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Kentucky

$85+ Cheap flights from Caribbean 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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
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Cheap flight deals from Caribbean to Kentucky

Keep the following information in mind while searching for Caribbean to Kentucky flight deals. Data was last updated April 22, 2025.

Round-trip from

$194
(eDestinos)

One-way from

$85
(Cheapflightsfares)

Popular in

May

Cheapest in

January

Average price

$391
From Caribbean to Kentucky
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One-way flight from Caribbean to Kentucky
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Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Caribbean to Kentucky

Cheapest flights from Caribbean to Kentucky
Explore the most affordable flight options available from Caribbean to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This eDestinos deal was found by Cheapflights users on 4/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/118:12 pmSJU - BNA
1 stop13h 08mSpirit Airlines
Sat 5/176:15 amBNA - SJU
1 stop11h 52mSpirit Airlines
Deal found 4/22$194
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 5/95:25 amSJU - CVG
1 stop7h 14mAmerican Airlines
Mon 5/127:53 pmCVG - SJU
1 stop9h 19mAmerican Airlines
Deal found 4/22$215
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Fri 5/97:15 amSJU - SDF
1 stop17h 03mAmerican Airlines
Tue 5/136:30 pmSDF - SJU
1 stop10h 42mAmerican Airlines
Deal found 4/22$245
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/188:24 pmSJU - BNA
1 stop12h 29mMultiple Airlines
Mon 6/236:00 amBNA - SJU
1 stop12h 19mMultiple Airlines
Deal found 4/22$253
This American Airlines deal was found by Cheapflights users on 4/21. 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 8/203:50 pmSJU - LEX
2 stops20h 34mAmerican Airlines
Sun 8/2410:54 amLEX - SJU
2 stops24h 16mAmerican Airlines
Deal found 4/21$255
This Mytrip deal was found by Cheapflights users on 4/21. 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.
Thu 5/158:12 pmSJU - CVG
1 stop24h 19mMultiple Airlines
Mon 5/192:36 pmCVG - SJU
2 stops20h 55mMultiple Airlines
Deal found 4/21$257
This American Airlines deal was found by Cheapflights users on 4/22. 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.
Wed 9/178:30 amSJU - BNA
1 stop7h 33mAmerican Airlines
Fri 9/266:29 pmBNA - SJU
1 stop15h 46mAmerican Airlines
Deal found 4/22$262
This Delta deal was found by Cheapflights users on 4/22. 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.
Thu 8/2812:56 pmSJU - SDF
1 stop11h 01mDelta
Sun 8/316:00 amSDF - SJU
1 stop5h 51mDelta
Deal found 4/22$265
This Delta deal was found by Cheapflights users on 4/21. 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.
Thu 9/257:00 amSJU - CVG
1 stop10h 09mDelta
Mon 9/297:55 amCVG - SJU
1 stop8h 23mDelta
Deal found 4/21$269
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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.
Fri 5/29:25 amSJU - SDF
1 stop12h 52mSpirit Airlines
Mon 5/55:05 amSDF - SJU
1 stop10h 30mSpirit Airlines
Deal found 4/22$273
This Delta deal was found by Cheapflights users on 4/21. 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 8/202:39 pmSJU - LEX
1 stop9h 17mDelta
Sun 8/246:00 amLEX - SJU
1 stop5h 51mDelta
Deal found 4/21$292
This Cheapflightsfares deal was found by Cheapflights users on 4/22. 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.
Thu 5/83:56 amSJU - CVG
1 stop7h 40mFrontier
Mon 5/1212:35 pmCVG - SJU
1 stop7h 09mFrontier
Deal found 4/22$294

Cheapflights Fare Finder

Customize your flight search to find flights from Caribbean 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 April 22, 2025.
Use the filters below to find and compare flights from Caribbean to Kentucky that are best for you.

Fly from

Caribbean

Fly to

Kentucky

Route

Depart

Return

Price

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Sun 5/11

8:12 pm-8:20 am

1 stop13h 08m

Nashville Intl

Sat 5/17

6:15 am-7:07 pm

1 stop11h 52m

$194

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Fri 5/9

5:25 am-12:39 pm

1 stop7h 14m

Cincinnati Cinci./N. Kentucky

Mon 5/12

7:53 pm-5:12 am

1 stop9h 19m

$215

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 5/9

7:15 am-12:18 am

1 stop17h 03m

Louisville Intl

Tue 5/13

6:30 pm-5:12 am

1 stop10h 42m

$245

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Wed 6/18

8:24 pm-7:53 am

1 stop12h 29m

Nashville Intl

Mon 6/23

6:00 am-7:19 pm

1 stop12h 19m

$253

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Wed 8/20

3:50 pm-12:24 pm

2 stops20h 34m

Lexington Blue Grass

Sun 8/24

10:54 am-11:10 am

2 stops24h 16m

$255

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 5/15

8:12 pm-8:31 pm

1 stop24h 19m

Cincinnati Cinci./N. Kentucky

Mon 5/19

2:36 pm-11:31 am

2 stops20h 55m

$257

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Wed 9/17

8:30 am-3:03 pm

1 stop7h 33m

Nashville Intl

Fri 9/26

6:29 pm-11:15 am

1 stop15h 46m

$262

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 8/28

12:56 pm-11:57 pm

1 stop11h 01m

Louisville Intl

Sun 8/31

6:00 am-11:51 am

1 stop5h 51m

$265

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 9/25

7:00 am-5:09 pm

1 stop10h 09m

Cincinnati Cinci./N. Kentucky

Mon 9/29

7:55 am-4:18 pm

1 stop8h 23m

$269

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 5/2

9:25 am-10:17 pm

1 stop12h 52m

Louisville Intl

Mon 5/5

5:05 am-3:35 pm

1 stop10h 30m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

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

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

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

Currently, January is the cheapest month in which you can book a flight from Caribbean to Kentucky (average of $299). Flying from Caribbean 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 CB to KY?

Find hourly flight availability from Caribbean 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 April 22, 2025.

When flying from Caribbean to Kentucky, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 April 22, 2025.
Alaska Airlines
8.0
Very good
9,911 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,911 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,683 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very good
9,911 reviews

Food

7.1

Boarding

8.2

Crew

8.5

Entertainment

7.1

Overall

8.0

Comfort

7.9

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Caribbean 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 to Kentucky one-way?

    The cheapest airlines for a one-way flight from Caribbean to Kentucky are Spirit Airlines ($85), Delta ($108), and Southwest ($108).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean 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 to Kentucky?

    Currently, January is the cheapest month in which you can book a flight from Caribbean to Kentucky (average of $299). Flying from Caribbean 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Caribbean to Kentucky

See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Caribbean to Kentucky

Discover the top 2 airlines that operate flights from Caribbean 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$215Average$506FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$305Average$511FlexibilityNo cancel feeOn-time71%

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