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

Southwest, American Airlines, and United Airlines are the most popular carriers 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 53% 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 April 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.

$253 Cheap Flights from Harlingen to Caribbean Islands in 2026

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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.

8:03 pm - 3:59 pm

HRL

SJU

18h 56m

2 stops

7:05 pm - 10:16 am

SJU

HRL

16h 11m

2 stops

$330American Airlines

lun., ago. 10 - lun., ago. 17

8:03 pm - 3:59 pm

HRL

SJU

18h 56m

2 stops

7:05 pm - 10:16 am

SJU

HRL

16h 11m

2 stops

$400American Airlines

lun., ago. 10 - vie., ago. 14

7:00 am - 9:24 pm

HRL

SJU

13h 24m

2 stops

7:00 am - 4:04 pm

SJU

HRL

10h 04m

1 stop

$412United Airlines

mié., abr. 22 - mié., abr. 29

8:03 pm - 4:32 am

HRL

SJU

7h 29m

1 stop

5:45 am - 10:51 pm

SJU

HRL

18h 06m

2 stops

$415American Airlines

mié., may. 13 - sáb., may. 16

8:03 pm - 3:59 pm

HRL

SJU

18h 56m

2 stops

7:05 pm - 10:16 am

SJU

HRL

16h 11m

2 stops

$440American Airlines

lun., ago. 10 - vie., ago. 14

12:45 pm - 11:40 pm

HRL

SJU

9h 55m

2 stops

9:40 am - 9:35 pm

SJU

HRL

12h 55m

2 stops

$507Southwest

mié., may. 13 - sáb., may. 16

6:00 am - 8:35 pm

HRL

SJU

13h 35m

1 stop

11:50 am - 8:10 pm

SJU

HRL

9h 20m

2 stops

$508Southwest

sáb., ago. 1 - mar., ago. 4

2:45 pm - 12:45 am

HRL

SJU

9h 00m

2 stops

11:50 am - 8:10 pm

SJU

HRL

9h 20m

2 stops

$526Southwest

sáb., ago. 1 - mar., ago. 4

12:10 pm - 12:40 pm

HRL

AUA

23h 30m

2 stops

4:30 pm - 4:04 pm

AUA

HRL

24h 34m

2 stops

$802United Airlines

mar., may. 5 - jue., may. 7

9:20 am - 3:12 pm

HRL

STI

28h 52m

2 stops

2:07 pm - 11:23 am

STI

HRL

22h 16m

2 stops

$843United Airlines

dom., may. 3 - jue., may. 7

United Airlines flights from Harlingen to Caribbean Islands

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

United Airlines

Apr 22

HRL9:20 amHarlingen Valley Intl

11h 04m

2 stops

SJU9:24 pmSan Juan Luis Munoz Marin Intl

Apr 28

SJU1:00 amSan Juan Luis Munoz Marin Intl

16h 04m

2 stops

HRL4:04 pmHarlingen Valley Intl

$412

United Airlines

Aug 10

HRL5:10 amHarlingen Valley Intl

9h 32m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Aug 14

SJU7:00 amSan Juan Luis Munoz Marin Intl

7h 14m

1 stop

HRL1:14 pmHarlingen Valley Intl

$531

United Airlines

May 13

HRL12:10 pmHarlingen Valley Intl

7h 28m

1 stop

SJU8:38 pmSan Juan Luis Munoz Marin Intl

May 16

SJU7:00 amSan Juan Luis Munoz Marin Intl

10h 04m

1 stop

HRL4:04 pmHarlingen Valley Intl

$551

American Airlines flights from Harlingen to Caribbean Islands

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

American Airlines

Aug 10

HRL8:03 pmHarlingen Valley Intl

18h 56m

2 stops

SJU3:59 pmSan Juan Luis Munoz Marin Intl

Aug 17

SJU7:05 pmSan Juan Luis Munoz Marin Intl

16h 11m

2 stops

HRL10:16 amHarlingen Valley Intl

$330

American Airlines

Aug 10

HRL8:03 pmHarlingen Valley Intl

18h 56m

2 stops

SJU3:59 pmSan Juan Luis Munoz Marin Intl

Aug 14

SJU7:05 pmSan Juan Luis Munoz Marin Intl

16h 11m

2 stops

HRL10:16 amHarlingen Valley Intl

$400

