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

American Airlines, 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 according to our data. American Airlines is the first choice among our users, with 52% 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 November 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.

$226 Cheap Flights from Harlingen to Caribbean in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Harlingen to Caribbean

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

9:20 am - 12:36 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

13h 16m2 stops Houston George Bush Intcntl Newark

8:05 am - 7:47 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

13h 42m2 stops Washington, D.C. Dulles Intl Houston George Bush Intcntl

$388United Airlines

Wed, Jan 20 - Fri, Jan 29

9:20 am - 12:36 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

13h 16m2 stops Houston George Bush Intcntl Newark

7:40 am - 3:53 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

10h 13m1 stop Houston George Bush Intcntl

$388United Airlines

Wed, Jan 20 - Fri, Jan 29

7:15 am - 12:36 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

15h 21m2 stops Houston George Bush Intcntl Newark

2:05 am - 3:50 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

15h 45m2 stops Newark Houston George Bush Intcntl

$413United Airlines

Sat, Dec 5 - Fri, Dec 11

7:50 am - 9:50 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

12h 00m2 stops Austin Bergstrom Orlando

6:50 am - 2:25 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

9h 35m2 stops Tampa Austin Bergstrom

$428Southwest

Tue, Feb 23 - Fri, Feb 26

11:25 am - 10:00 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 35m2 stops Dallas Love Field Tampa

8:10 am - 5:00 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

10h 50m2 stops Orlando Dallas Love Field

$438Southwest

Tue, Jan 19 - Wed, Jan 27

4:35 pm - 2:22 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

19h 47m2 stops Dallas/Fort Worth Miami

5:00 am - 6:05 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

15h 05m2 stops Miami Dallas/Fort Worth

$440American Airlines

Tue, Jan 19 - Sat, Jan 30

4:35 pm - 10:38 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

16h 03m2 stops Dallas/Fort Worth Miami

7:22 am - 6:05 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

12h 43m2 stops Miami Dallas/Fort Worth

$440American Airlines

Tue, Jan 19 - Sat, Jan 30

12:50 pm - 12:50 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

10h 00m2 stops Houston Hobby Orlando

12:30 pm - 9:50 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

11h 20m2 stops Orlando Houston Hobby

$486Southwest

Wed, Dec 2 - Wed, Dec 9

10:42 am - 4:19 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

27h 37m1 stop Minneapolis St Paul

5:20 pm - 9:57 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

18h 37m1 stop Minneapolis St Paul

$1,001Sun Country Air

Tue, Dec 29 - Fri, Jan 1

12:10 pm - 4:14 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

26h 04m1 stop Minneapolis St Paul

5:15 pm - 10:54 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

19h 39m1 stop Minneapolis St Paul

$1,014Sun Country Air

Sun, Nov 22 - Sat, Nov 28

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American Airlines flights from Harlingen to Caribbean

