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$167+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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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 June 12, 2025.

Round-trip from

$485
(American Airlines)

One-way from

$167
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$714
From Harlingen Valley Intl to Caribbean
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One-way flight from Harlingen Valley Intl to Caribbean
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Highest demand for flights based on searches. 4% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/9. 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 10/36:30 pmHRL - SJU
2 stops22h 45mAmerican Airlines
Mon 10/63:55 pmSJU - HRL
2 stops18h 53mAmerican Airlines
Deal found 6/9$315
This United Airlines deal was found by Cheapflights users on 6/10. 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 9/135:25 pmHRL - SJU
2 stops20h 19mUnited Airlines
Wed 9/171:05 amSJU - HRL
2 stops19h 28mUnited Airlines
Deal found 6/10$404
This Southwest deal was found by Cheapflights users on 6/10. 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.
Fri 8/159:30 amHRL - SJU
2 stops13h 20mSouthwest
Tue 8/195:00 amSJU - HRL
2 stops13h 10mSouthwest
Deal found 6/10$560
This American Airlines deal was found by Cheapflights users on 6/12. 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 8/282:47 pmHRL - NAS
2 stops18h 05mAmerican Airlines
Sun 8/316:45 pmNAS - HRL
2 stops15h 47mAmerican Airlines
Deal found 6/12$574
This United Airlines deal was found by Cheapflights users on 6/11. 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 8/34:30 pmAUA - HRL
2 stops21h 50mUnited Airlines
Deal found 6/11$715
This United Airlines deal was found by Cheapflights users on 6/10. 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 9/67:00 amHRL - STI
2 stops17h 46mUnited Airlines
Sat 9/136:00 amSTI - HRL
2 stops14h 33mUnited Airlines
Deal found 6/10$739
This American Airlines deal was found by Cheapflights users on 6/11. 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 7/297:59 pmHRL - AUA
2 stops18h 51mAmerican Airlines
Sun 8/312:33 pmAUA - HRL
2 stops22h 04mAmerican Airlines
Deal found 6/11$760
This American Airlines deal was found by Cheapflights users on 6/11. 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.
Mon 12/14:06 pmHRL - POP
2 stops19h 19mAmerican Airlines
Sat 12/64:35 pmPOP - HRL
2 stops19h 07mAmerican Airlines
Deal found 6/11$764
This United deal was found by Cheapflights users on 6/10. 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 7/155:10 amHRL - SJU
2 stops12h 10mMultiple Airlines
Mon 7/211:10 amSJU - HRL
2 stops15h 50mMultiple Airlines
Deal found 6/10$779
This Sun Country Air deal was found by Cheapflights users on 6/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1911:55 amHRL - SJU
1 stop24h 15mSun Country Air
Tue 12/305:14 pmSJU - HRL
1 stop19h 39mSun Country Air
Deal found 6/10$927

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 June 12, 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

Tue 7/15

7:59 pm-5:06 am

1 stop8h 07m

San Juan Luis Munoz Marin Intl

Tue 7/22

6:15 am-7:26 pm

1 stop14h 11m

$485

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 7/1

1:59 pm-5:30 am

1 stop14h 31m

San Juan Luis Munoz Marin Intl

Thu 7/24

1:10 am-4:00 pm

2 stops15h 50m

$557

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Fri 8/15

9:30 am-11:50 pm

2 stops13h 20m

San Juan Luis Munoz Marin Intl

Tue 8/19

5:00 am-5:10 pm

2 stops13h 10m

$560

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Thu 8/28

2:47 pm-9:52 am

2 stops18h 05m

Nassau Intl

Sun 8/31

6:45 pm-9:32 am

2 stops15h 47m

$574

HarlingenOranjestad

HRL - AUA

HRLAUA

Harlingen Valley Intl

Tue 7/29

7:10 am-12:40 pm

2 stops28h 30m

Oranjestad Reina Beatrix

Sun 8/3

4:30 pm-1:20 pm

2 stops21h 50m

$715

HarlingenSantiago de los Caballeros

HRL - STI

HRLSTI

Harlingen Valley Intl

Sat 9/6

7:00 am-1:46 am

2 stops17h 46m

Santiago de los Caballeros

Sat 9/13

6:00 am-7:33 pm

2 stops14h 33m

$739

HarlingenOranjestad

HRL - AUA

HRLAUA

Harlingen Valley Intl

Tue 7/29

7:59 pm-3:50 pm

2 stops18h 51m

Oranjestad Reina Beatrix

Sun 8/3

12:33 pm-9:37 am

2 stops22h 04m

$760

HarlingenPuerto Plata

HRL - POP

HRLPOP

Harlingen Valley Intl

Mon 12/1

4:06 pm-1:25 pm

2 stops19h 19m

Puerto Plata La Union

Sat 12/6

4:35 pm-9:42 am

2 stops19h 07m

$764

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 7/15

5:10 am-6:20 pm

2 stops12h 10m

San Juan Luis Munoz Marin Intl

Mon 7/21

1:10 am-4:00 pm

2 stops15h 50m

$779

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sun 8/10

5:25 am-11:59 pm

2 stops17h 34m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 12 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 June 12, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 June 12, 2025.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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
4,287 reviews

Entertainment

7.6

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.2

Food

7.1

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 $167. Users have also found prices from $257 and $368 on United Airlines and Southwest, 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 - San Juan Luis Munoz Marin Intl. You may also consider Harlingen Valley Intl - Oranjestad Reina Beatrix 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

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Alternative routes for Harlingen to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$294Average$602FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$378Average$549FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$423Average$626FlexibilityNo cancel feeOn-time69%

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