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Caribbean Islands

$140+ Cheap flights from Love Field (DAL) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SJU
déc. 4 — déc. 111
jeu. 12/4
jeu. 12/11
1 adult, Economy
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Cheap flight deals from Love Field to Caribbean Islands

Keep the following information in mind while searching for Love Field to Caribbean Islands flight deals. Data was last updated novembre 4, 2025.

Round-trip from

$279
(Southwest)

One-way from

$140
(Southwest)

Popular in

November

Cheapest in

April

Average price

$412
From Dallas Love Field to Caribbean Islands
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One-way flight from Dallas Love Field to Caribbean Islands
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Highest demand for flights based on searches. 4% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Love Field to Caribbean Islands

Cheapest flights from Love Field to Caribbean Islands
Explore the most affordable flight options available from Love Field to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on novembre 4, 2025.

This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 11/279:20 amDAL - SJU
1 stop6h 05mSouthwest
jeu. 12/42:05 pmSJU - DAL
1 stop9h 05mSouthwest
Deal found 11/2$324
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 12/511:45 amDAL - SJU
2 stops9h 35mSouthwest
jeu. 12/115:45 amSJU - DAL
2 stops9h 10mSouthwest
Deal found 11/2$349
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/112:35 pmDAL - SJU
2 stops8h 00mSouthwest
dim. 12/145:40 amSJU - DAL
1 stop7h 15mSouthwest
Deal found 11/3$364
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/32:00 pmDAL - SJU
2 stops8h 35mSouthwest
mer. 12/106:40 amSJU - DAL
1 stop10h 30mSouthwest
Deal found 11/3$369
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 12/511:20 amDAL - SJU
1 stop10h 00mSouthwest
sam. 12/136:15 amSJU - DAL
1 stop11h 25mSouthwest
Deal found 11/1$383
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/37:00 amDAL - SJU
1 stop12h 30mSouthwest
ven. 12/55:45 amSJU - DAL
1 stop8h 05mSouthwest
Deal found 11/3$394
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/111:00 pmDAL - SJU
1 stop9h 35mSouthwest
mar. 12/165:45 amSJU - DAL
1 stop8h 05mSouthwest
Deal found 11/2$398
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/182:00 pmDAL - SJU
2 stops8h 35mSouthwest
mer. 12/103:55 pmSJU - DAL
1 stop8h 15mSouthwest
Deal found 11/4$404
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/298:00 amDAL - SJU
1 stop11h 09mDelta
mar. 1/137:30 amSJU - DAL
1 stop8h 02mDelta
Deal found 11/4$415
This Southwest deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 12/129:55 amDAL - SJU
1 stop10h 25mSouthwest
dim. 12/145:40 amSJU - DAL
1 stop8h 20mSouthwest
Deal found 11/4$423
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/46:35 pmDAL - GCM
2 stops17h 05mSouthwest
jeu. 12/111:30 pmGCM - DAL
1 stop7h 35mSouthwest
Deal found 11/3$503
This Delta deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/166:05 amDAL - GCM
1 stop5h 35mDelta
mar. 12/233:42 pmGCM - DAL
1 stop7h 51mDelta
Deal found 11/2$512

Cheapflights Fare Finder

 
Customize your flight search to find flights from Love Field to Caribbean Islands 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, Cheapflights users made 2,558,603 searches. Data last updated novembre 4, 2025.
Use the filters below to find and compare flights from Dallas Love Field Airport to Caribbean Islands that are best for you.

