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

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

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

As of July 2026, there are 2 operators available to choose from for flights from Dallas Love Field Airport to Caribbean Islands.

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

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

The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$107 Cheap Flights from Dallas Love Field Airport to Caribbean Islands in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Dallas Love Field Airport to Caribbean Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 2:05 pm

DAL

SXM

7h 05m

1 stop

1:55 pm - 8:40 pm

SXM

DAL

7h 45m

1 stop

$325Southwest

Sun, Aug 23 - Sat, Aug 29

6:00 am - 12:05 pm

DAL

GCM

6h 05m

1 stop

1:00 pm - 8:40 pm

GCM

DAL

7h 40m

1 stop

$371Southwest

Sat, Aug 22 - Sat, Aug 29

12:30 pm - 10:00 pm

DAL

SJU

8h 30m

2 stops

5:00 am - 2:15 pm

SJU

DAL

10h 15m

1 stop

$376Southwest

Wed, Aug 26 - Mon, Aug 31

6:00 am - 2:05 pm

DAL

SXM

7h 05m

1 stop

3:05 pm - 10:10 pm

SXM

DAL

8h 05m

1 stop

$385Southwest

Sun, Aug 23 - Thu, Aug 27

7:50 pm - 2:05 pm

DAL

SXM

17h 15m

2 stops

1:55 pm - 8:40 pm

SXM

DAL

7h 45m

1 stop

$390Southwest

Sun, Aug 23 - Sat, Aug 29

1:00 pm - 11:05 pm

DAL

SJU

9h 05m

2 stops

5:00 am - 1:20 pm

SJU

DAL

9h 20m

2 stops

$401Southwest

Thu, Oct 8 - Mon, Oct 12

6:00 am - 2:05 pm

DAL

SXM

7h 05m

1 stop

1:55 pm - 8:40 pm

SXM

DAL

7h 45m

1 stop

$405Southwest

Sun, Aug 23 - Sat, Aug 29

6:05 am - 12:15 pm

DAL

NAS

5h 10m

1 stop

1:10 pm - 7:20 pm

NAS

DAL

7h 10m

1 stop

$409Southwest

Tue, Aug 18 - Tue, Aug 25

6:05 am - 8:13 pm

DAL

KIN

14h 08m

1 stop

9:13 am - 10:26 pm

KIN

DAL

13h 13m

1 stop

$536Delta

Sun, Aug 2 - Wed, Aug 19

6:05 am - 2:10 pm

DAL

AUA

7h 05m

1 stop

3:25 pm - 10:25 pm

AUA

DAL

8h 00m

1 stop

$561Delta

Mon, Jul 27 - Wed, Jul 29

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Southwest flights from Dallas Love Field Airport to Caribbean Islands

