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Flight Deals
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
Tue, Jan 19 - Sat, Jan 30
4:35 pm - 2:23 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
19h 48m2 stops Dallas/Fort Worth Miami
5:15 am - 6:05 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
14h 50m2 stops Miami Dallas/Fort Worth
$430American Airlines
Tue, Apr 13 - Tue, Apr 20
10:47 am - 4:32 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
16h 45m1 stop Dallas/Fort Worth
11:59 pm - 10:17 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
11h 18m1 stop Dallas/Fort Worth
$430American Airlines
Tue, Apr 13 - Tue, Apr 20
6:00 am - 2:42 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
7h 42m1 stop Dallas/Fort Worth
6:56 pm - 10:17 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
16h 21m2 stops Miami Dallas/Fort Worth
$430American Airlines
Tue, Jan 19 - Sat, Jan 30
9:20 am - 12:36 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
13h 16m2 stops Houston George Bush Intcntl Newark
10:15 am - 3:53 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
7h 38m1 stop Houston George Bush Intcntl
$468United Airlines
Mon, Jan 25 - Thu, Jan 28
7:00 am - 12:36 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
15h 36m2 stops Houston George Bush Intcntl Newark
3:46 pm - 9:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
8h 13m1 stop Houston George Bush Intcntl
$468United Airlines
Mon, Jan 25 - Thu, Jan 28
9:20 am - 10:22 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
11h 02m2 stops Houston George Bush Intcntl Washington, D.C. Dulles Intl
8:05 am - 7:47 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
13h 42m2 stops Washington, D.C. Dulles Intl Houston George Bush Intcntl
$468United Airlines
Thu, Dec 3 - Tue, Dec 8
11:35 am - 12:50 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
11h 15m2 stops Dallas Love Field Orlando
6:10 am - 3:50 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
11h 40m2 stops Tampa Houston Hobby
$512Southwest
Sun, Feb 28 - Fri, Mar 5
6:20 am - 5:35 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
9h 15m2 stops Austin Bergstrom Nashville Intl
5:35 am - 2:25 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
10h 50m2 stops Orlando Austin Bergstrom
$522Southwest
Tue, Dec 29 - Fri, Jan 1
10:52 am - 4:19 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
27h 27m1 stop Minneapolis St Paul
5:20 pm - 9:57 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
18h 37m1 stop Minneapolis St Paul
$1,054Sun Country Air
Tue, Dec 29 - Fri, Jan 1
7:15 am - 6:09 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
8h 54m2 stops Houston George Bush Intcntl Saint Thomas Island Cyril E King
7:40 am - 4:03 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
10h 23m1 stop Houston George Bush Intcntl
$1,125Multiple Airlines
Recent one-way flight deals from Harlingen to Puerto Rico
Sun, Feb 28
6:24 pm - 6:07 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
9h 43m1 stop Dallas/Fort Worth
$215American Airlines
Wed, Jan 6
6:35 pm - 10:38 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
14h 03m2 stops Dallas/Fort Worth Miami
$270American Airlines
Tue, Dec 1
6:46 pm - 2:21 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
17h 35m2 stops Dallas/Fort Worth Miami
$324American Airlines
Sun, Feb 28
6:20 am - 5:35 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
9h 15m2 stops Austin Bergstrom Nashville Intl
$328Southwest
Tue, Jan 5
7:25 am - 9:55 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
12h 30m2 stops Austin Bergstrom Orlando
$375Southwest
Mon, Jan 4
5:05 am - 10:22 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
15h 17m2 stops Houston George Bush Intcntl Washington, D.C. Reagan-National
$425United Airlines
Tue, Jan 5
4:35 pm - 9:24 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
26h 49m1 stop Houston George Bush Intcntl
$440United Airlines
Tue, Dec 1
4:39 pm - 4:36 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
21h 57m1 stop Houston George Bush Intcntl
$440United Airlines
Sun, Feb 28
7:20 pm - 8:48 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
47h 28m3 stops Minneapolis St Paul Denver Intl Miami
$560Multiple Airlines
Mon, Jan 4
11:44 am - 1:39 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
35h 55m3 stops Minneapolis St Paul Orlando Atlanta Hartsfield-Jackson
$586Multiple Airlines
Recent last minute flight deals from Harlingen to Puerto Rico
Mon, Nov 9 - Wed, Nov 11
5:05 am - 4:36 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
9h 31m1 stop Houston George Bush Intcntl
8:05 am - 7:47 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
13h 42m2 stops Washington, D.C. Dulles Intl Houston George Bush Intcntl
$698United Airlines
Mon, Nov 9 - Wed, Nov 11
5:05 am - 4:36 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
9h 31m1 stop Houston George Bush Intcntl
7:40 am - 1:21 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
7h 41m1 stop Houston George Bush Intcntl
$698United Airlines
Mon, Nov 9 - Tue, Nov 10
5:05 am - 4:36 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
9h 31m1 stop Houston George Bush Intcntl
2:05 am - 1:21 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
13h 16m2 stops Newark Houston George Bush Intcntl
$783United Airlines
Mon, Nov 9 - Wed, Nov 11
5:05 am - 4:36 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
9h 31m1 stop Houston George Bush Intcntl
7:40 am - 1:21 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
7h 41m1 stop Houston George Bush Intcntl
$783United Airlines
Mon, Nov 9 - Tue, Nov 10
5:25 pm - 3:40 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl
20h 15m2 stops Houston George Bush Intcntl Chicago O'Hare Intl
2:05 am - 1:21 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl
13h 16m2 stops Newark Houston George Bush Intcntl
$799United Airlines
Booking Insights
Price, demand and travel trends for Harlingen to Puerto Rico flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
More
What are the cheapest fares from Harlingen to Puerto Rico right now?
