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Puerto Rico

$63+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Feb 18 — Feb 251
Tue 2/18
Tue 2/25
1 adult, Economy
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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 February 13, 2025.

Round-trip from

$138
(Mytrip)

One-way from

$63
(Cheapflightsfares)

Popular in

March

Cheapest in

August

Average price

$385
From Kentucky to Puerto Rico
Search Deals
One-way flight from Kentucky to Puerto Rico
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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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 February 13, 2025.

This Mytrip deal was found by Cheapflights users on 2/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/275:44 pmCVG - SJU
1 stop5h 53mFrontier
Mon 3/310:43 pmSJU - CVG
1 stop20h 38mFrontier
Deal found 2/12$138
This Mytrip deal was found by Cheapflights users on 2/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/310:00 amCVG - SJU
2 stops26h 24mMultiple Airlines
Thu 3/66:45 pmSJU - CVG
1 stop19h 22mMultiple Airlines
Deal found 2/13$187
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/33:22 pmCVG - SJU
1 stop7h 53mDelta
Thu 5/86:15 amSJU - CVG
1 stop8h 06mDelta
Deal found 2/13$205
This United Airlines deal was found by Cheapflights users on 2/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/193:00 pmCVG - SJU
1 stop6h 22mUnited Airlines
Tue 2/252:05 amSJU - CVG
2 stops14h 13mUnited Airlines
Deal found 2/12$215
This American Airlines deal was found by Cheapflights users on 2/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/275:52 amCVG - SJU
2 stops8h 43mAmerican Airlines
Thu 5/17:15 amSJU - CVG
1 stop16h 56mAmerican Airlines
Deal found 2/13$235
This FlightHub deal was found by Cheapflights users on 2/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/79:08 pmBNA - SJU
1 stop26h 15mSpirit Airlines
Tue 3/113:38 amSJU - BNA
2 stops17h 42mSpirit Airlines
Deal found 2/12$236
This CheapOair deal was found by Cheapflights users on 2/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/92:44 pmBNA - SJU
1 stop10h 06mMultiple Airlines
Sun 5/111:10 amSJU - BNA
2 stops32h 10mMultiple Airlines
Deal found 2/12$243
This Mytrip deal was found by Cheapflights users on 2/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/279:16 pmTYS - SJU
2 stops16h 52mMultiple Airlines
Mon 3/39:34 pmSJU - TYS
1 stop22h 05mMultiple Airlines
Deal found 2/13$252
This FlightHub deal was found by Cheapflights users on 2/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/256:12 pmSDF - SJU
2 stops24h 32mSpirit Airlines
Sat 4/263:52 amSJU - SDF
1 stop13h 25mSpirit Airlines
Deal found 2/13$265
This Mytrip deal was found by Cheapflights users on 2/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/29:23 amBNA - SJU
1 stop7h 00mFrontier
Sun 4/65:45 amSJU - BNA
1 stop29h 18mFrontier
Deal found 2/13$268
This Priceline deal was found by Cheapflights users on 2/12. 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 3/199:27 amBNA - BQN
1 stop24h 02mFrontier
Tue 3/252:56 amBQN - BNA
1 stop6h 31mFrontier
Deal found 2/12$268
This Delta deal was found by Cheapflights users on 2/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/112:55 pmSDF - SJU
1 stop7h 28mDelta
Tue 5/132:31 pmSJU - SDF
1 stop8h 01mDelta
Deal found 2/13$275

Find flights from Kentucky to Puerto Rico within your budget

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 February 13, 2025.

