What airlines fly to Caribbean?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Caribbean from Harlingen according to our data. American Airlines is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 3 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Harlingen Valley Intl to Caribbean?

American Airlines and United Airlines are the most popular carriers operating from Harlingen Valley Intl to Caribbean

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?

The number of operators available for flights from Harlingen Valley Intl Airport to Caribbean is 3 as of August 2026.

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.

$179 Cheap Flights from Harlingen to Caribbean in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Harlingen to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:40 am - 10:09 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

10h 29m2 stops Dallas/Fort Worth Miami

11:34 am - 10:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

13h 25m2 stops Miami Dallas/Fort Worth

$350American Airlines

Tue, Oct 27 - Wed, Nov 4

5:50 am - 3:23 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 33m1 stop Dallas/Fort Worth

4:59 pm - 10:13 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

19h 14m1 stop Dallas/Fort Worth

$350American Airlines

Tue, Oct 27 - Wed, Nov 4

2:46 pm - 11:31 amHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

19h 45m2 stops Dallas/Fort Worth Miami

8:00 am - 10:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

16h 59m2 stops Miami Dallas/Fort Worth

$350American Airlines

Tue, Oct 27 - Wed, Nov 4

7:10 am - 3:36 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

7h 26m1 stop Houston George Bush Intcntl

1:00 pm - 10:48 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

11h 48m2 stops Newark Houston George Bush Intcntl

$378United Airlines

Tue, Oct 27 - Wed, Nov 4

5:05 am - 3:36 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

9h 31m1 stop Houston George Bush Intcntl

7:40 am - 4:01 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

10h 21m1 stop Houston George Bush Intcntl

$378United Airlines

Tue, Oct 27 - Wed, Nov 4

7:15 am - 3:42 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

7h 27m1 stop Houston George Bush Intcntl

1:00 am - 3:59 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

15h 59m2 stops Newark Houston George Bush Intcntl

$443United Airlines

Tue, Sep 29 - Wed, Sep 30

12:50 pm - 10:20 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

7h 30m2 stops Houston Hobby Tampa

6:35 am - 4:05 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

11h 30m2 stops Baltimore/Washington Houston Hobby

$608Southwest

Thu, Nov 19 - Sun, Nov 22

5:05 am - 4:25 pmHRL Harlingen Valley Intl-AUA Oranjestad Reina Beatrix

33h 20m2 stops Houston George Bush Intcntl Toronto Pearson Intl

5:25 pm - 7:47 pmAUA Oranjestad Reina Beatrix-HRL Harlingen Valley Intl

28h 22m2 stops Toronto Pearson Intl Houston George Bush Intcntl

$1,230Air Canada

Thu, Nov 19 - Fri, Nov 27

2:00 pm - 4:33 pmHRL Harlingen Valley Intl-POP Puerto Plata La Union

24h 33m2 stops Minneapolis St Paul Toronto Pearson Intl

5:30 pm - 1:31 pmPOP Puerto Plata La Union-HRL Harlingen Valley Intl

22h 01m2 stops Toronto Pearson Intl Minneapolis St Paul

$3,788WestJet

Mon, Feb 1 - Thu, Feb 4

2:00 pm - 4:33 pmHRL Harlingen Valley Intl-POP Puerto Plata La Union

24h 33m2 stops Minneapolis St Paul Toronto Pearson Intl

5:30 pm - 1:31 pmPOP Puerto Plata La Union-HRL Harlingen Valley Intl

22h 01m2 stops Toronto Pearson Intl Minneapolis St Paul

$3,792WestJet

Mon, Feb 1 - Thu, Feb 4

Cheap last minute flights

Enter your travel dates to find the best prices.

