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Cheap flights from Harlingen, Texas to Caribbean Islands from $120

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 2/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
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.
American Airlines Logo
10:05 am - 11:00 amHRL-SJU
23h 55m2 stops
American Airlines Logo
3:50 pm - 9:49 amSJU-HRL
18h 59m2 stops
$301American Airlines
Find Deal
Tue, Apr 7 - Wed, Apr 8
Southwest Logo
11:30 am - 12:35 amHRL-SJU
11h 05m2 stops
Southwest Logo
2:05 pm - 9:05 pmSJU-HRL
9h 00m2 stops
$327Southwest
Find Deal
Tue, Dec 2 - Tue, Dec 9
American Airlines Logo
8:02 pm - 6:10 amHRL-SJU
8h 08m1 stop
American Airlines Logo
7:00 am - 7:30 pmSJU-HRL
14h 30m1 stop
$391American Airlines
Find Deal
Mon, Dec 1 - Thu, Dec 11
Southwest Logo
12:00 pm - 1:40 amHRL-SJU
11h 40m2 stops
Southwest Logo
11:20 am - 9:05 pmSJU-HRL
11h 45m2 stops
$417Southwest
Find Deal
Mon, Dec 1 - Thu, Dec 11
American Airlines Logo
4:14 pm - 11:00 amHRL-SJU
17h 46m2 stops
American Airlines Logo
3:20 pm - 11:59 pmSJU-HRL
9h 39m1 stop
$436American Airlines
Find Deal
Tue, Apr 7 - Wed, Apr 8
American Airlines Logo
10:05 am - 12:35 pmHRL-SJU
25h 30m2 stops
American Airlines Logo
3:50 pm - 9:49 amSJU-HRL
18h 59m2 stops
$441American Airlines
Find Deal
Tue, Apr 7 - Wed, Apr 8
United Airlines Logo
5:15 am - 3:40 pmHRL-SJU
9h 25m1 stop
United Airlines Logo
7:00 am - 1:14 pmSJU-HRL
7h 14m1 stop
$467United Airlines
Find Deal
Tue, Apr 7 - Wed, Apr 8
American Airlines Logo
5:40 am - 12:44 amHRL-SJU
17h 04m2 stops
American Airlines Logo
6:42 pm - 9:41 amSJU-HRL
16h 59m2 stops
$486American Airlines
Find Deal
Mon, Nov 24 - Tue, Dec 2
United Airlines Logo
5:15 am - 3:40 pmHRL-SJU
9h 25m1 stop
United Airlines Logo
1:05 am - 3:34 pmSJU-HRL
15h 29m2 stops
$502United Airlines
Find Deal
Tue, Apr 7 - Tue, Apr 7
United Airlines Logo
5:15 am - 3:40 pmHRL-SJU
9h 25m1 stop
United Airlines Logo
1:05 am - 3:34 pmSJU-HRL
15h 29m2 stops
$550United Airlines
Find Deal
Tue, Apr 7 - Tue, Apr 7

American Airlines flights from Harlingen, Texas to Caribbean Islands

Our best American Airlines deals on Harlingen, Texas to Caribbean Islands flight tickets
American Airlines
Apr 7
HRL10:05 amHarlingen Valley Intl
23h 55m
2 stops
SJU11:00 amSan Juan Luis Munoz Marin Intl
Apr 8
SJU3:50 pmSan Juan Luis Munoz Marin Intl
18h 59m
2 stops
HRL9:49 amHarlingen Valley Intl
$301
Find similar
American Airlines
Dec 1
HRL8:02 pmHarlingen Valley Intl
8h 08m
1 stop
SJU6:10 amSan Juan Luis Munoz Marin Intl
Dec 11
SJU7:00 amSan Juan Luis Munoz Marin Intl
14h 30m
1 stop
HRL7:30 pmHarlingen Valley Intl
$391
Find similar
American Airlines
Apr 7
HRL4:14 pmHarlingen Valley Intl
17h 46m
2 stops
SJU11:00 amSan Juan Luis Munoz Marin Intl
Apr 8
SJU3:20 pmSan Juan Luis Munoz Marin Intl
9h 39m
1 stop
HRL11:59 pmHarlingen Valley Intl
$436
Find similar

Southwest flights from Harlingen, Texas to Caribbean Islands

Our best Southwest deals on Harlingen, Texas to Caribbean Islands flight tickets
Southwest
Dec 2
HRL11:30 amHarlingen Valley Intl
11h 05m
2 stops
SJU12:35 amSan Juan Luis Munoz Marin Intl
Dec 9
SJU2:05 pmSan Juan Luis Munoz Marin Intl
9h 00m
2 stops
HRL9:05 pmHarlingen Valley Intl
$327
Find similar
Southwest
Dec 1
HRL12:00 pmHarlingen Valley Intl
11h 40m
2 stops
SJU1:40 amSan Juan Luis Munoz Marin Intl
Dec 11
SJU11:20 amSan Juan Luis Munoz Marin Intl
11h 45m
2 stops
HRL9:05 pmHarlingen Valley Intl
$417
Find similar
Southwest
Dec 24
HRL10:30 amHarlingen Valley Intl
9h 00m
2 stops
SJU9:30 pmSan Juan Luis Munoz Marin Intl
Jan 1
SJU8:55 amSan Juan Luis Munoz Marin Intl
10h 10m
2 stops
HRL5:05 pmHarlingen Valley Intl
$1,015
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 November 5, 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

Tue 4/7

10:05 am-11:00 am

2 stops23h 55m

San Juan Luis Munoz Marin Intl

Wed 4/8

3:50 pm-9:49 am

2 stops18h 59m

$301

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 12/2

11:30 am-12:35 am

2 stops11h 05m

San Juan Luis Munoz Marin Intl

Tue 12/9

2:05 pm-9:05 pm

2 stops9h 00m

$327

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 12/1

8:02 pm-6:10 am

1 stop8h 08m

San Juan Luis Munoz Marin Intl

Thu 12/11

7:00 am-7:30 pm

1 stop14h 30m

$391

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 12/1

12:00 pm-1:40 am

2 stops11h 40m

San Juan Luis Munoz Marin Intl

Thu 12/11

11:20 am-9:05 pm

2 stops11h 45m

$417

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 4/7

4:14 pm-11:00 am

2 stops17h 46m

San Juan Luis Munoz Marin Intl

Wed 4/8

3:20 pm-11:59 pm

1 stop9h 39m

$436

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 4/7

10:05 am-12:35 pm

2 stops25h 30m

San Juan Luis Munoz Marin Intl

Wed 4/8

3:50 pm-9:49 am

2 stops18h 59m

$441

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 4/7

5:15 am-3:40 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Wed 4/8

7:00 am-1:14 pm

1 stop7h 14m

$467

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 11/24

5:40 am-12:44 am

2 stops17h 04m

San Juan Luis Munoz Marin Intl

Tue 12/2

6:42 pm-9:41 am

2 stops16h 59m

$486

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 4/7

5:15 am-3:40 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Tue 4/7

1:05 am-3:34 pm

2 stops15h 29m

$502

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 4/7

5:15 am-3:40 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Tue 4/7

1:05 am-3:34 pm

2 stops15h 29m

$550

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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

Direct flights

None
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
11,042 reviews
Search American Airlines flights
United AirlinesPriceFrom $309Free CancellationRating
7.4
9,002 reviews
Search United Airlines flights
SouthwestPriceFrom $513Free CancellationRating
8.0
4,240 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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