American Airlines

May 13

HRL8:03 pmHarlingen Valley Intl

7h 29m

1 stop

SJU4:32 amSan Juan Luis Munoz Marin Intl

May 16

SJU5:45 amSan Juan Luis Munoz Marin Intl

18h 06m

2 stops

HRL10:51 pmHarlingen Valley Intl

$415

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

lun. 8/10

8:03 pm-3:59 pm

2 stops18h 56m

San Juan Luis Munoz Marin Intl

lun. 8/17

7:05 pm-10:16 am

2 stops16h 11m

$330

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

lun. 8/10

8:03 pm-3:59 pm

2 stops18h 56m

San Juan Luis Munoz Marin Intl

vie. 8/14

7:05 pm-10:16 am

2 stops16h 11m

$400

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

mié. 4/22

7:00 am-9:24 pm

2 stops13h 24m

San Juan Luis Munoz Marin Intl

mié. 4/29

7:00 am-4:04 pm

1 stop10h 04m

$412

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

mié. 5/13

8:03 pm-4:32 am

1 stop7h 29m

San Juan Luis Munoz Marin Intl

sáb. 5/16

5:45 am-10:51 pm

2 stops18h 06m

$415

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

lun. 8/10

8:03 pm-3:59 pm

2 stops18h 56m

San Juan Luis Munoz Marin Intl

vie. 8/14

7:05 pm-10:16 am

2 stops16h 11m

$440

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

mié. 5/13

12:45 pm-11:40 pm

2 stops9h 55m

San Juan Luis Munoz Marin Intl

sáb. 5/16

9:40 am-9:35 pm

2 stops12h 55m

$507

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

sáb. 8/1

6:00 am-8:35 pm

1 stop13h 35m

San Juan Luis Munoz Marin Intl

mar. 8/4

11:50 am-8:10 pm

2 stops9h 20m

$508

Quickest round-trip

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

sáb. 8/1

2:45 pm-12:45 am

2 stops9h 00m

San Juan Luis Munoz Marin Intl

mar. 8/4

11:50 am-8:10 pm

2 stops9h 20m

$526

HarlingenOranjestad

HRL - AUA

HRLAUA

Harlingen Valley Intl

mar. 5/5

12:10 pm-12:40 pm

2 stops23h 30m

Oranjestad Reina Beatrix

jue. 5/7

4:30 pm-4:04 pm

2 stops24h 34m

$802

HarlingenSantiago de los Caballeros

HRL - STI

HRLSTI

Harlingen Valley Intl

dom. 5/3

9:20 am-3:12 pm

2 stops28h 52m

Santiago de los Caballeros

jue. 5/7

2:07 pm-11:23 am

2 stops22h 16m

$843

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 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

What is the cheapest month to fly to Caribbean Islands?

The month of February is, on average, the cheapest month to fly to Caribbean Islands from Harlingen, with most prices found around $347. The month of January is another great option to travel to Caribbean Islands, with average flight prices from Harlingen averaging around $400.

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 00m
Direct flights	None

The fastest flight from Harlingen to Caribbean Islands takes 7h 00m

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 April 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 Embraer 175 (15.77% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (14.93%), Airbus A320-100/200 (11.27%), and Embraer ERJ-135 / ERJ-140 / ERJ-145 (10.42%).

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 $260	Free Cancellation	Rating 7.4 9,574 reviews	Search United Airlines flights
American Airlines	PriceFrom $306	Free Cancellation	Rating 7.1 11,570 reviews	Search American Airlines flights
Southwest	PriceFrom $378	Free Cancellation	Rating 8.0 4,331 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.