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Cheap flights from Harlingen, Texas to Caribbean Islands from $151

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Harlingen, Texas to Caribbean Islands departing on 1/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Harlingen, Texas to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
9:20 am - 12:36 am
HRL
-
SJU
13h 16m2 stops
United Airlines Logo
2:05 am - 4:06 pm
SJU
-
HRL
16h 01m2 stops
$239United Airlines
Wed, Jan 21 - Tue, Jan 27
United Airlines Logo
12:10 pm - 9:26 pm
HRL
-
SJU
7h 16m1 stop
United Airlines Logo
7:40 am - 4:04 pm
SJU
-
HRL
10h 24m1 stop
$259United Airlines
Sun, Feb 22 - Thu, Feb 26
United Airlines Logo
12:10 pm - 9:26 pm
HRL
-
SJU
7h 16m1 stop
United Airlines Logo
7:40 am - 4:04 pm
SJU
-
HRL
10h 24m1 stop
$322United Airlines
Sun, Feb 22 - Fri, Feb 27
United Airlines Logo
9:20 am - 12:36 am
HRL
-
SJU
13h 16m2 stops
United Airlines Logo
2:05 am - 4:04 pm
SJU
-
HRL
15h 59m2 stops
$332United Airlines
Tue, Feb 24 - Fri, Feb 27
United Airlines Logo
12:10 pm - 9:26 pm
HRL
-
SJU
7h 16m1 stop
United Airlines Logo
2:05 am - 4:06 pm
SJU
-
HRL
16h 01m2 stops
$350United Airlines
Wed, Jan 14 - Fri, Jan 23
American Airlines Logo
10:35 am - 11:32 pm
HRL
-
SJU
10h 57m1 stop
American Airlines Logo
7:00 am - 10:52 pm
SJU
-
HRL
17h 52m2 stops
$357American Airlines
Sun, Feb 22 - Thu, Feb 26
United Airlines Logo
9:20 am - 11:50 pm
HRL
-
SJU
13h 30m2 stops
United Airlines Logo
1:00 am - 4:03 pm
SJU
-
HRL
16h 03m2 stops
$369United Airlines
Sat, May 2 - Mon, May 4
United Airlines Logo
12:10 pm - 9:26 pm
HRL
-
SJU
7h 16m1 stop
United Airlines Logo
7:45 am - 4:06 pm
SJU
-
HRL
10h 21m1 stop
$370United Airlines
Wed, Jan 14 - Sat, Jan 24
Air Canada Logo
9:20 am - 12:25 pm
HRL
-
NAS
26h 05m2 stops
Air Canada Logo
9:10 pm - 9:59 pm
NAS
-
HRL
25h 49m2 stops
$1,042Air Canada
Mon, Feb 23 - Thu, Feb 26
Air Canada Logo
9:20 am - 12:25 pm
HRL
-
NAS
26h 05m2 stops
Air Canada Logo
9:10 pm - 4:04 pm
NAS
-
HRL
19h 54m2 stops
$1,094Air Canada
Mon, Feb 23 - Thu, Feb 26

United Airlines flights from Harlingen, Texas to Caribbean Islands

Our best United Airlines deals on Harlingen, Texas to Caribbean Islands flight tickets
United Airlines
Jan 21
HRL9:20 amHarlingen Valley Intl
13h 16m
2 stops
SJU12:36 amSan Juan Luis Munoz Marin Intl
Jan 27
SJU2:05 amSan Juan Luis Munoz Marin Intl
16h 01m
2 stops
HRL4:06 pmHarlingen Valley Intl
$239
Find similar
United Airlines
Feb 22
HRL12:10 pmHarlingen Valley Intl
7h 16m
1 stop
SJU9:26 pmSan Juan Luis Munoz Marin Intl
Feb 26
SJU7:40 amSan Juan Luis Munoz Marin Intl
10h 24m
1 stop
HRL4:04 pmHarlingen Valley Intl
$259
Find similar
United Airlines
Feb 22
HRL12:10 pmHarlingen Valley Intl
7h 16m
1 stop
SJU9:26 pmSan Juan Luis Munoz Marin Intl
Feb 27
SJU7:40 amSan Juan Luis Munoz Marin Intl
10h 24m
1 stop
HRL4:04 pmHarlingen Valley Intl
$322
Find similar

