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Kentucky

$98+ 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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
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 2, 2025.

Round-trip from

$210
(CheapOair)

One-way from

$98
(Mytrip)

Popular in

May

Cheapest in

January

Average price

$373
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. 2% potential increase in price ($9 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 2, 2025.

This CheapOair deal was found by Cheapflights users on 3/31. 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.
Sun 5/118:12 pmSJU - BNA
1 stop13h 08mSpirit Airlines
Sat 5/176:15 amBNA - SJU
1 stop11h 52mSpirit Airlines
Deal found 3/31$210
This Delta deal was found by Cheapflights users on 4/1. 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 10/22:28 pmSJU - CVG
1 stop8h 12mDelta
Tue 10/77:55 amCVG - SJU
1 stop8h 30mDelta
Deal found 4/1$215
This Mytrip deal was found by Cheapflights users on 3/31. 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.
Sat 5/108:12 pmSJU - BNA
1 stop16h 36mMultiple Airlines
Fri 5/161:13 pmBNA - SJU
1 stop8h 25mMultiple Airlines
Deal found 3/31$221
This Mytrip deal was found by Cheapflights users on 3/31. 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 4/246:38 pmSJU - SDF
1 stop27h 39mSpirit Airlines
Sat 5/106:25 pmSDF - SJU
3 stops41h 06mSpirit Airlines
Deal found 3/31$234
This American Airlines deal was found by Cheapflights users on 3/31. 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 8/292:05 pmSJU - SDF
2 stops7h 41mAmerican Airlines
Tue 9/26:53 amSDF - SJU
2 stops9h 32mAmerican Airlines
Deal found 3/31$251
This American Airlines deal was found by Cheapflights users on 4/1. 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 stop15h 08mAmerican Airlines
Mon 5/127:53 pmCVG - SJU
1 stop9h 19mAmerican Airlines
Deal found 4/1$255
This Delta deal was found by Cheapflights users on 4/1. 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.
Fri 8/2912:56 pmSJU - SDF
1 stop11h 01mDelta
Tue 9/22:59 pmSDF - SJU
1 stop7h 13mDelta
Deal found 4/1$255
This Delta deal was found by Cheapflights users on 4/1. 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 8/2112:56 pmSJU - LEX
1 stop5h 59mDelta
Mon 8/256:00 amLEX - SJU
1 stop5h 51mDelta
Deal found 4/1$255
This Southwest deal was found by Cheapflights users on 4/1. 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.
Sat 5/36:20 amSJU - BNA
1 stop7h 40mSouthwest
Wed 5/712:55 pmBNA - SJU
1 stop7h 55mSouthwest
Deal found 4/1$262
This American Airlines deal was found by Cheapflights users on 4/1. 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 5/36:21 amSJU - BNA
1 stop14h 17mAmerican Airlines
Wed 5/77:28 pmBNA - SJU
1 stop8h 44mAmerican Airlines
Deal found 4/1$295
This Frontier deal was found by Cheapflights users on 4/1. 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.
Tue 4/82:55 amSJU - CVG
1 stop13h 01mFrontier
Tue 4/156:45 amCVG - SJU
1 stop10h 01mFrontier
Deal found 4/1$296
This Frontier deal was found by Cheapflights users on 4/1. 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.
Tue 4/89:35 pmSJU - BNA
1 stop11h 48mFrontier
Thu 4/172:18 pmBNA - SJU
1 stop8h 36mFrontier
Deal found 4/1$296

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 2, 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

$210

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Sat 5/10

8:12 pm-11:48 am

1 stop16h 36m

Nashville Intl

Fri 5/16

1:13 pm-10:38 pm

1 stop8h 25m

$221

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Thu 4/24

6:38 pm-10:17 pm

1 stop27h 39m

Louisville Intl

Sat 5/10

6:25 pm-11:31 am

3 stops41h 06m

$234

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Fri 5/9

5:25 am-8:33 pm

1 stop15h 08m

Cincinnati Cinci./N. Kentucky

Mon 5/12

7:53 pm-5:12 am

1 stop9h 19m

$255

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

Thu 8/21

12:56 pm-6:55 pm

1 stop5h 59m

Lexington Blue Grass

Mon 8/25

6:00 am-11:51 am

1 stop5h 51m

$255

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Sat 5/3

6:20 am-1:00 pm

1 stop7h 40m

Nashville Intl

Wed 5/7

12:55 pm-9:50 pm

1 stop7h 55m

$262

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Sat 5/3

6:21 am-7:38 pm

1 stop14h 17m

Nashville Intl

Wed 5/7

7:28 pm-5:12 am

1 stop8h 44m

$295

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Wed 4/23

3:56 am-11:33 am

1 stop7h 37m

Cincinnati Cinci./N. Kentucky

Fri 4/25

7:29 pm-2:49 am

1 stop7h 20m

$296

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Wed 4/16

5:59 pm-12:41 pm

1 stop18h 42m

Cincinnati Cinci./N. Kentucky

Sun 4/20

5:57 pm-10:32 am

3 stops40h 35m

$300

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Fri 5/2

3:29 am-12:38 pm

1 stop10h 09m

Nashville Intl

Wed 5/7

1:35 pm-1:49 am

1 stop11h 14m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

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 2, 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 2, 2025.
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Alaska Airlines
8.0
Very good
9,820 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Southwest
8.0
Very good
4,272 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Delta
8.0
Very good
7,898 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
Avelo Airlines
7.5
Good
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them
United Airlines
7.4
Good
8,615 reviews
Alaska Airlines
8.0
Very good
9,820 reviews

Crew

8.5

Food

7.1

Boarding

8.2

Overall

8.0

Entertainment

7.1

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

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 American Airlines ($108), Spirit Airlines ($112), and Frontier ($123).

  • 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

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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 3 airlines flying from Caribbean to Kentucky

Discover the top 3 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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$143Average$225FlexibilityNo cancel feeOn-time65%
DeltaCheapest$222Average$426FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$512FlexibilityNo cancel feeOn-time71%

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