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Puerto Rico

$85+ Cheap flights from Kentucky to Puerto Rico

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 2/10. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Kentucky to Puerto Rico

Cheapest flights from Kentucky to Puerto Rico
Explore the most affordable flight options available from Kentucky to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Frontier deal was found by Cheapflights users on 12/15. 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.
Wed 12/317:16 pmCVG - SJU
1 stop6h 34mFrontier
Thu 1/87:35 amSJU - CVG
1 stop11h 52mFrontier
Deal found 12/15$232
This Frontier deal was found by Cheapflights users on 12/15. 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 12/305:05 amCVG - SJU
1 stop9h 54mFrontier
Thu 1/87:35 amSJU - CVG
1 stop11h 52mFrontier
Deal found 12/15$247
This Frontier deal was found by Cheapflights users on 12/15. 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 12/187:30 amCVG - SJU
1 stop7h 01mFrontier
Sun 12/213:55 amSJU - CVG
1 stop7h 57mFrontier
Deal found 12/15$264
This CheapOair deal was found by Cheapflights users on 12/15. 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.
Mon 12/229:57 amCVG - SJU
1 stop21h 42mFrontier
Mon 12/296:00 amSJU - CVG
1 stop12h 44mFrontier
Deal found 12/15$283
This Frontier deal was found by Cheapflights users on 12/16. 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.
Sun 12/212:50 pmCVG - SJU
1 stop9h 47mFrontier
Wed 12/243:55 amSJU - CVG
1 stop7h 57mFrontier
Deal found 12/16$284
This Frontier deal was found by Cheapflights users on 12/16. 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.
Wed 12/317:16 pmCVG - SJU
1 stop6h 34mFrontier
Thu 1/110:33 amSJU - CVG
1 stop8h 11mFrontier
Deal found 12/16$285
This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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 12/315:45 amBNA - SJU
1 stop14h 21mSpirit Airlines
Fri 5/17:00 amSJU - BNA
1 stop11h 00mSpirit Airlines
Deal found 12/16$296
This Trip.com deal was found by Cheapflights users on 12/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:45 amBNA - SJU
1 stop6h 35mMultiple Airlines
Mon 12/292:44 pmSJU - BNA
1 stop17h 58mMultiple Airlines
Deal found 12/17$297
This Priceline deal was found by Cheapflights users on 12/15. 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 12/206:00 amCVG - SJU
1 stop17h 54mFrontier
Thu 1/87:35 amSJU - CVG
1 stop11h 52mFrontier
Deal found 12/15$297
This Super.com deal was found by Cheapflights users on 12/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:57 amCVG - SJU
1 stop15h 42mFrontier
Wed 12/313:55 amSJU - CVG
1 stop7h 57mFrontier
Deal found 12/17$299
This Frontier deal was found by Cheapflights users on 12/16. 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 12/252:50 pmCVG - SJU
1 stop8h 47mFrontier
Mon 12/296:00 amSJU - CVG
1 stop12h 44mFrontier
Deal found 12/16$305
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:38 pmBNA - SJU
1 stop23h 27mMultiple Airlines
Wed 1/79:23 pmSJU - BNA
1 stop13h 06mMultiple Airlines
Deal found 12/16$318

Find flight deals from Kentucky to Puerto Rico

Keep the following information in mind while searching for Kentucky to Puerto Rico flight deals. Data was last updated December 18, 2025.

Round-trip from

$219
(Priceline)

One-way from

$85
(Super.com)

Popular in

December

Cheapest in

September

Average price

$565
From Kentucky to Puerto Rico
Search Deals
One-way flight from Kentucky to Puerto Rico
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Puerto Rico 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 December 18, 2025.
Use the filters below to find and compare flights from Kentucky to Puerto Rico that are best for you.