Fly from

Love Field

Fly to

Caribbean Islands

Route

Depart

Return

Price

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

lun. 2/2

1:45 pm-12:35 am

2 stops8h 50m

San Juan Luis Munoz Marin Intl

ven. 2/6

5:35 am-1:40 pm

2 stops10h 05m

$279

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

dim. 1/18

1:45 pm-12:35 am

2 stops8h 50m

San Juan Luis Munoz Marin Intl

jeu. 1/22

5:40 am-12:40 pm

1 stop9h 00m

$304

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

mer. 1/14

1:05 pm-12:35 am

2 stops9h 30m

San Juan Luis Munoz Marin Intl

mer. 1/21

2:35 pm-9:40 pm

2 stops9h 05m

$344

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

ven. 12/5

11:45 am-11:20 pm

2 stops9h 35m

San Juan Luis Munoz Marin Intl

jeu. 12/11

5:45 am-12:55 pm

2 stops9h 10m

$349

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

dim. 1/25

11:10 am-9:50 pm

1 stop8h 40m

San Juan Luis Munoz Marin Intl

dim. 2/1

5:35 am-1:40 pm

2 stops10h 05m

$367

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

ven. 1/30

1:45 pm-12:35 am

2 stops8h 50m

San Juan Luis Munoz Marin Intl

sam. 2/7

6:00 am-2:30 pm

2 stops10h 30m

$369

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

mer. 2/18

2:35 pm-12:35 am

2 stops8h 00m

San Juan Luis Munoz Marin Intl

sam. 2/21

7:35 am-4:15 pm

2 stops10h 40m

$372

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

sam. 2/14

2:50 pm-12:40 am

2 stops7h 50m

San Juan Luis Munoz Marin Intl

jeu. 2/19

5:35 am-1:40 pm

2 stops10h 05m

$372

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

sam. 1/10

8:35 am-11:00 pm

1 stop12h 25m

San Juan Luis Munoz Marin Intl

mer. 1/14

6:10 am-4:55 pm

1 stop12h 45m

$392

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

mer. 12/3

11:45 am-11:20 pm

2 stops9h 35m

San Juan Luis Munoz Marin Intl

sam. 12/6

6:15 am-3:40 pm

1 stop11h 25m

$394

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 60 results
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Best time to book a flight from Love Field to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Love Field with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Dallas Love Field Airport to Caribbean Islands

What is the cheapest month to book a flight from Dallas Love Field Airport to Caribbean Islands?

Currently, January is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean Islands (average of $198). Flying from Dallas Love Field Airport to Caribbean Islands in December is currently the most expensive (average of $600). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from DAL to EPX?

Find hourly flight availability from Love Field to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated novembre 4, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 29% on flights from Dallas Love Field Airport to Caribbean Islands by exploring options for tickets in the evening.

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated novembre 4, 2025.
Peruse reviews from past customers who have flown with Southwest and Delta from Dallas Love Field Airport to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,239 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,003 reviews
Southwest
8.0
Very good
4,239 reviews

Boarding

8.1

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Love Field to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Dallas Love Field Airport to Caribbean Islands?

    A quick flight from Dallas Love Field Airport to Caribbean Islands can take about 5h 31m. Southwest provides one of the quickest options available for as low as $512. The distance from Dallas Love Field Airport to Caribbean Islands is about 1338 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Dallas Love Field Airport to Caribbean Islands?

    The most popular route from Dallas Love Field Airport to Caribbean Islands is Dallas Love Field - San Juan Luis Munoz Marin Intl. You may also consider Dallas Love Field - Punta Cana or Dallas Love Field - Oranjestad Reina Beatrix.

  • Can I find deals for flights from Love Field to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Love Field to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Love Field to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Love Field to Caribbean Islands.

  • Can I find deals for business class flights from Love Field to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Love Field to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Dallas Love Field Airport to Caribbean Islands?

    Currently, January is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean Islands (average of $198). Flying from Dallas Love Field Airport to Caribbean Islands in December is currently the most expensive (average of $600). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Love Field to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Love Field to Caribbean Islands

Discover the top 3 airlines that operate flights from Love Field to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated novembre 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$156Average$260FlexibilityNo cancel feeOn-time65%
DeltaCheapest$258Average$404FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$285Average$688FlexibilityNo cancel feeOn-time63%

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