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Puerto Rico

$87+ 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 4/18. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Apr 21 — Apr 281
Tue 4/21
Tue 4/28
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 March 22, 2026.

This Kiwi.com deal was found by Cheapflights users on 3/22. 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 4/207:46 pm
CVG
-
SJU
2 stops13h 14m
Frontier
Sun 5/36:00 am
SJU
-
CVG
1 stop15h 54m
Frontier
Deal found 3/22$232
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 4/123:41 pm
CVG
-
SJU
1 stop20h 08m
Multiple Airlines
Tue 4/283:08 am
SJU
-
CVG
1 stop20h 12m
Multiple Airlines
Deal found 3/22$234
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 4/196:53 pm
CVG
-
SJU
2 stops17h 40m
Frontier
Wed 4/293:21 am
SJU
-
CVG
1 stop8h 34m
Frontier
Deal found 3/22$237
This CheapOair deal was found by Cheapflights users on 3/22. 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.
Fri 4/1012:19 pm
CVG
-
SJU
1 stop12h 33m
Frontier
Wed 4/1511:05 am
SJU
-
CVG
1 stop26h 33m
Frontier
Deal found 3/22$240
This Kiwi.com deal was found by Cheapflights users on 3/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:46 pm
CVG
-
SJU
2 stops13h 44m
Frontier
Fri 5/16:00 am
SJU
-
CVG
1 stop15h 51m
Frontier
Deal found 3/20$241
This Delta deal was found by Cheapflights users on 3/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/254:22 pm
CVG
-
SJU
1 stop6h 50m
Delta
Wed 4/296:15 am
SJU
-
CVG
1 stop10h 57m
Delta
Deal found 3/17$242
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Sun 4/123:41 pm
CVG
-
SJU
1 stop20h 08m
Multiple Airlines
Wed 4/2211:30 am
SJU
-
CVG
2 stops30h 03m
Multiple Airlines
Deal found 3/22$245
This Frontier deal was found by Cheapflights users on 3/22. 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 4/1410:00 am
CVG
-
SJU
1 stop12h 48m
Frontier
Wed 4/2210:59 am
SJU
-
CVG
1 stop12h 21m
Frontier
Deal found 3/22$246
This CheapOair deal was found by Cheapflights users on 3/21. 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.
Wed 4/18:00 am
CVG
-
SJU
1 stop6h 05m
Frontier
Sun 4/59:01 am
SJU
-
CVG
1 stop15h 36m
Frontier
Deal found 3/21$247
This CheapOair deal was found by Cheapflights users on 3/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/78:00 am
CVG
-
SJU
1 stop25h 18m
Frontier
Tue 4/1411:05 am
SJU
-
CVG
1 stop22h 17m
Frontier
Deal found 3/20$248
This American Airlines deal was found by Cheapflights users on 3/19. 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.
Mon 4/206:00 am
LEX
-
SJU
1 stop16h 05m
American Airlines
Wed 4/296:00 am
SJU
-
LEX
1 stop17h 52m
American Airlines
Deal found 3/19$250
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Fri 4/177:46 pm
CVG
-
SJU
2 stops14h 08m
Frontier
Wed 4/293:21 am
SJU
-
CVG
1 stop8h 34m
Frontier
Deal found 3/22$251

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 March 22, 2026.

Round-trip from

$232
(Kiwi.com)

One-way from

$87
(Super.com)

Popular in

December

Cheapest in

October

Average price

$476
From Kentucky to Puerto Rico
Search Deals
One-way flight from Kentucky to Puerto Rico
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($37 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 March 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 March 22, 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

