$330 Find Cheap Flights from Harlingen to Puerto Rico

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Harlingen to Puerto Rico departing on 4/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Book Cheap Harlingen to Puerto Rico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Harlingen to Puerto Rico that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Harlingen to Puerto Rico

Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
8:03 pm - 4:32 am
HRL
-
SJU
7h 29m
1 stop
American Airlines Logo
6:02 pm - 10:17 am
SJU
-
HRL
17h 15m
2 stops
$373American Airlines
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
8:03 pm - 2:42 pm
HRL
-
SJU
17h 39m
1 stop
American Airlines Logo
6:02 pm - 10:17 am
SJU
-
HRL
17h 15m
2 stops
$400American Airlines
Sat, Apr 18 - Fri, Apr 24
United Airlines Logo
7:00 am - 11:50 pm
HRL
-
SJU
15h 50m
2 stops
United Airlines Logo
1:00 am - 4:04 pm
SJU
-
HRL
16h 04m
2 stops
$413United Airlines
Wed, Sep 16 - Mon, Sep 21
Southwest Logo
7:25 am - 9:05 pm
HRL
-
SJU
12h 40m
2 stops
Southwest Logo
11:35 am - 10:00 pm
SJU
-
HRL
11h 25m
2 stops
$438Southwest
Mon, Apr 20 - Mon, Apr 27
American Airlines Logo
7:53 pm - 4:32 am
HRL
-
SJU
7h 39m
1 stop
American Airlines Logo
7:00 pm - 10:17 am
SJU
-
HRL
16h 17m
2 stops
$440American Airlines
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
8:03 pm - 2:42 pm
HRL
-
SJU
17h 39m
1 stop
American Airlines Logo
11:59 pm - 10:17 am
SJU
-
HRL
11h 18m
1 stop
$453American Airlines
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
2:47 pm - 9:13 am
HRL
-
SJU
17h 26m
2 stops
American Airlines Logo
6:02 pm - 10:17 am
SJU
-
HRL
17h 15m
2 stops
$470American Airlines
Wed, Sep 16 - Mon, Sep 21
American Airlines Logo
6:00 am - 3:02 pm
HRL
-
SJU
8h 02m
1 stop
American Airlines Logo
7:05 pm - 10:16 am
SJU
-
HRL
16h 11m
2 stops
$475American Airlines
Thu, Jul 23 - Thu, Jul 30
Southwest Logo
7:10 am - 7:25 pm
HRL
-
SJU
11h 15m
2 stops
Southwest Logo
6:00 am - 6:00 pm
SJU
-
HRL
13h 00m
1 stop
$476Southwest
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
8:03 pm - 2:42 pm
HRL
-
SJU
17h 39m
1 stop
American Airlines Logo
11:59 pm - 10:17 am
SJU
-
HRL
11h 18m
1 stop
$480American Airlines
Booking Insights

KAYAK's insights & trends for Harlingen to Puerto Rico flights

Get data-powered insights and trends into flights from Harlingen to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Harlingen to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Harlingen to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Harlingen to Puerto Rico is February, when tickets cost $347 (return) on average. On the other hand, the most expensive months are October and December, when the average cost of round-trip tickets is $1,032 and $975 respectively.

Good to know

Low seasonApril
Cheapest flight$373
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly with an average 1% increase in price.
Flight from Harlingen to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Harlingen to Puerto Rico?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Harlingen to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Harlingen to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Harlingen to Puerto Rico is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Harlingen to Puerto Rico?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Harlingen to Puerto Rico with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Harlingen to Puerto Rico?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Harlingen to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Harlingen to Puerto Rico

 
Need help choosing which airline to fly with from Harlingen to Puerto Rico? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4328 reviews
8.0Comfort
7.0Food
8.6Crew
8.1Boarding
7.5Entertainment
Airline reviews

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

10.0 ExcellentGwen, Mar 2026
DAL - BNA
Read more Southwest reviews

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I elected to pay for the upgrades and found very little difference

Flight was hours late, unable to sit next to spouse, I have had so much better experiences. Substantially better, only saving grace was that it was a short flight.

I was assigned seat 7E, yet my boarding was Group 5, which caused me to have to put my luggage in the back of the plance above `19 or 20 aisle, as passengers who had boarded earlier took the overhead bins in the front. SW needs to monitor bin space and ensure that bin space above the seat are aligned to those sitting near their seats. Also the seating assignments needs to align with group number. Maybe board those last first and so on? Having said the ALL the passengers on the plane were gracious enough to allow me and other passengers in this dilema to retrieve our luggage and helped us along the way. I always love the flight staff, as always their fantastic and I can't rave about them enough!

Great vacation. Can't wait till next year for another one.

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Check-in, Boarding and flight were smooth. All the employees and crew was very nice and funny. They gave the kids crayons and workbooks to keep them occupied which was a big win. I’ve flown Southwest many times and that’s the first time I’ve seen that and it is a great addition.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Didn't make the flight because the first leg of my flight was canceled and the next leg was already booked.

Terrible because it was cancelled due to volcanic ash clouds in Guatemala while all other airlines kept flying. Had to pay for a hotel to stay overnight in Houston and try to fly next day.

Overall we had a good experience during our flight from San Francisco to Houston.

Airport terminal was outdated, flight was on a small jet with no wifi

The crew made our experience extremely bad. They were rude and didn’t have anything for kids.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

The power at the seat didn't work and the seat itself was difficult to adjust - this was a business class seat. Flight attendant gave me miles to compensate. The attendant was very professional and on top of his game the entire flight.

Delayed, toilets did not flush, pilot parked to far away from Gate

I like flying first class, and United has a nice one

Unbelievably poor service from flight attendants. They didn’t even do water service on a four hour flight. Just disrespectful.

Absolutely terrible. Would never fly American again. 2 deplaned incidents and delayed by close to 24 hours. $12 meal voucher for first class passengers was an insult to the injury. Pathetic.

Mostly good. The WiFi wasn’t working so that was not great.

I rated the experience "mediocre" because of the 2 hour delay in take off. This is the 4th flight from DFW on AA where there was a delay and in one of the instances (after 13 delays), the flight was cancelled. I understand weather but for the March 18th flight, there was no weather issue in Dallas or Detroit. I called Concierge Key and they were wonderful, booking me on a later flight in case my flight was cancelled. I have flown with American for many years and never has there been this consistent pattern of delays. Very disappointing.

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Poor communication ahead of time about flight delays and old planes/other equipment.

Mechanical issue delayed us 2hrs and then once we landed sat on tarmac for 30mins because someone left a vehicle in front of the gaye

The crew was excellent and overall the flight was good. No complaints.

Like all of the flights I took to get down to Dallas. They were delayed

Everything you need to know for your flight from Harlingen to Puerto Rico

Information on your arrival and departure airports