San Juan

$112+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — SJU
May 27 — Jun 31
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Cheap 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 April 27, 2026.

This American Airlines deal was found by Cheapflights users on 4/23. 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 8/147:31 am
SDF
-
SJU
1 stop14h 53m
American Airlines
Wed 8/1910:33 am
SJU
-
SDF
1 stop12h 04m
American Airlines
Deal found 4/23$244
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Fri 5/2210:33 am
SDF
-
SJU
2 stops41h 28m
Multiple Airlines
Sat 5/308:04 pm
SJU
-
SDF
1 stop13h 24m
Multiple Airlines
Deal found 4/22$277
This CheapOair deal was found by Cheapflights users on 4/26. 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 5/1510:33 am
SDF
-
SJU
1 stop8h 26m
Spirit Airlines
Sun 5/178:04 pm
SJU
-
SDF
1 stop13h 24m
Spirit Airlines
Deal found 4/26$279
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Fri 5/2210:33 am
SDF
-
SJU
2 stops41h 28m
Multiple Airlines
Thu 5/288:04 pm
SJU
-
SDF
1 stop13h 24m
Multiple Airlines
Deal found 4/23$282
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Fri 8/149:10 pm
SDF
-
SJU
1 stop18h 55m
Multiple Airlines
Sun 8/236:00 am
SJU
-
SDF
1 stop27h 49m
Multiple Airlines
Deal found 4/24$285
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/1110:33 am
SDF
-
SJU
1 stop8h 26m
Multiple Airlines
Wed 5/278:32 am
SJU
-
SDF
2 stops24h 56m
Multiple Airlines
Deal found 4/22$286
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/72:27 pm
SDF
-
SJU
2 stops9h 54m
Multiple Airlines
Thu 5/148:04 pm
SJU
-
SDF
1 stop22h 54m
Multiple Airlines
Deal found 4/22$291
This Mytrip deal was found by Cheapflights users on 4/22. 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.
Fri 5/2210:33 am
SDF
-
SJU
1 stop8h 26m
Spirit Airlines
Sat 5/308:04 pm
SJU
-
SDF
1 stop13h 24m
Spirit Airlines
Deal found 4/22$295
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 8/1311:12 am
SDF
-
SJU
1 stop13h 29m
Multiple Airlines
Sun 8/236:00 am
SJU
-
SDF
1 stop27h 49m
Multiple Airlines
Deal found 4/24$296
This CheapOair deal was found by Cheapflights users on 4/25. 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.
Sun 5/2410:33 am
SDF
-
SJU
1 stop8h 26m
Spirit Airlines
Sat 5/308:04 pm
SJU
-
SDF
1 stop13h 24m
Spirit Airlines
Deal found 4/25$299

Find 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 April 27, 2026.

Round-trip from

$244
(American Airlines)

One-way from

$112
(CheapOair)

Popular in

December

Cheapest in

October

Average price

$390
From Louisville Intl to San Juan
One-way flight from Louisville Intl to San Juan
Highest demand for flights based on searches. 5% potential increase in price ($27 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 27, 2026.
Use the filters below to find and compare flights from Louisville to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Mon 6/8

6:00 am-4:46 pm

1 stop10h 46m

San Juan Luis Munoz Marin Intl

Thu 6/11

5:56 pm-12:32 am

1 stop6h 36m

$316

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sat 8/15

12:53 pm-10:23 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Thu 8/20

2:40 pm-8:52 pm

1 stop6h 12m

$316

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 8/12

6:00 am-11:56 am

1 stop5h 56m

San Juan Luis Munoz Marin Intl

Thu 8/20

1:06 pm-8:52 pm

1 stop7h 46m

$316

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

$387

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 9/27

3:35 pm-10:45 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Fri 10/2

5:00 am-3:00 pm

2 stops10h 00m

$396

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Thu 9/10

2:15 pm-11:05 pm

2 stops8h 50m

San Juan Luis Munoz Marin Intl

Thu 9/24

6:00 am-3:30 pm

2 stops9h 30m

$411

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Fri 9/18

8:20 am-4:31 pm

1 stop8h 11m

San Juan Luis Munoz Marin Intl

Sat 9/26

12:58 pm-7:01 pm

1 stop6h 03m

$423
Quickest round-trip

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Wed 6/17

6:00 am-11:44 am

1 stop5h 44m

San Juan Luis Munoz Marin Intl

Sun 6/21

5:56 pm-12:32 am

1 stop6h 36m

$423

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 6/7

1:02 pm-10:27 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Thu 6/11

2:04 pm-9:15 pm

1 stop7h 11m

$423

LouisvilleSan Juan

SDF - SJU

SDFSJU

Louisville Intl

Sun 5/24

9:00 am-9:24 pm

2 stops12h 24m

San Juan Luis Munoz Marin Intl

Sat 5/30

3:56 pm-11:49 pm

1 stop7h 53m

$444

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 23 resultsSorted by cheapest first
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2
3

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?

To ensure you get the cheapest price possible for a flight from Louisville to San Juan, 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 San Juan?

Currently, January is the cheapest month in which you can book a flight from Louisville to San Juan (average of $113). Flying from Louisville to San Juan 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.

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 April 27, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andUnited 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.

Crew

8.6

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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

Entertainment

7.5

Food

7.0

Comfort

8.0

Boarding

8.1

Overall

8.0

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 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 10m. Delta provides one of the quickest options available for as low as $396. 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 $176. Other airlines that can offer you cheap pricing are Delta, from $198, and Southwest, from $225. Spirit Airlines is 58% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Louisville to San Juan one-way?

    The cheapest airline one-way is Delta, with whom users have recently found tickets for as low as $113. However, be on the lookout for offers from American Airlines and Southwest, as they are both options that can get you from Louisville to San Juan for a low price.

  • 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, January is the cheapest month in which you can book a flight from Louisville to San Juan (average of $113). Flying from Louisville to San Juan 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

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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 April 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$176Average$389FlexibilityNo cancel feeOn-time65%
DeltaCheapest$198Average$376FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$225Average$434FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$240Average$423FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$246Average$502FlexibilityNo cancel feeOn-time69%

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