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

United Airlines is the most popular carrier operating from Harlingen Valley Intl to Caribbean Islands

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 54% 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.

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 August 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.

$240 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.

6:42 pm - 3:38 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

19h 56m2 stops Dallas/Fort Worth Miami

6:55 pm - 10:13 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

17h 18m2 stops Miami Dallas/Fort Worth

$240American Airlines

Tue, Oct 27 - Wed, Nov 4

5:50 am - 3:23 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 33m1 stop Dallas/Fort Worth

6:55 pm - 10:13 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

17h 18m2 stops Miami Dallas/Fort Worth

$240American Airlines

Tue, Oct 27 - Wed, Nov 4

5:05 am - 3:42 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

9h 37m1 stop Houston George Bush Intcntl

7:00 am - 3:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

9h 59m1 stop Houston George Bush Intcntl

$308United Airlines

Tue, Oct 6 - Thu, Oct 8

7:15 am - 3:42 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

7h 27m1 stop Houston George Bush Intcntl

7:00 am - 3:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

9h 59m1 stop Houston George Bush Intcntl

$308United Airlines

Mon, Sep 21 - Fri, Oct 9

5:05 am - 3:12 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

9h 07m1 stop Houston George Bush Intcntl

7:00 am - 3:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

9h 59m1 stop Houston George Bush Intcntl

$324United Airlines

Tue, Sep 22 - Thu, Oct 8

5:50 am - 3:23 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 33m1 stop Dallas/Fort Worth

11:34 am - 10:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

13h 25m2 stops Miami Dallas/Fort Worth

$370American Airlines

Tue, Oct 27 - Wed, Nov 4

10:55 am - 11:10 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

11h 15m2 stops Houston Hobby Tampa

6:00 am - 4:45 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

11h 45m2 stops Tampa Houston Hobby

$433Southwest

Mon, Sep 21 - Fri, Oct 9

7:25 am - 9:10 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

12h 45m2 stops Houston Hobby Orlando

6:00 am - 4:45 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

11h 45m2 stops Tampa Houston Hobby

$433Southwest

Tue, Sep 22 - Thu, Oct 8

11:46 am - 4:19 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

26h 33m1 stop Minneapolis St Paul

3:10 pm - 10:44 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

21h 34m1 stop Minneapolis St Paul

$1,362Sun Country Air

Thu, Dec 24 - Sun, Jan 3

9:52 am - 2:07 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

26h 15m1 stop Minneapolis St Paul

5:00 pm - 10:54 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

19h 54m1 stop Minneapolis St Paul

$1,444Sun Country Air

Sat, Dec 26 - Sat, Jan 2

Cheap last minute flights

Enter your travel dates to find the best prices.

6:43 pm - 2:38 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

18h 55m2 stops Dallas/Fort Worth Miami

7:22 pm - 10:04 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

15h 42m2 stops Miami Dallas/Fort Worth

$582American Airlines

Sat, Aug 22 - Mon, Aug 24

5:54 am - 2:54 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 00m1 stop Dallas/Fort Worth

7:22 pm - 10:04 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

15h 42m2 stops Miami Dallas/Fort Worth

$592American Airlines

Sat, Aug 22 - Mon, Aug 24

6:05 am - 6:15 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

11h 10m2 stops Houston Hobby Tampa

5:00 am - 2:35 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

10h 35m2 stops Orlando Houston Hobby

$639Southwest

Sat, Aug 22 - Sun, Aug 23

6:05 am - 6:15 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

11h 10m2 stops Houston Hobby Tampa

11:35 am - 11:10 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

12h 35m2 stops Orlando Austin Bergstrom

$644Southwest

Sat, Aug 22 - Sun, Aug 23

7:15 am - 11:50 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

15h 35m2 stops Houston George Bush Intcntl Newark

7:00 am - 3:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

9h 59m1 stop Houston George Bush Intcntl

$710United Airlines

Sun, Aug 23 - Sun, Aug 30

7:15 am - 3:42 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

7h 27m1 stop Houston George Bush Intcntl

7:00 am - 3:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

9h 59m1 stop Houston George Bush Intcntl

$797United Airlines

Sun, Aug 23 - Sun, Aug 30

7:15 am - 11:50 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

15h 35m2 stops Houston George Bush Intcntl Newark

1:00 am - 3:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

15h 59m2 stops Newark Houston George Bush Intcntl

$814United Airlines

Sun, Aug 23 - Sat, Aug 29

3:17 pm - 9:30 amHRL Harlingen Valley Intl-NAS Nassau Intl

17h 13m2 stops Dallas/Fort Worth Miami

10:15 am - 10:54 pmNAS Nassau Intl-HRL Harlingen Valley Intl

13h 39m2 stops Miami Dallas/Fort Worth

$843American Airlines

Tue, Aug 25 - Sat, Aug 29

3:17 pm - 9:43 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

17h 26m2 stops Dallas/Fort Worth Miami

3:44 pm - 10:54 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

8h 10m1 stop Dallas/Fort Worth

$955American Airlines

Sat, Aug 22 - Sun, Aug 23

5:18 pm - 11:28 amHRL Harlingen Valley Intl-NAS Nassau Intl

41h 10m2 stops Houston George Bush Intcntl Newark

2:53 pm - 9:52 pmNAS Nassau Intl-HRL Harlingen Valley Intl

7h 59m1 stop Houston George Bush Intcntl

$1,047United Airlines

Tue, Aug 25 - Sat, Aug 29

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United Airlines flights from Harlingen to Caribbean Islands