NashvilleAguadilla

BNA - BQN

BNABQN

Nashville Intl

Thu 4/2

11:20 am-7:42 pm

1 stop7h 22m

Aguadilla Borinquen

Sat 4/4

2:43 am-10:30 am

1 stop8h 47m

$258

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Tue 4/28

2:25 pm-11:40 pm

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Tue 5/5

5:35 am-1:45 pm

2 stops9h 10m

$306

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Tue 7/14

2:45 pm-11:45 pm

1 stop8h 00m

San Juan Luis Munoz Marin Intl

Wed 8/5

6:00 am-1:10 pm

1 stop8h 10m

$306

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 5/3

5:50 am-4:30 pm

1 stop10h 40m

San Juan Luis Munoz Marin Intl

Sat 5/9

5:15 am-12:10 pm

1 stop6h 55m

$316

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 5/11

2:40 pm-11:55 pm

2 stops9h 15m

San Juan Luis Munoz Marin Intl

Sat 5/16

2:10 pm-9:55 pm

1 stop7h 45m

$319

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 4/25

10:24 am-11:50 pm

2 stops13h 26m

San Juan Luis Munoz Marin Intl

Tue 4/28

1:00 am-1:10 pm

2 stops12h 10m

$332

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 5/1

1:05 pm-11:25 pm

2 stops9h 20m

San Juan Luis Munoz Marin Intl

Sat 5/9

5:15 am-12:55 pm

2 stops8h 40m

$337

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 5/8

9:52 am-8:34 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Sun 5/10

1:00 am-9:16 am

2 stops9h 16m

$353

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Sun 8/23

5:30 am-2:55 pm

1 stop8h 25m

San Juan Luis Munoz Marin Intl

Thu 8/27

8:00 am-3:55 pm

1 stop8h 55m

$366

EvansvilleSan Juan

EVV - SJU

EVVSJU

Evansville Dress Regional

Fri 4/17

6:56 pm-10:53 am

2 stops14h 57m

San Juan Luis Munoz Marin Intl

Fri 4/24

11:38 am-11:54 pm

2 stops13h 16m

$366

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/18

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

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 $189). 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.

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 7h 22m. Airlines will cover a distance of 1702 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 American Airlines. According to our data, you can fly for as low as $112. Users have also found prices from $112 and $138 on Delta 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 $189). 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

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 Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Santiago de los Caballeros flights
Philadelphia to Luis Munoz Marin Intl flights
LaGuardia to Luis Munoz Marin Intl flights
Newark to Santiago de los Caballeros flights
John F Kennedy Intl to Punta Cana flights
O'Hare Intl to Luis Munoz Marin Intl flights
Dulles Intl to Luis Munoz Marin Intl flights
Baltimore to Luis Munoz Marin Intl flights
Newark to Punta Cana flights
Boston to Luis Munoz Marin Intl flights
Newark to Oranjestad flights
Newark to Santo Domingo flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Orlando to Luis Munoz Marin Intl flights
John F Kennedy Intl to Oranjestad flights
John F Kennedy Intl to Montego Bay flights
Atlanta to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
Newark to Montego Bay flights
Atlanta to Punta Cana flights
Hobby to Luis Munoz Marin Intl flights
John F Kennedy Intl to Nassau flights
Dulles Intl to Punta Cana flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Punta Cana flights
Boston to Punta Cana flights
Raleigh to Luis Munoz Marin Intl flights
Newark to Nassau flights
George Bush Intcntl to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
Newark to Simpson Bay flights
John F Kennedy Intl to Kingston flights
Boston to Oranjestad flights
Tampa to Luis Munoz Marin Intl flights
LaGuardia to Santo Domingo flights
Fort Lauderdale to Punta Cana flights
John F Kennedy Intl to Providenciales flights
LaGuardia to Santiago de los Caballeros flights
John F Kennedy Intl to Bridgetown flights
Baltimore to Punta Cana flights
LaGuardia to Montego Bay flights
Miami to Luis Munoz Marin Intl flights
Miami to Punta Cana flights
Philadelphia to Punta Cana 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 March 22, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$205Average$446FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$209Average$387FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$225Average$421FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$246Average$462FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$508FlexibilityNo cancel feeOn-time69%

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