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Kentucky

$78+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
may. 6 — may. 131
mar. 5/6
mar. 5/13
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 mayo 1, 2025.

Round-trip from

$217
(Mytrip)

One-way from

$78
(Cheapflightsfares)

Popular in

May

Cheapest in

January

Average price

$465
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 ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in May 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 mayo 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/30. 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.
mié. 6/188:24 pmSJU - BNA
1 stop12h 29mMultiple Airlines
mar. 6/249:00 amBNA - SJU
1 stop9h 19mMultiple Airlines
Deal found 4/30$217
This OneTravel deal was found by Cheapflights users on 4/30. 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.
jue. 6/128:24 pmSJU - BNA
1 stop13h 02mSpirit Airlines
lun. 6/166:00 amBNA - SJU
1 stop12h 19mSpirit Airlines
Deal found 4/30$221
This American Airlines deal was found by Cheapflights users on 5/1. 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.
mié. 8/203:50 pmSJU - SDF
1 stop6h 00mAmerican Airlines
lun. 8/255:57 pmSDF - SJU
1 stop6h 08mAmerican Airlines
Deal found 5/1$225
This American Airlines deal was found by Cheapflights users on 5/1. 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.
vie. 5/96:10 amSJU - CVG
2 stops9h 34mAmerican Airlines
lun. 5/1211:08 amCVG - SJU
2 stops9h 25mAmerican Airlines
Deal found 5/1$225
This Delta deal was found by Cheapflights users on 5/1. 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.
jue. 8/2112:56 pmSJU - LEX
1 stop5h 59mDelta
dom. 8/241:30 pmLEX - SJU
1 stop8h 42mDelta
Deal found 5/1$225
This Delta deal was found by Cheapflights users on 4/30. 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.
jue. 8/2112:56 pmSJU - SDF
1 stop9h 36mDelta
lun. 8/256:00 amSDF - SJU
1 stop7h 29mDelta
Deal found 4/30$255
This American Airlines deal was found by Cheapflights users on 4/30. 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.
mié. 8/207:05 pmSJU - LEX
2 stops22h 36mAmerican Airlines
dom. 8/245:00 amLEX - SJU
2 stops19h 05mAmerican Airlines
Deal found 4/30$265
This Delta deal was found by Cheapflights users on 4/30. 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.
jue. 8/282:39 pmSJU - CVG
1 stop9h 18mDelta
mié. 9/37:00 amCVG - SJU
1 stop9h 19mDelta
Deal found 4/30$268
This American Airlines deal was found by Cheapflights users on 5/1. 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.
mié. 10/155:27 pmSJU - BNA
1 stop7h 28mAmerican Airlines
dom. 10/196:11 pmBNA - SJU
1 stop15h 39mAmerican Airlines
Deal found 5/1$272
This Mytrip deal was found by Cheapflights users on 4/30. 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.
sáb. 5/318:12 pmSJU - SDF
2 stops14h 06mSpirit Airlines
sáb. 6/76:25 pmSDF - SJU
1 stop16h 20mSpirit Airlines
Deal found 4/30$282
This Delta deal was found by Cheapflights users on 4/30. 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.
jue. 8/2112:56 pmSJU - BNA
1 stop7h 43mDelta
mar. 8/267:25 amBNA - SJU
1 stop8h 25mDelta
Deal found 4/30$284
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
jue. 5/83:56 amSJU - CVG
1 stop7h 40mFrontier
lun. 5/1212:35 pmCVG - SJU
1 stop7h 09mFrontier
Deal found 4/30$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 mayo 1, 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

mié. 6/18

8:24 pm-7:53 am

1 stop12h 29m

Nashville Intl

mar. 6/24

9:00 am-7:19 pm

1 stop9h 19m

$217

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

jue. 6/12

8:24 pm-8:26 am

1 stop13h 02m

Nashville Intl

lun. 6/16

6:00 am-7:19 pm

1 stop12h 19m

$221

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

mié. 8/20

3:50 pm-9:50 pm

1 stop6h 00m

Louisville Intl

lun. 8/25

5:57 pm-12:05 am

1 stop6h 08m

$225

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

jue. 8/21

12:56 pm-6:55 pm

1 stop5h 59m

Lexington Blue Grass

dom. 8/24

1:30 pm-10:12 pm

1 stop8h 42m

$225

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

vie. 5/9

7:15 am-2:48 pm

1 stop7h 33m

Cincinnati Cinci./N. Kentucky

lun. 5/12

11:08 am-10:30 pm

1 stop11h 22m

$225

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

vie. 8/22

12:56 pm-7:39 pm

1 stop7h 43m

Nashville Intl

lun. 8/25

7:25 am-4:50 pm

1 stop8h 25m

$239

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

jue. 8/21

12:56 pm-10:32 pm

1 stop9h 36m

Louisville Intl

lun. 8/25

6:00 am-1:29 pm

1 stop7h 29m

$255

San JuanLexington

SJU - LEX

SJULEX

San Juan Luis Munoz Marin Intl

mié. 8/20

3:50 pm-10:51 pm

1 stop7h 01m

Lexington Blue Grass

lun. 8/25

6:58 pm-3:00 pm

2 stops20h 02m

$265

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

lun. 5/12

1:55 pm-10:27 pm

1 stop8h 32m

Cincinnati Cinci./N. Kentucky

jue. 5/15

1:49 pm-10:47 pm

1 stop8h 58m

$268

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

mié. 10/15

5:27 pm-11:55 pm

1 stop7h 28m

Nashville Intl

dom. 10/19

5:16 pm-10:50 am

1 stop16h 34m

$272

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 mayo 1, 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 mayo 1, 2025.
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,293 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Crew

8.5

Entertainment

7.1

Overall

8.0

Boarding

8.1

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 ($78), Delta ($113), and American Airlines ($115).

  • 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 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 mayo 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$215Average$508FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$305Average$508FlexibilityNo cancel feeOn-time71%

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