HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$158+ Cheap flights from Harlingen, TX (HRL) to Caribbean

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 7/31. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — SJU
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Harlingen to Caribbean 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.

Cheap flight deals from Harlingen to Caribbean

Keep the following information in mind while searching for Harlingen to Caribbean flight deals. Data was last updated July 2, 2025.

Round-trip from

$315
(American Airlines)

One-way from

$158
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$612
From Harlingen Valley Intl to Caribbean
Search Deals
One-way flight from Harlingen Valley Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2025
Search Deals

Find flight deals from Harlingen to Caribbean

Cheapest flights from Harlingen to Caribbean
Explore the most affordable flight options available from Harlingen to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 2, 2025.

This American Airlines deal was found by Cheapflights users on 6/30. 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 9/135:45 amHRL - SJU
2 stops16h 52mAmerican Airlines
Thu 9/187:05 pmSJU - HRL
2 stops15h 36mAmerican Airlines
Deal found 6/30$315
This United Airlines deal was found by Cheapflights users on 7/1. 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 9/135:20 pmHRL - SJU
2 stops20h 24mUnited Airlines
Wed 9/171:05 amSJU - HRL
2 stops21h 47mUnited Airlines
Deal found 7/1$417
This Southwest deal was found by Cheapflights users on 7/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/299:45 amHRL - SJU
1 stop11h 40mSouthwest
Mon 8/410:05 amSJU - HRL
2 stops10h 55mSouthwest
Deal found 7/1$520
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Fri 8/156:30 pmHRL - NAS
2 stops16h 35mAmerican Airlines
Thu 8/217:50 amNAS - HRL
2 stops11h 00mAmerican Airlines
Deal found 7/2$544
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Fri 8/157:00 amHRL - NAS
1 stop5h 50mUnited Airlines
Thu 8/2112:50 pmNAS - HRL
2 stops25h 40mUnited Airlines
Deal found 7/2$562
This United Airlines deal was found by Cheapflights users on 7/1. 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 9/65:00 amHRL - STI
2 stops19h 46mUnited Airlines
Sat 9/136:00 amSTI - HRL
2 stops16h 52mUnited Airlines
Deal found 7/1$629
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/294:27 pmHRL - AUA
2 stops20h 18mAmerican Airlines
Sun 8/35:00 pmAUA - HRL
2 stops23h 57mAmerican Airlines
Deal found 6/30$840
This United deal was found by Cheapflights users on 7/1. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/297:10 amHRL - SJU
2 stops27h 20mMultiple Airlines
Sun 8/31:05 amSJU - HRL
2 stops21h 45mMultiple Airlines
Deal found 7/1$944
This United Airlines deal was found by Cheapflights users on 6/30. 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.
Tue 7/297:10 amHRL - AUA
1 stop7h 10mUnited Airlines
Sun 8/33:10 pmAUA - HRL
1 stop7h 40mUnited Airlines
Deal found 6/30$1,125

Cheapflights Fare Finder

Customize your flight search to find flights from Harlingen to Caribbean 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 July 2, 2025.
Use the filters below to find and compare flights from Harlingen to Caribbean that are best for you.

