What airlines fly to Caribbean Islands?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Caribbean Islands 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 Islands. Keep in mind that there are 3 different airlines that fly to Caribbean Islands 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 Islands?

American Airlines, JetBlue, and United Airlines are the most popular carriers operating from Harlingen Valley Intl to Caribbean Islands

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

Prices for flights from Harlingen Valley Intl Airport to Caribbean Islands refresh daily.

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

As of July 2026, there are 3 operators available to choose from for flights from Harlingen Valley Intl Airport to Caribbean Islands.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Harlingen Valley Intl Airport to Caribbean Islands.

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

The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$131 Cheap Flights from Harlingen to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Harlingen to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:00 pm - 1:54 pm

HRL

SJU

16h 54m

2 stops

6:00 am - 10:48 pm

SJU

HRL

17h 48m

2 stops

$262American Airlines

Thu, Sep 24 - Tue, Sep 29

7:15 am - 3:42 pm

HRL

SJU

7h 27m

1 stop

2:20 pm - 9:52 pm

SJU

HRL

8h 32m

1 stop

$315United Airlines

Mon, Aug 24 - Fri, Aug 28

6:42 pm - 1:19 pm

HRL

SJU

17h 37m

2 stops

2:18 pm - 10:08 am

SJU

HRL

20h 50m

2 stops

$330American Airlines

Sat, Oct 24 - Tue, Oct 27

5:05 am - 3:42 pm

HRL

SJU

9h 37m

1 stop

6:40 am - 4:00 pm

SJU

HRL

10h 20m

1 stop

$352United Airlines

Sat, Oct 24 - Tue, Oct 27

5:05 am - 3:42 pm

HRL

SJU

9h 37m

1 stop

6:40 am - 4:00 pm

SJU

HRL

10h 20m

1 stop

$358United Airlines

Sat, Oct 24 - Tue, Oct 27

5:05 am - 3:36 pm

HRL

SJU

9h 31m

1 stop

7:40 am - 4:00 pm

SJU

HRL

10h 20m

1 stop

$386United Airlines

Sat, Oct 31 - Sat, Nov 7

5:05 am - 3:42 pm

HRL

SJU

9h 37m

1 stop

6:40 am - 4:00 pm

SJU

HRL

10h 20m

1 stop

$389United Airlines

Sat, Oct 24 - Tue, Oct 27

11:55 am - 11:05 pm

HRL

SJU

10h 10m

2 stops

11:35 am - 10:35 pm

SJU

HRL

12h 00m

2 stops

$396Southwest

Mon, Aug 24 - Fri, Aug 28

3:17 pm - 9:43 am

HRL

SJU

17h 26m

2 stops

3:44 pm - 10:54 pm

SJU

HRL

8h 10m

1 stop

$410American Airlines

Mon, Aug 24 - Fri, Aug 28

6:25 am - 8:05 pm

HRL

SJU

12h 40m

2 stops

2:40 pm - 7:40 pm

SJU

HRL

7h 00m

1 stop

$426Southwest

Sat, Oct 31 - Sat, Nov 7

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

American Airlines flights from Harlingen to Caribbean Islands

Our best American Airlines deals on Harlingen to Caribbean Islands flight tickets

American Airlines

Sep 24

HRL8:00 pmHarlingen Valley Intl

16h 54m

2 stops

SJU1:54 pmSan Juan Luis Munoz Marin Intl

Sep 29

SJU6:00 amSan Juan Luis Munoz Marin Intl

17h 48m

2 stops

HRL10:48 pmHarlingen Valley Intl

$262

American Airlines

Oct 24

HRL6:42 pmHarlingen Valley Intl

17h 37m

2 stops

SJU1:19 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU2:18 pmSan Juan Luis Munoz Marin Intl

20h 50m

2 stops

HRL10:08 amHarlingen Valley Intl

$330

American Airlines

Aug 24

HRL3:17 pmHarlingen Valley Intl

17h 26m

2 stops

SJU9:43 amSan Juan Luis Munoz Marin Intl

Aug 28

SJU3:44 pmSan Juan Luis Munoz Marin Intl

8h 10m

1 stop

HRL10:54 pmHarlingen Valley Intl

$410

United Airlines flights from Harlingen to Caribbean Islands

Our best United Airlines deals on Harlingen to Caribbean Islands flight tickets

United Airlines

Aug 24

HRL7:15 amHarlingen Valley Intl

7h 27m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Aug 28

SJU2:20 pmSan Juan Luis Munoz Marin Intl

8h 32m

1 stop

HRL9:52 pmHarlingen Valley Intl

$315

United Airlines

Oct 24

HRL5:05 amHarlingen Valley Intl

9h 37m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU6:40 amSan Juan Luis Munoz Marin Intl

