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Find cheap flights from Harlingen to Caribbean Islands from $261

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 Islands departing on 6/3. 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
0 bags
Sat 5/18
Sat 5/25

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Best Caribbean Islands Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Oranjestad
Oranjestad2 stops$681
Nassau
Nassau2 stops$516

Good to know

Low season

September

High season

August

Cheapest flight

$261
Best time to beat the crowds with an average 62% drop in price.
Most popular time to fly and prices are also 46% lower on average.
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 to Caribbean Islands from Harlingen 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 to Caribbean Islands with an airline and back to Harlingen 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 to Caribbean Islands from Harlingen up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top airlines 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.
7.4
United AirlinesOverall score based on 11346 reviews
6.7food
7.7boarding
7.2comfort
8.1crew
7.1entertainment
Airline reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

2.0 MediocreMichelle, Apr 2024ELP - ORD
Read more about United Airlines reviews

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

Trip was smooth bumpy from the wind but no issues at all the crew attendant was very pleasant and had great customer service

I liked everything about the flight. The service was excellent!

The customer service was excellent! Check-in, baggage check-in, boarding, the flight went very smooth.

Delayed a day due to snow storm. Was upgraded. That kind of made up for significant delays from FLL to COS with no compensation or acknowledgement.

The Polaris experience is top notch. From departure lounge to arrival lounge. Everything was top notch. One of the best first class experience

The leg space between me and the seat in front of me was excellent.

Over two hours wait to get wheelchair assistance from arrival to the departure gate for LA was unreasonable even though there appreared to be heavy demand.

Crew is way too many times on the intercom re explaining the same thing

The seats were uncomfortable. The flight was almost 9 hours and they didn’t serve lunch

I arrived to the airport 2 hours before my American Airlines flight was scheduled to take off. I have TSA pre-check. The airport was crazy packed when I arrived. After momentarily standing in the pre-check line, the TSA agent said that I am not pre-check. Of course I said that I am because I entered my KTN number on all my traveling sites and programs. I had to get out of line and go back to the AA counter to discover that American Airlines did not add my KTN to my boarding pass. I had to call TSA to find out my number, then have AA enter it onto my boarding pass. The emblem would not load onto my boarding pass. By this time, I decided to use my Clear in order to get through TSA but the line was ridiculous long. By the time I made through TSA, I missed my 11:08am flight and was re-booked for the 5:30pm. This is after the AA employee told me I should have gotten to the airport early. AA use to be a dependable airline not I use them only if I have too.

Flight from SBP to DFW 1. They rerouted us through PHX 2. Delayed flight out of SBP for 3 hrs so we missed our connection Downgrade on rerouted flight. Back of the plane, center seats, didn't sit together 4. Return flight out of DFW same exact thing. Delayed, missed connection, Downgrade + they lost our luggage! A complete mess.

Do not eat the bagel! Otherwise, good albeit late, breakfast in first. Boarding downgrade only because flight was delayed due to plane change due to undisclosed problem with original aircraft. I did not use entertainment.

Was as expected. Good leg room on planes - much appreciated.

Fight crew was not very attentive and the bastions were gross!

I don’t think the flight attendants are happy. They do not seem to be friendly or welcoming.

Gossipy flight attendants talked the whole flight about bar hopping and dating.

Didn't like the 6 hour delay as it caused me to miss all of my connections. Still, I did get home safely 14 hours late but exhausted.

Flight delayed, boarding time kept changing, not good. Nee firm information given each time.

My previous flight was late and did not connect properly. The gate was closed and I missed this flight.

Book cheap flights from Harlingen to Caribbean Islands

Recent round-trip flight deals

5/4Sat
2 stopsAmerican Airlines
16h 34mHRL-NAS
5/7Tue
2 stopsAmerican Airlines
10h 34mNAS-HRL
$516
7/15Mon
1 stopAmerican Airlines
8h 15mHRL-SJU
7/18Thu
1 stopAmerican Airlines
11h 33mSJU-HRL
$539
5/4Sat
1 stopAmerican Airlines
8h 06mHRL-NAS
5/7Tue
1 stopAmerican Airlines
9h 32mNAS-HRL
$544
7/15Mon
1 stopAmerican Airlines
7h 53mHRL-SJU
7/19Fri
2 stopsAmerican Airlines
24h 07mSJU-HRL
$562
7/2Tue
2 stopsAmerican Airlines
17h 58mHRL-SJU
7/7Sun
1 stopAmerican Airlines
9h 34mSJU-HRL
$579
5/4Sat
1 stopUnited Airlines
7h 38mHRL-NAS
5/7Tue
1 stopUnited Airlines
5h 19mNAS-HRL
$606
5/4Sat
1 stopUnited Airlines
7h 50mHRL-NAS
5/7Tue
2 stopsUnited Airlines
22h 51mNAS-HRL
$611
7/2Tue
1 stopUnited Airlines
26h 13mHRL-SJU
7/8Mon
1 stopUnited Airlines
14h 45mSJU-HRL
$885
7/2Tue
1 stopUnited Airlines
26h 13mHRL-SJU
7/8Mon
1 stopUnited Airlines
13h 21mSJU-HRL
$886
7/15Mon
3 stops
28h 25mHRL-SJU
7/19Fri
2 stops
10h 36mSJU-HRL
$2,907

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Recent one-way flight deals

6/3Mon
2 stopsAmerican Airlines
19h 35mHRL-SJU
$261
6/3Mon
1 stopAmerican Airlines
17h 20mHRL-SJU
$327
6/26Wed
2 stopsAmerican Airlines
17h 58mHRL-SJU
$334
6/26Wed
1 stopAmerican Airlines
11h 09mHRL-SJU
$433

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Last minute flights from Harlingen to Caribbean Islands

Last minute flight, train and bus deals

4/20Sat
multi-stopUnited Airlines
15h 36mHRL-SJU
4/23Tue
multi-stopUnited Airlines
10h 00mSJU-HRL
$673
4/20Sat
multi-stopUnited Airlines
17h 51mHRL-SJU
4/22Mon
multi-stopUnited Airlines
11h 04mSJU-HRL
$723
4/20Sat
multi-stopUnited Airlines
7h 27mHRL-SJU
4/23Tue
multi-stopUnited Airlines
10h 00mSJU-HRL
$744
4/20Sat
multi-stopUnited Airlines
9h 42mHRL-SJU
4/22Mon
multi-stopUnited Airlines
11h 04mSJU-HRL
$794

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Harlingen - Caribbean Islands Flights

Departure:

Harlingen (HRL)United States

Return flight deals:

Caribbean Islands - Harlingen

Cabin classes:

$706
$917
$472
$68