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

Southwest, Delta, and WestJet 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 May 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.

$128 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.

6:00 am - 1:56 pm

DAL

SXM

6h 56m

1 stop

3:21 pm - 10:27 pm

SXM

DAL

8h 06m

1 stop

$265Delta

Wed, Sep 2 - Sat, Sep 5

11:35 am - 10:00 pm

DAL

SJU

9h 25m

1 stop

10:30 am - 5:30 pm

SJU

DAL

8h 00m

2 stops

$340Southwest

Wed, Sep 2 - Wed, Sep 9

1:05 pm - 10:00 pm

DAL

SJU

7h 55m

1 stop

6:00 am - 1:40 pm

SJU

DAL

8h 40m

1 stop

$354Southwest

Tue, Sep 1 - Tue, Sep 15

6:44 pm - 12:00 pm

DAL

AUA

16h 16m

1 stop

1:15 pm - 9:10 pm

AUA

DAL

8h 55m

1 stop

$359Delta

Tue, Jun 2 - Thu, Jun 4

12:55 pm - 10:00 pm

DAL

SJU

8h 05m

1 stop

6:00 am - 1:40 pm

SJU

DAL

8h 40m

1 stop

$363Southwest

Tue, Aug 25 - Wed, Aug 26

11:30 am - 12:40 pm

DAL

AUA

24h 10m

2 stops

1:55 pm - 11:24 am

AUA

DAL

22h 29m

2 stops

$364Delta

Fri, Jul 3 - Thu, Jul 9

11:40 am - 10:15 pm

DAL

SJU

9h 35m

2 stops

5:15 am - 3:10 pm

SJU

DAL

10h 55m

2 stops

$367Southwest

Thu, Sep 17 - Tue, Sep 22

1:05 pm - 10:00 pm

DAL

SJU

7h 55m

1 stop

11:35 am - 10:10 pm

SJU

DAL

11h 35m

1 stop

$368Southwest

Wed, Aug 26 - Mon, Aug 31

12:30 pm - 10:00 pm

DAL

SJU

8h 30m

2 stops

10:30 am - 6:40 pm

SJU

DAL

9h 10m

2 stops

$381Southwest

Tue, Aug 18 - Tue, Aug 25

6:05 am - 1:35 pm

DAL

SJU

6h 30m

1 stop

8:55 pm - 8:50 am

SJU

DAL

12h 55m

1 stop

$383Southwest

Tue, Aug 11 - Mon, Aug 17

Southwest flights from Dallas Love Field Airport to Caribbean

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

Southwest

Sep 2

DAL10:50 amDallas Love Field

7h 10m

1 stop

SJU7:00 pmSan Juan Luis Munoz Marin Intl

Sep 9

SJU6:00 amSan Juan Luis Munoz Marin Intl

12h 20m

1 stop

DAL5:20 pmDallas Love Field

$340

Southwest

Sep 1

DAL8:40 amDallas Love Field

8h 30m

2 stops

SJU6:10 pmSan Juan Luis Munoz Marin Intl

Sep 15

SJU10:30 amSan Juan Luis Munoz Marin Intl

8h 00m

2 stops

DAL5:30 pmDallas Love Field

$354

Southwest

Aug 25

DAL11:05 amDallas Love Field

9h 00m

2 stops

SJU9:05 pmSan Juan Luis Munoz Marin Intl

Aug 26

SJU8:20 amSan Juan Luis Munoz Marin Intl

9h 05m

2 stops

DAL4:25 pmDallas Love Field

$363

Delta flights from Dallas Love Field Airport to Caribbean

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

Delta

Sep 2

DAL6:00 amDallas Love Field

6h 56m

1 stop

SXM1:56 pmSimpson Bay Princess Juliana

Sep 5

SXM3:21 pmSimpson Bay Princess Juliana

8h 06m

1 stop

DAL10:27 pmDallas Love Field

$265

Delta

Jun 2

DAL6:44 pmDallas Love Field

16h 16m

1 stop

AUA12:00 pmOranjestad Reina Beatrix

Jun 4

AUA1:15 pmOranjestad Reina Beatrix

8h 55m

1 stop

DAL9:10 pmDallas Love Field

$359

Delta

Jul 3

DAL11:30 amDallas Love Field

24h 10m

2 stops

AUA12:40 pmOranjestad Reina Beatrix

Jul 9

AUA1:55 pmOranjestad Reina Beatrix

22h 29m

2 stops

DAL11:24 amDallas Love Field

$364

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

Quickest round-trip

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Wed 9/2

6:00 am-1:56 pm

1 stop6h 56m

Simpson Bay Princess Juliana

Sat 9/5

3:21 pm-10:27 pm

1 stop8h 06m

$265

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 9/2

11:35 am-10:00 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Wed 9/9

10:30 am-5:30 pm

2 stops8h 00m

$340

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Tue 9/1

1:05 pm-10:00 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Tue 9/15

6:00 am-1:40 pm

1 stop8h 40m

$354

DallasOranjestad

DAL - AUA

DALAUA

Dallas Love Field

Tue 6/2

6:44 pm-12:00 pm

1 stop16h 16m

Oranjestad Reina Beatrix

Thu 6/4

1:15 pm-9:10 pm

1 stop8h 55m

$359

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Tue 8/25

12:55 pm-10:00 pm

1 stop8h 05m

San Juan Luis Munoz Marin Intl

Wed 8/26

6:00 am-1:40 pm

1 stop8h 40m

$363

DallasOranjestad

DAL - AUA

DALAUA

Dallas Love Field

Fri 7/3

11:30 am-12:40 pm

2 stops24h 10m

Oranjestad Reina Beatrix

Thu 7/9

1:55 pm-11:24 am

2 stops22h 29m

$364

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Thu 9/17

11:40 am-10:15 pm

2 stops9h 35m

San Juan Luis Munoz Marin Intl

Tue 9/22

5:15 am-3:10 pm

2 stops10h 55m

$367

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 8/26

1:05 pm-10:00 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Mon 8/31

11:35 am-10:10 pm

1 stop11h 35m

$368

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Tue 8/18

12:30 pm-10:00 pm

2 stops8h 30m

San Juan Luis Munoz Marin Intl

Tue 8/25

10:30 am-6:40 pm

2 stops9h 10m

$381

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Tue 8/11

6:05 am-1:35 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Mon 8/17

8:55 pm-8:50 am

1 stop12h 55m

$383

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, May 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 $257. If you don’t want to visit Caribbean in May, then you should wait until February to fly from Dallas Love Field Airport, when ticket prices are also cheap, with an average price of $275.

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

You could potentially save up to 65% 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	5h 10m
Direct flights	None

The fastest flight from Dallas Love Field Airport to Caribbean takes 5h 10m

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

Frequently asked questions about flying from Dallas Love Field Airport 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 May 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 $260	Free Cancellation	Rating 7.9 8,444 reviews		Search Delta flights
Southwest	PriceFrom $360	Free Cancellation	Rating 7.9 4,276 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.