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

Southwest and American Airlines 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 57% 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 June 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.

$118 Cheap Flights from Harlingen to Caribbean in 2026

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.

8:03 pm - 6:05 pm

HRL

SJU

21h 02m

2 stops

2:00 pm - 10:16 am

SJU

HRL

21h 16m

2 stops

$228American Airlines

Sat, Oct 24 - Tue, Oct 27

5:05 am - 3:42 pm

HRL

SJU

9h 37m

1 stop

1:05 am - 4:00 pm

SJU

HRL

15h 55m

2 stops

$248United Airlines

Sat, Oct 24 - Mon, Oct 26

5:05 am - 3:42 pm

HRL

SJU

9h 37m

1 stop

2:46 pm - 10:51 pm

SJU

HRL

9h 05m

1 stop

$251United Airlines

Fri, Oct 23 - Tue, Oct 27

5:05 am - 3:42 pm

HRL

SJU

9h 37m

1 stop

7:00 am - 1:24 pm

SJU

HRL

7h 24m

1 stop

$268United Airlines

Thu, Sep 10 - Tue, Sep 15

7:15 am - 3:42 pm

HRL

SJU

7h 27m

1 stop

7:00 am - 1:24 pm

SJU

HRL

7h 24m

1 stop

$279United Airlines

Sun, Aug 23 - Fri, Aug 28

5:05 am - 3:42 pm

HRL

SJU

9h 37m

1 stop

1:00 am - 1:24 pm

SJU

HRL

13h 24m

2 stops

$284United Airlines

Thu, Sep 10 - Mon, Sep 14

7:15 am - 3:42 pm

HRL

SJU

7h 27m

1 stop

2:20 pm - 9:52 pm

SJU

HRL

8h 32m

1 stop

$287United Airlines

Sat, Aug 29 - Sun, Sep 6

3:35 pm - 11:38 am

HRL

NAS

19h 03m

2 stops

2:34 pm - 9:58 am

NAS

HRL

20h 24m

2 stops

$532American Airlines

Wed, Sep 9 - Sun, Sep 13

5:51 am - 5:55 pm

HRL

NAS

11h 04m

2 stops

6:45 pm - 9:58 am

NAS

HRL

16h 13m

2 stops

$566American Airlines

Wed, Sep 9 - Sun, Sep 13

1:15 pm - 12:45 pm

HRL

AUA

22h 30m

2 stops

2:45 pm - 11:55 pm

AUA

HRL

10h 10m

2 stops

$726Southwest

Thu, Jul 30 - Sun, Aug 2

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

United Airlines flights from Harlingen to Caribbean

Our best United Airlines deals on Harlingen to Caribbean flight tickets

United Airlines

Oct 24

HRL5:05 amHarlingen Valley Intl

9h 37m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Oct 26

SJU1:05 amSan Juan Luis Munoz Marin Intl

15h 55m

2 stops

HRL4:00 pmHarlingen Valley Intl

$248

United Airlines

Oct 23

HRL5:05 amHarlingen Valley Intl

9h 37m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU2:46 pmSan Juan Luis Munoz Marin Intl

9h 05m

1 stop

HRL10:51 pmHarlingen Valley Intl

$251

United Airlines

Sep 10

HRL5:05 amHarlingen Valley Intl

9h 37m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Sep 15

SJU7:00 amSan Juan Luis Munoz Marin Intl

7h 24m

1 stop

HRL1:24 pmHarlingen Valley Intl

$268

Southwest flights from Harlingen to Caribbean

Our best Southwest deals on Harlingen to Caribbean flight tickets

Southwest

Oct 23

HRL1:10 pmHarlingen Valley Intl

9h 00m

2 stops

SJU11:10 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU5:35 amSan Juan Luis Munoz Marin Intl

11h 25m

2 stops

HRL4:00 pmHarlingen Valley Intl

$395

Southwest

Aug 10

HRL10:55 amHarlingen Valley Intl

11h 10m

2 stops

SJU11:05 pmSan Juan Luis Munoz Marin Intl

Aug 19

SJU10:30 amSan Juan Luis Munoz Marin Intl

10h 40m

2 stops

HRL8:10 pmHarlingen Valley Intl

$412

Southwest

Sep 3

HRL11:55 amHarlingen Valley Intl

10h 10m

2 stops

SJU11:05 pmSan Juan Luis Munoz Marin Intl

Sep 8

SJU1:20 pmSan Juan Luis Munoz Marin Intl

9h 25m

2 stops

HRL9:45 pmHarlingen Valley Intl

$418

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 10/24

8:03 pm-6:05 pm

2 stops21h 02m

San Juan Luis Munoz Marin Intl

Tue 10/27

2:00 pm-10:16 am

2 stops21h 16m

$228

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 10/24

5:05 am-3:42 pm

1 stop9h 37m

San Juan Luis Munoz Marin Intl

Mon 10/26

1:05 am-4:00 pm

2 stops15h 55m

$248

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Fri 10/23

5:05 am-3:42 pm

1 stop9h 37m

San Juan Luis Munoz Marin Intl

Tue 10/27

2:46 pm-10:51 pm

1 stop9h 05m

$251

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Thu 9/10

5:05 am-3:42 pm

1 stop9h 37m

San Juan Luis Munoz Marin Intl

Tue 9/15

7:00 am-1:24 pm

1 stop7h 24m

$268

Quickest round-trip

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sun 8/23

7:15 am-3:42 pm

1 stop7h 27m

San Juan Luis Munoz Marin Intl

Fri 8/28

7:00 am-1:24 pm

1 stop7h 24m

$279

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Thu 9/10

5:05 am-3:42 pm

1 stop9h 37m

San Juan Luis Munoz Marin Intl

Mon 9/14

1:00 am-1:24 pm

2 stops13h 24m

$284

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 8/29

7:15 am-3:42 pm

1 stop7h 27m

San Juan Luis Munoz Marin Intl

Sun 9/6

2:20 pm-9:52 pm

1 stop8h 32m

$287

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Wed 9/9

3:35 pm-11:38 am

2 stops19h 03m

Nassau Intl

Sun 9/13

2:34 pm-9:58 am

2 stops20h 24m

$532

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Wed 9/9

5:51 am-5:55 pm

2 stops11h 04m

Nassau Intl

Sun 9/13

6:45 pm-9:58 am

2 stops16h 13m

$566

HarlingenOranjestad

HRL - AUA

HRLAUA

Harlingen Valley Intl

Thu 7/30

1:15 pm-12:45 pm

2 stops22h 30m

Oranjestad Reina Beatrix

Sun 8/2

2:45 pm-11:55 pm

2 stops10h 10m

$726

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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, January 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 $239. If you don’t want to visit Caribbean in January, then you should wait until February to fly from Harlingen, when ticket prices are also cheap, with an average price of $260.

Can stopping save me money on Harlingen to Caribbean flights?

You could potentially save up to 74% 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

Fastest flight time	7h 27m
Direct flights	None

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 June 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
United Airlines	PriceFrom $239	Free Cancellation	Rating 7.4 9,881 reviews	Search United Airlines flights
American Airlines	PriceFrom $306	Free Cancellation	Rating 7.1 11,751 reviews	Search American Airlines flights
Southwest	PriceFrom $525	Free Cancellation	Rating 7.9 4,242 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.