Fly from

Kentucky

Fly to

Puerto Rico

Route

Depart

Return

Price

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Thu 2/27

5:44 pm-12:37 am

1 stop5h 53m

San Juan Luis Munoz Marin Intl

Mon 3/3

10:43 pm-6:21 pm

1 stop20h 38m

$138

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 3/3

10:00 am-1:24 pm

2 stops26h 24m

San Juan Luis Munoz Marin Intl

Thu 3/6

6:45 pm-1:07 pm

1 stop19h 22m

$187

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 5/3

3:22 pm-11:15 pm

1 stop7h 53m

San Juan Luis Munoz Marin Intl

Fri 5/9

7:30 am-3:37 pm

1 stop8h 07m

$205

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Wed 2/19

3:00 pm-10:22 pm

1 stop6h 22m

San Juan Luis Munoz Marin Intl

Tue 2/25

2:05 am-3:18 pm

2 stops14h 13m

$215

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sun 4/27

5:52 am-2:35 pm

2 stops8h 43m

San Juan Luis Munoz Marin Intl

Thu 5/1

7:15 am-12:11 am

1 stop16h 56m

$235

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 3/7

9:08 pm-1:23 am

1 stop26h 15m

San Juan Luis Munoz Marin Intl

Tue 3/11

3:38 am-8:20 pm

2 stops17h 42m

$236

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Fri 5/9

2:44 pm-1:50 am

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Sun 5/11

1:10 am-8:20 am

2 stops32h 10m

$243

KnoxvilleSan Juan

TYS - SJU

TYSSJU

Knoxville McGhee Tyson

Thu 2/27

9:16 pm-3:08 pm

2 stops16h 52m

San Juan Luis Munoz Marin Intl

Mon 3/3

9:34 pm-6:39 pm

1 stop22h 05m

$252

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 4/25

6:12 pm-6:44 pm

2 stops24h 32m

San Juan Luis Munoz Marin Intl

Sat 4/26

3:52 am-5:17 pm

1 stop13h 25m

$265

NashvilleSan Juan

BNA - SJU

BNASJU

Nashville Intl

Wed 4/2

9:23 am-5:23 pm

1 stop7h 00m

San Juan Luis Munoz Marin Intl

Sun 4/6

5:45 am-10:03 am

1 stop29h 18m

$268

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 57 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.

Travel insights for flights from Kentucky to Puerto Rico

Get recent, data-driven insights about flights from Kentucky to Puerto Rico including ideal travel times, pricing trends, and more.

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

Currently, September is the cheapest month in which you can book a flight from Kentucky to Puerto Rico (average of $254). Flying from Kentucky to Puerto Rico in March is currently the most expensive (average of $365). 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 February 13, 2025.

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

Rainfall in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

Temperature in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated February 13, 2025.
Get a feel of what it's like to fly with Southwest, Alaska Airlines and Delta from Kentucky to Puerto Rico by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,467 reviews

Crew

8.7

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Southwest
8.1
Very good
4,467 reviews
Southwest
8.1
Very good
4,467 reviews

Crew

8.7

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Alaska Airlines
8.0
Very good
9,694 reviews
Southwest
8.1
Very good
4,467 reviews

Crew

8.7

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

Delta
8.0
Very good
8,316 reviews
Southwest
8.1
Very good
4,467 reviews

Crew

8.7

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

JetBlue
7.4
Good
3,102 reviews
Southwest
8.1
Very good
4,467 reviews

Crew

8.7

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

United Airlines
7.4
Good
8,831 reviews
Southwest
8.1
Very good
4,467 reviews

Crew

8.7

Entertainment

7.6

Overall

8.1

Food

7.1

Comfort

8.1

Boarding

8.2

Reviews

1 / 20

2.0
Mediocre

Steven,Feb 2025

BZN - DEN

Bozeman Airport knows how to deal with snow. I saw many airlines leave with only small delays due to the foot of snow. Our plane was 4 hours delayed. I missed my connection in Denver with a 3.5 hour layover. Because of that, the best you Southwest could do was make me wait more hours, them send me to Chicago Midway, where I had to wait overnight, for 7 more hours until a flight to RSW was available. Nobody at Southwest told me that Midway shuts down after 8pm. Everything was closed. I had no idea. You just dumped me there. I am a 65 year old man and you dumped me in Midway without even a couch to lie on. I was awake 21 hours because of this. No, it was not an act of God. Other airlines were moving passengers out. It was incompetence Shame on you.

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.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $63. Users have also found prices from $65 and $103 on Frontier and Delta, 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, September is the cheapest month in which you can book a flight from Kentucky to Puerto Rico (average of $254). Flying from Kentucky to Puerto Rico in March is currently the most expensive (average of $365). 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 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 February 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$180Average$298FlexibilityNo cancel feeOn-time65%
DeltaCheapest$254Average$410FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$267Average$539FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$578FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$378Average$590FlexibilityNo cancel feeOn-time63%
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