Caribbean Islands

$70+ Cheap flights from Kentucky to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/21. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Dec 28 — Jan 41
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Cheap flight deals from Kentucky to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Kentucky (USKY) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 23, 2024.

Round-trip from

$148
(Frontier)

One-way from

$70
(Mytrip)
From Kentucky to Caribbean Islands
One-way flight from Kentucky to Caribbean Islands

Find flight deals from Kentucky to Caribbean Islands

Cheapest flights from Kentucky to Caribbean Islands
Explore the most affordable flight options available from Kentucky to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2024.

This Cheapflightsfares deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/244:00 pmCVG - SJU
1 stop6h 55mFrontier
Mon 12/307:13 pmSJU - CVG
1 stop7h 00mFrontier
Deal found 12/22$402
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/256:00 amSDF - SJU
1 stop16h 10mAmerican Airlines
Fri 12/279:00 amSJU - SDF
1 stop14h 03mAmerican Airlines
Deal found 12/21$440
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/285:50 amCVG - SJU
1 stop17h 05mAmerican Airlines
Sat 1/186:15 amSJU - CVG
2 stops11h 05mAmerican Airlines
Deal found 12/21$444
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/225:15 amBNA - PUJ
1 stop9h 19mDelta
Thu 12/263:50 pmPUJ - BNA
1 stop7h 19mDelta
Deal found 12/21$475
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/314:36 pmSDF - SJU
1 stop5h 43mDelta
Fri 1/34:50 pmSJU - SDF
1 stop7h 04mDelta
Deal found 12/21$479
This American Airlines deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:50 amCVG - PUJ
1 stop29h 06mAmerican Airlines
Fri 1/105:40 pmPUJ - CVG
1 stop18h 04mAmerican Airlines
Deal found 12/22$485
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2911:19 amBNA - SJU
2 stops26h 00mSpirit Airlines
Thu 1/22:32 amSJU - BNA
2 stops14h 47mSpirit Airlines
Deal found 12/21$487
This Delta deal was found by Cheapflights users on 12/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/247:22 amCVG - SJU
1 stop8h 53mDelta
Sun 12/294:50 pmSJU - CVG
1 stop7h 04mDelta
Deal found 12/22$491
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/307:22 pmBNA - SJU
2 stops28h 03mMultiple Airlines
Thu 1/22:32 amSJU - BNA
2 stops14h 47mMultiple Airlines
Deal found 12/21$529
This American Airlines deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/235:01 amBNA - PUJ
1 stop7h 09mAmerican Airlines
Sat 12/281:40 pmPUJ - BNA
1 stop9h 57mAmerican Airlines
Deal found 12/21$543
This American Airlines deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2410:33 amBNA - SJU
1 stop10h 37mAmerican Airlines
Tue 12/314:25 pmSJU - BNA
1 stop7h 30mAmerican Airlines
Deal found 12/20$554
This Mytrip deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/288:43 pmCVG - SJU
2 stops27h 42mMultiple Airlines
Sat 1/1810:09 pmSJU - CVG
3 stops19h 05mMultiple Airlines
Deal found 12/21$562

Find flights from Kentucky to Caribbean Islands within your budget

Customize your flight search to find flights from Kentucky to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 1/13

4:25 pm-12:35 am

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Fri 1/17

11:52 am-11:44 pm

1 stop12h 52m

$148

NashvilleSaint Thomas Island

BNA - STT

BNASTT

Nashville Intl

Thu 1/23

4:32 pm-10:46 am

1 stop16h 14m

Saint Thomas Island Cyril E King

Mon 1/27

11:51 am-10:52 pm

1 stop13h 01m

$163

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 1/13

3:54 pm-12:36 am

1 stop7h 42m

San Juan Luis Munoz Marin Intl

Tue 1/14

2:05 am-3:13 pm

2 stops14h 08m

$194

LouisvilleSaint Thomas Island

SDF - STT

SDFSTT

Louisville Intl

Fri 2/28

9:30 pm-10:46 am

1 stop12h 16m

Saint Thomas Island Cyril E King

Wed 3/5

11:35 am-5:57 pm

1 stop7h 22m

$224

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 1/12

6:07 am-11:58 pm

1 stop16h 51m

San Juan Luis Munoz Marin Intl

Sat 1/18

6:15 am-4:20 pm

2 stops11h 05m

$234

CincinnatiPunta Cana

CVG - PUJ

CVGPUJ

Cincinnati Cinci./N. Kentucky

Fri 1/17

7:25 am-11:10 am

1 stop26h 45m

Punta Cana

Sat 1/25

12:20 pm-4:48 pm

1 stop29h 28m

$237

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 5/3

3:30 pm-10:11 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Sat 5/10

7:30 am-3:37 pm

1 stop8h 07m

$254

NashvillePunta Cana

BNA - PUJ

BNAPUJ

Nashville Intl

Fri 2/7

2:44 pm-11:10 am

2 stops18h 26m

Punta Cana

Wed 2/12

12:38 pm-6:58 am

1 stop20h 20m

$254

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Tue 1/28

2:02 pm-12:48 am

1 stop8h 46m

San Juan Luis Munoz Marin Intl

Fri 2/7

3:29 pm-7:35 pm

1 stop6h 06m

$263

CincinnatiSaint Thomas Island

CVG - STT

CVGSTT

Cincinnati Cinci./N. Kentucky

Wed 2/26

4:36 pm-10:46 am

1 stop17h 10m

Saint Thomas Island Cyril E King

Wed 3/5

11:35 am-9:10 pm

1 stop10h 35m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 60 results
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Best time to book a flight from Kentucky to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Kentucky with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Kentucky to Caribbean Islands

Get recent, data-driven insights about flights from Kentucky to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Kentucky to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Kentucky to Caribbean Islands (average of $254). Flying from Kentucky to Caribbean Islands in March is currently the most expensive (average of $380). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from KY to EPX?

Find hourly flight availability from Kentucky to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 23, 2024.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated December 23, 2024.
Get a feel of what it's like to fly with American Airlines, United Airlines and Alaska Airlines from Kentucky to Caribbean Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
4,780 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.1
Very good
4,780 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
9,549 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

8.0
Very good
8,594 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.7
Good
1,713 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

7.5
Good
1,868 reviews
8.1
Very good
4,780 reviews

Overall

8.1

Boarding

8.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Kentucky to Caribbean Islands one-way?

    For one-way options, check prices for Frontier. According to our data, you can fly for as low as $70. Users have also found prices from $83 and $117 on Spirit Airlines and American Airlines, respectively.

  • Can I find deals for flights from Kentucky to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Kentucky to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Caribbean Islands.

  • Can I find deals for business class flights from Kentucky to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Kentucky to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kentucky to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Kentucky to Caribbean Islands (average of $254). Flying from Kentucky to Caribbean Islands in March is currently the most expensive (average of $380). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Kentucky to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Kentucky to Caribbean Islands

Discover the top 5 airlines that operate flights from Kentucky to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$170Average$369FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$591FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$268Average$620FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$277Average$683FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$338Average$583FlexibilityNo cancel feeOn-time63%
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