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Cheap flights from Harlingen, Texas to Caribbean Islands from $270

This is the cheapest round-trip 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 3/30. 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.
American Airlines Logo
8:06 pm - 2:50 pm
HRL
-
SJU
17h 44m
2 stops
American Airlines Logo
3:44 pm - 10:17 am
SJU
-
HRL
19h 33m
2 stops
$270American Airlines
Mon, Mar 30 - Wed, Apr 8
American Airlines Logo
10:42 am - 10:31 pm
HRL
-
SJU
10h 49m
1 stop
American Airlines Logo
7:00 pm - 10:17 am
SJU
-
HRL
16h 17m
2 stops
$370American Airlines
Mon, Mar 30 - Wed, Apr 8
United Airlines Logo
12:10 pm - 8:38 pm
HRL
-
SJU
7h 28m
1 stop
United Airlines Logo
7:00 am - 4:04 pm
SJU
-
HRL
10h 04m
1 stop
$395United Airlines
Tue, May 5 - Wed, May 6
United Airlines Logo
12:10 pm - 8:38 pm
HRL
-
SJU
7h 28m
1 stop
United Airlines Logo
7:00 am - 4:04 pm
SJU
-
HRL
10h 04m
1 stop
$425United Airlines
Tue, May 5 - Wed, May 6
United Airlines Logo
12:10 pm - 8:38 pm
HRL
-
SJU
7h 28m
1 stop
United Airlines Logo
7:00 am - 4:04 pm
SJU
-
HRL
10h 04m
1 stop
$431United Airlines
Tue, May 5 - Wed, May 6
United Airlines Logo
9:20 am - 11:50 pm
HRL
-
SJU
13h 30m
2 stops
United Airlines Logo
7:00 am - 4:04 pm
SJU
-
HRL
10h 04m
1 stop
$435United Airlines
Tue, May 5 - Wed, May 6
United Airlines Logo
7:00 am - 1:33 pm
HRL
-
NAS
5h 33m
1 stop
United Airlines Logo
2:53 pm - 9:59 pm
NAS
-
HRL
8h 06m
1 stop
$436United Airlines
Fri, Mar 27 - Tue, Apr 7
American Airlines Logo
8:06 pm - 2:50 pm
HRL
-
SJU
17h 44m
2 stops
American Airlines Logo
6:33 am - 7:36 pm
SJU
-
HRL
14h 03m
1 stop
$450American Airlines
Mon, Mar 23 - Thu, Mar 26
Southwest Logo
6:50 am - 6:30 pm
HRL
-
NAS
10h 40m
2 stops
Southwest Logo
8:45 am - 8:55 pm
NAS
-
HRL
13h 10m
2 stops
$588Southwest
Fri, Mar 27 - Tue, Apr 7
WestJet Logo
4:04 pm - 3:27 pm
HRL
-
POP
22h 23m
2 stops
WestJet Logo
4:30 pm - 3:09 pm
POP
-
HRL
47h 39m
2 stops
$4,025WestJet
Tue, Mar 31 - 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
Mar 30
HRL8:06 pmHarlingen Valley Intl
17h 44m
2 stops
SJU2:50 pmSan Juan Luis Munoz Marin Intl
Apr 8
SJU3:44 pmSan Juan Luis Munoz Marin Intl
19h 33m
2 stops
HRL10:17 amHarlingen Valley Intl
$270
American Airlines
Mar 30
HRL8:06 pmHarlingen Valley Intl
17h 05m
1 stop
SJU2:11 pmSan Juan Luis Munoz Marin Intl
Apr 8
SJU3:44 pmSan Juan Luis Munoz Marin Intl
19h 33m
2 stops
HRL10:17 amHarlingen Valley Intl
$370
American Airlines
Mar 23
HRL8:06 pmHarlingen Valley Intl
17h 44m
2 stops
SJU2:50 pmSan Juan Luis Munoz Marin Intl
Mar 26
SJU6:33 amSan Juan Luis Munoz Marin Intl
14h 03m
1 stop
HRL7:36 pmHarlingen Valley Intl
$450

United Airlines flights from Harlingen, Texas to Caribbean Islands

Our best United Airlines deals on Harlingen, Texas to Caribbean Islands flight tickets
United Airlines
May 5
HRL12:10 pmHarlingen Valley Intl
7h 28m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
May 6
SJU7:20 amSan Juan Luis Munoz Marin Intl
13h 40m
2 stops
HRL8:00 pmHarlingen Valley Intl
$395
United Airlines
May 5
HRL12:10 pmHarlingen Valley Intl
7h 28m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
May 6
SJU7:00 amSan Juan Luis Munoz Marin Intl
10h 04m
1 stop
HRL4:04 pmHarlingen Valley Intl
$425
United Airlines
May 5
HRL12:10 pmHarlingen Valley Intl
7h 28m
1 stop
SJU8:38 pmSan Juan Luis Munoz Marin Intl
May 6
SJU7:00 amSan Juan Luis Munoz Marin Intl
10h 04m
1 stop
HRL4:04 pmHarlingen Valley Intl
$431

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 February 14, 2026.
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

Mon 3/30

8:06 pm-2:50 pm

2 stops17h 44m

San Juan Luis Munoz Marin Intl

Wed 4/8

3:44 pm-10:17 am

2 stops19h 33m

$270

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 3/30

10:42 am-10:31 pm

1 stop10h 49m

San Juan Luis Munoz Marin Intl

Wed 4/8

7:00 pm-10:17 am

2 stops16h 17m

$370

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 5/5

12:10 pm-8:38 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Wed 5/6

7:00 am-4:04 pm

1 stop10h 04m

$395

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 5/5

12:10 pm-8:38 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Wed 5/6

7:00 am-4:04 pm

1 stop10h 04m

$425

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 5/5

12:10 pm-8:38 pm

1 stop7h 28m

San Juan Luis Munoz Marin Intl

Wed 5/6

7:00 am-4:04 pm

1 stop10h 04m

$431

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 5/5

9:20 am-11:50 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Wed 5/6

7:00 am-4:04 pm

1 stop10h 04m

$435

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Fri 3/27

7:00 am-1:33 pm

1 stop5h 33m

Nassau Intl

Tue 4/7

2:53 pm-9:59 pm

1 stop8h 06m

$436

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 3/23

8:06 pm-2:50 pm

2 stops17h 44m

San Juan Luis Munoz Marin Intl

Thu 3/26

6:33 am-7:36 pm

1 stop14h 03m

$450

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Fri 3/27

6:50 am-6:30 pm

2 stops10h 40m

Nassau Intl

Tue 4/7

8:45 am-8:55 pm

2 stops13h 10m

$588

HarlingenPuerto Plata

HRL - POP

HRLPOP

Harlingen Valley Intl

Tue 3/31

4:04 pm-3:27 pm

2 stops22h 23m

Puerto Plata La Union

Tue 4/7

4:30 pm-3:09 pm

2 stops47h 39m

$4,025

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 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

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 16m

Direct flights

None
The fastest flight from Harlingen, Texas to Caribbean Islands takes 7h 16m
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
United AirlinesPriceFrom $260Free CancellationRating
7.4
9,295 reviews
Search United Airlines flights
American AirlinesPriceFrom $306Free CancellationRating
7.2
11,296 reviews
Search American Airlines flights
SouthwestPriceFrom $378Free CancellationRating
8.0
4,285 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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