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Cheap flights from Harlingen, Texas to Caribbean Islands from $236

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 10/14. 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

United Airlines Logo
5:00 am - 3:42 pmHRL-SJU
9h 42m1 stop
United Airlines Logo
1:05 am - 1:19 pmSJU-HRL
13h 14m2 stops
$455United Airlines
Find Deal
Tue, Oct 14 - Fri, Oct 17
United Airlines Logo
5:00 am - 3:42 pmHRL-SJU
9h 42m1 stop
United Airlines Logo
1:05 am - 1:19 pmSJU-HRL
13h 14m2 stops
$465United Airlines
Find Deal
Mon, Oct 6 - Thu, Oct 9
United Airlines Logo
5:00 am - 3:42 pmHRL-SJU
9h 42m1 stop
United Airlines Logo
4:55 pm - 1:19 pmSJU-HRL
21h 24m2 stops
$515United Airlines
Find Deal
Mon, Oct 6 - Fri, Oct 10
United Airlines Logo
5:00 am - 8:38 pmHRL-SJU
14h 38m1 stop
United Airlines Logo
1:05 am - 1:19 pmSJU-HRL
13h 14m2 stops
$519United Airlines
Find Deal
Wed, Oct 15 - Fri, Oct 17
United Airlines Logo
5:00 am - 3:42 pmHRL-SJU
9h 42m1 stop
United Airlines Logo
8:30 am - 10:59 amSJU-HRL
28h 29m2 stops
$541United Airlines
Find Deal
Tue, Oct 21 - Sun, Nov 2
American Airlines Logo
6:35 pm - 2:15 pmHRL-SJU
18h 40m1 stop
American Airlines Logo
7:00 pm - 9:38 amSJU-HRL
15h 38m2 stops
$543American Airlines
Find Deal
Fri, Oct 3 - Mon, Oct 6
American Airlines Logo
6:20 pm - 12:44 pmHRL-SJU
17h 24m2 stops
American Airlines Logo
7:00 pm - 9:38 amSJU-HRL
15h 38m2 stops
$553American Airlines
Find Deal
Mon, Oct 6 - Fri, Oct 10
Southwest Logo
7:30 am - 10:45 pmHRL-SJU
14h 15m2 stops
Southwest Logo
7:40 am - 5:50 pmSJU-HRL
12h 10m2 stops
$555Southwest
Find Deal
Tue, Oct 21 - Sun, Nov 2
American Airlines Logo
5:45 am - 11:37 pmHRL-SJU
16h 52m2 stops
American Airlines Logo
7:00 pm - 9:38 amSJU-HRL
15h 38m2 stops
$594American Airlines
Find Deal
Fri, Oct 3 - Mon, Oct 6
Southwest Logo
6:50 am - 12:15 amHRL-SJU
16h 25m2 stops
Southwest Logo
4:10 pm - 11:45 pmSJU-HRL
8h 35m2 stops
$845Southwest
Find Deal
Sun, Oct 12 - Sun, Oct 19

United Airlines flights from Harlingen, Texas to Caribbean Islands

Our best United Airlines deals on Harlingen, Texas to Caribbean Islands flight tickets
United Airlines
Oct 14
HRL5:00 amHarlingen Valley Intl
9h 42m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
Oct 17
SJU1:05 amSan Juan Luis Munoz Marin Intl
13h 14m
2 stops
HRL1:19 pmHarlingen Valley Intl
$455
Find similar
United Airlines
Oct 6
HRL5:00 amHarlingen Valley Intl
9h 42m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
Oct 9
SJU1:05 amSan Juan Luis Munoz Marin Intl
13h 14m
2 stops
HRL1:19 pmHarlingen Valley Intl
$465
Find similar
United Airlines
Oct 6
HRL5:00 amHarlingen Valley Intl
9h 42m
1 stop
SJU3:42 pmSan Juan Luis Munoz Marin Intl
Oct 10
SJU4:55 pmSan Juan Luis Munoz Marin Intl
21h 24m
2 stops
HRL1:19 pmHarlingen Valley Intl
$515
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
Oct 3
HRL6:35 pmHarlingen Valley Intl
18h 40m
1 stop
SJU2:15 pmSan Juan Luis Munoz Marin Intl
Oct 6
SJU7:00 pmSan Juan Luis Munoz Marin Intl
15h 38m
2 stops
HRL9:38 amHarlingen Valley Intl
$543
Find similar
American Airlines
Oct 6
HRL6:20 pmHarlingen Valley Intl
17h 24m
2 stops
SJU12:44 pmSan Juan Luis Munoz Marin Intl
Oct 10
SJU7:00 pmSan Juan Luis Munoz Marin Intl
15h 38m
2 stops
HRL9:38 amHarlingen Valley Intl
$553
Find similar
American Airlines
Oct 3
HRL5:45 amHarlingen Valley Intl
16h 52m
2 stops
SJU11:37 pmSan Juan Luis Munoz Marin Intl
Oct 6
SJU7:00 pmSan Juan Luis Munoz Marin Intl
15h 38m
2 stops
HRL9:38 amHarlingen Valley Intl
$594
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 September 15, 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 10/14

5:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Fri 10/17

1:05 am-1:19 pm

2 stops13h 14m

$455

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 10/6

5:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Thu 10/9

1:05 am-1:19 pm

2 stops13h 14m

$465

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 10/6

5:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Fri 10/10

4:55 pm-1:19 pm

2 stops21h 24m

$515

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Wed 10/15

5:00 am-8:38 pm

1 stop14h 38m

San Juan Luis Munoz Marin Intl

Fri 10/17

1:05 am-1:19 pm

2 stops13h 14m

$519

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 10/21

5:00 am-3:42 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

Sun 11/2

8:30 am-10:59 am

2 stops28h 29m

$541

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Fri 10/3

6:35 pm-2:15 pm

1 stop18h 40m

San Juan Luis Munoz Marin Intl

Mon 10/6

7:00 pm-9:38 am

2 stops15h 38m

$543

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 10/6

6:20 pm-12:44 pm

2 stops17h 24m

San Juan Luis Munoz Marin Intl

Fri 10/10

7:00 pm-9:38 am

2 stops15h 38m

$553

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 10/21

7:30 am-10:45 pm

2 stops14h 15m

San Juan Luis Munoz Marin Intl

Sun 11/2

7:40 am-5:50 pm

2 stops12h 10m

$555

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Fri 10/3

5:45 am-11:37 pm

2 stops16h 52m

San Juan Luis Munoz Marin Intl

Mon 10/6

7:00 pm-9:38 am

2 stops15h 38m

$594

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Sun 10/12

6:50 am-12:15 am

2 stops16h 25m

San Juan Luis Munoz Marin Intl

Sun 10/19

4:10 pm-11:45 pm

2 stops8h 35m

$845

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 $294Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $423Free CancellationRating
7.4
8,931 reviews
Search United Airlines flights
SouthwestPriceFrom $513Free CancellationRating
8.0
4,245 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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