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San Juan

$113+ Cheap flights from Louisville (SDF) to San Juan

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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Louisville Intl to San Juan are usually found in October or January, booked 66 days in advance, depart on a Tuesday or Sunday and return on a Thursday

Cheap flight deals from Louisville to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Louisville (SDF) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$225
(American Airlines)

One-way from

$113
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$416
From Louisville Intl to San Juan
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One-way flight from Louisville Intl to San Juan
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Highest demand for flights based on searches. 1% potential increase in price ($7 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 September 2025
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Find flight deals from Louisville to San Juan

Cheapest flights from Louisville to San Juan
Explore the most affordable flight options available from Louisville to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This American Airlines deal was found by Cheapflights users on 9/10. 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 10/133:35 pmSDF - SJU
1 stop8h 24mAmerican Airlines
Tue 10/285:30 amSJU - SDF
2 stops10h 15mAmerican Airlines
Deal found 9/10$225
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/227:33 amSDF - SJU
1 stop16h 26mAmerican Airlines
Fri 10/315:30 amSJU - SDF
1 stop7h 35mAmerican Airlines
Deal found 9/9$230
This American Airlines deal was found by Cheapflights users on 9/11. 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 10/317:33 amSDF - SJU
1 stop16h 26mAmerican Airlines
Sat 11/15:30 amSJU - SDF
1 stop12h 28mAmerican Airlines
Deal found 9/11$241
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/216:05 amSDF - SJU
2 stops9h 50mAmerican Airlines
Fri 10/315:30 amSJU - SDF
2 stops13h 07mAmerican Airlines
Deal found 9/9$251
This Delta deal was found by Cheapflights users on 9/11. 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 11/103:09 pmSDF - SJU
1 stop7h 04mDelta
Tue 11/183:20 pmSJU - SDF
1 stop6h 54mDelta
Deal found 9/11$265
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/237:33 amSDF - SJU
1 stop16h 26mAmerican Airlines
Sun 10/265:30 amSJU - SDF
1 stop12h 13mAmerican Airlines
Deal found 9/10$267
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Thu 10/163:35 pmSDF - SJU
1 stop8h 24mAmerican Airlines
Wed 10/225:30 amSJU - SDF
2 stops10h 15mAmerican Airlines
Deal found 9/10$285
This Delta deal was found by Cheapflights users on 9/11. 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 11/103:09 pmSDF - SJU
1 stop7h 04mDelta
Wed 11/193:20 pmSJU - SDF
1 stop6h 54mDelta
Deal found 9/11$288
This United Airlines deal was found by Cheapflights users on 9/11. 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 9/2410:55 amSDF - SJU
2 stops13h 02mUnited Airlines
Sat 9/271:30 pmSJU - SDF
1 stop10h 00mUnited Airlines
Deal found 9/11$305

Cheapflights Fare Finder

 
Customize your flight search to find flights from Louisville to San Juan 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 September 11, 2025.
Use the filters below to find and compare flights from Louisville to San Juan that are best for you.

Fly from

Louisville

Fly to

San Juan

Route

Depart

Return

Price

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 10/22

7:33 am-11:59 pm

1 stop16h 26m

San Juan Luis Munoz Marin Intl

Fri 10/31

5:30 am-3:45 pm

2 stops10h 15m

$230

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 1/24

11:10 am-9:30 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:00 am-12:35 pm

1 stop7h 35m

$265

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 11/10

3:09 pm-11:13 pm

1 stop7h 04m

San Juan Luis Munoz Marin Intl

Fri 11/14

3:20 pm-9:14 pm

1 stop6h 54m

$265

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 1/13

1:00 pm-11:40 pm

1 stop9h 40m

San Juan Luis Munoz Marin Intl

Tue 1/20

6:50 pm-12:17 am

1 stop6h 27m

$285

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 10/7

3:50 pm-10:45 pm

1 stop6h 55m

San Juan Luis Munoz Marin Intl

Mon 10/13

10:05 am-10:55 pm

1 stop12h 50m

$285

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 10/29

6:05 am-3:55 pm

2 stops9h 50m

San Juan Luis Munoz Marin Intl

Sun 11/2

8:00 am-12:22 am

1 stop17h 22m

$285

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 9/24

10:55 am-11:57 pm

2 stops13h 02m

San Juan Luis Munoz Marin Intl

Sat 9/27

1:30 pm-11:30 pm

1 stop10h 00m

$305

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 9/24

8:10 am-4:31 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

Sat 9/27

2:15 pm-10:44 pm

1 stop8h 29m

$305

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 10/10

5:20 pm-11:50 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Fri 10/17

5:30 pm-12:10 am

1 stop6h 40m

$305

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Tue 11/11

9:00 am-12:36 am

2 stops14h 36m

San Juan Luis Munoz Marin Intl

Wed 11/19

8:30 am-2:45 pm

1 stop7h 15m

$315

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 24 results
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Best time to book a flight from Louisville to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan

How far ahead should I book a flight from Louisville to San Juan?

Use this chart to determine the optimal time to book a round-trip flight from Louisville to San Juan. Price data was last updated on August 29, 2025.

To ensure you get the cheapest price possible for a flight from Louisville to San Juan, you should look to book at least 66 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 San Juan?

Currently, September is the cheapest month in which you can book a flight from Louisville to San Juan (average of $254). Flying from Louisville to San Juan in June is currently the most expensive (average of $339). 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 SDF to SJU?

Find hourly flight availability from Louisville to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

It’s optimal to fly from Louisville to San Juan in the evening. By choosing this option you can save up to 25% on the cost of your flight, compared to a flight in the afternoon.

What is the cheapest day to fly from Louisville to San Juan?

Use this chart to determine the cheapest time to fly round-trip from Louisville to San Juan. Price data was last updated on September 29, 2024.

Travelers seeking maximum savings on their Louisville to San Juan flight should consider departing on Thursday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Louisville to San Juan?

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated September 11, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Louisville to San Juan by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

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
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Crew

8.6

Boarding

8.1

Entertainment

7.5

Overall

8.0

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 Louisville to San Juan. 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 San Juan?

    Most people fly from Louisville Intl (SDF) if they book a flight from Louisville to San Juan. On average, Louisville Intl has 0 outbound flights to San Juan per day from 5 airlines. Louisville Intl is conveniently located just 5.3 mi from Louisville’s city center.

  • How long is the flight from Louisville to San Juan?

    A quick flight from Louisville to San Juan can take about 7h 04m. American Airlines provides one of the quickest options available for as low as $265. There are 1807 mi between Louisville and San Juan. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Louisville to San Juan round-trip?

    Cheapflights users have booked flights from Louisville to San Juan round-trip from $152. Other airlines that can offer you cheap pricing are Delta, from $225, and Southwest, from $225. Spirit Airlines is 65% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Louisville to San Juan that include hotel bookings?

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

  • How can I find direct flights from Louisville to San Juan?

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

  • Can I find deals for business class flights from Louisville to San Juan?

    Yes. Cheapflights offers flight deals from Louisville to San Juan 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 San Juan?

    Currently, September is the cheapest month in which you can book a flight from Louisville to San Juan (average of $254). Flying from Louisville to San Juan in June is currently the most expensive (average of $339). 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 San Juan

Discover the top 5 airlines that operate flights from Louisville to San Juan. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$152Average$298FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$225Average$459FlexibilityNo cancel feeOn-time63%
DeltaCheapest$225Average$390FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$263Average$463FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$559FlexibilityNo cancel feeOn-time69%

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