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Puerto Rico

$69+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
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Find 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 November 2, 2025.

This Frontier deal was found by Cheapflights users on 11/1. 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.
Fri 12/52:56 pmBNA - SJU
1 stop7h 53mFrontier
Sun 12/71:59 amSJU - BNA
1 stop12h 01mFrontier
Deal found 11/1$153
This Priceline deal was found by Cheapflights users on 11/1. 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 12/52:56 pmBNA - SJU
1 stop7h 53mMultiple Airlines
Tue 12/95:00 pmSJU - BNA
1 stop7h 08mMultiple Airlines
Deal found 11/1$163
This Cheapflightsfares deal was found by Cheapflights users on 10/30. 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 12/65:45 amBNA - SJU
1 stop16h 31mSpirit Airlines
Tue 12/95:00 pmSJU - BNA
1 stop7h 08mSpirit Airlines
Deal found 10/30$206
This Priceline deal was found by Cheapflights users on 11/1. 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 12/52:56 pmBNA - SJU
1 stop17h 51mMultiple Airlines
Sat 12/64:10 amSJU - BNA
1 stop5h 47mMultiple Airlines
Deal found 11/1$208
This Priceline deal was found by Cheapflights users on 11/1. 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 12/38:55 pmBNA - SJU
1 stop13h 37mMultiple Airlines
Sun 12/71:59 amSJU - BNA
1 stop12h 01mMultiple Airlines
Deal found 11/1$214
This Delta deal was found by Cheapflights users on 11/1. 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.
Mon 12/82:50 pmBNA - SJU
1 stop6h 30mDelta
Wed 12/107:00 amSJU - BNA
1 stop6h 42mDelta
Deal found 11/1$215
This Frontier deal was found by Cheapflights users on 10/31. 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 12/812:56 pmBNA - SJU
1 stop9h 53mFrontier
Thu 12/111:59 amSJU - BNA
1 stop14h 02mFrontier
Deal found 10/31$216
This Delta deal was found by Cheapflights users on 11/1. 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.
Mon 12/87:00 amCVG - SJU
1 stop9h 20mDelta
Sat 12/137:19 amSJU - CVG
1 stop10h 50mDelta
Deal found 11/1$225
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/76:45 pmBNA - SJU
2 stops28h 04mMultiple Airlines
Sun 12/217:35 amSJU - BNA
1 stop16h 39mMultiple Airlines
Deal found 11/1$228
This Priceline deal was found by Cheapflights users on 10/31. 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.
Sun 11/166:00 amBNA - SJU
1 stop9h 19mMultiple Airlines
Wed 11/192:25 amSJU - BNA
1 stop9h 00mMultiple Airlines
Deal found 10/31$229
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Tue 12/96:00 amCVG - SJU
1 stop15h 09mAmerican Airlines
Wed 12/106:25 amSJU - CVG
1 stop17h 49mAmerican Airlines
Deal found 11/1$230
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/65:45 amBNA - SJU
1 stop16h 31mSpirit Airlines
Wed 12/105:00 pmSJU - BNA
1 stop7h 08mSpirit Airlines
Deal found 11/1$231

Cheap 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 November 2, 2025.

Round-trip from

$153
(Frontier)

One-way from

$69
(Priceline)

Popular in

December

Cheapest in

September

Average price

$437
From Kentucky to Puerto Rico
Search Deals
One-way flight from Kentucky to Puerto Rico
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($25 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 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 November 2, 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

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Tue 12/9

11:19 am-9:00 pm

1 stop7h 41m

San Juan Luis Munoz Marin Intl

Thu 12/11

3:46 pm-10:15 pm

1 stop8h 29m

$215

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Mon 12/8

2:50 pm-11:20 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Wed 12/10

7:00 am-11:42 am

1 stop6h 42m

$215

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 1/18

6:12 pm-6:11 am

2 stops10h 59m

San Juan Luis Munoz Marin Intl

Thu 1/22

8:10 am-5:37 pm

2 stops10h 27m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 1/18

7:00 am-5:17 pm

1 stop9h 17m

San Juan Luis Munoz Marin Intl

Thu 1/22

6:27 pm-11:50 pm

1 stop6h 23m

$225

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/27

5:35 am-3:40 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Tue 2/3

2:15 pm-11:23 pm

1 stop10h 08m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Thu 1/29

11:45 am-11:59 pm

1 stop11h 14m

San Juan Luis Munoz Marin Intl

Tue 2/3

7:00 am-5:09 pm

1 stop11h 09m

$225

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 1/11

4:11 pm-6:11 am

2 stops13h 00m

San Juan Luis Munoz Marin Intl

Fri 1/16

8:35 am-3:30 pm

1 stop7h 55m

$225

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sun 1/25

7:17 pm-1:08 pm

1 stop16h 51m

San Juan Luis Munoz Marin Intl

Thu 1/29

6:00 am-4:14 pm

1 stop11h 14m

$235

LexingtonSan Juan

LEX - SJU

LEXSJU

Lexington Blue Grass

Sun 1/25

5:32 pm-6:11 am

2 stops11h 39m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:05 am-4:48 pm

2 stops15h 43m

$235

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 11/16

6:00 am-1:17 pm

1 stop6h 17m

San Juan Luis Munoz Marin Intl

Tue 11/18

2:05 am-1:07 pm

2 stops12h 02m

$245

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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 November 2, 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 evening could potentially save you up to 11% 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 Monday mornings 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 6h 30m. Airlines will cover a distance of 1753 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 Frontier. According to our data, you can fly for as low as $79. Users have also found prices from $108 and $153 on Delta and American 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

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.
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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 November 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$300FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$225Average$474FlexibilityNo cancel feeOn-time63%
DeltaCheapest$225Average$404FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$257Average$512FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$651FlexibilityNo cancel feeOn-time69%

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