What is the cheapest airline that flies from Harlingen Valley Intl to Caribbean?

United Airlines and Southwest are the most popular carriers operating from Harlingen Valley Intl to Caribbean

What airlines fly to Caribbean?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Caribbean from Harlingen, Texas according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 3 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Harlingen Valley Intl Airport to Caribbean?

Prices for flights from Harlingen Valley Intl Airport to Caribbean are refreshed on a daily basis.

How many operators does momondo search for flights from Harlingen Valley Intl Airport to Caribbean?

The number of operators available for flights from Harlingen Valley Intl Airport to Caribbean is 3 as of March 2026.

How old do you have to be to fly from Harlingen Valley Intl Airport to Caribbean?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Harlingen Valley Intl Airport to Caribbean.

What documentation or ID do you need to fly to Caribbean?

The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$373 Cheap Flights from Harlingen to Caribbean in 2026

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Find the cheapest flights from Harlingen, Texas to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:03 pm - 4:32 am

HRL

SJU

7h 29m

1 stop

6:02 pm - 10:17 am

SJU

HRL

17h 15m

2 stops

$373American Airlines

Sat, Apr 18 - Sat, Apr 25

8:03 pm - 2:42 pm

HRL

SJU

17h 39m

1 stop

6:02 pm - 10:17 am

SJU

HRL

17h 15m

2 stops

$400American Airlines

Sat, Apr 18 - Sat, Apr 25

7:00 am - 11:50 pm

HRL

SJU

15h 50m

2 stops

1:00 am - 4:04 pm

SJU

HRL

16h 04m

2 stops

$413United Airlines

Sat, Apr 18 - Fri, Apr 24

7:25 am - 9:05 pm

HRL

SJU

12h 40m

2 stops

11:35 am - 10:00 pm

SJU

HRL

11h 25m

2 stops

$438Southwest

Wed, Sep 16 - Mon, Sep 21

7:53 pm - 4:32 am

HRL

SJU

7h 39m

1 stop

7:00 pm - 10:17 am

SJU

HRL

16h 17m

2 stops

$440American Airlines

Mon, Apr 20 - Mon, Apr 27

8:03 pm - 2:42 pm

HRL

SJU

17h 39m

1 stop

11:59 pm - 10:17 am

SJU

HRL

11h 18m

1 stop

$453American Airlines

Sat, Apr 18 - Sat, Apr 25

7:10 am - 7:25 pm

HRL

SJU

11h 15m

2 stops

6:00 am - 6:00 pm

SJU

HRL

13h 00m

1 stop

$476Southwest

Thu, Jul 23 - Thu, Jul 30

7:00 am - 1:47 pm

HRL

NAS

5h 47m

1 stop

2:53 pm - 9:59 pm

NAS

HRL

8h 06m

1 stop

$490United Airlines

Sat, May 2 - Sat, May 9

7:00 am - 1:47 pm

HRL

NAS

5h 47m

1 stop

2:53 pm - 7:40 pm

NAS

HRL

5h 47m

1 stop

$550United Airlines

Mon, Apr 20 - Thu, Apr 23

6:00 am - 6:30 pm

HRL

NAS

11h 30m

2 stops

9:00 am - 10:00 pm

NAS

HRL

14h 00m

2 stops

$766Southwest

Thu, Apr 2 - Sun, Apr 5

United Airlines flights from Harlingen, Texas to Caribbean

Our best United Airlines deals on Harlingen, Texas to Caribbean flight tickets

United Airlines

Apr 18

HRL7:00 amHarlingen Valley Intl

15h 50m

2 stops

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Apr 24

SJU1:00 amSan Juan Luis Munoz Marin Intl

16h 04m

2 stops

HRL4:04 pmHarlingen Valley Intl

$413

United Airlines

Apr 28

HRL9:20 amHarlingen Valley Intl

13h 30m

2 stops

SJU11:50 pmSan Juan Luis Munoz Marin Intl

Apr 30

SJU4:55 pmSan Juan Luis Munoz Marin Intl

19h 28m

2 stops

HRL11:23 amHarlingen Valley Intl

$531

United Airlines

Apr 20

HRL7:00 amHarlingen Valley Intl

5h 47m

1 stop

NAS1:47 pmNassau Intl

Apr 23

NAS2:53 pmNassau Intl

5h 47m

1 stop

HRL7:40 pmHarlingen Valley Intl

$550

American Airlines flights from Harlingen, Texas to Caribbean

Our best American Airlines deals on Harlingen, Texas to Caribbean flight tickets

American Airlines

Apr 18

HRL8:03 pmHarlingen Valley Intl

7h 29m

1 stop

SJU4:32 amSan Juan Luis Munoz Marin Intl

Apr 25

SJU6:02 pmSan Juan Luis Munoz Marin Intl

17h 15m

2 stops

HRL10:17 amHarlingen Valley Intl

$373

American Airlines

Apr 18

HRL8:03 pmHarlingen Valley Intl

17h 39m

1 stop

SJU2:42 pmSan Juan Luis Munoz Marin Intl

Apr 25

SJU6:02 pmSan Juan Luis Munoz Marin Intl

17h 15m

2 stops

HRL10:17 amHarlingen Valley Intl

$400

American Airlines

Apr 20

HRL7:53 pmHarlingen Valley Intl

7h 39m

1 stop

SJU4:32 amSan Juan Luis Munoz Marin Intl

Apr 27

SJU7:00 pmSan Juan Luis Munoz Marin Intl

16h 17m

2 stops

HRL10:17 amHarlingen Valley Intl

$440

momondo Fare Finder

Use the filters below to find and compare flights from Harlingen, Texas to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 4/18