5:54 am - 2:54 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 00m1 stop Dallas/Fort Worth

3:44 pm - 10:54 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

8h 10m1 stop Dallas/Fort Worth

$587American Airlines

Wed, Aug 12 - Sun, Aug 16

5:54 am - 9:55 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

15h 01m2 stops Dallas/Fort Worth Miami

6:00 am - 10:54 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

17h 54m2 stops Miami Dallas/Fort Worth

$587American Airlines

Wed, Aug 12 - Sun, Aug 16

5:54 am - 2:54 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 00m1 stop Dallas/Fort Worth

6:00 am - 10:54 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

17h 54m2 stops Miami Dallas/Fort Worth

$587American Airlines

Wed, Aug 12 - Sun, Aug 16

8:03 pm - 2:54 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

17h 51m1 stop Dallas/Fort Worth

7:20 pm - 10:04 amSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

15h 44m2 stops Miami Dallas/Fort Worth

$646American Airlines

Thu, Aug 13 - Sat, Aug 15

11:55 am - 11:05 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

10h 10m2 stops Austin Bergstrom Tampa

6:25 am - 3:50 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

10h 25m2 stops Orlando Houston Hobby

$647Southwest

Thu, Aug 13 - Sat, Aug 15

5:54 am - 2:54 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 00m1 stop Dallas/Fort Worth

6:00 am - 10:54 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

17h 54m2 stops Miami Dallas/Fort Worth

$702American Airlines

Tue, Aug 11 - Sun, Aug 16

5:54 am - 2:54 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

8h 00m1 stop Dallas/Fort Worth

3:44 pm - 10:54 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

8h 10m1 stop Dallas/Fort Worth

$702American Airlines

Tue, Aug 11 - Sun, Aug 16

8:03 pm - 2:54 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

17h 51m1 stop Dallas/Fort Worth

6:00 am - 4:27 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

11h 27m2 stops Miami Dallas/Fort Worth

$702American Airlines

Thu, Aug 13 - Sun, Aug 16

5:54 am - 9:55 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

15h 01m2 stops Dallas/Fort Worth Miami

6:00 am - 10:54 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

17h 54m2 stops Miami Dallas/Fort Worth

$702American Airlines

Thu, Aug 13 - Sun, Aug 16

8:03 pm - 2:54 pmHRL Harlingen Valley Intl-SJU San Juan Luis Munoz Marin Intl

17h 51m1 stop Dallas/Fort Worth

3:44 pm - 10:54 pmSJU San Juan Luis Munoz Marin Intl-HRL Harlingen Valley Intl

8h 10m1 stop Dallas/Fort Worth

$702American Airlines

Thu, Aug 13 - Sun, Aug 16

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United Airlines flights from Harlingen to Caribbean