American Airlines flights from Harlingen, Texas to Caribbean Islands

Our best American Airlines deals on Harlingen, Texas to Caribbean Islands flight tickets
American Airlines
Feb 22
HRL10:35 amHarlingen Valley Intl
10h 57m
1 stop
SJU11:32 pmSan Juan Luis Munoz Marin Intl
Feb 26
SJU7:00 amSan Juan Luis Munoz Marin Intl
17h 52m
2 stops
HRL10:52 pmHarlingen Valley Intl
$357
Find similar
American Airlines
Jan 10
HRL6:44 pmHarlingen Valley Intl
14h 04m
2 stops
SJU10:48 amSan Juan Luis Munoz Marin Intl
Jan 17
SJU6:00 amSan Juan Luis Munoz Marin Intl
19h 21m
2 stops
HRL11:21 pmHarlingen Valley Intl
$437
Find similar
American Airlines
Dec 25
HRL5:34 amHarlingen Valley Intl
7h 18m
1 stop
SJU2:52 pmSan Juan Luis Munoz Marin Intl
Jan 12
SJU6:00 amSan Juan Luis Munoz Marin Intl
19h 21m
2 stops
HRL11:21 pmHarlingen Valley Intl
$452
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Harlingen, Texas to Caribbean Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 22, 2025.
Use the filters below to find and compare flights from Harlingen, Texas to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Wed 1/21

9:20 am-12:36 am

2 stops13h 16m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-4:06 pm

2 stops16h 01m

$239

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sun 2/22

12:10 pm-9:26 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:40 am-4:04 pm

1 stop10h 24m

$259

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sun 2/22

12:10 pm-9:26 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Fri 2/27

7:40 am-4:04 pm

1 stop10h 24m

$322

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 2/24

9:20 am-12:36 am

2 stops13h 16m

San Juan Luis Munoz Marin Intl

Fri 2/27

2:05 am-4:04 pm

2 stops15h 59m

$332

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Wed 1/14

12:10 pm-9:26 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Fri 1/23

2:05 am-4:06 pm

2 stops16h 01m

$350

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sun 2/22

10:35 am-11:32 pm

1 stop10h 57m

San Juan Luis Munoz Marin Intl

Thu 2/26

7:00 am-10:52 pm

2 stops17h 52m

$357

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sat 5/2

9:20 am-11:50 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Mon 5/4

1:00 am-4:03 pm

2 stops16h 03m

$369

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Wed 1/14

12:10 pm-9:26 pm

1 stop7h 16m

San Juan Luis Munoz Marin Intl

Sat 1/24

7:45 am-4:06 pm

1 stop10h 21m

$370

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Mon 2/23

9:20 am-12:25 pm

2 stops26h 05m

Nassau Intl

Thu 2/26

9:10 pm-9:59 pm

2 stops25h 49m

$1,042

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Mon 2/23

9:20 am-12:25 pm

2 stops26h 05m

Nassau Intl

Thu 2/26

9:10 pm-4:04 pm

2 stops19h 54m

$1,094

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Harlingen, Texas 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

What is the cheapest day to depart on your flight to Caribbean Islands?

The cheapest day to depart from Harlingen, Texas to Caribbean Islands is on a Wednesday. Travelers who choose to depart for Caribbean Islands on a Wednesday will often find tickets for as low as $511. If your travel schedule is flexible, try to avoid departing on a Friday because tickets tend to average around $626. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

What is the cheapest time of day to depart on your flight to Caribbean Islands?

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Harlingen, Texas to Caribbean Islands in the evening for as low as $537. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets in the morning because they tend to be around $626. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

Cheap Harlingen, Texas to Caribbean Islands flight deals and tips

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

Fastest flight time

7h 11m

Direct flights

None
The fastest flight from Harlingen, Texas to Caribbean Islands takes 7h 11m
There are no direct flights from Harlingen, Texas to Caribbean Islands. There are no popular flight routes from Harlingen, Texas to Caribbean Islands.
Search flight deals

  • 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?

  • 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, Texas to Caribbean Islands?

Best airlines flying from Harlingen, Texas to Caribbean Islands

Compare and see reviews for airlines that fly from Harlingen, Texas to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $306Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
United AirlinesPriceFrom $309Free CancellationRating
7.4
9,102 reviews
Search United Airlines flights
SouthwestPriceFrom $378Free CancellationRating
8.0
4,254 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.

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