8:03 pm-4:32 am

1 stop7h 29m

San Juan Luis Munoz Marin Intl

Sat 4/25

6:02 pm-10:17 am

2 stops17h 15m

$373

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 4/18

8:03 pm-2:42 pm

1 stop17h 39m

San Juan Luis Munoz Marin Intl

Sat 4/25

6:02 pm-10:17 am

2 stops17h 15m

$400

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 4/18

7:00 am-11:50 pm

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Fri 4/24

1:00 am-4:04 pm

2 stops16h 04m

$413

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Wed 9/16

7:25 am-9:05 pm

2 stops12h 40m

San Juan Luis Munoz Marin Intl

Mon 9/21

11:35 am-10:00 pm

2 stops11h 25m

$438

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 4/20

7:53 pm-4:32 am

1 stop7h 39m

San Juan Luis Munoz Marin Intl

Mon 4/27

7:00 pm-10:17 am

2 stops16h 17m

$440

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 4/18

8:03 pm-2:42 pm

1 stop17h 39m

San Juan Luis Munoz Marin Intl

Sat 4/25

11:59 pm-10:17 am

1 stop11h 18m

$453

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Thu 7/23

7:10 am-7:25 pm

2 stops11h 15m

San Juan Luis Munoz Marin Intl

Thu 7/30

6:00 am-6:00 pm

1 stop13h 00m

$476

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Sat 5/2

7:00 am-1:47 pm

1 stop5h 47m

Nassau Intl

Sat 5/9

2:53 pm-9:59 pm

1 stop8h 06m

$490

Quickest round-trip

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Mon 4/20

7:00 am-1:47 pm

1 stop5h 47m

Nassau Intl

Thu 4/23

2:53 pm-7:40 pm

1 stop5h 47m

$550

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Thu 4/2

6:00 am-6:30 pm

2 stops11h 30m

Nassau Intl

Sun 4/5

9:00 am-10:00 pm

2 stops14h 00m

$766

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first

How to get the cheapest flight ticket from Harlingen, Texas to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, February is the cheapest month to fly from Harlingen, Texas to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $347. If you don’t want to visit Caribbean in February, then you should wait until May to fly from Harlingen, Texas, when ticket prices are also cheap, with an average price of $377.

Can stopping save me money on Harlingen, Texas to Caribbean flights?

You could potentially save up to 29% on your flight if you consider stops on a Harlingen, Texas to Caribbean flight.

Cheap Harlingen, Texas to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Harlingen, Texas to Caribbean

Fastest flight time	5h 47m
Direct flights	None

The fastest flight from Harlingen, Texas to Caribbean takes 5h 47m

There are no direct flights from Harlingen, Texas to Caribbean. There are no popular flight routes from Harlingen, Texas to Caribbean.

Search flight deals

When did momondo last update prices for flights from Harlingen Valley Intl Airport to Caribbean?
Prices for flights from Harlingen Valley Intl Airport to Caribbean are refreshed on a daily basis.
How many operators does momondo search for flights from Harlingen Valley Intl Airport to Caribbean?
The number of operators available for flights from Harlingen Valley Intl Airport to Caribbean is 3 as of March 2026.
How old do you have to be to fly from Harlingen Valley Intl Airport to Caribbean?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Harlingen Valley Intl Airport to Caribbean.
What documentation or ID do you need to fly to Caribbean?
The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Harlingen, Texas to Caribbean

Compare and see reviews for airlines that fly from Harlingen, Texas to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $260	Free Cancellation	Rating 7.4 9,467 reviews	Search United Airlines flights
American Airlines	PriceFrom $306	Free Cancellation	Rating 7.1 11,492 reviews	Search American Airlines flights
Southwest	PriceFrom $378	Free Cancellation	Rating 8.0 4,328 reviews	Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Harlingen to Caribbean?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Harlingen to Caribbean for you.

Can I find flights from Harlingen to Caribbean with flexible booking policies on momondo?

Flights from Harlingen to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Harlingen to Caribbean?

momondo helps you find the best flight between Harlingen and Caribbean by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Harlingen to Caribbean right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Harlingen to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.