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

Southwest

Aug 23

DAL6:00 amDallas Love Field

7h 05m

1 stop

SXM2:05 pmSimpson Bay Princess Juliana

Aug 29

SXM1:55 pmSimpson Bay Princess Juliana

7h 45m

1 stop

DAL8:40 pmDallas Love Field

$325

Southwest

Aug 22

DAL6:00 amDallas Love Field

6h 05m

1 stop

GCM12:05 pmGeorge Town Owen Roberts Intl

Aug 29

GCM1:00 pmGeorge Town Owen Roberts Intl

7h 40m

1 stop

DAL8:40 pmDallas Love Field

$371

Southwest

Aug 26

DAL12:30 pmDallas Love Field

8h 30m

2 stops

SJU10:00 pmSan Juan Luis Munoz Marin Intl

Aug 31

SJU5:00 amSan Juan Luis Munoz Marin Intl

10h 15m

1 stop

DAL2:15 pmDallas Love Field

$376

Delta flights from Dallas Love Field Airport to Caribbean Islands

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

Delta

Aug 26

DAL6:00 amDallas Love Field

6h 42m

1 stop

SJU1:42 pmSan Juan Luis Munoz Marin Intl

Sep 1

SJU2:59 pmSan Juan Luis Munoz Marin Intl

8h 27m

1 stop

DAL10:26 pmDallas Love Field

$496

Delta

Aug 27

DAL6:00 amDallas Love Field

6h 42m

1 stop

SJU1:42 pmSan Juan Luis Munoz Marin Intl

Sep 3

SJU7:00 amSan Juan Luis Munoz Marin Intl

8h 59m

1 stop

DAL2:59 pmDallas Love Field

$531

Delta

Aug 2

DAL6:05 amDallas Love Field

14h 08m

1 stop

KIN8:13 pmKingston Norman Manley

Aug 19

KIN9:13 amKingston Norman Manley

13h 13m

1 stop

DAL10:26 pmDallas Love Field

$536

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sun 8/23

6:00 am-2:05 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Sat 8/29

1:55 pm-8:40 pm

1 stop7h 45m

$325

DallasGeorge Town

DAL - GCM

DALGCM

Dallas Love Field

Sat 8/22

6:00 am-12:05 pm

1 stop6h 05m

George Town Owen Roberts Intl

Sat 8/29

1:00 pm-8:40 pm

1 stop7h 40m

$371

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 8/26

12:30 pm-10:00 pm

2 stops8h 30m

San Juan Luis Munoz Marin Intl

Mon 8/31

5:00 am-2:15 pm

1 stop10h 15m

$376

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sun 8/23

6:00 am-2:05 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Thu 8/27

3:05 pm-10:10 pm

1 stop8h 05m

$385

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sun 8/23

7:50 pm-2:05 pm

2 stops17h 15m

Simpson Bay Princess Juliana

Sat 8/29

1:55 pm-8:40 pm

1 stop7h 45m

$390

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Thu 10/8

1:00 pm-11:05 pm

2 stops9h 05m

San Juan Luis Munoz Marin Intl

Mon 10/12

5:00 am-1:20 pm

2 stops9h 20m

$401

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sun 8/23

6:00 am-2:05 pm

1 stop7h 05m

Simpson Bay Princess Juliana

Sat 8/29

1:55 pm-8:40 pm

1 stop7h 45m

$405

Quickest round-trip

DallasNassau

DAL - NAS

DALNAS

Dallas Love Field

Tue 8/18

6:05 am-12:15 pm

1 stop5h 10m

Nassau Intl

Tue 8/25

1:10 pm-7:20 pm

1 stop7h 10m

$409

DallasKingston

DAL - KIN

DALKIN

Dallas Love Field

Sun 8/2

6:05 am-8:13 pm

1 stop14h 08m

Kingston Norman Manley

Wed 8/19

9:13 am-10:26 pm

1 stop13h 13m

$536

DallasOranjestad

DAL - AUA

DALAUA

Dallas Love Field

Mon 7/27

6:05 am-2:10 pm

1 stop7h 05m

Oranjestad Reina Beatrix

Wed 7/29

3:25 pm-10:25 pm

1 stop8h 00m

$561

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 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

Prices

Airlines

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

No. A direct flight is the cheapest option for a flight between Dallas Love Field Airport to Caribbean Islands.

Cheap Dallas Love Field Airport to Caribbean Islands flight deals and tips

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

Fastest flight time	5h 10m
Direct flights	None

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

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

Search flight deals

Frequently asked questions about flying from Dallas Love Field Airport to Caribbean Islands

When did momondo last update prices for flights from Dallas Love Field Airport to Caribbean Islands?
Prices for flights from Dallas Love Field Airport to Caribbean Islands were last updated today.
How many operators does momondo search for flights from Dallas Love Field Airport to Caribbean Islands?
As of July 2026, there are 2 operators available to choose from for flights from Dallas Love Field Airport to Caribbean Islands.
How old do you have to be to fly from Dallas Love Field 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 Dallas Love Field Airport to Caribbean Islands.
What documentation or ID do you need to fly to Caribbean Islands?
The travel and health documents required for your trip to Caribbean Islands can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Caribbean Islands. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Dallas Love Field Airport to Caribbean Islands?
momondo data reveals that the most frequently booked plane model on the route from Dallas Love Field Airport to Caribbean Islands is Boeing 737 MAX 8, representing 21.95% of all bookings. The subsequent popular models are Boeing 737-800 at 16.27%, Airbus A321-100/200 at 15.23%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 14.42%.

Best airlines flying from Dallas Love Field Airport to Caribbean Islands

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $260	Free Cancellation	Rating 7.8 8,452 reviews		Search Delta flights
Southwest	PriceFrom $339	Free Cancellation	Rating 7.9 4,252 reviews		Search Southwest flights

Why use momondo?

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

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 Dallas to Caribbean Islands for you.

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

All flight searches from Dallas to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Dallas to Caribbean Islands 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 Islands right now. Can momondo alert me if prices change?

Price alerts on flights to Caribbean Islands from Dallas are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.