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Kentucky

$86+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — SDF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/254:41 pmSJU - CVG
1 stop8h 27mFrontier
Sun 1/42:50 pmCVG - SJU
1 stop9h 47mFrontier
Deal found 12/17$227
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/268:25 amSJU - CVG
1 stop16h 26mAmerican Airlines
Sat 1/37:53 amCVG - SJU
1 stop10h 50mAmerican Airlines
Deal found 12/16$245
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.
Thu 12/256:28 pmSJU - BNA
1 stop5h 59mMultiple Airlines
Thu 1/86:28 amBNA - SJU
1 stop14h 58mMultiple Airlines
Deal found 12/16$259
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:28 pmSJU - BNA
1 stop5h 59mSpirit Airlines
Thu 1/16:10 amBNA - SJU
1 stop13h 55mSpirit Airlines
Deal found 12/17$275
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/204:10 amSJU - BNA
1 stop7h 59mSpirit Airlines
Tue 12/308:38 pmBNA - SJU
1 stop13h 20mSpirit Airlines
Deal found 12/17$276
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.
Tue 12/304:55 pmSJU - BNA
1 stop8h 19mSpirit Airlines
Tue 1/68:38 pmBNA - SJU
1 stop13h 20mSpirit Airlines
Deal found 12/16$278
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.
Tue 12/236:00 amSJU - BNA
1 stop19h 07mMultiple Airlines
Sat 1/36:10 amBNA - SJU
1 stop13h 55mMultiple Airlines
Deal found 12/16$282
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/304:55 pmSJU - BNA
1 stop8h 19mSpirit Airlines
Mon 1/55:23 pmBNA - SJU
1 stop15h 10mSpirit Airlines
Deal found 12/16$283
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/222:44 pmSJU - BNA
1 stop17h 58mFrontier
Tue 12/307:38 amBNA - SJU
1 stop16h 01mFrontier
Deal found 12/16$284
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:28 pmSJU - BNA
1 stop5h 59mSpirit Airlines
Thu 1/86:28 amBNA - SJU
2 stops17h 13mSpirit Airlines
Deal found 12/16$289
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/223:55 amSJU - CVG
1 stop7h 57mFrontier
Sat 1/36:49 pmCVG - SJU
1 stop10h 45mFrontier
Deal found 12/17$290
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 12/242:59 amSJU - BNA
1 stop9h 50mSpirit Airlines
Wed 12/315:23 pmBNA - SJU
1 stop15h 10mSpirit Airlines
Deal found 12/16$296

Find 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 December 18, 2025.

Round-trip from

$170
(Frontier)

One-way from

$86
(Priceline)

Popular in

June

Cheapest in

October

Average price

$349
From Puerto Rico to Kentucky
Search Deals
One-way flight from Puerto Rico to Kentucky
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($50 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 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 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 December 18, 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 JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/29

4:36 pm-11:26 pm

1 stop7h 50m

Cincinnati Cinci./N. Kentucky

Mon 2/2

4:21 pm-11:36 pm

1 stop6h 15m

$180

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-2:57 pm

1 stop9h 57m

Cincinnati Cinci./N. Kentucky

Mon 1/19

5:01 am-1:36 pm

1 stop7h 35m

$185

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-2:57 pm

1 stop9h 57m

Cincinnati Cinci./N. Kentucky

Sat 1/24

3:23 pm-11:45 am

2 stops19h 22m

$204

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Fri 2/6

11:34 am-11:26 pm

1 stop12h 52m

Cincinnati Cinci./N. Kentucky

Tue 2/10

3:20 pm-2:53 am

1 stop10h 33m

$211

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Thu 1/29

7:30 am-12:03 pm

1 stop6h 33m

Nashville Intl

Mon 2/2

9:25 am-8:58 pm

1 stop9h 33m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Wed 5/13

1:00 am-9:04 am

2 stops9h 04m

Nashville Intl

Mon 5/18

9:48 am-8:34 pm

1 stop9h 46m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Thu 1/22

3:55 pm-8:15 pm

1 stop6h 20m

Nashville Intl

Sun 1/25

8:25 am-5:17 pm

1 stop6h 52m

$215

San JuanNashville

SJU - BNA

SJUBNA

San Juan Luis Munoz Marin Intl

Wed 3/4

8:30 am-8:29 pm

1 stop13h 59m

Nashville Intl

Tue 3/10

1:25 pm-10:31 pm

1 stop8h 06m

$220

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Wed 3/25

1:44 pm-11:59 pm

1 stop10h 15m

Cincinnati Cinci./N. Kentucky

Sun 3/29

6:02 pm-5:28 am

1 stop11h 26m

$225

San JuanCincinnati

SJU - CVG

SJUCVG

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-8:46 pm

2 stops13h 36m

Cincinnati Cinci./N. Kentucky

Wed 2/4

11:25 am-9:00 pm

1 stop8h 35m

$225

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 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 $113). Flying from Puerto Rico to Kentucky in June is currently the most expensive (average of $251). 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 December 18, 2025.

When flying from Puerto Rico to Kentucky, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 16% versus a flight in the morning.

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 December 18, 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
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Entertainment

7.5

Boarding

8.1

Overall

7.9

Food

7.0

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 6h 33m. Fly via Frontier, 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 Delta, with whom users have recently found tickets for as low as $110. However, be on the lookout for offers from American Airlines and Southwest, 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 $113). Flying from Puerto Rico to Kentucky in June is currently the most expensive (average of $251). 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 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$138Average$385FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$175Average$335FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$225Average$475FlexibilityNo cancel feeOn-time71%

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