The cheapest fare from Harlingen to Puerto Rico in the last week was $430 round-trip, to San Juan Luis Munoz Marin Intl (SJU).
What’s the cheapest month to fly from Harlingen to Puerto Rico?
These monthly figures are based on KAYAK fares from the past 12 months, with extreme outliers removed so each month's typical price is accurate.
January is the cheapest time of year to fly, with average fares of $328. Prices are highest in December, when average flight costs increase to around $975.
Which airport in Puerto Rico is the cheapest to fly to from Harlingen?
All flights from Harlingen to Puerto Rico arrive at San Juan Luis Munoz Marin Intl (SJU). On average, round-trip fares are around $550.
What’s the cheapest day to fly from Harlingen to Puerto Rico?
Monday tends to be the cheapest day to fly from Harlingen to Puerto Rico, while Thursday is the most expensive. Fares run about 51% higher that day, based on the past 12 months of KAYAK data.
What are the cheapest airlines to fly with from Harlingen to Puerto Rico?
Fares reflect aggregated pricing data and may not include every trip type.
Looking at KAYAK data from the last 12 months, the cheapest airlines to fly with from Harlingen to Puerto Rico are:
• United Airlines (avg. price $368)
• Southwest (avg. price $646)
• American Airlines (avg. price $648)
What's the most popular airline to fly with from Harlingen to Puerto Rico?
Drawing on KAYAK data from the past three months, the most popular airlines to fly with from Harlingen to Puerto Rico are:
• United Airlines
• Southwest
• American Airlines
What are the most popular flight destinations in Puerto Rico?
San Juan is the most popular flight destination in Puerto Rico, based on KAYAK data from the past 3 months.
Key details for Harlingen to Puerto Rico flights
Low season | September |
|---|---|
High season | June |
Cheapest flight | $215 |
Your Harlingen to Puerto Rico flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
Your guide to booking Harlingen to Puerto Rico flights
Get tips on when to book, when to fly and what to know before your trip.Reviews of the top 3 airlines serving from Harlingen to Puerto Rico
8.0
SouthwestOverall score based on 4214 reviews
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
Airline reviews
Flight was delayed about 50 minutes and completely full. they did the usual demand for people to check carry-ons. they called all groups to board very fast only to stand in the gangway after having boarding passes scanned. Why don't airlines board from the back to front - since they now have assigned seats? our stewardess got drink orders confused, so she just called out "cranberry". etc.,.. I wish they wouldn't serve pretzels snacks with a powdered coating, as it sticks to your hands and they don't have wet wipes. don't want to lick my fingers after hanging out in the terminal for over an hour.
8.0 ExcellentLinda, Oct 2026
Flight was delayed about 50 minutes and completely full. they did the usual demand for people to check carry-ons. they called all groups to board very fast only to stand in the gangway after having boarding passes scanned. Why don't airlines board from the back to front - since they now have assigned seats? our stewardess got drink orders confused, so she just called out "cranberry". etc.,.. I wish they wouldn't serve pretzels snacks with a powdered coating, as it sticks to your hands and they don't have wet wipes. don't want to lick my fingers after hanging out in the terminal for over an hour.
Flight was delayed out of BWI unexpectedly / without a reason given but otherwise ok.
I got a bit sick on the flight, and was so grateful when the male flight attendant explained to me they keep the back row open for cases like mine. He took such great care of me! I was incredibly grateful.
My experience was okay I changed my returning flight and I was charged extra money which I dont think should be the case, especially because I experienced small delays from my going flight. And many flights were either canceled or delayed after my original flight time. I believe some customers should have the ability to change flights due to certain situations
It’s too cold like fridge and they don’t offer a blanket with expensive price
You made me miss my connecting flight. I can not go to Cleveland on teh revised flight you are sending as I will the entire meeting. I have no option that to fly back. I hope you compensate me for the loss.
Horrible communication from Southwest. No accountability. Flight was delayed for 4 hours and TSA closed in the interim. We were not allowed to our gate. Southwest knew this information and did not relay to their customers to arrive to the airport earlier.
I understand the delays caused by the storm, but that doesn’t mean the systems had to be chaotic. The app showed one thing, the screens showed something else, and the gates kept changing every 10 minutes. It was a nightmare trying to figure out where to go.
