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San Juan

$330+ Cheap flights from Harlingen, TX (HRL) to San Juan

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — SJU
Apr 23 — Apr 301
Thu 4/23
Thu 4/30
1 adult, Economy
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Cheap flight deals from Harlingen to San Juan

Cheapest flights from Harlingen to San Juan
Explore the most affordable flight options available from Harlingen to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 24, 2026.

This American Airlines deal was found by Cheapflights users on 3/23. 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 8/214:58 pm
HRL
-
SJU
2 stops18h 47m
American Airlines
Tue 8/257:05 pm
SJU
-
HRL
2 stops16h 11m
American Airlines
Deal found 3/23$330
This American Airlines deal was found by Cheapflights users on 3/19. 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.
Sat 4/188:03 pm
HRL
-
SJU
1 stop7h 29m
American Airlines
Sat 4/256:02 pm
SJU
-
HRL
2 stops17h 15m
American Airlines
Deal found 3/19$373
This United Airlines deal was found by Cheapflights users on 3/19. 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.
Sat 4/187:00 am
HRL
-
SJU
2 stops15h 50m
United Airlines
Fri 4/241:00 am
SJU
-
HRL
2 stops16h 04m
United Airlines
Deal found 3/19$413
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/27:27 am
HRL
-
SJU
1 stop7h 09m
United Airlines
Thu 11/53:46 pm
SJU
-
HRL
1 stop7h 58m
United Airlines
Deal found 3/23$420
This Southwest deal was found by Cheapflights users on 3/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:25 am
HRL
-
SJU
2 stops12h 40m
Southwest
Mon 9/2111:35 am
SJU
-
HRL
2 stops11h 25m
Southwest
Deal found 3/22$438
This American Airlines deal was found by Cheapflights users on 3/21. 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 4/207:53 pm
HRL
-
SJU
1 stop7h 39m
American Airlines
Mon 4/277:00 pm
SJU
-
HRL
2 stops16h 17m
American Airlines
Deal found 3/21$440
This American Airlines deal was found by Cheapflights users on 3/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:00 am
HRL
-
SJU
1 stop8h 02m
American Airlines
Mon 9/217:05 pm
SJU
-
HRL
2 stops16h 11m
American Airlines
Deal found 3/22$475
This Southwest deal was found by Cheapflights users on 3/20. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:10 am
HRL
-
SJU
2 stops11h 15m
Southwest
Thu 7/306:00 am
SJU
-
HRL
1 stop13h 00m
Southwest
Deal found 3/20$476

Find flight deals from Harlingen to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Harlingen (HRL) 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 March 24, 2026.

Round-trip from

$330
(American Airlines)

Popular in

October

Cheapest in

February

Average price

$696
From Harlingen Valley Intl to San Juan
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($150 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($37 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Harlingen 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 March 24, 2026.
Use the filters below to find and compare flights from Harlingen to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 4/18

8:03 pm-4:32 am

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Sat 4/25

6:02 pm-10:17 am

2 stops17h 15m

$373

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 4/18

7:00 am-11:50 pm

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Fri 4/24

1:00 am-4:04 pm

2 stops16h 04m

$413
Quickest round-trip

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Wed 9/16

7:25 am-9:05 pm

2 stops12h 40m

San Juan Luis Munoz Marin Intl

Mon 9/21

11:35 am-10:00 pm

2 stops11h 25m

$438

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 4/28

9:20 am-11:50 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Thu 4/30

4:55 pm-11:23 am

2 stops19h 28m

$531

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sun 7/19

6:30 am-8:15 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Fri 7/31

6:30 am-5:00 pm

2 stops11h 30m

$541

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 5/18

2:51 pm-9:13 am

2 stops17h 22m

San Juan Luis Munoz Marin Intl

Fri 5/22

7:15 pm-10:13 am

2 stops15h 58m

$550

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/19

Sorted by cheapest first

Best time to book a flight from Harlingen to San Juan

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

What is the cheapest month to book a flight from Harlingen, Texas to San Juan?

Currently, February is the cheapest month in which you can book a flight from Harlingen, Texas to San Juan (average of $240). Flying from Harlingen, Texas to San Juan in October is currently the most expensive (average of $449). 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 Harlingen, Texas 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 March 24, 2026.
Peruse reviews from past customers who have flown with Southwest,United Airlines, andAmerican Airlines from Harlingen to San Juan to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,331 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

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.
Southwest
8.0
Very good
4,331 reviews
Southwest
8.0
Very good
4,331 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

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.
United Airlines
7.4
Good
9,469 reviews
Southwest
8.0
Very good
4,331 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

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.
American Airlines
7.1
Good
11,491 reviews
Southwest
8.0
Very good
4,331 reviews

Entertainment

7.5

Overall

8.0

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

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 Harlingen 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 Harlingen to San Juan?

    Harlingen Valley Intl (HRL), located 3.7 mi from the city center, is the airport you fly out of when you book flights from Harlingen to San Juan. 3 airlines have flights from Valley Intl to San Juan on a regular basis. Booking flights from Harlingen Valley Intl to San Juan should not be difficult; the airport handles an average of 0 outbound flights to San Juan per day.

  • How long is the flight from Harlingen, Texas to San Juan?

    Departing from Harlingen, Texas to San Juan will take you 7h 29m. The distance from Harlingen, Texas to San Juan is about 2086 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Harlingen, Texas to San Juan round-trip?

    Our cheapest airline available from Harlingen, Texas to San Juan is United Airlines. Our recent data shows that you can find tickets from as low as $260 on this airline. Additional options worth looking into are American Airlines and Southwest, starting at $306 and $378 round-trip. United Airlines is currently priced 59% below the average price you’ll pay for this route.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Harlingen 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 Harlingen, Texas to San Juan?

    Currently, February is the cheapest month in which you can book a flight from Harlingen, Texas to San Juan (average of $240). Flying from Harlingen, Texas to San Juan in October is currently the most expensive (average of $449). 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 3 airlines flying from Harlingen to San Juan

Discover the top 3 airlines that operate flights from Harlingen 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 March 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$260Average$445FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$306Average$645FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$378Average$549FlexibilityNo cancel feeOn-time63%

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