Caribbean Islands

$65+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Jan 26 — Feb 21
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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 January 21, 2025.

Round-trip from

$140
(CheapOair)

One-way from

$65
(Frontier)
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 January 21, 2025.

This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/82:01 pmCVG - SJU
1 stop11h 49mFrontier
Tue 4/156:16 pmSJU - CVG
1 stop16h 53mFrontier
Deal found 1/20$140
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Mon 2/35:25 amCVG - SJU
2 stops9h 20mAmerican Airlines
Thu 2/66:00 amSJU - CVG
1 stop10h 43mAmerican Airlines
Deal found 1/20$195
This CheapOair deal was found by Cheapflights users on 1/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/207:31 amBNA - STT
1 stop25h 15mSpirit Airlines
Thu 2/2711:41 amSTT - BNA
1 stop12h 14mSpirit Airlines
Deal found 1/20$200
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/32:50 pmCVG - SJU
1 stop6h 32mUnited Airlines
Wed 2/52:05 amSJU - CVG
1 stop9h 46mUnited Airlines
Deal found 1/20$205
This Delta deal was found by Cheapflights users on 1/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/277:15 amCVG - SJU
1 stop8h 40mDelta
Sat 2/17:00 amSJU - CVG
1 stop10h 09mDelta
Deal found 1/20$225
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/2410:30 amBNA - SJU
1 stop10h 55mSpirit Airlines
Wed 2/262:19 pmSJU - BNA
1 stop6h 35mSpirit Airlines
Deal found 1/20$234
This Mytrip deal was found by Cheapflights users on 1/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/27:16 pmCVG - PUJ
2 stops16h 58mFrontier
Sat 3/85:17 pmPUJ - CVG
1 stop8h 26mFrontier
Deal found 1/20$253
This Frontier deal was found by Cheapflights users on 1/21. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/207:58 amBNA - SJU
1 stop11h 18mFrontier
Wed 2/268:30 pmSJU - BNA
1 stop12h 28mFrontier
Deal found 1/21$259
This Cheapflightsfares deal was found by Cheapflights users on 1/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/246:00 amSDF - SJU
1 stop6h 24mSpirit Airlines
Fri 2/282:19 pmSJU - SDF
1 stop10h 27mSpirit Airlines
Deal found 1/20$266
This Mytrip deal was found by Cheapflights users on 1/19. 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.
Wed 1/291:33 pmBNA - SJU
2 stops19h 45mMultiple Airlines
Sat 2/110:09 pmSJU - BNA
2 stops23h 04mMultiple Airlines
Deal found 1/19$266
This Mytrip deal was found by Cheapflights users on 1/19. 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 5/46:30 amCVG - SJU
1 stop9h 35mMultiple Airlines
Thu 5/81:45 amSJU - CVG
2 stops10h 26mMultiple Airlines
Deal found 1/19$272
This Delta deal was found by Cheapflights users on 1/21. 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.
Wed 2/262:43 pmSDF - SJU
1 stop8h 03mDelta
Tue 3/46:15 amSJU - SDF
1 stop6h 36mDelta
Deal found 1/21$275

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 4/8

2:01 pm-1:50 am

1 stop11h 49m

San Juan Luis Munoz Marin Intl

Tue 4/15

6:16 pm-11:09 am

1 stop16h 53m

$140

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 2/3

6:07 am-11:58 pm

1 stop16h 51m

San Juan Luis Munoz Marin Intl

Thu 2/6

6:15 am-10:23 pm

1 stop17h 08m

$195

NashvilleSaint Thomas Island

BNA - STT

BNASTT

Nashville Intl

Thu 2/20

6:23 am-1:38 pm

1 stop5h 15m

Saint Thomas Island Cyril E King

Thu 2/27

11:41 am-9:55 pm

1 stop12h 14m

$200

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 2/3

2:50 pm-10:22 pm

1 stop6h 32m

San Juan Luis Munoz Marin Intl

Fri 2/7

3:46 pm-11:30 pm

1 stop8h 44m

$205

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 2/1

11:55 am-11:59 pm

1 stop11h 04m

San Juan Luis Munoz Marin Intl

Fri 2/7

7:30 am-2:09 pm

1 stop7h 39m

$225

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Wed 2/26

10:30 am-11:22 pm

1 stop10h 52m

San Juan Luis Munoz Marin Intl

Sat 3/1

2:19 pm-6:54 pm

1 stop6h 35m

$232

CincinnatiPunta Cana

CVG - PUJ

CVGPUJ

Cincinnati Cinci./N. Kentucky

Sun 3/2

7:16 pm-1:14 pm

2 stops16h 58m

Punta Cana

Sat 3/8

5:17 pm-12:43 am

1 stop8h 26m

$253

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Thu 2/20

7:58 am-9:16 pm

1 stop11h 18m

San Juan Luis Munoz Marin Intl

Fri 2/28

7:15 am-7:44 pm

1 stop14h 29m

$259

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 1/31

8:15 am-12:59 am

2 stops14h 44m

San Juan Luis Munoz Marin Intl

Sat 2/8

10:09 pm-7:13 pm

2 stops23h 04m

$266

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 2/24

6:00 am-1:24 pm

1 stop6h 24m

San Juan Luis Munoz Marin Intl

Fri 2/28

2:19 pm-11:46 pm

1 stop10h 27m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 $378). 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 January 21, 2025.

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 January 21, 2025.
Get a feel of what it's like to fly with Delta, United Airlines and Southwest 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
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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
4,662 reviews
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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
9,706 reviews
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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
8,521 reviews
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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
1,662 reviews
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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.

7.4
Good
3,200 reviews
8.1
Very good
4,662 reviews

Entertainment

7.7

Food

7.2

Boarding

8.2

Crew

8.7

Overall

8.1

Comfort

8.1

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 $65. Users have also found prices from $81 and $103 on Spirit Airlines and United 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 $378). 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

Browse thousands of different options on Cheapflights for your next trip

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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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$168Average$379FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$594FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$259Average$683FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$267Average$631FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$369Average$582FlexibilityNo cancel feeOn-time63%
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