Our best United Airlines deals on Harlingen to Caribbean flight tickets

United Airlines

Oct 27

HRL5:05 amHarlingen Valley Intl

9h 31m

1 stop

SJU3:36 pmSan Juan Luis Munoz Marin Intl

Nov 4

SJU7:40 amSan Juan Luis Munoz Marin Intl

10h 21m

1 stop

HRL4:01 pmHarlingen Valley Intl

$378

United Airlines

Sep 29

HRL7:15 amHarlingen Valley Intl

7h 27m

1 stop

SJU3:42 pmSan Juan Luis Munoz Marin Intl

Sep 30

SJU1:00 amSan Juan Luis Munoz Marin Intl

15h 59m

2 stops

HRL3:59 pmHarlingen Valley Intl

$443

United Airlines

Oct 31

HRL5:05 amHarlingen Valley Intl

7h 28m

1 stop

NAS1:33 pmNassau Intl

Nov 2

NAS2:40 pmNassau Intl

9h 08m

1 stop

HRL10:48 pmHarlingen Valley Intl

$470

Southwest flights from Harlingen to Caribbean

Our best Southwest deals on Harlingen to Caribbean flight tickets

Southwest

Nov 19

HRL12:50 pmHarlingen Valley Intl

7h 30m

2 stops

SJU10:20 pmSan Juan Luis Munoz Marin Intl

Nov 22

SJU6:35 amSan Juan Luis Munoz Marin Intl

11h 30m

2 stops

HRL4:05 pmHarlingen Valley Intl

$608

Southwest

Aug 13

HRL11:55 amHarlingen Valley Intl

10h 10m

2 stops

SJU11:05 pmSan Juan Luis Munoz Marin Intl

Aug 15

SJU6:25 amSan Juan Luis Munoz Marin Intl

10h 25m

2 stops

HRL3:50 pmHarlingen Valley Intl

$647

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 10/27

10:40 am-10:09 pm

2 stops10h 29m

San Juan Luis Munoz Marin Intl

Wed 11/4

11:34 am-10:59 pm

2 stops13h 25m

$350

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 10/27

5:50 am-3:23 pm

1 stop8h 33m

San Juan Luis Munoz Marin Intl

Wed 11/4

4:59 pm-10:13 am

1 stop19h 14m

$350

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 10/27

2:46 pm-11:31 am

2 stops19h 45m

San Juan Luis Munoz Marin Intl

Wed 11/4

8:00 am-10:59 pm

2 stops16h 59m

$350

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 10/27

7:10 am-3:36 pm

1 stop7h 26m

San Juan Luis Munoz Marin Intl

Wed 11/4

1:00 pm-10:48 pm

2 stops11h 48m

$378

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 10/27

5:05 am-3:36 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Wed 11/4

7:40 am-4:01 pm

1 stop10h 21m

$378

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Tue 9/29

7:15 am-3:42 pm

1 stop7h 27m

San Juan Luis Munoz Marin Intl

Wed 9/30

1:00 am-3:59 pm

2 stops15h 59m

$443

Quickest round-trip

HarlingenSan Juan

HRL Harlingen Valley Intl - SJU San Juan Luis Munoz Marin Intl

HRLSJU

Harlingen Valley Intl

Thu 11/19

12:50 pm-10:20 pm

2 stops7h 30m

San Juan Luis Munoz Marin Intl

Sun 11/22

6:35 am-4:05 pm

2 stops11h 30m

$608

HarlingenOranjestad

HRL Harlingen Valley Intl - AUA Oranjestad Reina Beatrix

HRLAUA

Harlingen Valley Intl

Thu 11/19

5:05 am-4:25 pm

2 stops33h 20m

Oranjestad Reina Beatrix

Fri 11/27

5:25 pm-7:47 pm

2 stops28h 22m

$1,230

HarlingenPuerto Plata

HRL Harlingen Valley Intl - POP Puerto Plata La Union

HRLPOP

Harlingen Valley Intl

Mon 2/1

2:00 pm-4:33 pm

2 stops24h 33m

Puerto Plata La Union

Thu 2/4

5:30 pm-1:31 pm

2 stops22h 01m

$3,788

HarlingenPuerto Plata

HRL Harlingen Valley Intl - POP Puerto Plata La Union

HRLPOP

Harlingen Valley Intl

Mon 2/1

2:00 pm-4:33 pm

2 stops24h 33m

Puerto Plata La Union

Thu 2/4

5:30 pm-1:31 pm

2 stops22h 01m

$3,792

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 resultsSorted by cheapest first

How to get the cheapest flight ticket from Harlingen 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

Prices

Airlines

What is the cheapest month to fly to Caribbean?

In general, May is the cheapest month to fly from Harlingen to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $309. If you don’t want to visit Caribbean in May, then you should wait until November to fly from Harlingen, when ticket prices are also cheap, with an average price of $450.

Can stopping save me money on Harlingen to Caribbean flights?

You could potentially save up to 46% on your flight if you consider stops on a Harlingen to Caribbean flight.

Cheap Harlingen to Caribbean flight deals and tips

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

Fastest flight time	5h 23m
Direct flights	None

The fastest flight from Harlingen to Caribbean takes 5h 23m

There are no direct flights from Harlingen to Caribbean. There are no popular flight routes from Harlingen to Caribbean.

Search flight deals

Frequently asked questions about flying from Harlingen to Caribbean

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?
The number of operators available for flights from Harlingen Valley Intl Airport to Caribbean is 3 as of August 2026.
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 to Caribbean

Compare and see reviews for airlines that fly from Harlingen to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $239	Free Cancellation	Rating 7.4 10,088 reviews	Search United Airlines flights
Southwest	PriceFrom $429	Free Cancellation	Rating 8.0 4,216 reviews	Search Southwest flights
American Airlines	PriceFrom $443	Free Cancellation	Rating 7.1 11,893 reviews	Search American Airlines 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.