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Caribbean Islands

$84+ Cheap flights from Kentucky to Caribbean Islands

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 5/3. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Apr 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
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Cheap flight deals from Kentucky to Caribbean Islands

Keep the following information in mind while searching for Kentucky to Caribbean Islands flight deals. Data was last updated April 3, 2025.

Round-trip from

$202
(eDestinos)

One-way from

$84
(Cheapflightsfares)

Popular in

March

Cheapest in

August

Average price

$450
From Kentucky to Caribbean Islands
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One-way flight from Kentucky to Caribbean Islands
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Highest demand for flights based on searches. 7% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 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 Kentucky to Caribbean Islands

Cheapest flights from Kentucky to Caribbean Islands
Explore the most affordable flight options available from Kentucky to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 3, 2025.

This eDestinos deal was found by Cheapflights users on 4/2. 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.
Thu 5/13:07 pmBNA - SJU
1 stop7h 45mSpirit Airlines
Fri 5/98:12 pmSJU - BNA
1 stop13h 08mSpirit Airlines
Deal found 4/2$202
This American Airlines deal was found by Cheapflights users on 4/2. 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.
Mon 10/138:28 pmSDF - SJU
1 stop14h 22mAmerican Airlines
Tue 10/2811:50 amSJU - SDF
1 stop10h 04mAmerican Airlines
Deal found 4/2$215
This Mytrip deal was found by Cheapflights users on 4/2. 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.
Mon 4/285:22 pmBNA - SJU
1 stop25h 18mMultiple Airlines
Wed 4/307:00 pmSJU - BNA
2 stops17h 48mMultiple Airlines
Deal found 4/2$224
This Delta deal was found by Cheapflights users on 4/2. 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.
Tue 10/77:55 amCVG - SJU
1 stop8h 30mDelta
Sat 10/115:30 pmSJU - CVG
1 stop6h 25mDelta
Deal found 4/2$225
This American Airlines deal was found by Cheapflights users on 4/2. 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 9/137:41 pmBNA - SJU
1 stop17h 38mAmerican Airlines
Sat 9/205:25 pmSJU - BNA
1 stop6h 04mAmerican Airlines
Deal found 4/2$229
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.
Sun 5/46:30 amCVG - STT
1 stop27h 30mMultiple Airlines
Sat 5/103:49 pmSTT - CVG
1 stop20h 52mMultiple Airlines
Deal found 3/31$234
This American Airlines deal was found by Cheapflights users on 4/3. 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 5/311:08 amCVG - SJU
1 stop13h 01mAmerican Airlines
Fri 5/95:25 amSJU - CVG
1 stop15h 08mAmerican Airlines
Deal found 4/3$235
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/82:10 pmCVG - SJU
1 stop9h 44mUnited Airlines
Sat 5/101:05 amSJU - CVG
2 stops12h 09mUnited Airlines
Deal found 4/1$241
This Mytrip deal was found by Cheapflights users on 4/2. 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 5/26:19 pmSDF - SJU
2 stops29h 20mMultiple Airlines
Fri 5/98:12 pmSJU - SDF
2 stops21h 18mMultiple Airlines
Deal found 4/2$273
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/312:25 pmBNA - SJU
1 stop10h 29mUnited Airlines
Tue 5/67:45 amSJU - BNA
1 stop9h 09mUnited Airlines
Deal found 4/1$274
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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 4/305:30 amBNA - PUJ
1 stop7h 43mSpirit Airlines
Wed 5/73:22 pmPUJ - BNA
1 stop17h 58mSpirit Airlines
Deal found 4/2$278
This eDestinos deal was found by Cheapflights users on 4/2. 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 4/305:05 amSDF - SJU
1 stop10h 30mSpirit Airlines
Sat 5/38:45 pmSJU - SDF
1 stop16h 34mSpirit Airlines
Deal found 4/2$278

Cheapflights Fare Finder

Customize your flight search to find flights from Kentucky to Caribbean Islands 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 3, 2025.
Use the filters below to find and compare flights from Kentucky to Caribbean Islands that are best for you.

Fly from

Kentucky

Fly to

Caribbean Islands

Route

Depart

Return

Price

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Thu 5/1

3:07 pm-11:52 pm

1 stop7h 45m

San Juan Luis Munoz Marin Intl

Fri 5/9

8:12 pm-8:20 am

1 stop13h 08m

$202

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Mon 4/28

5:22 pm-7:40 pm

1 stop25h 18m

San Juan Luis Munoz Marin Intl

Tue 4/29

12:54 am-11:48 am

2 stops35h 54m

$224

CincinnatiSaint Thomas Island

CVG - STT

CVGSTT

Cincinnati Cinci./N. Kentucky

Sun 5/4

6:30 am-10:00 am

1 stop27h 30m

Saint Thomas Island Cyril E King

Sat 5/10

3:49 pm-12:41 pm

1 stop20h 52m

$234

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 5/3

11:08 am-12:09 am

1 stop13h 01m

San Juan Luis Munoz Marin Intl

Fri 5/9

5:25 am-8:33 pm

1 stop15h 08m

$235

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Thu 5/8

2:10 pm-11:54 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Sat 5/10

1:05 am-1:14 pm

2 stops12h 09m

$241

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 4/25

8:14 pm-5:00 am

1 stop8h 46m

San Juan Luis Munoz Marin Intl

Fri 5/2

5:30 am-9:39 pm

1 stop16h 09m

$245

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 5/3

5:27 pm-11:15 pm

1 stop5h 48m

San Juan Luis Munoz Marin Intl

Tue 5/6

5:11 pm-11:57 pm

1 stop6h 46m

$258

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 5/2

6:19 pm-11:39 pm

2 stops29h 20m

San Juan Luis Munoz Marin Intl

Fri 5/9

8:12 pm-5:30 pm

2 stops21h 18m

$273

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Sat 5/3

12:25 pm-11:54 pm

1 stop10h 29m

San Juan Luis Munoz Marin Intl

Tue 5/6

7:45 am-3:54 pm

1 stop9h 09m

$274

NashvillePunta Cana

BNA - PUJ

BNAPUJ

Nashville Intl

Wed 4/30

5:30 am-2:13 pm

1 stop7h 43m

Punta Cana

Wed 5/7

3:22 pm-8:20 am

1 stop17h 58m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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

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

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

Currently, September is the cheapest month in which you can book a flight from Kentucky to Caribbean Islands (average of $254). Flying from Kentucky to Caribbean Islands in December is currently the most expensive (average of $336). 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 KY to EPX?

Find hourly flight availability from Kentucky to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 3, 2025.

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

Rainfall in Caribbean Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated April 3, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Kentucky to Caribbean Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,825 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

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
9,825 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

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
4,274 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

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
7,897 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

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
Copa Airlines
7.6
Good
1,400 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

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
8,619 reviews
Alaska Airlines
8.0
Very good
9,825 reviews

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

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 Kentucky to Caribbean Islands. 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 Kentucky to Caribbean Islands one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $84. Users have also found prices from $108 and $113 on American Airlines and Delta, respectively.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kentucky to Caribbean Islands 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 Kentucky to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Kentucky to Caribbean Islands (average of $254). Flying from Kentucky to Caribbean Islands in December is currently the most expensive (average of $336). 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 Kentucky to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Kentucky to Caribbean Islands

Discover the top 5 airlines that operate flights from Kentucky to Caribbean Islands. 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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$173Average$389FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$602FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$272Average$634FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$664FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$338Average$731FlexibilityNo cancel feeOn-time63%

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