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Kentucky

$94+ 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 7/17. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheap 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 June 16, 2025.

Round-trip from

$199
(eDestinos)

One-way from

$94
(SmartFares)
From Caribbean Islands to Kentucky
Search Deals
One-way flight from Caribbean Islands to Kentucky
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Find 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 June 16, 2025.

This eDestinos deal was found by Cheapflights users on 6/15. 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.
Wed 7/91:21 amSJU - BNA
1 stop10h 12mSpirit Airlines
Mon 7/149:16 amBNA - SJU
1 stop10h 53mSpirit Airlines
Deal found 6/15$199
This Priceline deal was found by Cheapflights users on 6/15. 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.
Sun 6/295:01 amSJU - BNA
1 stop28h 31mFrontier
Sun 7/68:49 pmBNA - SJU
1 stop26h 43mFrontier
Deal found 6/15$203
This Priceline deal was found by Cheapflights users on 6/14. 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 6/304:55 pmSJU - CVG
1 stop22h 16mFrontier
Fri 7/47:27 pmCVG - SJU
1 stop7h 08mFrontier
Deal found 6/14$212
This American Airlines deal was found by Cheapflights users on 6/14. 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 10/21:36 pmSJU - CVG
1 stop8h 54mAmerican Airlines
Tue 10/75:32 amCVG - SJU
1 stop8h 13mAmerican Airlines
Deal found 6/14$225
This CheapOair deal was found by Cheapflights users on 6/13. 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.
Wed 7/212:59 amSJU - BNA
1 stop12h 46mMultiple Airlines
Thu 7/109:16 amBNA - SJU
1 stop10h 53mMultiple Airlines
Deal found 6/13$235
This Southwest deal was found by Cheapflights users on 6/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/125:50 amSJU - BNA
2 stops8h 20mSouthwest
Mon 9/155:20 pmBNA - SJU
1 stop5h 30mSouthwest
Deal found 6/15$239
This Southwest deal was found by Cheapflights users on 6/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/35:30 pmSJU - CVG
1 stop6h 35mSouthwest
Mon 10/65:45 amCVG - SJU
1 stop6h 30mSouthwest
Deal found 6/15$250
This Mytrip deal was found by Cheapflights users on 6/13. 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 7/101:37 amSJU - CVG
2 stops32h 54mMultiple Airlines
Tue 7/158:11 amCVG - SJU
1 stop7h 19mMultiple Airlines
Deal found 6/13$270
This Mytrip deal was found by Cheapflights users on 6/14. 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 7/163:50 pmSJU - LEX
1 stop28h 16mMultiple Airlines
Tue 7/2212:13 pmLEX - SJU
1 stop27h 17mMultiple Airlines
Deal found 6/14$271
This Southwest deal was found by Cheapflights users on 6/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/205:00 amSJU - SDF
1 stop6h 10mSouthwest
Mon 8/255:30 amSDF - SJU
1 stop7h 10mSouthwest
Deal found 6/13$275
This American Airlines deal was found by Cheapflights users on 6/14. 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 9/137:05 pmSJU - BNA
2 stops14h 16mAmerican Airlines
Tue 9/166:47 amBNA - SJU
1 stop8h 05mAmerican Airlines
Deal found 6/14$277
This American Airlines deal was found by Cheapflights users on 6/14. 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 8/283:50 pmSJU - SDF
1 stop8h 18mAmerican Airlines
Mon 9/18:31 amSDF - SJU
1 stop14h 25mAmerican Airlines
Deal found 6/14$290

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 June 16, 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

Wed 7/9

1:21 am-10:33 am

1 stop10h 12m

Nashville Intl

Mon 7/14

9:16 am-9:09 pm

1 stop10h 53m

$199

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Sun 6/29

5:01 am-8:32 am

1 stop28h 31m

Nashville Intl

Sun 7/6

8:49 pm-12:32 am

1 stop26h 43m

$203

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Mon 6/30

4:55 pm-3:11 pm

1 stop22h 16m

Cincinnati Cinci./N. Kentucky

Fri 7/4

7:27 pm-2:35 am

1 stop7h 08m

$212

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 10/2

1:36 pm-10:30 pm

1 stop8h 54m

Cincinnati Cinci./N. Kentucky

Tue 10/7

5:32 am-1:45 pm

1 stop8h 13m

$225

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Wed 7/2

12:59 am-12:45 pm

1 stop12h 46m

Nashville Intl

Thu 7/10

9:16 am-9:09 pm

1 stop10h 53m

$235

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Fri 9/12

5:50 am-1:10 pm

2 stops8h 20m

Nashville Intl

Mon 9/15

5:20 pm-11:50 pm

1 stop5h 30m

$239

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Fri 10/3

5:30 pm-12:05 am

1 stop6h 35m

Cincinnati Cinci./N. Kentucky

Mon 10/6

5:45 am-12:15 pm

1 stop6h 30m

$250

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Fri 7/11

10:14 pm-10:31 am

1 stop12h 17m

Cincinnati Cinci./N. Kentucky

Tue 7/15

8:11 am-1:35 am

2 stops17h 24m

$263

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Wed 7/16

3:50 pm-8:06 pm

1 stop28h 16m

Lexington Blue Grass

Tue 7/22

12:13 pm-3:30 pm

1 stop27h 17m

$271

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 8/20

5:00 am-11:10 am

1 stop6h 10m

Louisville Intl

Mon 8/25

5:30 am-12:40 pm

1 stop7h 10m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

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 $299). Flying from Caribbean Islands to Kentucky in April is currently the most expensive (average of $369). 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 June 16, 2025.

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

Rainfall in Kentucky by month

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

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

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

If weather is an important factor for your trip to Kentucky, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

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 June 16, 2025.
Get a feel of what it's like to fly with Southwest, Delta and Copa Airlines from Caribbean Islands to Kentucky by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,963 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,452 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,798 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,922 reviews
Southwest
8.0
Very good
4,278 reviews

Boarding

8.2

Overall

8.0

Food

7.1

Entertainment

7.6

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

  • 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 $94. Users have also found prices from $102 and $113 on Frontier and Delta, 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 $299). Flying from Caribbean Islands to Kentucky in April is currently the most expensive (average of $369). 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 Caribbean Islands to Kentucky

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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$215Average$518FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$294Average$501FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$320Average$499FlexibilityNo cancel feeOn-time63%

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