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Kentucky

$86+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
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 18, 2025.

This Frontier deal was found by Cheapflights users on 12/17. 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 12/254:41 pmSJU - CVG
1 stop8h 27mFrontier
Sun 1/42:50 pmCVG - SJU
1 stop9h 47mFrontier
Deal found 12/17$227
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 12/268:25 amSJU - CVG
1 stop14h 28mAmerican Airlines
Sat 1/37:53 amCVG - SJU
1 stop10h 50mAmerican Airlines
Deal found 12/17$245
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Thu 12/256:28 pmSJU - BNA
1 stop5h 59mMultiple Airlines
Thu 1/86:28 amBNA - SJU
1 stop14h 58mMultiple Airlines
Deal found 12/16$259
This eDestinos deal was found by Cheapflights users on 12/18. 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 eDestinos 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 12/18$263
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 - BNA
1 stop5h 59mSpirit Airlines
Thu 1/16:10 amBNA - SJU
1 stop13h 55mSpirit Airlines
Deal found 12/17$275
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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.
Sat 12/204:10 amSJU - BNA
1 stop7h 59mSpirit Airlines
Tue 12/308:38 pmBNA - SJU
1 stop13h 20mSpirit Airlines
Deal found 12/17$276
This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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 12/304:55 pmSJU - BNA
1 stop8h 19mSpirit Airlines
Tue 1/68:38 pmBNA - SJU
1 stop13h 20mSpirit Airlines
Deal found 12/16$278
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/236:00 amSJU - BNA
1 stop19h 07mMultiple Airlines
Sat 1/36:10 amBNA - SJU
1 stop13h 55mMultiple Airlines
Deal found 12/16$282
This CheapOair deal was found by Cheapflights users on 12/16. 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 12/304:55 pmSJU - BNA
1 stop8h 19mSpirit Airlines
Mon 1/55:23 pmBNA - SJU
1 stop15h 10mSpirit Airlines
Deal found 12/16$283
This Priceline deal was found by Cheapflights users on 12/16. 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.
Mon 12/222:44 pmSJU - BNA
1 stop17h 58mFrontier
Tue 12/307:38 amBNA - SJU
1 stop16h 01mFrontier
Deal found 12/16$284
This Mytrip deal was found by Cheapflights users on 12/16. 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.
Thu 12/256:28 pmSJU - BNA
1 stop5h 59mSpirit Airlines
Thu 1/86:28 amBNA - SJU
2 stops17h 13mSpirit Airlines
Deal found 12/16$289
This Frontier deal was found by Cheapflights users on 12/17. 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.
Mon 12/223:55 amSJU - CVG
1 stop7h 57mFrontier
Sat 1/36:49 pmCVG - SJU
1 stop10h 45mFrontier
Deal found 12/17$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 18, 2025.

Round-trip from

$170
(Frontier)

One-way from

$86
(Priceline)
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 18, 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 JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/29

8:00 am-4:29 pm

1 stop9h 29m

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

Thu 1/15

6:00 am-2:57 pm

1 stop9h 57m

Cincinnati Cinci./N. Kentucky

Mon 1/19

5:01 am-1:36 pm

1 stop7h 35m

$185

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

3:20 pm-2:53 am

1 stop10h 33m

$211

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Thu 1/29

7:30 am-12:03 pm

1 stop6h 33m

Nashville Intl

Mon 2/2

9:25 am-8:58 pm

1 stop9h 33m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Fri 1/30

1:58 pm-10:27 pm

1 stop10h 29m

Nashville Intl

Wed 2/4

10:35 am-6:22 pm

1 stop5h 47m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Thu 1/22

7:30 am-12:03 pm

1 stop6h 33m

Nashville Intl

Sun 1/25

9:25 am-8:58 pm

1 stop9h 33m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Wed 3/4

8:30 am-8:29 pm

1 stop13h 59m

Nashville Intl

Tue 3/10

1:25 pm-10:31 pm

1 stop8h 06m

$220

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-8:46 pm

2 stops13h 36m

Cincinnati Cinci./N. Kentucky

Wed 2/4

11:25 am-9:00 pm

1 stop8h 35m

$225

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 2/12

6:15 am-1:13 pm

1 stop7h 58m

Cincinnati Cinci./N. Kentucky

Mon 2/16

4:25 pm-11:58 pm

1 stop6h 33m

$225

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Wed 3/25

1:44 pm-11:59 pm

1 stop10h 15m

Cincinnati Cinci./N. Kentucky

Sun 3/29

6:02 pm-5:28 am

1 stop11h 26m

$225

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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 18, 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 18, 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
11,055 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.5

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
11,055 reviews
American Airlines
7.2
Good
11,055 reviews

Boarding

7.5

Crew

8.0

Entertainment

6.9

Overall

7.2

Comfort

7.2

Food

6.5

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, Delta, and American Airlines can get you from Caribbean Islands to Kentucky in just under 6h 33m. Your travel time can differ by up to 3h 56m. Caribbean Islands and Kentucky are separated by a distance of 1753 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 18, 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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