Puerto Rico

$158+ Cheap flights from Louisville (SDF) 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 5/24. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Jun 2 — Jun 91
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Cheap flight deals from Louisville to Puerto Rico

Cheapest flights from Louisville to Puerto Rico
Explore the most affordable flight options available from Louisville to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Mon 5/2510:33 am
SDF
-
SJU
1 stop29h 22m
Multiple Airlines
Thu 5/288:04 pm
SJU
-
SDF
1 stop13h 24m
Multiple Airlines
Deal found 5/1$311
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Mon 7/208:48 pm
SDF
-
SJU
2 stops27h 59m
Multiple Airlines
Fri 8/76:00 am
SJU
-
SDF
1 stop14h 20m
Multiple Airlines
Deal found 5/1$314
This Delta deal was found by Cheapflights users on 5/1. 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.
Tue 7/216:00 am
SDF
-
SJU
1 stop5h 46m
Delta
Thu 8/65:56 pm
SJU
-
SDF
1 stop6h 30m
Delta
Deal found 5/1$316
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 5/278:15 am
SDF
-
SJU
1 stop14h 30m
American Airlines
Wed 6/36:20 am
SJU
-
SDF
1 stop16h 48m
American Airlines
Deal found 4/29$321
This American Airlines deal was found by Cheapflights users on 4/29. 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 10/118:55 am
SDF
-
SJU
1 stop14h 55m
American Airlines
Sat 10/176:00 am
SJU
-
SDF
1 stop11h 51m
American Airlines
Deal found 4/29$326
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:31 am
SDF
-
SJU
1 stop14h 53m
American Airlines
Fri 8/146:51 am
SJU
-
SDF
1 stop16h 09m
American Airlines
Deal found 4/30$331
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/38:06 pm
SDF
-
SJU
2 stops31h 55m
Multiple Airlines
Thu 6/116:00 am
SJU
-
SDF
1 stop29h 21m
Multiple Airlines
Deal found 4/30$338
This CheapOair deal was found by Cheapflights users on 4/28. 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.
Mon 6/810:33 am
SDF
-
SJU
1 stop8h 26m
Spirit Airlines
Sun 6/148:04 pm
SJU
-
SDF
1 stop13h 24m
Spirit Airlines
Deal found 4/28$340
This United Airlines deal was found by Cheapflights users on 5/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:00 am
SDF
-
SJU
1 stop6h 34m
United Airlines
Wed 10/211:25 pm
SJU
-
SDF
1 stop9h 50m
United Airlines
Deal found 5/1$346
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 6/68:06 pm
SDF
-
SJU
2 stops30h 02m
Multiple Airlines
Thu 6/112:05 pm
SJU
-
SDF
1 stop21h 16m
Multiple Airlines
Deal found 4/29$355
This American Airlines deal was found by Cheapflights users on 4/29. 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 5/1111:00 am
SDF
-
SJU
1 stop12h 03m
American Airlines
Wed 5/276:00 am
SJU
-
SDF
2 stops11h 12m
American Airlines
Deal found 4/29$356
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Mon 6/810:35 am
SDF
-
SJU
1 stop7h 17m
Multiple Airlines
Fri 6/122:05 pm
SJU
-
SDF
1 stop21h 16m
Multiple Airlines
Deal found 5/1$362

Find flight deals from Louisville to Puerto Rico

Keep the following information in mind while searching for Louisville to Puerto Rico flight deals. Data was last updated May 3, 2026.

Round-trip from

$311
(Kiwi.com)

One-way from

$158
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$472
From Louisville Intl to Puerto Rico
One-way flight from Louisville Intl to Puerto Rico
Highest demand for flights based on searches. 5% potential increase in price ($26 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in May 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Louisville 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 May 3, 2026.
Use the filters below to find and compare flights from Louisville to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 7/21

6:00 am-11:46 am

1 stop5h 46m

San Juan Luis Munoz Marin Intl

Thu 8/6

5:56 pm-12:26 am

1 stop6h 30m

$316

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 7/21

6:00 am-11:46 am

1 stop5h 46m

San Juan Luis Munoz Marin Intl

Tue 8/4

5:56 pm-12:26 am

1 stop6h 30m

$316

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 5/19

6:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Tue 5/26

2:05 am-11:54 am

1 stop9h 49m

$366

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 7/20

6:00 am-11:46 am

1 stop5h 46m

San Juan Luis Munoz Marin Intl

Mon 8/3

12:56 pm-9:18 pm

1 stop8h 22m

$408

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 8/16

7:35 am-5:05 pm

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Mon 9/14

5:00 am-3:30 pm

2 stops10h 30m

$430

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 10/9

3:35 pm-12:35 am

2 stops9h 00m

San Juan Luis Munoz Marin Intl

Tue 10/13

6:10 am-5:20 pm

1 stop11h 10m

$430

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 10/11

10:05 am-8:35 pm

2 stops10h 30m

San Juan Luis Munoz Marin Intl

Sat 10/17

5:30 am-5:10 pm

1 stop11h 40m

$431

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 9/25

7:00 am-4:31 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Wed 9/30

5:41 pm-11:59 pm

1 stop6h 18m

$448

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 10/10

11:20 am-8:10 pm

2 stops8h 50m

San Juan Luis Munoz Marin Intl

Sat 10/17

5:30 am-5:10 pm

1 stop11h 40m

$466

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 7/10

5:05 pm-12:15 am

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Sat 7/18

5:00 am-12:10 pm

1 stop7h 10m

$483

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 29 resultsSorted by cheapest first
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Best time to book a flight from Louisville to Puerto Rico

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

How far ahead should I book a flight from Louisville to Puerto Rico?

To ensure you get the cheapest price possible for a flight from Louisville to Puerto Rico, you should look to book at least 59 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Louisville to Puerto Rico (average of $113). Flying from Louisville to Puerto Rico in June is currently the most expensive (average of $280). 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.

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 May 3, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines from Louisville to Puerto Rico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Crew

8.6

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Louisville 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 airport do you fly from for flights from Louisville to Puerto Rico?

    For a flight from Louisville to Puerto Rico, you will be flying from Louisville Intl. Louisville Intl (SDF) is just 5.3 mi from the center of the city.

  • How long is the flight from Louisville to Puerto Rico?

    Delta, United Airlines, and Southwest can get you from Louisville to Puerto Rico in just under 5h 46m. Your travel time can differ by up to 3h 56m. The distance from Louisville to Puerto Rico is about 1807 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 Louisville to Puerto Rico one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $113. Users have also found prices from $123 and $142 on American Airlines and Southwest, respectively.

  • What are the most popular routes from Louisville to Puerto Rico?

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Louisville to Puerto Rico (average of $113). Flying from Louisville to Puerto Rico in June is currently the most expensive (average of $280). 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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Top 5 airlines flying from Louisville to Puerto Rico

Discover the top 5 airlines that operate flights from Louisville 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 May 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$176Average$393FlexibilityNo cancel feeOn-time65%
DeltaCheapest$198Average$385FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$225Average$431FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$238Average$424FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$259Average$492FlexibilityNo cancel feeOn-time69%

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