$238 Find Cheap Flights from Harlingen to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Harlingen to Caribbean departing on 2/21. 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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Cheap Flights from Harlingen to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Nassau
Nassau2 stops$1,170
Nassau
Nassau2 stops$1,170

Book Cheap Harlingen to Caribbean 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 Caribbean 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 Caribbean

Tue, May 5 - Wed, May 6
United Airlines Logo
12:05 pm - 8:38 pm
HRL
-
SJU
7h 33m1 stop
United Airlines Logo
7:20 am - 7:59 pm
SJU
-
HRL
13h 39m2 stops
$325United Airlines
Sat, May 2 - Tue, May 5
United Airlines Logo
9:20 am - 11:50 pm
HRL
-
SJU
13h 30m2 stops
United Airlines Logo
1:00 am - 4:03 pm
SJU
-
HRL
16h 03m2 stops
$330United Airlines
Tue, May 5 - Wed, May 6
United Airlines Logo
12:05 pm - 8:38 pm
HRL
-
SJU
7h 33m1 stop
United Airlines Logo
7:00 am - 4:03 pm
SJU
-
HRL
10h 03m1 stop
$365United Airlines
Mon, Feb 2 - Mon, Feb 9
United Airlines Logo
12:10 pm - 9:26 pm
HRL
-
SJU
7h 16m1 stop
United Airlines Logo
7:45 am - 4:06 pm
SJU
-
HRL
10h 21m1 stop
$418United Airlines
Thu, May 14 - Mon, May 18
United Airlines Logo
9:20 am - 11:50 pm
HRL
-
SJU
13h 30m2 stops
United Airlines Logo
2:55 pm - 9:59 pm
SJU
-
HRL
8h 04m1 stop
$421United Airlines
Thu, Jan 29 - Sun, Feb 1
American Airlines Logo
6:02 am - 11:59 pm
HRL
-
SJU
15h 57m2 stops
American Airlines Logo
7:12 pm - 10:36 am
SJU
-
HRL
17h 24m2 stops
$438American Airlines
Fri, May 1 - Mon, May 4
United Airlines Logo
7:00 am - 3:42 pm
HRL
-
SJU
7h 42m1 stop
United Airlines Logo
1:00 am - 11:22 am
SJU
-
HRL
11h 22m2 stops
$468United Airlines
Wed, Feb 25 - Sun, Mar 1
American Airlines Logo
6:46 pm - 10:00 am
HRL
-
SJU
13h 14m2 stops
American Airlines Logo
7:33 am - 7:36 pm
SJU
-
HRL
14h 03m1 stop
$480American Airlines
Sun, Feb 15 - Thu, Feb 19
Air Canada Logo
12:10 pm - 8:10 pm
HRL
-
NAS
31h 00m2 stops
Air Canada Logo
1:50 pm - 9:59 pm
NAS
-
HRL
33h 09m2 stops
$1,170Air Canada
Sun, Feb 15 - Thu, Feb 19
Air Canada Logo
12:10 pm - 8:10 pm
HRL
-
NAS
31h 00m2 stops
Air Canada Logo
1:50 pm - 9:59 pm
NAS
-
HRL
33h 09m2 stops
$1,201Air Canada
Booking Insights

KAYAK's insights & trends for Harlingen to Caribbean flights

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

Which airlines fly non-stop between Harlingen and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Harlingen to Caribbean.

There are 3 airlines that fly nonstop from Harlingen to Caribbean. They are: American Airlines, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with United Airlines at $266 for a round-trip flight to San Juan Luis Munoz Marin Intl Airport (SJU). On average, United Airlines offers the best prices for nonstop flights between Harlingen and Caribbean.

Which airlines provide the cheapest flights from Harlingen to Caribbean?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Harlingen to Caribbean were found on United Airlines ($325) and American Airlines ($624).

Good to know

Cheapest flight$238
Most popular time to fly and prices are also 25% lower on average.
Flight from Harlingen to San Juan

FAQs - booking Caribbean flights

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

    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 Caribbean.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Harlingen to Caribbean 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 Caribbean?

    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 Caribbean 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 Caribbean?

    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 Caribbean 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 Caribbean

 
Need help choosing which airline to fly with from Harlingen to Caribbean? 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 4249 reviews
8.6Crew
7.0Food
7.5Entertainment
8.1Boarding
8.0Comfort
Airline reviews

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

2.0 MediocreMatthew, Jan 2026
DAL - SAN
Read more Southwest reviews

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

Pretty seamless, just a tad bit late in taking off and landing.

Flight was fine other than there was a gate change that I was not notified of. By chance I happened to check my phone and saw the change, otherwise, we would have missed our connecting flight.

Haven’t flown on SW in years. Flight was on time departing and arriving. Served vegan butter onion flavored pretzels which were bad. Coke served was in a tiny paper cup. Crew was not engaging. Felt like they were going through the motions. Old plane, tight seats and no leg room.

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.

Flight was on time. Wi-fi was a little spotty/slow. Boarding and exit were efficient.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

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

Seats had less pitch than a regional jet. Food was OK. Have to buy alcohol on US based carriers flying international. Boarding was a mess. Did not have bags but overhead space was gone quick. Would like to see the airlines enforce the one bag over and one bag under policy

Lately I like the planes have been exceptionally filthy. There’s lines of dust and dirt all across the ceiling in the vents, and the cracks in between the seats are literally full of food. It’s definitely not the quality of service that I was used to with United. I’m also very disappointed with the Wi-Fi! All I wanna do is knock out a few work jobs while I’m trapped in my seat And it spools so bad. They did provide me with a refund, but the process of getting that refund is so complicated. It’s unfortunate.

Crew was excellent. This was a relatively long flight though and had very little leg room, and no entertainment.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

Plane was crowded and even when we hit altitude, the plane was hot, not enough air flow.

Flight was delayed and missed my connection Lufthansa didn’t respond.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

United could have one single once of customer service. No human United employee would help me with the invalid mileage plus number, they said I had to speak with the computer.

The economy seats are very cramped and the food was bizarre. However, I did like the greek yogurt option for breakfast.

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

The pilot greased the landing and the crew was fantastic.

Attendants were pleasant and the flight was smooth and relaxed.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

Things were delayed a little. But that didn’t affect my plans. It was fine. I was surprised it was so full thanksgiving day. The crew were friendly and professional.

The flight was delayed multiple times, again no fault of American but again the extra cost, for everything makes it feel like a cheap airline! Especially when flights are outrageously expensive already

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

I have a gluten allergy so did have any food

We were very rushed by a staff member at the gate when transferring from American Airlines to Fijian. Then the plane stayed put for ages anyhow! The plane was delayed and my bag sent to San Francisco instead of Fiji

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports