HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean Islands

$236+ Cheap flights from Harlingen, TX (HRL) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — SJU
Dec 15 — Dec 221
Mon 12/15
Mon 12/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Harlingen to Caribbean Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Find flight deals from Harlingen to Caribbean Islands

Cheapest flights from Harlingen to Caribbean Islands
Explore the most affordable flight options available from Harlingen to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 15, 2025.

This American Airlines deal was found by Cheapflights users on 11/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:11 pmHRL - SJU
1 stop7h 23mAmerican Airlines
Wed 12/242:31 pmSJU - HRL
2 stops21h 09mAmerican Airlines
Deal found 11/14$537
This American Airlines deal was found by Cheapflights users on 11/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/295:40 amHRL - SJU
1 stop7h 20mAmerican Airlines
Wed 12/33:45 pmSJU - HRL
1 stop9h 26mAmerican Airlines
Deal found 11/14$565
This United Airlines deal was found by Cheapflights users on 11/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/297:00 amHRL - SJU
1 stop7h 36mUnited Airlines
Tue 12/22:05 amSJU - HRL
2 stops15h 54mUnited Airlines
Deal found 11/14$597
This American Airlines deal was found by Cheapflights users on 11/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:34 amHRL - SJU
2 stops10h 33mAmerican Airlines
Tue 12/307:00 amSJU - HRL
1 stop17h 48mAmerican Airlines
Deal found 11/14$623
This American Airlines deal was found by Cheapflights users on 11/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/308:11 pmHRL - SJU
2 stops17h 37mAmerican Airlines
Wed 12/3110:03 pmSJU - HRL
2 stops13h 37mAmerican Airlines
Deal found 11/14$626
This American Airlines deal was found by Cheapflights users on 11/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2510:12 amHRL - SJU
1 stop11h 10mAmerican Airlines
Thu 1/86:00 amSJU - HRL
2 stops19h 21mAmerican Airlines
Deal found 11/14$631
This American Airlines deal was found by Cheapflights users on 11/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:48 pmHRL - SJU
2 stops19h 09mAmerican Airlines
Tue 12/307:00 amSJU - HRL
1 stop17h 48mAmerican Airlines
Deal found 11/14$665
This American Airlines deal was found by Cheapflights users on 11/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2410:12 amHRL - SJU
1 stop11h 15mAmerican Airlines
Tue 1/134:49 pmSJU - HRL
2 stops19h 47mAmerican Airlines
Deal found 11/13$668
This United Airlines deal was found by Cheapflights users on 11/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:15 pmHRL - SJU
1 stop7h 11mUnited Airlines
Wed 1/72:05 amSJU - HRL
2 stops16h 01mUnited Airlines
Deal found 11/14$671
This United Airlines deal was found by Cheapflights users on 11/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:00 amHRL - SJU
1 stop12h 26mUnited Airlines
Mon 1/122:05 amSJU - HRL
2 stops16h 01mUnited Airlines
Deal found 11/13$704
This American Airlines deal was found by Cheapflights users on 11/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/288:11 pmHRL - SJU
2 stops17h 37mAmerican Airlines
Tue 12/307:00 amSJU - HRL
1 stop17h 48mAmerican Airlines
Deal found 11/14$715

Cheap flight deals from Harlingen to Caribbean Islands

Keep the following information in mind while searching for Harlingen to Caribbean Islands flight deals. Data was last updated November 15, 2025.

Round-trip from

$239
(American Airlines)

One-way from

$236
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$664
From Harlingen Valley Intl to Caribbean Islands
Search Deals
One-way flight from Harlingen Valley Intl to Caribbean Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($37 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Harlingen to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 15, 2025.
Use the filters below to find and compare flights from Harlingen to Caribbean Islands that are best for you.

Fly from

Harlingen

Fly to

Caribbean Islands

Route

Depart

Return

Price

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Thu 5/7

7:54 pm-2:35 pm

2 stops17h 41m

San Juan Luis Munoz Marin Intl

Tue 5/12

6:25 am-11:59 pm

2 stops18h 34m

$239

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Thu 5/7

11:55 am-8:38 pm

1 stop7h 43m

San Juan Luis Munoz Marin Intl

Mon 5/11

1:05 am-10:59 am

2 stops10h 54m

$303

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 4/7

7:00 am-3:42 pm

1 stop7h 42m

San Juan Luis Munoz Marin Intl

Wed 4/8

2:55 pm-9:54 pm

1 stop7h 59m

$467

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 4/7

4:14 pm-12:35 pm

2 stops19h 21m

San Juan Luis Munoz Marin Intl

Wed 4/8

3:50 pm-11:32 am

2 stops20h 42m

$472

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Tue 3/10

5:50 am-6:35 pm

2 stops11h 45m

Nassau Intl

Wed 3/11

7:20 pm-11:35 am

2 stops17h 15m

$519

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 11/29

5:40 am-3:00 pm

1 stop7h 20m

San Juan Luis Munoz Marin Intl

Wed 12/3

3:45 pm-11:11 pm

1 stop9h 26m

$565

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 11/29

7:00 am-4:36 pm

1 stop7h 36m

San Juan Luis Munoz Marin Intl

Tue 12/2

2:05 am-3:59 pm

2 stops15h 54m

$597

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Tue 3/10

7:00 am-1:33 pm

1 stop5h 33m

Nassau Intl

Wed 3/11

4:25 pm-11:16 am

2 stops19h 51m

$601

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 3/10

9:20 am-8:26 pm

1 stop10h 06m

San Juan Luis Munoz Marin Intl

Wed 3/11

2:46 pm-9:44 pm

1 stop7h 58m

$642

HarlingenSantiago de los Caballeros

HRL - STI

HRLSTI

Harlingen Valley Intl

Tue 3/31

12:10 pm-12:15 pm

2 stops23h 05m

Santiago de los Caballeros

Thu 4/2

3:30 pm-11:35 am

2 stops21h 05m

$672

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/13

Showing 1-10 of 20 results
1
2

Best time to book a flight from Harlingen to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Harlingen with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Harlingen to Caribbean Islands

What is the cheapest month to book a flight from Harlingen, Texas to Caribbean Islands?

Currently, January is the cheapest month in which you can book a flight from Harlingen, Texas to Caribbean Islands (average of $266). Flying from Harlingen, Texas to Caribbean Islands in October is currently the most expensive (average of $448). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from HRL to EPX?

Find hourly flight availability from Harlingen to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 15, 2025.

It’s optimal to fly from Harlingen, Texas to Caribbean Islands in the evening. By choosing this option you can save up to 42% on the cost of your flight, compared to a flight in the afternoon.

Related info for your journey

Find useful and relevant information for your journey from Harlingen to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Harlingen to Caribbean Islands?

    Located just 3.7 mi from the city center, Harlingen Valley Intl (HRL) is the airport most travelers will use when flying to Caribbean Islands from Harlingen.

  • How long is the flight from Harlingen, Texas to Caribbean Islands?

    There are many flights that can get you from Harlingen, Texas to Caribbean Islands in 7h 43m. Fly via American Airlines or United Airlines to get the fastest option. Airlines will cover a distance of 2086 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Harlingen, Texas to Caribbean Islands?

    While some choose either Harlingen Valley Intl - Nassau Intl or Harlingen Valley Intl - Gregory Town North Eleuthera, Harlingen Valley Intl - San Juan Luis Munoz Marin Intl is the most popular route from Harlingen, Texas to Caribbean Islands.

  • Can I find deals for flights from Harlingen to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Harlingen to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Harlingen to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Harlingen to Caribbean Islands.

  • Can I find deals for business class flights from Harlingen to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Harlingen to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Harlingen, Texas to Caribbean Islands?

    Currently, January is the cheapest month in which you can book a flight from Harlingen, Texas to Caribbean Islands (average of $266). Flying from Harlingen, Texas to Caribbean Islands in October is currently the most expensive (average of $448). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Harlingen to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to Newark flights
Dallas/Fort Worth to Las Vegas flights
Hobby to LaGuardia flights
Dallas/Fort Worth to Orlando flights
Hobby to Newark flights
Dallas/Fort Worth to Seattle flights
Dallas/Fort Worth to Los Angeles flights
Hobby to John F Kennedy Intl flights
Dallas/Fort Worth to Denver flights
Austin to John F Kennedy Intl flights
Dallas/Fort Worth to Mexico City flights
George Bush Intcntl to Cancún flights
Hobby to Las Vegas flights
Dallas/Fort Worth to Fort Lauderdale flights
George Bush Intcntl to Newark flights
George Bush Intcntl to LaGuardia flights
Dallas/Fort Worth to Cancún flights
George Bush Intcntl to John F Kennedy Intl flights
Dallas/Fort Worth to San Francisco flights
Dallas/Fort Worth to Dulles Intl flights
Austin to Newark flights
Hobby to Mexico City flights
Dallas/Fort Worth to Miami flights
Hobby to Denver flights
Dallas/Fort Worth to Baltimore flights
Dallas/Fort Worth to O'Hare Intl flights
Hobby to Cancún flights
Dallas/Fort Worth to Atlanta flights
George Bush Intcntl to Las Vegas flights
Hobby to Seattle flights
Dallas/Fort Worth to Sky Harbor Intl flights
Love Field to LaGuardia flights
Austin to Las Vegas flights
George Bush Intcntl to Denver flights
Love Field to Las Vegas flights
Dallas/Fort Worth to Boston flights
Hobby to Los Angeles flights
Dallas/Fort Worth to Reagan-National flights
George Bush Intcntl to Mexico City flights
Hobby to Reagan-National flights
Dallas/Fort Worth to Midway flights
George Bush Intcntl to Seattle flights
Dallas/Fort Worth to Santa Ana flights
Dallas/Fort Worth to Ontario flights
Dallas/Fort Worth to Salt Lake City flights
Austin to LaGuardia flights
Dallas/Fort Worth to San Diego flights
Hobby to Sky Harbor Intl flights

Top 3 airlines flying from Harlingen to Caribbean Islands

Discover the top 3 airlines that operate flights from Harlingen to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$306Average$544FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$309Average$609FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$513Average$589FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.