What is the cheapest airline that flies from Dallas Love Field to Caribbean?

Southwest and Delta are the most popular carriers operating from Dallas Love Field to Caribbean

When did momondo last update prices for flights from Dallas Love Field Airport to Caribbean?

Prices for flights from Dallas Love Field Airport to Caribbean were last updated today.

How many operators does momondo search for flights from Dallas Love Field Airport to Caribbean?

There are 2 operators available for flights from Dallas Love Field Airport to Caribbean as of March 2026.

How old do you have to be to fly from Dallas Love Field 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 Dallas Love Field 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.

$151 Cheap Flights from Dallas Love Field Airport to Caribbean in 2026

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Find the cheapest flights from Dallas Love Field Airport to Caribbean

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:30 am - 11:25 pm

DAL

SJU

10h 55m

1 stop

2:00 pm - 10:45 pm

SJU

DAL

9h 45m

1 stop

$322Southwest

Mon, Apr 13 - Fri, Apr 17

6:00 am - 1:40 pm

DAL

SXM

6h 40m

1 stop

2:25 pm - 8:30 am

SXM

DAL

19h 05m

2 stops

$326Southwest

Sat, May 2 - Wed, May 6

3:15 pm - 11:55 pm

DAL

SJU

7h 40m

2 stops

2:00 pm - 10:45 pm

SJU

DAL

9h 45m

1 stop

$346Southwest

Mon, Apr 13 - Fri, Apr 17

9:10 pm - 8:55 am

DAL

SJU

10h 45m

1 stop

5:05 am - 11:25 am

SJU

DAL

7h 20m

1 stop

$363Southwest

Fri, Apr 24 - Fri, May 8

3:45 pm - 11:25 pm

DAL

SJU

6h 40m

1 stop

3:45 pm - 10:45 pm

SJU

DAL

8h 00m

1 stop

$364Southwest

Mon, Apr 20 - Fri, Apr 24

1:05 pm - 11:40 pm

DAL

SJU

9h 35m

1 stop

1:00 pm - 8:35 pm

SJU

DAL

8h 35m

1 stop

$370Southwest

Fri, May 1 - Mon, May 4

8:45 pm - 9:10 am

DAL

SJU

11h 25m

1 stop

8:10 am - 4:10 pm

SJU

DAL

9h 00m

1 stop

$371Southwest

Sun, May 17 - Wed, May 20

6:44 pm - 1:51 pm

DAL

SXM

18h 07m

1 stop

3:20 pm - 11:56 pm

SXM

DAL

9h 36m

1 stop

$375Delta

Mon, May 11 - Wed, May 20

6:00 am - 1:40 pm

DAL

SXM

6h 40m

1 stop

2:25 pm - 10:45 pm

SXM

DAL

9h 20m

1 stop

$380Southwest

Sat, Apr 25 - Thu, Apr 30

6:00 am - 1:51 pm

DAL

SXM

6h 51m

1 stop

3:20 pm - 11:56 pm

SXM

DAL

9h 36m

1 stop

$488Delta

Sun, May 17 - Wed, May 20

Southwest flights from Dallas Love Field Airport to Caribbean

Our best Southwest deals on Dallas Love Field Airport to Caribbean flight tickets

