HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Caribbean

$219+ 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
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
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 agosto 14, 2025.

Round-trip from

$219
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$631
From Harlingen Valley Intl to Caribbean
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($27 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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 agosto 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/14. 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.
sáb. 9/136:35 pmHRL - SJU
1 stop18h 40mAmerican Airlines
jue. 9/181:37 pmSJU - HRL
2 stops21h 04mAmerican Airlines
Deal found 8/14$219
This American Airlines deal was found by Cheapflights users on 8/13. 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.
jue. 11/68:04 pmHRL - SJU
2 stops17h 40mAmerican Airlines
mar. 11/116:00 amSJU - HRL
2 stops19h 14mAmerican Airlines
Deal found 8/13$382
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/303:39 pmHRL - STI
2 stops19h 24mDelta
dom. 11/29:31 pmSTI - HRL
2 stops19h 12mDelta
Deal found 8/12$571
This United Airlines deal was found by Cheapflights users on 8/14. 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.
sáb. 9/135:20 pmHRL - SJU
2 stops18h 14mUnited Airlines
mié. 9/171:05 amSJU - HRL
2 stops15h 57mUnited Airlines
Deal found 8/14$606
This American Airlines deal was found by Cheapflights users on 8/14. 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.
lun. 9/296:35 pmHRL - POP
2 stops17h 00mAmerican Airlines
lun. 10/61:30 pmPOP - HRL
2 stops11h 26mAmerican Airlines
Deal found 8/14$629
This American Airlines deal was found by Cheapflights users on 8/13. 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.
dom. 8/175:30 amHRL - SJU
1 stop7h 55mAmerican Airlines
mar. 8/197:05 pmSJU - HRL
2 stops20h 10mAmerican Airlines
Deal found 8/13$645
This United Airlines deal was found by Cheapflights users on 8/14. 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.
lun. 9/292:05 pmHRL - STI
2 stops10h 41mUnited Airlines
lun. 10/66:00 amSTI - HRL
2 stops18h 18mUnited Airlines
Deal found 8/14$649
This American Airlines deal was found by Cheapflights users on 8/12. 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.
jue. 9/46:35 pmHRL - SJU
2 stops19h 18mAmerican Airlines
lun. 9/87:05 pmSJU - HRL
2 stops15h 36mAmerican Airlines
Deal found 8/12$675
This United Airlines deal was found by Cheapflights users on 8/14. 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.
sáb. 9/65:00 amHRL - STI
2 stops19h 46mUnited Airlines
sáb. 9/136:00 amSTI - HRL
2 stops16h 52mUnited Airlines
Deal found 8/14$679
This American Airlines deal was found by Cheapflights users on 8/14. 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.
vie. 12/510:02 amHRL - POP
2 stops25h 23mAmerican Airlines
mar. 12/92:45 pmPOP - HRL
2 stops20h 57mAmerican Airlines
Deal found 8/14$747
This United Airlines deal was found by Cheapflights users on 8/13. 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.
jue. 11/65:00 amHRL - SJU
1 stop14h 26mUnited Airlines
lun. 11/102:05 amSJU - HRL
2 stops21h 49mUnited Airlines
Deal found 8/13$794

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 agosto 14, 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

