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 55% 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.

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

United Airlines, Southwest, and American Airlines are the most popular carriers operating from Harlingen Valley Intl 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 September 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.

$214 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

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:18 am - 4:36 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

7h 18m1 stop Houston George Bush Intcntl

7:40 am - 3:34 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

9h 54m1 stop Houston George Bush Intcntl

$328United Airlines

Tue, Jan 12 - Wed, Jan 20

7:18 am - 4:36 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

7h 18m1 stop Houston George Bush Intcntl

8:05 am - 7:32 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

13h 27m2 stops Washington, D.C. Dulles Intl Houston George Bush Intcntl

$352United Airlines

Tue, Jan 12 - Wed, Jan 20

2:47 pm - 12:28 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

19h 41m2 stops Dallas/Fort Worth Miami

6:41 pm - 10:05 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

17h 24m2 stops Miami Dallas/Fort Worth

$390American Airlines

Tue, Jan 19 - Sat, Jan 30

2:47 pm - 9:38 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

16h 51m2 stops Dallas/Fort Worth Miami

6:53 pm - 10:05 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

17h 12m2 stops Miami Dallas/Fort Worth

$390American Airlines

Tue, Jan 12 - Thu, Jan 21

6:41 pm - 2:12 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

17h 31m2 stops Dallas/Fort Worth Miami

6:05 am - 6:11 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

14h 06m2 stops Miami Dallas/Fort Worth

$390American Airlines

Sat, Nov 7 - Sat, Nov 14

7:18 am - 12:36 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

15h 18m2 stops Houston George Bush Intcntl Newark

7:40 am - 3:34 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

9h 54m1 stop Houston George Bush Intcntl

$428United Airlines

Tue, Jan 19 - Sat, Jan 30

10:45 am - 11:00 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

10h 15m2 stops Austin Bergstrom Orlando

11:20 am - 9:30 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

12h 10m2 stops Orlando Austin Bergstrom

$453Southwest

Fri, Nov 6 - Fri, Nov 13

6:40 am - 5:25 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 45m1 stop Houston Hobby

2:40 pm - 7:45 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

7h 05m1 stop Austin Bergstrom

$478Southwest

Sat, Nov 7 - Sat, Nov 14

5:00 pm - 4:19 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

21h 19m1 stop Minneapolis St Paul

5:20 pm - 10:44 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

19h 24m1 stop Minneapolis St Paul

$772Sun Country Air

Wed, Dec 16 - Wed, Dec 23

11:21 am - 2:04 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

24h 43m1 stop Minneapolis St Paul

3:00 pm - 2:13 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

25h 13m1 stop Minneapolis St Paul

$1,018Sun Country Air

Fri, Feb 12 - Sat, Feb 20

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United Airlines flights from Harlingen to Caribbean