Fly from

Harlingen

Fly to

Caribbean

Route

Depart

Return

Price

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 9/13

5:45 am-11:37 pm

2 stops16h 52m

San Juan Luis Munoz Marin Intl

Thu 9/18

7:05 pm-9:41 am

2 stops15h 36m

$315

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 9/13

5:20 pm-2:44 pm

2 stops20h 24m

San Juan Luis Munoz Marin Intl

Wed 9/17

1:05 am-9:52 pm

2 stops21h 47m

$417

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 7/29

9:45 am-10:25 pm

1 stop11h 40m

San Juan Luis Munoz Marin Intl

Mon 8/4

10:05 am-8:00 pm

2 stops10h 55m

$520

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Fri 8/15

6:30 pm-12:05 pm

2 stops16h 35m

Nassau Intl

Thu 8/21

7:50 am-5:50 pm

2 stops11h 00m

$544

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Fri 8/15

7:00 am-1:50 pm

1 stop5h 50m

Nassau Intl

Thu 8/21

12:50 pm-1:30 pm

2 stops25h 40m

$562

HarlingenSantiago de los Caballeros

HRL - STI

HRLSTI

Harlingen Valley Intl

Sat 9/6

5:00 am-1:46 am

2 stops19h 46m

Santiago de los Caballeros

Sat 9/13

6:00 am-9:52 pm

2 stops16h 52m

$629

HarlingenOranjestad

HRL - AUA

HRLAUA

Harlingen Valley Intl

Fri 11/7

4:06 pm-2:05 pm

2 stops19h 59m

Oranjestad Reina Beatrix

Tue 11/11

5:50 pm-11:39 am

2 stops19h 49m

$695

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 7/29

7:10 am-11:30 am

2 stops27h 20m

San Juan Luis Munoz Marin Intl

Sun 8/3

1:05 am-9:50 pm

2 stops21h 45m

$944

HarlingenOranjestad

HRL - AUA

HRLAUA

Harlingen Valley Intl

Fri 11/7

7:27 am-10:00 am

2 stops24h 33m

Oranjestad Reina Beatrix

Tue 11/11

11:10 am-10:59 am

3 stops25h 49m

$1,032

HarlingenOranjestad

HRL - AUA

HRLAUA

Harlingen Valley Intl

Tue 7/29

7:10 am-3:20 pm

1 stop7h 10m

Oranjestad Reina Beatrix

Sun 8/3

3:10 pm-9:50 pm

1 stop7h 40m

$1,125

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 13 results
1
2

Best time to book a flight from Harlingen to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, September is the cheapest month in which you can book a flight from Harlingen, Texas to Caribbean (average of $254). Flying from Harlingen, Texas to Caribbean in June is currently the most expensive (average of $339). 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 CB?

Find hourly flight availability from Harlingen to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 2, 2025.

When flying from Harlingen, Texas to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 2, 2025.
Peruse reviews from past customers who have flown with Southwest, United Airlines, and American Airlines from Harlingen to Caribbean to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Crew

8.6

Comfort

8.0

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Harlingen to Caribbean. 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?

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

  • What are the cheapest airlines to fly from Harlingen, Texas to Caribbean one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $158. Users have also found prices from $358 and $669 on Southwest and United Airlines, respectively.

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

    The most popular route from Harlingen, Texas to Caribbean is Harlingen Valley Intl - Oranjestad Reina Beatrix. You may also consider Harlingen Valley Intl - San Juan Luis Munoz Marin Intl or Harlingen Valley Intl - Havana Jose Marti Intl.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Harlingen to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Harlingen, Texas to Caribbean (average of $254). Flying from Harlingen, Texas to Caribbean in June is currently the most expensive (average of $339). 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

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to Seattle flights
Dallas/Fort Worth to O'Hare Intl flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to Los Angeles flights
Dallas/Fort Worth to Cancún flights
Dallas/Fort Worth to Las Vegas flights
George Bush Intcntl to Cancún flights
Dallas/Fort Worth to Orlando flights
Dallas/Fort Worth to Newark flights
Hobby to LaGuardia flights
Dallas/Fort Worth to Denver flights
Hobby to Las Vegas flights
Hobby to Newark flights
Hobby to Seattle flights
Dallas/Fort Worth to Midway flights
George Bush Intcntl to Las Vegas flights
Hobby to Cancún flights
Hobby to John F Kennedy Intl flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Baltimore flights
Dallas/Fort Worth to San Francisco flights
Dallas/Fort Worth to Miami flights
George Bush Intcntl to Newark flights
Dallas/Fort Worth to Detroit flights
Dallas/Fort Worth to Narita flights
Love Field to Seattle flights
George Bush Intcntl to Seattle flights
Dallas/Fort Worth to Portland flights
Dallas/Fort Worth to Dulles Intl flights
Dallas/Fort Worth to Haneda flights
George Bush Intcntl to LaGuardia flights
Dallas/Fort Worth to San Diego flights
Hobby to Los Angeles flights
Dallas/Fort Worth to Boston flights
Dallas/Fort Worth to Cozumel flights
Austin to Las Vegas flights
Dallas/Fort Worth to Heathrow flights
Dallas/Fort Worth to Mexico City flights
Love Field to Cancún flights
Dallas/Fort Worth to Ontario flights
George Bush Intcntl to John F Kennedy Intl flights
Austin to John F Kennedy Intl flights
Hobby to Denver flights
Dallas/Fort Worth to Fort Lauderdale flights
Austin to Newark flights
Dallas/Fort Worth to Philadelphia flights
George Bush Intcntl to O'Hare Intl flights
Hobby to Orlando flights
Love Field to Las Vegas flights

Top 3 airlines flying from Harlingen to Caribbean

Discover the top 3 airlines that operate flights from Harlingen to Caribbean. 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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$294Average$602FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$378Average$549FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$423Average$637FlexibilityNo cancel feeOn-time69%

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.