sáb. 9/13

6:35 pm-2:15 pm

1 stop18h 40m

San Juan Luis Munoz Marin Intl

jue. 9/18

1:37 pm-9:41 am

2 stops21h 04m

$219

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

jue. 11/6

8:04 pm-3:44 pm

2 stops17h 40m

San Juan Luis Munoz Marin Intl

mar. 11/11

6:00 am-11:14 pm

2 stops19h 14m

$382

HarlingenSantiago de los Caballeros

HRL - STI

HRLSTI

Harlingen Valley Intl

jue. 10/30

3:39 pm-12:03 pm

2 stops19h 24m

Santiago de los Caballeros

dom. 11/2

9:31 pm-2:43 pm

2 stops19h 12m

$571

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

sáb. 9/13

5:20 pm-12:34 pm

2 stops18h 14m

San Juan Luis Munoz Marin Intl

mié. 9/17

1:05 am-4:02 pm

2 stops15h 57m

$606

HarlingenPuerto Plata

HRL - POP

HRLPOP

Harlingen Valley Intl

lun. 9/29

6:35 pm-12:35 pm

2 stops17h 00m

Puerto Plata La Union

lun. 10/6

1:30 pm-11:56 pm

2 stops11h 26m

$629

HarlingenSantiago de los Caballeros

HRL - STI

HRLSTI

Harlingen Valley Intl

lun. 9/29

2:05 pm-1:46 am

2 stops10h 41m

Santiago de los Caballeros

lun. 10/6

6:00 am-11:18 pm

2 stops18h 18m

$649

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

jue. 9/4

6:35 pm-2:53 pm

2 stops19h 18m

San Juan Luis Munoz Marin Intl

lun. 9/8

7:05 pm-9:41 am

2 stops15h 36m

$675

HarlingenSantiago de los Caballeros

HRL - STI

HRLSTI

Harlingen Valley Intl

sáb. 9/6

7:00 am-1:46 am

2 stops17h 46m

Santiago de los Caballeros

sáb. 9/13

6:00 am-9:52 pm

2 stops16h 52m

$679

HarlingenPuerto Plata

HRL - POP

HRLPOP

Harlingen Valley Intl

vie. 12/5

10:02 am-1:25 pm

2 stops25h 23m

Puerto Plata La Union

mar. 12/9

2:45 pm-9:42 am

2 stops20h 57m

$747

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

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 agosto 14, 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 agosto 14, 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
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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 - Santiago de los Caballeros 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 O'Hare Intl flights
Dallas/Fort Worth to Seattle flights
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to Las Vegas flights
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to Midway flights
Dallas/Fort Worth to Newark flights
Dallas/Fort Worth to Los Angeles flights
Dallas/Fort Worth to Denver flights
Dallas/Fort Worth to Cancún flights
Dallas/Fort Worth to Reagan-National flights
Dallas/Fort Worth to Boston flights
Hobby to LaGuardia flights
George Bush Intcntl to Cancún flights
Hobby to Las Vegas flights
Hobby to Seattle flights
Hobby to Mexico City flights
Dallas/Fort Worth to Orlando flights
Hobby to John F Kennedy Intl flights
Hobby to Newark flights
Dallas/Fort Worth to Baltimore flights
Dallas/Fort Worth to San Francisco flights
George Bush Intcntl to Las Vegas flights
Austin to Las Vegas flights
George Bush Intcntl to Newark flights
Dallas/Fort Worth to Portland flights
Dallas/Fort Worth to Sky Harbor Intl flights
Dallas/Fort Worth to Fort Lauderdale flights
Hobby to Denver flights
Dallas/Fort Worth to Ontario flights
Dallas/Fort Worth to Narita flights
George Bush Intcntl to LaGuardia flights
Dallas/Fort Worth to Mexico City flights
Dallas/Fort Worth to Miami flights
Dallas/Fort Worth to Dulles Intl flights
Hobby to Cancún flights
Love Field to Las Vegas flights
Hobby to Los Angeles flights
Dallas/Fort Worth to Detroit flights
George Bush Intcntl to John F Kennedy Intl flights
Love Field to Seattle flights
Dallas/Fort Worth to Heathrow flights
Dallas/Fort Worth to Haneda flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Hobby to Midway flights
George Bush Intcntl to Seattle flights
Austin to O'Hare Intl flights
Hobby to Philadelphia flights
Dallas/Fort Worth to Charles de Gaulle flights
Hobby to O'Hare Intl 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$294Average$534FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$423Average$637FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$513Average$589FlexibilityNo cancel feeOn-time63%

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.