Southwest

Apr 13

DAL11:30 amDallas Love Field

10h 55m

1 stop

SJU11:25 pmSan Juan Luis Munoz Marin Intl

Apr 17

SJU2:00 pmSan Juan Luis Munoz Marin Intl

9h 45m

1 stop

DAL10:45 pmDallas Love Field

$322

Southwest

May 2

DAL6:00 amDallas Love Field

6h 40m

1 stop

SXM1:40 pmSimpson Bay Princess Juliana

May 6

SXM2:25 pmSimpson Bay Princess Juliana

19h 05m

2 stops

DAL8:30 amDallas Love Field

$326

Southwest

Apr 13

DAL3:15 pmDallas Love Field

7h 40m

2 stops

SJU11:55 pmSan Juan Luis Munoz Marin Intl

Apr 17

SJU2:00 pmSan Juan Luis Munoz Marin Intl

9h 45m

1 stop

DAL10:45 pmDallas Love Field

$346

Delta flights from Dallas Love Field Airport to Caribbean

Our best Delta deals on Dallas Love Field Airport to Caribbean flight tickets

Delta

May 11

DAL6:44 pmDallas Love Field

18h 07m

1 stop

SXM1:51 pmSimpson Bay Princess Juliana

May 20

SXM3:20 pmSimpson Bay Princess Juliana

9h 36m

1 stop

DAL11:56 pmDallas Love Field

$375

Delta

May 17

DAL6:00 amDallas Love Field

6h 51m

1 stop

SXM1:51 pmSimpson Bay Princess Juliana

May 23

SXM3:20 pmSimpson Bay Princess Juliana

9h 36m

1 stop

DAL11:56 pmDallas Love Field

$488

Delta

May 15

DAL3:59 pmDallas Love Field

21h 07m

2 stops

SXM2:06 pmSimpson Bay Princess Juliana

May 23

SXM3:20 pmSimpson Bay Princess Juliana

9h 36m

1 stop

DAL11:56 pmDallas Love Field

$493

momondo Fare Finder

Use the filters below to find and compare flights from Dallas Love Field Airport to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Mon 4/13

11:30 am-11:25 pm

1 stop10h 55m

San Juan Luis Munoz Marin Intl

Fri 4/17

2:00 pm-10:45 pm

1 stop9h 45m

$322

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sat 5/2

6:00 am-1:40 pm

1 stop6h 40m

Simpson Bay Princess Juliana

Wed 5/6

2:25 pm-8:30 am

2 stops19h 05m

$326

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Mon 4/13

3:15 pm-11:55 pm

2 stops7h 40m

San Juan Luis Munoz Marin Intl

Fri 4/17

2:00 pm-10:45 pm

1 stop9h 45m

$346

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Fri 4/24

9:10 pm-8:55 am

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Fri 5/8

5:05 am-11:25 am

1 stop7h 20m

$363

Quickest round-trip

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Mon 4/20

3:45 pm-11:25 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Fri 4/24

3:45 pm-10:45 pm

1 stop8h 00m

$364

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Fri 5/1

1:05 pm-11:40 pm

1 stop9h 35m

San Juan Luis Munoz Marin Intl

Mon 5/4

1:00 pm-8:35 pm

1 stop8h 35m

$370

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sun 5/17

8:45 pm-9:10 am

1 stop11h 25m

San Juan Luis Munoz Marin Intl

Wed 5/20

8:10 am-4:10 pm

1 stop9h 00m

$371

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Mon 5/11

6:44 pm-1:51 pm

1 stop18h 07m

Simpson Bay Princess Juliana

Wed 5/20

3:20 pm-11:56 pm

1 stop9h 36m

$375

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sat 4/25

6:00 am-1:40 pm

1 stop6h 40m

Simpson Bay Princess Juliana

Thu 4/30

2:25 pm-10:45 pm

1 stop9h 20m

$380

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sun 5/17

6:00 am-1:51 pm

1 stop6h 51m

Simpson Bay Princess Juliana

Wed 5/20

3:20 pm-11:56 pm

1 stop9h 36m

$488

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Dallas Love Field Airport 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, January is the cheapest month to fly from Dallas Love Field Airport to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $275. If you don’t want to visit Caribbean in January, then you should wait until October to fly from Dallas Love Field Airport, when ticket prices are also cheap, with an average price of $391.

Can stopping save me money on Dallas Love Field Airport to Caribbean flights?

You could potentially save up to 29% on your flight if you consider stops on a Dallas Love Field Airport to Caribbean flight.

Cheap Dallas Love Field Airport to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Dallas Love Field Airport to Caribbean

Fastest flight time	4h 45m
Direct flights	None

The fastest flight from Dallas Love Field Airport to Caribbean takes 4h 45m

There are no direct flights from Dallas Love Field Airport to Caribbean. There are no popular flight routes from Dallas Love Field Airport to Caribbean.

Search flight deals

When did momondo last update prices for flights from Dallas Love Field Airport to Caribbean?
Prices for flights from Dallas Love Field Airport to Caribbean were last updated today.
How many operators does momondo search for flights from Dallas Love Field Airport to Caribbean?
There are 2 operators available for flights from Dallas Love Field Airport to Caribbean as of March 2026.
How old do you have to be to fly from Dallas Love Field 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 Dallas Love Field 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 Dallas Love Field Airport to Caribbean

Compare and see reviews for airlines that fly from Dallas Love Field Airport to Caribbean with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $275	Free Cancellation	Rating 7.9 8,288 reviews		Search Delta flights
Southwest	PriceFrom $378	Free Cancellation	Rating 8.0 4,320 reviews		Search Southwest flights

Why use momondo?

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

Finding the right flight to Caribbean from Dallas is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean quick and easy, saving you time and money.

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

Yes. All flights to Caribbean from Dallas on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once all potential Dallas to Caribbean flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Dallas to Caribbean right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Caribbean, momondo offers a useful price alert feature which will track prices for flights to Caribbean from Dallas and alert you when they change.