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Kentucky

$83+ Cheap flights from Caribbean Islands to Kentucky

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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Kentucky

Cheapest flights from Caribbean Islands to Kentucky
Explore the most affordable flight options available from Caribbean Islands to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This Frontier deal was found by Cheapflights users on 12/11. 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.
Wed 12/243:55 amSJU - CVG
1 stop7h 57mFrontier
Sun 1/42:50 pmCVG - SJU
1 stop9h 47mFrontier
Deal found 12/11$227
This American Airlines deal was found by Cheapflights users on 12/10. 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 12/1712:49 pmSJU - CVG
2 stops11h 43mAmerican Airlines
Wed 12/316:44 amCVG - SJU
1 stop15h 50mAmerican Airlines
Deal found 12/10$235
This Mytrip deal was found by Cheapflights users on 12/9. 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 12/292:44 pmSJU - BNA
1 stop17h 58mMultiple Airlines
Mon 1/55:23 pmBNA - SJU
1 stop6h 49mMultiple Airlines
Deal found 12/9$252
This OneTravel deal was found by Cheapflights users on 12/10. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:28 pmSJU - BNA
1 stop5h 59mSpirit Airlines
Thu 1/111:14 amBNA - SJU
1 stop22h 44mSpirit Airlines
Deal found 12/10$257
This Cheapflightsfares deal was found by Cheapflights users on 12/11. 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.
Thu 12/256:28 pmSJU - SDF
1 stop6h 31mSpirit Airlines
Thu 1/15:05 amSDF - SJU
1 stop16h 00mSpirit Airlines
Deal found 12/11$264
This American Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/258:25 amSJU - SDF
2 stops10h 54mAmerican Airlines
Thu 1/15:00 amSDF - SJU
1 stop5h 39mAmerican Airlines
Deal found 12/10$270
This Frontier deal was found by Cheapflights users on 12/10. 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.
Sun 12/2111:57 amSJU - BNA
1 stop10h 21mFrontier
Tue 12/303:35 pmBNA - SJU
1 stop12h 59mFrontier
Deal found 12/10$270
This Cheapflightsfares deal was found by Cheapflights users on 12/10. 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.
Wed 12/246:28 pmSJU - BNA
1 stop5h 59mSpirit Airlines
Fri 1/211:14 amBNA - SJU
1 stop8h 51mSpirit Airlines
Deal found 12/10$279
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Fri 12/266:00 amSJU - BNA
1 stop18h 27mMultiple Airlines
Wed 12/318:38 pmBNA - SJU
1 stop23h 27mMultiple Airlines
Deal found 12/10$282
This FlightHub deal was found by Cheapflights users on 12/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/114:10 amSJU - BNA
1 stop5h 47mSpirit Airlines
Mon 12/156:10 amBNA - SJU
1 stop16h 35mSpirit Airlines
Deal found 12/11$285
This CheapOair deal was found by Cheapflights users on 12/11. 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 12/163:55 amSJU - CVG
1 stop14h 49mFrontier
Wed 12/317:16 pmCVG - SJU
1 stop13h 07mFrontier
Deal found 12/11$289
This Priceline deal was found by Cheapflights users on 12/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2610:08 amSJU - CVG
1 stop7h 23mFrontier
Mon 12/299:57 amCVG - SJU
1 stop15h 42mFrontier
Deal found 12/10$290

Find flight deals from Caribbean Islands to Kentucky

Keep the following information in mind while searching for Caribbean Islands to Kentucky flight deals. Data was last updated December 12, 2025.

Round-trip from

$162
(Kiwi.com)

One-way from

$83
(Kiwi.com)
From Caribbean Islands to Kentucky
Search Deals
One-way flight from Caribbean Islands to Kentucky
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands to Kentucky 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 12, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Kentucky that are best for you.

Fly from

Caribbean Islands

Fly to

Kentucky

Route

Depart

Return

Price

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-8:29 pm

1 stop16h 29m

Nashville Intl

Sun 1/18

2:51 pm-1:20 am

1 stop8h 29m

$162

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/29

4:36 pm-11:26 pm

1 stop7h 50m

Cincinnati Cinci./N. Kentucky

Mon 2/2

4:21 pm-11:36 pm

1 stop6h 15m

$170

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Mon 1/12

9:23 pm-5:48 pm

1 stop21h 25m

Cincinnati Cinci./N. Kentucky

Sat 1/17

4:13 pm-2:23 pm

1 stop21h 10m

$171

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/22

4:36 pm-11:26 pm

1 stop7h 50m

Cincinnati Cinci./N. Kentucky

Tue 1/27

4:23 pm-11:59 pm

1 stop6h 36m

$196

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Sat 1/10

7:26 pm-8:31 pm

1 stop26h 05m

Cincinnati Cinci./N. Kentucky

Sat 1/17

2:27 pm-1:36 pm

1 stop22h 09m

$196

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Mon 2/2

4:16 pm-10:11 pm

1 stop6h 55m

Cincinnati Cinci./N. Kentucky

Fri 2/6

5:05 pm-11:59 pm

1 stop5h 54m

$210

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Fri 2/6

11:34 am-11:26 pm

1 stop12h 52m

Cincinnati Cinci./N. Kentucky

Tue 2/10

8:15 am-12:57 pm

1 stop27h 42m

$211

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Wed 1/14

7:45 am-1:58 pm

1 stop8h 13m

Nashville Intl

Sun 1/18

1:32 pm-10:22 pm

1 stop6h 50m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Wed 1/21

7:07 am-6:38 pm

1 stop13h 31m

Nashville Intl

Sat 1/24

7:00 am-8:50 pm

1 stop11h 50m

$219

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Thu 4/23

5:35 am-1:55 pm

1 stop9h 20m

Nashville Intl

Sun 4/26

6:20 am-2:40 pm

1 stop7h 20m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

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

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Caribbean Islands 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.

Cheapflights Insights

Everything you need to know about your flight from Caribbean Islands to Kentucky

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

Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Kentucky (average of $113). Flying from Caribbean Islands to Kentucky in June is currently the most expensive (average of $251). 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 EPX to KY?

Find hourly flight availability from Caribbean Islands to Kentucky. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 12, 2025.

When flying from Caribbean Islands to Kentucky, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 54% versus a flight at noon.

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. 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 Kentucky. Reviews last updated December 12, 2025.
Peruse reviews from past customers who have flown with American Airlines from Caribbean Islands to Kentucky to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,050 reviews

Crew

8.0

Food

6.5

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Crew

8.0

Food

6.5

Comfort

7.2

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Jeremy,Dec 2025

OKC - CLT

Was an okay flight. Had extra seat empty beside me so was able to stretch a bit

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands to Kentucky. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Caribbean Islands to Kentucky?

    Frontier, United Airlines, and American Airlines can get you from Caribbean Islands to Kentucky in just under 7h 50m. Your travel time can differ by up to 5h 41m. Caribbean Islands and Kentucky are separated by a distance of 1809 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Caribbean Islands to Kentucky one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $81. Users have also found prices from $110 and $112 on Delta and American Airlines, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean Islands to Kentucky 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 Caribbean Islands to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Caribbean Islands to Kentucky (average of $113). Flying from Caribbean Islands to Kentucky in June is currently the most expensive (average of $251). 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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Top 3 airlines flying from Caribbean Islands to Kentucky

Discover the top 3 airlines that operate flights from Caribbean Islands to Kentucky. 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$138Average$385FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$175Average$335FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$225Average$499FlexibilityNo cancel feeOn-time71%

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