Our best United Airlines deals on Harlingen to Caribbean flight tickets

United Airlines

Jan 12

HRL7:18 amHarlingen Valley Intl

7h 18m

1 stop

SJU4:36 pmSan Juan Luis Munoz Marin Intl

Jan 20

SJU7:40 amSan Juan Luis Munoz Marin Intl

9h 54m

1 stop

HRL3:34 pmHarlingen Valley Intl

$328

United Airlines

Jan 12

HRL7:18 amHarlingen Valley Intl

7h 18m

1 stop

SJU4:36 pmSan Juan Luis Munoz Marin Intl

Jan 20

SJU8:05 amSan Juan Luis Munoz Marin Intl

13h 27m

2 stops

HRL7:32 pmHarlingen Valley Intl

$352

United Airlines

Jan 19

HRL7:18 amHarlingen Valley Intl

15h 18m

2 stops

SJU12:36 amSan Juan Luis Munoz Marin Intl

Jan 30

SJU7:40 amSan Juan Luis Munoz Marin Intl

9h 54m

1 stop

HRL3:34 pmHarlingen Valley Intl

$428

American Airlines flights from Harlingen to Caribbean

Our best American Airlines deals on Harlingen to Caribbean flight tickets

American Airlines

Jan 12

HRL2:47 pmHarlingen Valley Intl

17h 51m

2 stops

SJU10:38 amSan Juan Luis Munoz Marin Intl

Jan 21

SJU10:32 amSan Juan Luis Munoz Marin Intl

14h 22m

2 stops

HRL10:54 pmHarlingen Valley Intl

$390

American Airlines

Jan 9

HRL2:47 pmHarlingen Valley Intl

16h 51m

2 stops

SJU9:38 amSan Juan Luis Munoz Marin Intl

Jan 20

SJU7:22 amSan Juan Luis Munoz Marin Intl

12h 46m

2 stops

HRL6:08 pmHarlingen Valley Intl

$434

American Airlines

Oct 24

HRL2:46 pmHarlingen Valley Intl

7h 34m

1 stop

SJU11:20 pmSan Juan Luis Munoz Marin Intl

Oct 29

SJU6:00 amSan Juan Luis Munoz Marin Intl

17h 50m

1 stop

HRL10:50 pmHarlingen Valley Intl

$469

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

Tue 1/12

7:18 am-4:36 pm

1 stop7h 18m

San Juan Luis Munoz Marin Intl

Wed 1/20

7:40 am-3:34 pm

1 stop9h 54m

$328

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Tue 1/12

7:18 am-4:36 pm

1 stop7h 18m

San Juan Luis Munoz Marin Intl

Wed 1/20

8:05 am-7:32 pm

2 stops13h 27m

$352

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Tue 1/19

2:47 pm-12:28 pm

2 stops19h 41m

San Juan Luis Munoz Marin Intl

Sat 1/30

6:41 pm-10:05 am

2 stops17h 24m

$390

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Tue 1/12

2:47 pm-9:38 am

2 stops16h 51m

San Juan Luis Munoz Marin Intl

Thu 1/21

6:53 pm-10:05 am

2 stops17h 12m

$390

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Sat 11/7

6:41 pm-2:12 pm

2 stops17h 31m

San Juan Luis Munoz Marin Intl

Sat 11/14

6:05 am-6:11 pm

2 stops14h 06m

$390

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Tue 1/19

7:18 am-12:36 am

2 stops15h 18m

San Juan Luis Munoz Marin Intl

Sat 1/30

7:40 am-3:34 pm

1 stop9h 54m

$428

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Fri 11/6

10:45 am-11:00 pm

2 stops10h 15m

San Juan Luis Munoz Marin Intl

Fri 11/13

11:20 am-9:30 pm

2 stops12h 10m

$453

Quickest round-trip

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Sat 11/7

6:40 am-5:25 pm

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Sat 11/14

2:40 pm-7:45 pm

1 stop7h 05m

$478

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Wed 12/16

5:00 pm-4:19 pm

1 stop21h 19m

San Juan Luis Munoz Marin Intl

Wed 12/23

5:20 pm-10:44 am

1 stop19h 24m

$772

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Fri 2/12

11:21 am-2:04 pm

1 stop24h 43m

San Juan Luis Munoz Marin Intl

Sat 2/20

3:00 pm-2:13 pm

1 stop25h 13m

$1,018

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 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 $240. If you don’t want to visit Caribbean in February, then you should wait until May to fly from Harlingen, when ticket prices are also cheap, with an average price of $309.

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	$214
Fastest flight time	7h 27m
Direct flights	None

The best one-way flight to Caribbean from Harlingen in the past 72 hours is $214. The best round-trip flight deal from Harlingen to Caribbean found on momondo in the last 72 hours is $328.

The fastest flight from Harlingen to Caribbean takes 7h 27m

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 September 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 12,098 reviews	Search American Airlines flights
United Airlines	PriceFrom $260	Free Cancellation	Rating 7.4 10,248 reviews	Search United Airlines flights
Southwest	PriceFrom $429	Free Cancellation	Rating 8.0 4,201 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.