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

United Airlines

Sep 21

HRL7:15 amHarlingen Valley Intl

7h 27m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Oct 9

SJU7:00 amSan Juan Luis Munoz Marin Intl

9h 59m

1 stop

HRL3:59 pmHarlingen Valley Intl

$308

United Airlines

Sep 22

HRL5:05 amHarlingen Valley Intl

9h 07m

1 stop

SJU3:12 pmSan Juan Luis Munoz Marin Intl

Oct 8

SJU7:00 amSan Juan Luis Munoz Marin Intl

9h 59m

1 stop

HRL3:59 pmHarlingen Valley Intl

$324

United Airlines

Sep 21

HRL5:05 amHarlingen Valley Intl

9h 37m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Sep 25

SJU1:00 amSan Juan Luis Munoz Marin Intl

15h 59m

2 stops

HRL3:59 pmHarlingen Valley Intl

$328

Southwest flights from Harlingen to Caribbean Islands

Our best Southwest deals on Harlingen to Caribbean Islands flight tickets

Southwest

Sep 21

HRL10:55 amHarlingen Valley Intl

11h 15m

2 stops

SJU11:10 pmSan Juan Luis Munoz Marin Intl

Oct 9

SJU6:00 amSan Juan Luis Munoz Marin Intl

11h 45m

2 stops

HRL4:45 pmHarlingen Valley Intl

$433

Southwest

Oct 23

HRL12:55 pmHarlingen Valley Intl

9h 10m

2 stops

SJU11:05 pmSan Juan Luis Munoz Marin Intl

Oct 29

SJU4:10 pmSan Juan Luis Munoz Marin Intl

8h 25m

2 stops

HRL11:35 pmHarlingen Valley Intl

$448

Southwest

Sep 21

HRL10:55 amHarlingen Valley Intl

11h 15m

2 stops

SJU11:10 pmSan Juan Luis Munoz Marin Intl

Sep 26

SJU6:25 amSan Juan Luis Munoz Marin Intl

10h 25m

2 stops

HRL3:50 pmHarlingen Valley Intl

$462

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 Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 10/27

6:42 pm-3:38 pm

2 stops19h 56m

San Juan Luis Munoz Marin Intl

Wed 11/4

6:55 pm-10:13 am

2 stops17h 18m

$240

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Tue 10/27

5:50 am-3:23 pm

1 stop8h 33m

San Juan Luis Munoz Marin Intl

Wed 11/4

6:55 pm-10:13 am

2 stops17h 18m

$240

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Tue 10/6

5:05 am-3:42 pm

1 stop9h 37m

San Juan Luis Munoz Marin Intl

Thu 10/8

7:00 am-3:59 pm

1 stop9h 59m

$308

Quickest round-trip

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Mon 9/21

7:15 am-3:42 pm

1 stop7h 27m

San Juan Luis Munoz Marin Intl

Fri 10/9

7:00 am-3:59 pm

1 stop9h 59m

$308

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Tue 9/22

5:05 am-3:12 pm

1 stop9h 07m

San Juan Luis Munoz Marin Intl

Thu 10/8

7:00 am-3:59 pm

1 stop9h 59m

$324

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Tue 10/27

5:50 am-3:23 pm

1 stop8h 33m

San Juan Luis Munoz Marin Intl

Wed 11/4

11:34 am-10:59 pm

2 stops13h 25m

$370

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Mon 9/21

10:55 am-11:10 pm

2 stops11h 15m

San Juan Luis Munoz Marin Intl

Fri 10/9

6:00 am-4:45 pm

2 stops11h 45m

$433

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Tue 9/22

7:25 am-9:10 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Thu 10/8

6:00 am-4:45 pm

2 stops11h 45m

$433

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Thu 12/24

11:46 am-4:19 pm

1 stop26h 33m

San Juan Luis Munoz Marin Intl

Sun 1/3

3:10 pm-10:44 am

1 stop21h 34m

$1,362

HarlingenSan Juan

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

HRLSJU

Harlingen Valley Intl

Sat 12/26

9:52 am-2:07 pm

1 stop26h 15m

San Juan Luis Munoz Marin Intl

Sat 1/2

5:00 pm-10:54 am

1 stop19h 54m

$1,444

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?

You could potentially save up to 20% on your flight if you consider stops on a Harlingen to Caribbean Islands flight.

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

Best Price Found	$429
Fastest flight time	5h 15m
Direct flights	None

The best one-way flight to Caribbean Islands from Harlingen in the past 72 hours is $429. The best round-trip flight deal from Harlingen to Caribbean Islands found on momondo in the last 72 hours is $240.

The fastest flight from Harlingen to Caribbean Islands takes 5h 15m

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 August 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 (16.18% of total bookings). The next most popular plane models are Embraer 175 (11.65%), Boeing 737-800 (11.00%), and Embraer ERJ-135 / ERJ-140 / ERJ-145 (11.00%).

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 10,106 reviews	Search United Airlines flights
Southwest	PriceFrom $429	Free Cancellation	Rating 8.0 4,215 reviews	Search Southwest flights
American Airlines	PriceFrom $443	Free Cancellation	Rating 7.1 11,980 reviews	Search American Airlines 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.