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Kentucky

$103+ Cheap flights from Puerto Rico 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
10月 16 — 10月 231
週四 10/16
週四 10/23
1 adult, Economy
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Cheap flight deals from Puerto Rico to Kentucky

Keep the following information in mind while searching for Puerto Rico to Kentucky flight deals. Data was last updated 9月 16, 2025.

Round-trip from

$211
(Southwest)

One-way from

$103
(Southwest)

Popular in

December

Cheapest in

August

Average price

$443
From Puerto Rico to Kentucky
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One-way flight from Puerto Rico to Kentucky
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Highest demand for flights based on searches. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Puerto Rico to Kentucky

Cheapest flights from Puerto Rico to Kentucky
Explore the most affordable flight options available from Puerto Rico to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 9月 16, 2025.

This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週六 12/611:20 amSJU - BNA
Nonstop4h 35mSouthwest
週三 12/106:55 amBNA - SJU
1 stop6h 35mSouthwest
Deal found 9/15$211
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週三 11/192:05 pmSJU - BNA
1 stop7h 50mSouthwest
週三 11/264:15 pmBNA - SJU
1 stop7h 25mSouthwest
Deal found 9/14$215
This American Airlines deal was found by Cheapflights users on 9/14. 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.
週五 10/243:00 pmSJU - CVG
1 stop8h 59mAmerican Airlines
週一 11/36:00 amCVG - SJU
1 stop16h 52mAmerican Airlines
Deal found 9/14$225
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週二 11/112:05 amSJU - BNA
1 stop9h 00mUnited Airlines
週一 11/171:30 pmBNA - SJU
1 stop6h 52mUnited Airlines
Deal found 9/15$234
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週五 10/31:05 amSJU - CVG
2 stops14h 44mUnited Airlines
週二 10/77:00 amCVG - SJU
1 stop7h 44mUnited Airlines
Deal found 9/15$235
This Frontier deal was found by Cheapflights users on 9/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週五 10/246:22 amSJU - BNA
2 stops18h 37mFrontier
週一 10/271:53 pmBNA - SJU
1 stop9h 36mFrontier
Deal found 9/13$244
This Frontier deal was found by Cheapflights users on 9/14. 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.
週三 10/13:39 amSJU - CVG
1 stop7h 17mFrontier
週二 10/77:27 pmCVG - SJU
2 stops19h 57mFrontier
Deal found 9/14$248
This Frontier deal was found by Cheapflights users on 9/14. 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.
週二 9/239:26 pmSJU - CVG
2 stops16h 57mFrontier
週三 10/13:32 pmCVG - SJU
1 stop11h 02mFrontier
Deal found 9/14$252
This Frontier deal was found by Cheapflights users on 9/13. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週四 10/309:00 amSJU - CVG
2 stops14h 59mFrontier
週四 11/611:00 amCVG - SJU
2 stops13h 32mFrontier
Deal found 9/13$253
This United Airlines deal was found by Cheapflights users on 9/14. 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.
週二 11/112:05 amSJU - BNA
1 stop9h 00mUnited Airlines
週日 11/166:07 amBNA - SJU
1 stop7h 33mUnited Airlines
Deal found 9/14$253
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週五 10/179:00 amSJU - BNA
1 stop15h 59mMultiple Airlines
週一 10/205:45 amBNA - SJU
1 stop8h 31mMultiple Airlines
Deal found 9/15$254
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
週二 11/115:45 amSJU - BNA
2 stops7h 50mSouthwest
週一 11/176:55 amBNA - SJU
1 stop6h 35mSouthwest
Deal found 9/15$255

Cheapflights Fare Finder

 
Customize your flight search to find flights from Puerto Rico 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 9月 16, 2025.
Use the filters below to find and compare flights from Puerto Rico to Kentucky that are best for you.

Fly from

Puerto Rico

Fly to

Kentucky

Route

Depart

Return

Price

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

週三 11/19

9:40 am-4:30 pm

1 stop8h 50m

Nashville Intl

週三 11/26

4:15 pm-1:40 am

1 stop7h 25m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

週四 11/13

1:57 pm-11:04 pm

1 stop11h 07m

Nashville Intl

週一 11/17

6:20 am-5:26 pm

1 stop9h 06m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

週二 12/2

2:05 am-9:06 am

1 stop9h 01m

Nashville Intl

週二 12/9

11:19 am-9:00 pm

1 stop7h 41m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

週五 11/14

8:20 am-10:41 pm

1 stop16h 21m

Nashville Intl

週一 11/17

10:15 am-8:48 pm

1 stop8h 33m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

週三 12/3

9:40 am-4:30 pm

1 stop8h 50m

Nashville Intl

週二 12/9

11:05 am-11:20 pm

1 stop10h 15m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

週三 11/12

9:40 am-4:30 pm

1 stop8h 50m

Nashville Intl

週日 11/16

5:25 am-2:35 pm

1 stop7h 10m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

週六 12/6

6:15 am-11:30 am

1 stop7h 15m

Nashville Intl

週三 12/10

6:55 am-3:30 pm

1 stop6h 35m

$215

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

週六 10/4

5:00 am-10:55 am

1 stop5h 55m

Cincinnati Cinci./N. Kentucky

週二 10/7

3:45 pm-10:45 pm

1 stop7h 00m

$235

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

週四 10/30

9:00 am-11:59 pm

2 stops14h 59m

Cincinnati Cinci./N. Kentucky

週四 11/6

11:00 am-1:32 am

2 stops13h 32m

$253

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

週二 11/11

2:05 am-9:05 am

1 stop9h 00m

Nashville Intl

週日 11/16

6:07 am-3:40 pm

1 stop7h 33m

$253

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

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

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

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

Currently, January is the cheapest month in which you can book a flight from Puerto Rico to Kentucky (average of $299). Flying from Puerto Rico 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 PR to KY?

Find hourly flight availability from Puerto Rico 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 9月 16, 2025.

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

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 9月 16, 2025.
Read through reviews of airlines operating flights from Puerto Rico to Kentucky, such as Southwest, Delta, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Overall

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Puerto Rico to Kentucky. 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 Puerto Rico to Kentucky?

    There are many flights that can get you from Puerto Rico to Kentucky in 8h 50m. Fly via Southwest, Delta, or United Airlines to get the fastest option. The distance between Puerto Rico and Kentucky is about 1753 mi. This flight may include one or multiple stops.

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

    The cheapest airline one-way is Southwest, with whom users have recently found tickets for as low as $108. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Puerto Rico to Kentucky for a low price.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Puerto Rico to Kentucky (average of $299). Flying from Puerto Rico 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Puerto Rico 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 Puerto Rico to Kentucky

Discover the top 3 airlines that operate flights from Puerto Rico 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 9月 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$138Average$451FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$175Average$320FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$255Average$408FlexibilityNo cancel feeOn-time71%

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