One, we were met with more than six hours of delays with no information flowing from the airline to the passenger. I had to continually refresh for updates to departure time - which changed multiple times throughout the day. Updates were never pushed to me nor was an explanation provided for the delay until this morning. Two, while they claim that "due to the short flight" no beverage service would be provided. Our flight was mostly empty. I'd think given the massive inconvenience, SW could have shared a Diet Coke and some peanuts. And BTW, SW used to always make these available on this flight back in the day. Let's be honest, this is cost savings at the customer's expense.
Unfortunately, I left my headphone's case in the bag of the front seat. I was seating on 9C. Hopefully the found it and I can get it back. I have not been able to get in contact with Southwest. Other than that, everything went fine.
1 person checking us as we boarded, left gate on time, 12.30 we are told we were held for 15 mins as other flights were waiting to take off, captain due to rain … they were having a longer gap between take offs , 3pm we took off , they went land route via New Orleans in to Florida landed at 5.45pm offered coffee and a biscuit
There was no internet on the flight. As an executive flying during prime business hours, having internet is critical for a smooth experience. This impacted productivity and time that will need to be spent later to do the work I could have done on flight.
I need to note that this flight experience was generally fine but the boarding situation was absolutely a mess and there wasn’t any actual priority boarding. I rated the experience poorly because I’m am genuinely so frustrated with the crew on United taking the baggage space in first class. This flight it didn’t happen, but the last few flights (when I ironically don’t get an opportunity to provide feedback) have been spoiled because upon entering the first class cabin as one of the first few seated passengers, the overhead bins are full and ‘crew’’ tags are on the bags of those taking space. I don’t intend to infer some sort of a class or caste system but it’s absolutely ridiculous that the crew takes the overhead storage above and beyond their most loyal and lucrative customers. They should not even have economy space IMO. And I’ve gotten grief when I’ve noted to the crew the ridiculousness of the notion that the crew (who are the last off the plane) should have priority over flyers who pay. I hope you find a way to convey this message to United because it’s happening with increasing frequency and I intend to find a way to expose the specific crew members who are doing this on a flight by flight basis. (And I have a day job)
Bathrooms broken, Wifi not working, Direct TV stuck in a United credit card loop for whole flight
It was great. I really love the app. User friendly and very comprehensive when it comes to having information at my fingertips tips related my travel.
Seat would not recline, and charger did not work. Person in front of me reclined before we took off and left it reclined when they got off the plane. Nobody ever told them to put their seat in upright position....which meant I was somewhat trapped in my window seat when deplaning. Another passenger had to go to their seat and un-recline so I could get out.
Flight was so congested it was disgusting. Hals of the hostesses clearly seemed to be racist. no sanitation maintained in the restrooms.
The WiFi went out an hour before the flight was due to land so I did not get my money's worth.
- delayed because video screens not working - delayed getting a gate at DCA Just continued bad experience IAH to DCA.
My flight was completely full. Making me very stressful with people walking around all the time. I believe airlines can do better for entertain people during the flight.
The flight was delayed and gate changed so that was not fun and the flight to Dallas from LAX was very delayed on Sunday. It was just not a great experience due to the delays both ways.
Nothing available at the assigned hotel as far as brush, toothbrush, etc after forced layover with bags that departed
The flight from DFW to SAT started out with a 2 hour delay. It was a five hour delay with no real explanation as to why. In addition, the time of arrival kept changing from 10:00 pm to 11:00pm to sometime after midnight. Driver picking me up in SAT was as confused as I was. Flight attendants were patient thank goodness since folks were a bit upset about a 2 hour delay that stretched into 5 hours.
Flight was good- arrived early ! But ticketing with Underpricer and Kayak was poor at best- unnessacarily difficult due to how the ticket were issued
Cabin staff were very disengaged, spoke with no eye contact, dismissive. Disappointing compared to my United experiences.
awful delay, awful communication, zero updates throughout the experience of a giant delay
On Time. AA is late due to maintenance all the time.
Flight attendant super rude demanding I remove my carry on baggage from overhead and place under seat. I stated I am an ADA passenger and need the leg room as the seats are very tight. That’s why I boarded early for the extra time to get situated. She said, we need the space. I replied “How can that be as only a few passengers have boarded so far? I am executive platinum status so I understand the rules and you are discriminating against ADA federal law. Please stop”. Her answer… then you should find another flight! Not ok. Addressed with senior flight attendant. So unprofessional and discriminatory.
Flight attendants were pleasant and helpful. Pilot gave fair warning about turbulence.
Unfortunately the flight was delayed. On a positive note the status updates in the app/text message were good
More options for your flight from Harlingen to Puerto Rico
Complete your trip to Puerto Rico with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to Puerto Rico
Cabin classes available on flights to Puerto Rico. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights from other airports in Harlingen to Puerto Rico
Flights from all airports in Harlingen to Puerto Rico. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.