$229 Find Cheap Flights from Harlingen to Caribbean Islands - Compare and Save

1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Harlingen to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
San Juan
7h 26m2 stops
from $264per person
Nassau
5h 23m3 stops
from $699per person
Oranjestad
7h 35m3 stops
from $736per person
Santiago de los Caballeros
31h 48m4 stops
from $809per person
Booking Insights

KAYAK's insights & trends for Harlingen to Caribbean Islands flights

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

Can I save money by flying with a layover from Harlingen to Caribbean Islands?

No, with an average price for the route of $445, prices are generally cheapest when you fly direct.

Good to know

Low season

April

Cheapest flight

$229
Best time to beat the crowds but there is an average 28% increase in price.
Flight from Harlingen to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

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

    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 Islands 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 Islands?

    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 Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Harlingen to Caribbean Islands

 
Need help choosing which airline to fly with from Harlingen to Caribbean Islands? 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.
7.0
American AirlinesOverall score based on 12073 reviews
6.4Food
7.2Comfort
7.9Crew
7.4Boarding
6.8Entertainment
Airline reviews

The flight from American side was good, my main issue this was a part of a partner flight with gol, preventing me to use digital boarding passes and doing checking previous of the arrival to the airport.

8.0 ExcellentCesar, Sep 2026
Read more American Airlines reviews

The flight from American side was good, my main issue this was a part of a partner flight with gol, preventing me to use digital boarding passes and doing checking previous of the arrival to the airport.

The flight was delayed a dozen times and finally took off 3 hours late. American gave us 12 dollar vouchers which barely buys you a water at the airport. Options to rebook were easy to access and complete although I didn't go this route.

I am absolutely furious with American. they shut the door in my face when I was trying to board the flight and kicked me off of it. They made no attempt to call my name or contact me or anything. They just said they gave my seat away. The customer service response has been atrocious. I will never fly this airline again as long as I live.

I liked the fact that I was able to choose different food than typical all-in-one or two options. The refreshments kept coming so I really did not sleep & I am adjusting time different much better than the past experiences. I like the variety of movies & shows that I was able to watch.

We had to de-board do to maintenance and there was ZERO help with getting rebooked. The flight was delayed by over 24 hours. Quite ridiculous. When I. called Kayak to get help to rebook, they said they couldn't and that it had to be done at the American counter that didn't exist without going outside TSA security, which I did.

I spent 12 hrs getting home and had a direct flight that should have taken no more than 3 hrs. The first plane has an issue, was on the plane for over an hour before we had to deplane and move from A19 to A39 to board another plane. Boarded that plane to wait for another 45 minutes for it to also have an issue where we had to deboard. After everyone had went to get something to eat the food vouchers came out and half of us could not use. We then had to wait until 8:00 pm to board and finally got to Columbus Ohio at midnight. We were told that our luggage was on baggage 5. I waited 30 minutes to then realize my luggage was on 4. No notification sent. Horrible communication and I have a priority status.

As with most flights these days it was delayed by about 30 min.

We were stuck with no gate upon landing for 90 minutes. Unacceptable.

The forward head smelled putrid and urine soaked, worse than any head in even transoceanic flights. The wifi stopped working after about an hour of flight.

Every time I fly American they end up delaying the flight significantly and claim it’s due to weather, however, it was a beautiful clear sunny day in Dallas today. Unfortunately, these significant delays occur more often than not which I don’t experience on any other airlines. Yet American Airlines consistently faults the weather and never holds itself accountable for the poor and unorganized service. I will keep my business with Delta, United, and JetBlue going forward. American Airlines should not be part of the “Big 3” considering United and Delta are light years ahead. JetBlue is also much ahead of American. American needs to step up big time

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental