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Caribbean Islands

$248+ 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 6/14. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — SJU
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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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 April 29, 2025.

Round-trip from

$395
(American Airlines)

One-way from

$248
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$538
From Harlingen Valley Intl to Caribbean Islands
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One-way flight from Harlingen Valley Intl to Caribbean Islands
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Highest demand for flights based on searches. 7% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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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 April 29, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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 12/54:09 pmHRL - SJU
2 stops19h 36mAmerican Airlines
Fri 12/124:50 pmSJU - HRL
2 stops18h 52mAmerican Airlines
Deal found 4/28$350
This United Airlines deal was found by Cheapflights users on 4/28. 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 stops15h 57mUnited Airlines
Deal found 4/28$412
This Southwest deal was found by Cheapflights users on 4/29. 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.
Thu 7/315:15 amHRL - SJU
2 stops11h 45mSouthwest
Thu 8/75:00 amSJU - HRL
2 stops13h 10mSouthwest
Deal found 4/29$540
This American Airlines deal was found by Cheapflights users on 4/27. 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 7/35:25 amHRL - NAS
2 stops15h 01mAmerican Airlines
Wed 7/91:55 pmNAS - HRL
2 stops11h 11mAmerican Airlines
Deal found 4/27$544
This American Airlines deal was found by Cheapflights users on 4/28. 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 11/68:01 pmHRL - AUA
2 stops18h 23mAmerican Airlines
Thu 11/274:25 pmAUA - HRL
2 stops19h 15mAmerican Airlines
Deal found 4/28$633
This United Airlines deal was found by Cheapflights users on 4/28. 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 stops16h 52mUnited Airlines
Deal found 4/28$734
This United deal was found by Cheapflights users on 4/29. 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.
Thu 7/317:10 amHRL - SJU
2 stops24h 14mMultiple Airlines
Wed 8/62:05 amSJU - HRL
1 stop12h 15mMultiple Airlines
Deal found 4/29$814
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 5/122:14 pmHRL - AUA
2 stops21h 26mUnited Airlines
Mon 5/191:50 pmAUA - HRL
2 stops22h 34mUnited Airlines
Deal found 4/28$890
This United deal was found by Cheapflights users on 4/28. 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.
Thu 11/65:16 pmHRL - AUA
2 stops20h 49mMultiple Airlines
Thu 11/2711:10 amAUA - HRL
3 stops32h 33mMultiple Airlines
Deal found 4/28$1,351

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 April 29, 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

Sat 9/13

8:10 pm-2:47 pm

2 stops17h 37m

San Juan Luis Munoz Marin Intl

Thu 9/18

5:25 pm-9:39 am

2 stops17h 14m

$395

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 9/13

5:25 pm-2:44 pm

2 stops20h 19m

San Juan Luis Munoz Marin Intl

Wed 9/17

1:05 am-4:02 pm

2 stops15h 57m

$412

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Thu 7/31

5:15 am-6:00 pm

2 stops11h 45m

San Juan Luis Munoz Marin Intl

Thu 8/7

5:00 am-5:10 pm

2 stops13h 10m

$540

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Thu 7/3

5:25 am-9:26 pm

2 stops15h 01m

Nassau Intl

Wed 7/9

1:55 pm-12:06 am

2 stops11h 11m

$544

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-9:52 pm

2 stops16h 52m

$734

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Thu 7/31

7:10 am-8:24 am

2 stops24h 14m

San Juan Luis Munoz Marin Intl

Wed 8/6

2:05 am-1:20 pm

1 stop12h 15m

$814

HarlingenOranjestad

HRL - AUA

HRLAUA

Harlingen Valley Intl

Mon 5/12

2:14 pm-12:40 pm

2 stops21h 26m

Oranjestad Reina Beatrix

Mon 5/19

1:50 pm-11:24 am

2 stops22h 34m

$890

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 6/14

8:10 pm-5:06 am

1 stop7h 56m

$248

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 6/14

9:25 am-10:05 pm

2 stops11h 40m

$348

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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, September is the cheapest month in which you can book a flight from Harlingen, Texas to Caribbean Islands (average of $254). Flying from Harlingen, Texas to Caribbean Islands in December is currently the most expensive (average of $336). 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 April 29, 2025.

When flying from Harlingen, Texas to Caribbean Islands, 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 Islands by month

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

In terms of precipitation, rainfall in Caribbean Islands 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 Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

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

If weather is an important factor for your trip to Caribbean Islands, 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 Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated April 29, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines and American Airlines from Harlingen to Caribbean Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,295 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,295 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.0

Crew

8.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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.

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

    While some choose either Harlingen Valley Intl - San Juan Luis Munoz Marin Intl or Harlingen Valley Intl - Havana Jose Marti Intl, Harlingen Valley Intl - Nassau 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, September is the cheapest month in which you can book a flight from Harlingen, Texas to Caribbean Islands (average of $254). Flying from Harlingen, Texas to Caribbean Islands in December is currently the most expensive (average of $336). 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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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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$294Average$602FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$378Average$614FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$418Average$626FlexibilityNo cancel feeOn-time69%

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