

STT12:25 pmSaint Thomas Island Cyril E King

12h 08m

2 stops

BNA11:33 pmNashville Intl

$286

American Airlines

May 6

BNA5:00 amNashville Intl

10h 15m

2 stops

STT4:15 pmSaint Thomas Island Cyril E King

May 11

STT2:05 pmSaint Thomas Island Cyril E King

10h 33m

2 stops

BNA11:38 pmNashville Intl

$291

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

NashvilleSaint Thomas Island

BNA - STT

BNASTT

Nashville Intl

sáb. 4/18

6:25 am-4:15 pm

1 stop8h 50m

Saint Thomas Island Cyril E King

sáb. 4/25

10:49 am-5:37 pm

1 stop7h 48m

$217

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

sáb. 4/11

8:29 am-4:16 pm

1 stop7h 47m

San Juan Luis Munoz Marin Intl

dom. 4/19

6:30 am-11:55 am

1 stop29h 25m

$239

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

jue. 4/23

6:30 am-12:23 pm

1 stop28h 53m

San Juan Luis Munoz Marin Intl

sáb. 4/25

5:45 am-11:24 pm

2 stops18h 39m

$243

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

lun. 4/13

7:00 am-11:58 pm

1 stop16h 58m

San Juan Luis Munoz Marin Intl

jue. 4/16

7:00 am-5:33 pm

2 stops10h 33m

$251

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

sáb. 4/25

7:52 pm-10:48 am

1 stop14h 56m

San Juan Luis Munoz Marin Intl

sáb. 5/2

6:45 am-9:41 pm

1 stop14h 56m

$268

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

sáb. 5/30

6:00 am-4:33 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

vie. 6/5

1:14 pm-9:19 pm

1 stop8h 05m

$316

CincinnatiMontego Bay

CVG - MBJ

CVGMBJ

Cincinnati Cinci./N. Kentucky

sáb. 9/26

8:22 pm-9:10 am

1 stop13h 48m

Montego Bay Sangster Intl

mié. 10/7

10:50 am-12:27 am

1 stop12h 37m

$352

NashvilleMontego Bay

BNA - MBJ

BNAMBJ

Nashville Intl

sáb. 5/9

6:20 am-3:34 pm

1 stop9h 14m

Montego Bay Sangster Intl

mié. 5/13

4:59 pm-8:35 am

1 stop15h 36m

$352

CincinnatiOranjestad

CVG - AUA

CVGAUA

Cincinnati Cinci./N. Kentucky

sáb. 5/30

6:15 am-2:15 pm

1 stop8h 00m

Oranjestad Reina Beatrix

sáb. 6/6

3:05 pm-3:53 pm

1 stop24h 48m

$371

CincinnatiOranjestad

CVG - AUA

CVGAUA

Cincinnati Cinci./N. Kentucky

sáb. 6/6

6:15 am-2:15 pm

1 stop8h 00m

Oranjestad Reina Beatrix

sáb. 6/13

3:05 pm-3:53 pm

1 stop24h 48m

$377

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, 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 $310. If you don’t want to visit Caribbean in October, then you should wait until September to fly from Kentucky, when ticket prices are also cheap, with an average price of $345.

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 $418 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 $365 on momondo.

Can stopping save me money on Kentucky to Caribbean flights?

You could potentially save up to 3% 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

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 March 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 $170	Free Cancellation	Rating 7.9 8,364 reviews	Search Delta flights
Spirit Airlines	PriceFrom $209	Free Cancellation	Rating 6.3 8,564 reviews	Search Spirit Airlines flights
Southwest	PriceFrom $225	Free Cancellation	Rating 8.0 4,332 reviews	Search Southwest flights
American Airlines	PriceFrom $240	Free Cancellation	Rating 7.1 11,543 reviews	Search American Airlines flights
United Airlines	PriceFrom $246	Free Cancellation	Rating 7.4 9,525 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.