Fly from

Kentucky

Fly to

Puerto Rico

Route

Depart

Return

Price

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 2/22

10:18 am-9:12 pm

1 stop9h 54m

San Juan Luis Munoz Marin Intl

Tue 3/3

6:15 am-11:22 am

1 stop6h 07m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/27

11:08 am-8:50 pm

2 stops8h 42m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:00 am-9:16 pm

1 stop15h 16m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 1/26

11:15 am-10:22 pm

2 stops10h 07m

San Juan Luis Munoz Marin Intl

Thu 1/29

3:46 pm-11:44 pm

1 stop8h 58m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/27

7:00 am-2:31 pm

1 stop6h 31m

San Juan Luis Munoz Marin Intl

Tue 2/3

6:27 pm-11:50 pm

1 stop6h 23m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 1/13

11:15 am-12:36 am

2 stops12h 21m

San Juan Luis Munoz Marin Intl

Fri 1/16

7:45 am-3:47 pm

1 stop9h 02m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 2/10

7:00 am-2:31 pm

1 stop6h 31m

San Juan Luis Munoz Marin Intl

Thu 2/19

6:27 pm-11:58 pm

1 stop6h 31m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 2/8

9:58 am-8:58 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Sat 2/14

6:15 am-1:13 pm

1 stop7h 58m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 4/27

7:00 am-4:23 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Sat 5/2

6:15 am-5:23 pm

1 stop11h 08m

$225

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sun 1/25

7:41 am-10:26 pm

1 stop13h 45m

San Juan Luis Munoz Marin Intl

Thu 1/29

3:49 pm-9:28 pm

1 stop6h 39m

$235

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Sat 1/24

11:30 am-6:58 pm

2 stops29h 28m

San Juan Luis Munoz Marin Intl

Sat 1/31

2:59 am-10:17 am

1 stop9h 18m

$246

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico 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 Puerto Rico

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

Currently, March is the cheapest month in which you can book a flight from Kentucky to Puerto Rico (average of $190). Flying from Kentucky to Puerto Rico in June is currently the most expensive (average of $285). 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 PR?

Find hourly flight availability from Kentucky to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

One of the essential ways to save on airfare from Kentucky to Puerto Rico is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 19% on airfare.

What is the cheapest day to fly from Kentucky to Puerto Rico?

Use this chart to determine the cheapest time to fly round-trip from Kentucky to Puerto Rico. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Kentucky to Puerto Rico flight should consider departing on Thursday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Kentucky to Puerto Rico?

    Departing from Kentucky to Puerto Rico will take you 8h 42m. Airlines will cover a distance of 1807 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Kentucky to Puerto Rico one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $86. Users have also found prices from $112 and $138 on American Airlines and United Airlines, respectively.

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

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

  • How can I find direct flights from Kentucky to Puerto Rico?

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

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

    Yes. Cheapflights offers flight deals from Kentucky to Puerto Rico 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 Puerto Rico?

    Currently, March is the cheapest month in which you can book a flight from Kentucky to Puerto Rico (average of $190). Flying from Kentucky to Puerto Rico in June is currently the most expensive (average of $285). 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 Kentucky to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santiago de los Caballeros flights
John F Kennedy Intl to Santo Domingo flights
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O'Hare Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
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John F Kennedy Intl to Port of Spain flights
LaGuardia to Punta Cana flights
John F Kennedy Intl to Montego Bay flights
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LaGuardia to Santo Domingo flights
Boston to Oranjestad flights
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Boston to Santo Domingo flights
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O'Hare Intl to Punta Cana flights
John F Kennedy Intl to Simpson Bay flights
Newark to Nassau flights
Detroit to Luis Munoz Marin Intl flights
Dulles Intl to Punta Cana flights
Boston to Punta Cana flights
Minneapolis to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
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Hobby to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
Midway to Luis Munoz Marin Intl flights
John F Kennedy Intl to Kingston flights
John F Kennedy Intl to Nassau flights
LaGuardia to Oranjestad flights
Newark to Saint Thomas Island flights
John F Kennedy Intl to Providenciales flights
John F Kennedy Intl to Saint Thomas Island flights
Miami to Santo Domingo flights
Fort Lauderdale to Santo Domingo flights

Top 5 airlines flying from Kentucky to Puerto Rico

Discover the top 5 airlines that operate flights from Kentucky to Puerto Rico. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$298FlexibilityNo cancel feeOn-time65%
DeltaCheapest$218Average$428FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$225Average$471FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$259Average$545FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$262Average$514FlexibilityNo cancel feeOn-time71%

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