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$305+ Cheap flights from Harlingen, TX (HRL) to Caribbean

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — SJU
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Round-trip from

$305
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$614
From Harlingen Valley Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($67 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 March 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 March 28, 2025.

This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sat 9/138:10 pmHRL - SJU
2 stops17h 37mAmerican Airlines
Thu 9/185:25 pmSJU - HRL
2 stops17h 14mAmerican Airlines
Deal found 3/27$305
This United deal was found by Cheapflights users on 3/27. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/135:00 amHRL - SJU
2 stops17h 57mUnited Airlines
Wed 9/171:05 amSJU - HRL
2 stops13h 25mUnited Airlines
Deal found 3/27$537
This Mytrip deal was found by Cheapflights users on 3/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2512:25 pmHRL - SJU
1 stop25h 40mMultiple Airlines
Sat 4/2612:54 amSJU - HRL
3 stops35h 24mMultiple Airlines
Deal found 3/27$564
This Southwest deal was found by Cheapflights users on 3/26. 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.
Sat 5/176:25 amHRL - SJU
1 stop9h 05mSouthwest
Sat 6/71:25 pmSJU - HRL
2 stops10h 40mSouthwest
Deal found 3/26$578
This United Airlines deal was found by Cheapflights users on 3/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/187:27 amHRL - STI
2 stops17h 17mUnited Airlines
Thu 1/112:49 pmSTI - HRL
2 stops24h 10mUnited Airlines
Deal found 3/27$2,139

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 March 28, 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

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

$305

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 9/13

5:00 am-11:57 pm

2 stops17h 57m

San Juan Luis Munoz Marin Intl

Wed 9/17

1:05 am-1:30 pm

2 stops13h 25m

$537

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Fri 4/25

12:25 pm-3:05 pm

1 stop25h 40m

San Juan Luis Munoz Marin Intl

Sat 4/26

12:54 am-11:18 am

3 stops35h 24m

$564

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 5/17

6:25 am-4:30 pm

1 stop9h 05m

San Juan Luis Munoz Marin Intl

Sat 6/7

1:25 pm-11:05 pm

2 stops10h 40m

$578

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

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 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 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 March 28, 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 March 28, 2025.
Southwest
8.1
Very good
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.1
Very good
4,274 reviews
Southwest
8.1
Very good
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,603 reviews
Southwest
8.1
Very good
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,274 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Crew

8.7

Food

7.1

Overall

8.1

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 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 - Havana Jose Marti Intl or Harlingen Valley Intl - Oranjestad Reina Beatrix.

  • 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 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 2 airlines flying from Harlingen to Caribbean

Discover the top 2 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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$292Average$546FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$381Average$633FlexibilityNo cancel feeOn-time69%
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