10h 20m

1 stop

HRL4:00 pmHarlingen Valley Intl

$352

United Airlines

Oct 24

HRL5:05 amHarlingen Valley Intl

9h 37m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Oct 27

SJU6:40 amSan Juan Luis Munoz Marin Intl

10h 20m

1 stop

HRL4:00 pmHarlingen Valley Intl

$358

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Thu 9/24

8:00 pm-1:54 pm

2 stops16h 54m

San Juan Luis Munoz Marin Intl

Tue 9/29

6:00 am-10:48 pm

2 stops17h 48m

$262

Quickest round-trip

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 8/24

7:15 am-3:42 pm

1 stop7h 27m

San Juan Luis Munoz Marin Intl

Fri 8/28

2:20 pm-9:52 pm

1 stop8h 32m

$315

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 10/24

6:42 pm-1:19 pm

2 stops17h 37m

San Juan Luis Munoz Marin Intl

Tue 10/27

2:18 pm-10:08 am

2 stops20h 50m

$330

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

Tue 10/27

6:40 am-4:00 pm

1 stop10h 20m

$352

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

Tue 10/27

6:40 am-4:00 pm

1 stop10h 20m

$358

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 10/31

5:05 am-3:36 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Sat 11/7

7:40 am-4:00 pm

1 stop10h 20m

$386

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

Tue 10/27

6:40 am-4:00 pm

1 stop10h 20m

$389

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 8/24

11:55 am-11:05 pm

2 stops10h 10m

San Juan Luis Munoz Marin Intl

Fri 8/28

11:35 am-10:35 pm

2 stops12h 00m

$396

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 8/24

3:17 pm-9:43 am

2 stops17h 26m

San Juan Luis Munoz Marin Intl

Fri 8/28

3:44 pm-10:54 pm

1 stop8h 10m

$410

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 10/31

6:25 am-8:05 pm

2 stops12h 40m

San Juan Luis Munoz Marin Intl

Sat 11/7

2:40 pm-7:40 pm

1 stop7h 00m

$426

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 Islands

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

Can stopping save me money on Harlingen to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Harlingen to Caribbean Islands.

Cheap Harlingen to Caribbean Islands flight deals and tips

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

Fastest flight time	7h 22m
Direct flights	None

The fastest flight from Harlingen to Caribbean Islands takes 7h 22m

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

Search flight deals

Frequently asked questions about flying from Harlingen to Caribbean Islands

When did momondo last update prices for flights from Harlingen Valley Intl Airport to Caribbean Islands?
Prices for flights from Harlingen Valley Intl Airport to Caribbean Islands refresh daily.
How many operators does momondo search for flights from Harlingen Valley Intl Airport to Caribbean Islands?
As of July 2026, there are 3 operators available to choose from for flights from Harlingen Valley Intl Airport to Caribbean Islands.
How old do you have to be to fly from Harlingen Valley Intl Airport to Caribbean Islands?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Harlingen Valley Intl Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Harlingen to Caribbean Islands?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Harlingen to Caribbean Islands is Boeing 737 MAX 8 (18.48% of total bookings). The next most popular plane models are Embraer 175 (15.25%), Embraer 170 (11.14%), and Boeing 737-800 (10.85%).

Best airlines flying from Harlingen to Caribbean Islands

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

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $239	Free Cancellation	Rating 7.4 9,958 reviews	Search United Airlines flights
American Airlines	PriceFrom $306	Free Cancellation	Rating 7.1 11,791 reviews	Search American Airlines flights
Southwest	PriceFrom $429	Free Cancellation	Rating 7.9 4,248 reviews	Search Southwest flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Harlingen to Caribbean Islands. momondo saves you time and could save you money on your trip.

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

Yes. All flights to Caribbean Islands from Harlingen on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo helps you find the best flight between Harlingen and Caribbean Islands 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 Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Caribbean Islands from Harlingen. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.