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Kentucky

$74+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
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 February 20, 2025.

Round-trip from

$132
(Mytrip)

One-way from

$74
(Cheapflightsfares)

Popular in

May

Cheapest in

January

Average price

$353
From Caribbean to Kentucky
Search Deals
One-way flight from Caribbean to Kentucky
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/19. 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 5/89:30 pmSJU - CVG
1 stop14h 32mFrontier
Mon 5/127:29 pmCVG - SJU
1 stop7h 22mFrontier
Deal found 2/19$132
This Mytrip deal was found by Cheapflights users on 2/19. 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 3/195:39 pmSJU - BNA
1 stop27h 24mSpirit Airlines
Wed 3/2611:54 amBNA - SJU
1 stop12h 58mSpirit Airlines
Deal found 2/19$169
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Fri 3/76:45 pmSJU - CVG
1 stop15h 12mMultiple Airlines
Tue 3/117:30 amCVG - SJU
2 stops30h 37mMultiple Airlines
Deal found 2/20$175
This Frontier deal was found by Cheapflights users on 2/19. 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 3/63:44 amSJU - BNA
1 stop9h 59mFrontier
Mon 3/108:55 amBNA - SJU
1 stop11h 41mFrontier
Deal found 2/19$191
This Cheapflightsfares deal was found by Cheapflights users on 2/19. 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.
Wed 4/23:05 amSJU - SDF
1 stop8h 48mSpirit Airlines
Sun 4/66:00 amSDF - SJU
1 stop10h 34mSpirit Airlines
Deal found 2/19$196
This Priceline deal was found by Cheapflights users on 2/19. 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.
Sat 3/295:52 amSJU - BNA
1 stop14h 49mMultiple Airlines
Wed 4/29:23 amBNA - SJU
1 stop11h 15mMultiple Airlines
Deal found 2/19$206
This United Airlines deal was found by Cheapflights users on 2/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/52:05 amSJU - CVG
1 stop10h 03mUnited Airlines
Mon 3/172:59 pmCVG - SJU
1 stop6h 23mUnited Airlines
Deal found 2/19$215
This American Airlines deal was found by Cheapflights users on 2/19. 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 3/68:25 amSJU - CVG
1 stop12h 04mAmerican Airlines
Tue 3/111:47 pmCVG - SJU
2 stops9h 03mAmerican Airlines
Deal found 2/19$220
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Tue 4/18:16 pmSJU - TYS
2 stops21h 37mMultiple Airlines
Sat 4/510:00 amTYS - SJU
1 stop6h 34mMultiple Airlines
Deal found 2/20$253
This Delta deal was found by Cheapflights users on 2/20. 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 5/25:11 pmSJU - SDF
1 stop6h 48mDelta
Tue 5/612:55 pmSDF - SJU
1 stop10h 20mDelta
Deal found 2/20$275
This American Airlines deal was found by Cheapflights users on 2/20. 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 5/71:30 pmSJU - SDF
2 stops10h 49mAmerican Airlines
Sun 5/117:25 amSDF - SJU
1 stop15h 25mAmerican Airlines
Deal found 2/20$281
This American Airlines deal was found by Cheapflights users on 2/20. 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 5/95:45 amSJU - LEX
1 stop11h 55mAmerican Airlines
Sun 5/118:00 amLEX - SJU
1 stop14h 50mAmerican Airlines
Deal found 2/20$281

Find flights from Caribbean to Kentucky within your budget

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 February 20, 2025.

Fly from

Caribbean

Fly to

Kentucky

Route

Depart

Return

Price

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 5/8

9:30 pm-12:02 pm

1 stop14h 32m

Cincinnati Cinci./N. Kentucky

Mon 5/12

7:29 pm-2:51 am

1 stop7h 22m

$132

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Wed 3/19

5:39 pm-8:03 pm

1 stop27h 24m

Nashville Intl

Wed 3/26

11:54 am-1:52 am

1 stop12h 58m

$169

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Fri 3/7

6:45 pm-8:57 am

1 stop15h 12m

Cincinnati Cinci./N. Kentucky

Tue 3/11

7:30 am-2:07 pm

2 stops30h 37m

$175

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Thu 3/6

3:44 am-11:43 am

1 stop9h 59m

Nashville Intl

Mon 3/10

8:55 am-9:36 pm

1 stop11h 41m

$191

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Wed 4/2

3:05 am-11:53 am

1 stop8h 48m

Louisville Intl

Sun 4/6

6:00 am-4:34 pm

1 stop10h 34m

$196

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Sat 3/29

5:52 am-7:41 pm

1 stop14h 49m

Nashville Intl

Wed 4/2

9:23 am-9:38 pm

1 stop11h 15m

$206

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Wed 3/5

2:05 am-11:08 am

1 stop10h 03m

Cincinnati Cinci./N. Kentucky

Mon 3/17

2:59 pm-9:22 pm

1 stop6h 23m

$215

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 3/6

8:25 am-7:29 pm

1 stop12h 04m

Cincinnati Cinci./N. Kentucky

Tue 3/11

1:47 pm-10:50 pm

2 stops9h 03m

$220

San JuanKnoxville

SJU - TYS

SJUTYS

San Juan Luis Munoz Marin Intl

Tue 4/1

8:16 pm-5:53 pm

2 stops21h 37m

Knoxville McGhee Tyson

Sat 4/5

10:00 am-4:34 pm

1 stop6h 34m

$253

San JuanLouisville

SJU - SDF

SJUSDF

San Juan Luis Munoz Marin Intl

Fri 5/2

5:11 pm-11:59 pm

1 stop6h 48m

Louisville Intl

Tue 5/6

12:55 pm-11:15 pm

1 stop10h 20m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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.

Travel insights for flights from Caribbean to Kentucky

Get recent, data-driven insights about flights from Caribbean to Kentucky including ideal travel times, pricing trends, and more.

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 February 20, 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 February 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,692 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,220 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,766 reviews
Southwest
8.1
Very good
4,411 reviews

Food

7.1

Overall

8.1

Comfort

8.1

Crew

8.7

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 ($74), Frontier ($84), and Delta ($138).

  • 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

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$143Average$225FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$452FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$308Average$541FlexibilityNo cancel feeOn-time71%
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