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Puerto Rico

$115+ 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 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Jun 15 — Jun 221
Mon 6/15
Mon 6/22
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 May 16, 2026.

This Priceline deal was found by Cheapflights users on 5/12. 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.
Wed 8/1211:02 am
CVG
-
SJU
1 stop13h 39m
Frontier
Wed 8/196:00 am
SJU
-
CVG
1 stop17h 46m
Frontier
Deal found 5/12$236
This Priceline deal was found by Cheapflights users on 5/11. 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.
Thu 8/135:09 pm
BNA
-
SJU
1 stop8h 02m
Frontier
Mon 8/174:05 pm
SJU
-
BNA
1 stop19h 07m
Frontier
Deal found 5/11$240
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Mon 8/1011:02 am
CVG
-
SJU
1 stop13h 39m
Frontier
Mon 8/174:05 pm
SJU
-
CVG
1 stop7h 36m
Frontier
Deal found 5/13$242
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Thu 8/139:30 pm
CVG
-
SJU
1 stop10h 27m
Frontier
Wed 8/196:00 am
SJU
-
CVG
1 stop17h 46m
Frontier
Deal found 5/13$245
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/199:30 pm
CVG
-
SJU
1 stop10h 39m
Frontier
Sun 8/234:05 pm
SJU
-
CVG
1 stop7h 41m
Frontier
Deal found 5/11$253
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Sat 8/2911:02 am
CVG
-
SJU
1 stop13h 21m
Frontier
Sat 9/54:05 pm
SJU
-
CVG
1 stop7h 41m
Frontier
Deal found 5/12$255
This Priceline deal was found by Cheapflights users on 5/11. 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.
Wed 9/211:02 am
CVG
-
SJU
1 stop13h 21m
Frontier
Sat 9/55:01 pm
SJU
-
CVG
1 stop17h 06m
Frontier
Deal found 5/11$256
This Priceline deal was found by Cheapflights users on 5/12. 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.
Wed 8/125:09 pm
BNA
-
SJU
1 stop8h 02m
Frontier
Wed 8/196:00 am
SJU
-
BNA
1 stop11h 20m
Frontier
Deal found 5/12$256
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 9/29:30 pm
CVG
-
SJU
1 stop15h 46m
Frontier
Mon 9/79:24 am
SJU
-
CVG
1 stop14h 22m
Frontier
Deal found 5/11$258
This Priceline deal was found by Cheapflights users on 5/12. 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.
Fri 8/75:09 pm
BNA
-
SJU
1 stop13h 48m
Frontier
Thu 8/136:31 pm
SJU
-
BNA
1 stop22h 52m
Frontier
Deal found 5/12$258
This Kiwi.com deal was found by Cheapflights users on 5/11. 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.
Mon 8/3111:02 am
CVG
-
SJU
1 stop13h 21m
Frontier
Fri 9/46:00 am
SJU
-
CVG
1 stop14h 35m
Frontier
Deal found 5/11$260
This Kiwi.com deal was found by Cheapflights users on 5/12. 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.
Thu 8/2011:02 am
CVG
-
SJU
1 stop13h 21m
Frontier
Tue 8/255:01 pm
SJU
-
CVG
1 stop17h 06m
Frontier
Deal found 5/12$261

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 May 16, 2026.

Round-trip from

$236
(Priceline)

One-way from

$115
(Super.com)

Popular in

December

Cheapest in

October

Average price

$479
From Kentucky to Puerto Rico
Search Deals
One-way flight from Kentucky to Puerto Rico
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 16, 2026.
Use the filters below to find and compare flights from Kentucky to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CincinnatiAguadilla

