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Cheap flights from Harlingen, Texas to Caribbean 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 departing on 1/8. 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

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
6:55 pm - 11:32 amSJU-HRL
17h 37m2 stops
$301American Airlines
Find Deal
Tue, Apr 7 - Wed, Apr 8
American Airlines Logo
12:11 pm - 4:00 amHRL-SJU
14h 49m1 stop
American Airlines Logo
3:50 pm - 11:32 amSJU-HRL
20h 42m2 stops
$436American 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
7:00 am - 10:51 pmSJU-HRL
17h 51m1 stop
$437American Airlines
Find Deal
Mon, Dec 1 - Thu, Dec 11
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
$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
$520United 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
1:05 am - 3:34 pmSJU-HRL
15h 29m2 stops
$603United Airlines
Find Deal
Tue, Apr 7 - Tue, Apr 7
Delta Logo
3:39 pm - 11:51 amHRL-NAS
19h 12m2 stops
Delta Logo
1:16 pm - 2:43 pmNAS-HRL
26h 27m2 stops
$735Delta
Find Deal
Sun, Nov 2 - Thu, Nov 6
Multiple Airlines Logo
11:55 am - 9:55 pmHRL-SJU
32h 00m3 stops
Multiple Airlines Logo
3:14 pm - 10:47 amSJU-HRL
21h 33m1 stop
$863Multiple Airlines
Find Deal
Fri, Dec 19 - Sun, Dec 21
Multiple Airlines Logo
11:55 am - 3:59 pmHRL-SJU
26h 04m2 stops
Multiple Airlines Logo
3:14 pm - 10:47 amSJU-HRL
21h 33m1 stop
$867Multiple Airlines
Find Deal
Fri, Dec 19 - Sun, Dec 21
Sun Country Air Logo
11:55 am - 2:10 pmHRL-SJU
24h 15m1 stop
Sun Country Air Logo
3:14 pm - 10:47 amSJU-HRL
21h 33m1 stop
$1,009Sun Country Air
Find Deal
Fri, Dec 19 - Sun, Dec 21

American Airlines flights from Harlingen, Texas to Caribbean

Our best American Airlines deals on Harlingen, Texas to Caribbean 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
SJU6:55 pmSan Juan Luis Munoz Marin Intl
17h 37m
2 stops
HRL11:32 amHarlingen Valley Intl
$301
Find similar
American Airlines
Apr 7
HRL12:11 pmHarlingen Valley Intl
14h 49m
1 stop
SJU4:00 amSan Juan Luis Munoz Marin Intl
Apr 8
SJU3:50 pmSan Juan Luis Munoz Marin Intl
20h 42m
2 stops
HRL11:32 amHarlingen Valley Intl
$436
Find similar
American Airlines
Dec 1
HRL5:40 amHarlingen Valley Intl
17h 04m
2 stops
SJU12:44 amSan Juan Luis Munoz Marin Intl
Dec 11
SJU7:00 amSan Juan Luis Munoz Marin Intl
17h 51m
1 stop
HRL10:51 pmHarlingen Valley Intl
$437
Find similar

United Airlines flights from Harlingen, Texas to Caribbean

Our best United Airlines deals on Harlingen, Texas to Caribbean flight tickets
United Airlines
Apr 7
HRL5:15 amHarlingen Valley Intl
9h 25m
1 stop
SJU3:40 pmSan Juan Luis Munoz Marin Intl
Apr 8
SJU7:00 amSan Juan Luis Munoz Marin Intl
7h 14m
1 stop
HRL1:14 pmHarlingen Valley Intl
$520
Find similar
United Airlines
Apr 7
HRL5:15 amHarlingen Valley Intl
9h 25m
1 stop
SJU3:40 pmSan Juan Luis Munoz Marin Intl
Apr 7
SJU1:05 amSan Juan Luis Munoz Marin Intl
15h 29m
2 stops
HRL3:34 pmHarlingen Valley Intl
$603
Find similar
United Airlines
Nov 2
HRL7:00 amHarlingen Valley Intl
5h 33m
1 stop
NAS1:33 pmNassau Intl
Nov 6
NAS2:35 pmNassau Intl
8h 19m
1 stop
HRL9:54 pmHarlingen Valley Intl
$731
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Harlingen, Texas to Caribbean 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 October 23, 2025.
Use the filters below to find and compare flights from Harlingen, Texas to Caribbean 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

