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$126+ 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
HRL — SJU
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
1 adult, Economy
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Cheap 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 December 3, 2025.

This American Airlines deal was found by Cheapflights users on 12/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:11 pmHRL - NAS
2 stops18h 24mAmerican Airlines
Fri 12/264:07 pmNAS - HRL
2 stops18h 33mAmerican Airlines
Deal found 12/1$727
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Thu 12/2510:12 amHRL - SJU
2 stops21h 23mAmerican Airlines
Mon 1/127:12 pmSJU - HRL
2 stops17h 24mAmerican Airlines
Deal found 12/2$748
This United Airlines deal was found by Cheapflights users on 12/2. 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.
Wed 12/177:00 amHRL - SJU
2 stops15h 36mUnited Airlines
Sun 12/215:50 pmSJU - HRL
2 stops27h 46mUnited Airlines
Deal found 12/2$853
This United Airlines deal was found by Cheapflights users on 12/3. 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 12/67:00 amHRL - AUA
1 stop7h 50mUnited Airlines
Fri 12/125:35 pmAUA - HRL
2 stops24h 24mUnited Airlines
Deal found 12/3$860
This United Airlines deal was found by Cheapflights users on 12/1. 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.
Fri 12/195:00 amHRL - NAS
1 stop7h 33mUnited Airlines
Fri 12/262:35 pmNAS - HRL
1 stop8h 24mUnited Airlines
Deal found 12/1$911
This eDestinos deal was found by Cheapflights users on 12/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1911:55 amHRL - SJU
3 stops43h 03mMultiple Airlines
Wed 12/311:59 amSJU - HRL
3 stops34h 54mMultiple Airlines
Deal found 12/1$932
This Southwest deal was found by Cheapflights users on 12/1. 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.
Fri 12/199:40 amHRL - SJU
2 stops11h 35mSouthwest
Thu 1/18:55 amSJU - HRL
2 stops10h 10mSouthwest
Deal found 12/1$1,095
This Sun Country Air deal was found by Cheapflights users on 12/1. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2010:19 amHRL - SJU
1 stop25h 51mSun Country Air
Fri 1/25:14 pmSJU - HRL
1 stop18h 48mSun Country Air
Deal found 12/1$1,107
This Mytrip deal was found by Cheapflights users on 12/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2010:19 amHRL - SJU
3 stops33h 46mMultiple Airlines
Fri 1/25:14 pmSJU - HRL
1 stop18h 48mMultiple Airlines
Deal found 12/1$1,114
This Sun Country Air deal was found by Cheapflights users on 12/1. 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 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
Thu 1/15:14 pmSJU - HRL
1 stop19h 39mSun Country Air
Deal found 12/1$1,126

Find flight deals from Harlingen to Caribbean

Keep the following information in mind while searching for Harlingen to Caribbean flight deals. Data was last updated December 3, 2025.

Round-trip from

$269
(United Airlines)

One-way from

$126
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$975
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. 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 December 2025
Search Deals

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 December 3, 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

Mon 2/2

9:20 am-12:36 am

2 stops13h 16m

San Juan Luis Munoz Marin Intl

Fri 2/13

7:45 am-4:04 pm

1 stop10h 19m

$269

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 1/26

6:44 pm-12:27 pm

2 stops15h 43m

San Juan Luis Munoz Marin Intl

Thu 1/29

3:54 pm-11:21 pm

1 stop9h 27m

$301

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 1/26

9:20 am-12:36 am

2 stops13h 16m

San Juan Luis Munoz Marin Intl

Thu 1/29

8:10 am-8:01 pm

2 stops13h 51m

$329

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 2/2

6:44 pm-10:48 am

2 stops14h 04m

San Juan Luis Munoz Marin Intl

Fri 2/13

8:15 am-10:52 pm

2 stops16h 37m

$355

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 6/1

9:45 am-8:38 pm

1 stop9h 53m

San Juan Luis Munoz Marin Intl

Fri 6/5

1:05 am-3:34 pm

2 stops15h 29m

$369

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Wed 1/21

6:02 am-6:03 pm

2 stops11h 01m

Nassau Intl

Thu 1/22

6:45 pm-10:36 am

2 stops16h 51m

$568

HarlingenSantiago de los Caballeros

HRL - STI

HRLSTI

Harlingen Valley Intl

Sat 1/31

6:44 pm-3:32 pm

2 stops18h 48m

Santiago de los Caballeros

Tue 2/3

6:00 am-11:21 pm

2 stops19h 21m

$632

HarlingenSantiago de los Caballeros

HRL - STI

HRLSTI

Harlingen Valley Intl

Sat 1/31

9:20 am-11:51 pm

2 stops12h 31m

Santiago de los Caballeros

Tue 2/3

6:00 am-9:59 pm

2 stops17h 59m

$642

HarlingenPuerto Plata

HRL - POP

HRLPOP

Harlingen Valley Intl

Sat 2/21

6:46 pm-3:36 pm

2 stops18h 50m

Puerto Plata La Union

Wed 2/25

4:36 pm-10:05 am

2 stops19h 29m

$672

HarlingenGregory Town

HRL - ELH

HRLELH

Harlingen Valley Intl

Mon 4/20

10:05 am-1:15 pm

2 stops26h 10m

Gregory Town North Eleuthera

Wed 4/22

2:50 pm-9:49 am

2 stops19h 59m

$685

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

Showing 1-10 of 20 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, January is the cheapest month in which you can book a flight from Harlingen, Texas to Caribbean (average of $239). Flying from Harlingen, Texas to Caribbean 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 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 December 3, 2025.

One of the essential ways to save on airfare from Harlingen, Texas to Caribbean is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 42% on airfare.

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 December 3, 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
4,254 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,065 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,044 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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.

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

    Departing from Harlingen, Texas to Caribbean will take you 12h 10m. There are 1258 mi between Harlingen, Texas and Caribbean. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 - Gregory Town North Eleuthera.

  • 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, January is the cheapest month in which you can book a flight from Harlingen, Texas to Caribbean (average of $239). Flying from Harlingen, Texas to Caribbean 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

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Alternative routes for Harlingen to Caribbean

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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 December 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$306Average$645FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$309Average$500FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$378Average$549FlexibilityNo cancel feeOn-time63%

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