CVG - BQN

CVGBQN

Cincinnati Cinci./N. Kentucky

Fri 6/5

9:30 pm-2:02 am

1 stop28h 32m

Aguadilla Borinquen

Sun 6/7

2:59 am-11:38 pm

1 stop20h 39m

$276

CincinnatiAguadilla

CVG - BQN

CVGBQN

Cincinnati Cinci./N. Kentucky

Fri 5/29

7:00 am-2:02 am

1 stop19h 02m

Aguadilla Borinquen

Sun 5/31

2:59 am-1:02 pm

1 stop10h 03m

$286
Quickest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 9/14

6:00 am-11:48 am

1 stop5h 48m

San Juan Luis Munoz Marin Intl

Thu 9/17

5:41 pm-11:59 pm

1 stop6h 18m

$316

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Mon 8/10

6:15 am-1:42 pm

1 stop6h 27m

San Juan Luis Munoz Marin Intl

Sat 8/22

5:49 pm-11:03 pm

1 stop6h 14m

$326

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 10/24

4:45 pm-11:50 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Fri 10/30

7:30 am-8:17 pm

2 stops12h 47m

$328

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Tue 9/1

7:00 am-8:38 pm

2 stops13h 38m

San Juan Luis Munoz Marin Intl

Wed 9/9

3:56 pm-12:09 am

1 stop8h 13m

$336

CincinnatiAguadilla

CVG - BQN

CVGBQN

Cincinnati Cinci./N. Kentucky

Sat 5/30

7:00 am-3:31 pm

1 stop8h 31m

Aguadilla Borinquen

Tue 6/2

2:59 am-1:07 pm

1 stop10h 08m

$356

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 9/18

6:00 am-11:48 am

1 stop5h 48m

San Juan Luis Munoz Marin Intl

Sat 9/26

7:30 am-1:48 pm

1 stop6h 18m

$366

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 7/20

6:00 am-4:45 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Sat 8/8

2:59 pm-10:05 pm

1 stop7h 06m

$366

NashvilleAguadilla

BNA - BQN

BNABQN

Nashville Intl

Mon 8/31

2:27 pm-12:33 am

1 stop9h 06m

Aguadilla Borinquen

Wed 9/2

2:30 pm-8:07 pm

1 stop6h 37m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Kentucky to Puerto Rico?

To ensure you get the cheapest price possible for a flight from Kentucky to Puerto Rico, you should look to book at least 58 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Kentucky to Puerto Rico (average of $113). Flying from Kentucky to Puerto Rico in March is currently the most expensive (average of $225). 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.

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 5h 48m. 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 Delta. According to our data, you can fly for as low as $113. Users have also found prices from $123 and $142 on American Airlines and Southwest, 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, January is the cheapest month in which you can book a flight from Kentucky to Puerto Rico (average of $113). Flying from Kentucky to Puerto Rico in March is currently the most expensive (average of $225). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kentucky to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santiago de los Caballeros flights
Orlando to Luis Munoz Marin Intl flights
Newark to Santiago de los Caballeros flights
Philadelphia to Luis Munoz Marin Intl flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
LaGuardia to Luis Munoz Marin Intl flights
Newark to Oranjestad flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
Dulles Intl to Luis Munoz Marin Intl flights
Baltimore to Luis Munoz Marin Intl flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
Boston to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
Reagan-National to Luis Munoz Marin Intl flights
John F Kennedy Intl to Oranjestad flights
John F Kennedy Intl to Montego Bay flights
Tampa to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
Hobby to Luis Munoz Marin Intl flights
Miami to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
Dulles Intl to Punta Cana flights
LaGuardia to Santo Domingo flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
LaGuardia to Santiago de los Caballeros flights
Raleigh to Luis Munoz Marin Intl flights
Newark to Simpson Bay flights
Atlanta to Montego Bay flights
Atlanta to Punta Cana flights
Newark to Nassau flights
Newark to Providenciales flights
LaGuardia to Montego Bay flights
Baltimore to Punta Cana flights
Boston to Oranjestad flights
Charlotte to Luis Munoz Marin Intl flights
Orlando to Punta Cana flights
John F Kennedy Intl to Providenciales flights
Dallas/Fort Worth to Punta Cana flights
Boston to Punta Cana flights
Midway to Luis Munoz Marin Intl flights
John F Kennedy Intl to Kingston 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 May 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$176Average$393FlexibilityNo cancel feeOn-time65%
DeltaCheapest$198Average$482FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$225Average$425FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$238Average$472FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$492FlexibilityNo cancel feeOn-time69%

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