6:55 pm-11:32 am

2 stops17h 37m

$301

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Tue 4/7

12:11 pm-4:00 am

1 stop14h 49m

San Juan Luis Munoz Marin Intl

Wed 4/8

3:50 pm-11:32 am

2 stops20h 42m

$436

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Mon 12/1

5:40 am-12:44 am

2 stops17h 04m

San Juan Luis Munoz Marin Intl

Thu 12/11

7:00 am-10:51 pm

1 stop17h 51m

$437

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

$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

$520

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

$603

HarlingenNassau

HRL - NAS

HRLNAS

Harlingen Valley Intl

Sun 11/2

3:39 pm-11:51 am

2 stops19h 12m

Nassau Intl

Thu 11/6

1:16 pm-2:43 pm

2 stops26h 27m

$735

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Fri 12/19

11:55 am-9:55 pm

3 stops32h 00m

San Juan Luis Munoz Marin Intl

Sun 12/21

3:14 pm-10:47 am

1 stop21h 33m

$863

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Fri 12/19

11:55 am-3:59 pm

2 stops26h 04m

San Juan Luis Munoz Marin Intl

Sun 12/21

3:14 pm-10:47 am

1 stop21h 33m

$867

HarlingenSan Juan

HRL - SJU

HRLSJU

Harlingen Valley Intl

Fri 12/19

11:55 am-2:10 pm

1 stop24h 15m

San Juan Luis Munoz Marin Intl

Sun 12/21

3:14 pm-10:47 am

1 stop21h 33m

$1,009

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Harlingen, Texas to Caribbean

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?

The cheapest day to depart from Harlingen, Texas to Caribbean is on a Wednesday when prices can be found 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.

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

In the evening is the cheapest time of day to fly from Harlingen, Texas to Caribbean when you can find flight prices for as low as $537. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights in the morning are often more expensive with an average ticket price of $626.

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

You could potentially save up to 10% on your flight if you consider stops on a Harlingen, Texas to Caribbean flight.

Cheap Harlingen, Texas to Caribbean flight deals and tips

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

Direct flights

None
There are no direct flights from Harlingen, Texas to Caribbean. There are no popular flight routes from Harlingen, Texas to Caribbean.
Search flight deals

  • When did momondo last update prices for flights from Harlingen Valley Intl Airport to Caribbean?

    Prices for flights from Harlingen Valley Intl Airport to Caribbean are refreshed on a daily basis.

  • How many operators does momondo search for flights from Harlingen Valley Intl Airport to Caribbean?

  • How old do you have to be to fly from Harlingen Valley Intl Airport to Caribbean?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Harlingen Valley Intl Airport to Caribbean.

  • What documentation or ID do you need to fly to Caribbean?

    The necessary travel and health documents for your Caribbean trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Harlingen, Texas to Caribbean

Compare and see reviews for airlines that fly from Harlingen, Texas to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $306Free CancellationRating
7.2
11,033 reviews
Search American Airlines flights
United AirlinesPriceFrom $309Free CancellationRating
7.4
8,995 reviews
Search United Airlines flights
SouthwestPriceFrom $513Free CancellationRating
8.0
4,236 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Harlingen to Caribbean?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Harlingen to Caribbean for you.

Can I find flights from Harlingen to Caribbean with flexible booking policies on momondo?

Flights from Harlingen to Caribbean with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Harlingen to Caribbean?

momondo helps you find the best flight between Harlingen and Caribbean 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 right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Harlingen to Caribbean flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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