Our best American Airlines deals on Harlingen to Caribbean flight tickets

American Airlines

Jan 19

HRL4:35 pmHarlingen Valley Intl

19h 47m

2 stops

SJU2:22 pmSan Juan Luis Munoz Marin Intl

Jan 30

SJU5:00 amSan Juan Luis Munoz Marin Intl

15h 05m

2 stops

HRL6:05 pmHarlingen Valley Intl

$440

American Airlines

Feb 6

HRL6:00 amHarlingen Valley Intl

13h 30m

2 stops

SJU9:30 pmSan Juan Luis Munoz Marin Intl

Feb 10

SJU7:22 amSan Juan Luis Munoz Marin Intl

17h 32m

2 stops

HRL10:54 pmHarlingen Valley Intl

$441

American Airlines

Feb 23

HRL3:05 pmHarlingen Valley Intl

18h 00m

2 stops

SJU11:05 amSan Juan Luis Munoz Marin Intl

Feb 25

SJU1:20 amSan Juan Luis Munoz Marin Intl

10h 40m

1 stop

HRL10:00 amHarlingen Valley Intl

$450

United Airlines flights from Harlingen to Caribbean

Our best United Airlines deals on Harlingen to Caribbean flight tickets

United Airlines

Jan 20

HRL9:20 amHarlingen Valley Intl

13h 16m

2 stops

SJU12:36 amSan Juan Luis Munoz Marin Intl

Jan 29

SJU7:40 amSan Juan Luis Munoz Marin Intl

10h 13m

1 stop

HRL3:53 pmHarlingen Valley Intl

$388

United Airlines

Dec 5

HRL7:15 amHarlingen Valley Intl

15h 21m

2 stops

SJU12:36 amSan Juan Luis Munoz Marin Intl

Dec 11

SJU2:05 amSan Juan Luis Munoz Marin Intl

15h 45m

2 stops

HRL3:50 pmHarlingen Valley Intl

$413

United Airlines

Jan 21

HRL7:00 amHarlingen Valley Intl

13h 22m

2 stops

SJU10:22 pmSan Juan Luis Munoz Marin Intl

Jan 26

SJU7:40 amSan Juan Luis Munoz Marin Intl

10h 13m

1 stop

HRL3:53 pmHarlingen Valley Intl

$481

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Wed 1/20

9:20 am-12:36 am

2 stops13h 16m

San Juan Luis Munoz Marin Intl

Fri 1/29

8:05 am-7:47 pm

2 stops13h 42m

$388

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Wed 1/20

9:20 am-12:36 am

2 stops13h 16m

San Juan Luis Munoz Marin Intl

Fri 1/29

7:40 am-3:53 pm

1 stop10h 13m

$388

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Sat 12/5

7:15 am-12:36 am

2 stops15h 21m

San Juan Luis Munoz Marin Intl

Fri 12/11

2:05 am-3:50 pm

2 stops15h 45m

$413

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 2/23

7:50 am-9:50 pm

2 stops12h 00m

San Juan Luis Munoz Marin Intl

Fri 2/26

6:50 am-2:25 pm

2 stops9h 35m

$428

Quickest round-trip

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 1/19

11:25 am-10:00 pm

2 stops8h 35m

San Juan Luis Munoz Marin Intl

Wed 1/27

8:10 am-5:00 pm

2 stops10h 50m

$438

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 1/19

4:35 pm-2:22 pm

2 stops19h 47m

San Juan Luis Munoz Marin Intl

Sat 1/30

5:00 am-6:05 pm

2 stops15h 05m

$440

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 1/19

4:35 pm-10:38 am

2 stops16h 03m

San Juan Luis Munoz Marin Intl

Sat 1/30

7:22 am-6:05 pm

2 stops12h 43m

$440

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Wed 12/2

12:50 pm-12:50 am

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Wed 12/9

12:30 pm-9:50 pm

2 stops11h 20m

$486

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 12/29

10:42 am-4:19 pm

1 stop27h 37m

San Juan Luis Munoz Marin Intl

Fri 1/1

5:20 pm-9:57 am

1 stop18h 37m

$1,001

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Sun 11/22

12:10 pm-4:14 pm

1 stop26h 04m

San Juan Luis Munoz Marin Intl

Sat 11/28

5:15 pm-10:54 am

1 stop19h 39m

$1,014

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Harlingen 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 to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $260. If you don’t want to visit Caribbean in February, then you should wait until October to fly from Harlingen, when ticket prices are also cheap, with an average price of $339.

Can stopping save me money on Harlingen to Caribbean flights?

You could potentially save up to 37% on your flight if you consider stops on a Harlingen to Caribbean flight.

Cheap Harlingen to Caribbean flight deals and tips

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

Best Price Found	$226
Fastest flight time	5h 18m
Direct flights	None

The best one-way flight to Caribbean from Harlingen in the past 72 hours is $226. The best round-trip flight deal from Harlingen to Caribbean found on momondo in the last 72 hours is $388.

The fastest flight from Harlingen to Caribbean takes 5h 18m

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

Search flight deals

Frequently asked questions about flying from Harlingen to Caribbean

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 November 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 to Caribbean

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

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $240	Free Cancellation	Rating 7.0 12,227 reviews	Search American Airlines flights
United Airlines	PriceFrom $260	Free Cancellation	Rating 7.3 10,472 reviews	Search United Airlines flights
Southwest	PriceFrom $429	Free Cancellation	Rating 8.0 4,219 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.