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Caribbean Islands

$115+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SJU
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$229
(Delta)

One-way from

$115
(Southwest)

Popular in

November

Cheapest in

October

Average price

$356
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. 3% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Delta deal was found by Cheapflights users on 9/14. 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.
Tue 10/2111:40 amDAL - SJU
1 stop9h 19mDelta
Fri 10/245:43 pmSJU - DAL
1 stop7h 12mDelta
Deal found 9/14$229
This Southwest deal was found by Cheapflights users on 9/15. 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.
Mon 10/207:40 pmDAL - SJU
1 stop13h 15mSouthwest
Sat 10/255:45 amSJU - DAL
2 stops11h 35mSouthwest
Deal found 9/15$254
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sat 10/181:20 pmDAL - SJU
2 stops9h 25mSouthwest
Sat 10/255:45 amSJU - DAL
2 stops11h 35mSouthwest
Deal found 9/15$279
This Southwest deal was found by Cheapflights users on 9/15. 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.
Mon 10/207:40 pmDAL - SJU
1 stop13h 15mSouthwest
Thu 10/235:50 amSJU - DAL
1 stop12h 50mSouthwest
Deal found 9/15$294
This Southwest deal was found by Cheapflights users on 9/17. 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.
Tue 11/112:35 pmDAL - SJU
2 stops8h 00mSouthwest
Wed 11/126:40 amSJU - DAL
1 stop13h 35mSouthwest
Deal found 9/17$315
This Southwest deal was found by Cheapflights users on 9/15. 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.
Sat 11/157:50 amDAL - SJU
1 stop13h 10mSouthwest
Tue 11/186:40 amSJU - DAL
1 stop13h 35mSouthwest
Deal found 9/15$319
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 10/2211:25 amDAL - SJU
2 stops10h 20mSouthwest
Mon 10/278:20 pmSJU - DAL
1 stop12h 45mSouthwest
Deal found 9/15$320
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 10/2410:45 amDAL - SJU
1 stop10h 10mSouthwest
Thu 10/301:05 pmSJU - DAL
1 stop9h 20mSouthwest
Deal found 9/15$322
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 10/242:10 pmDAL - SJU
2 stops9h 35mSouthwest
Mon 10/278:20 pmSJU - DAL
1 stop12h 45mSouthwest
Deal found 9/15$342
This Southwest deal was found by Cheapflights users on 9/15. 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.
Mon 11/311:45 amDAL - SJU
2 stops9h 35mSouthwest
Sat 11/153:35 pmSJU - DAL
1 stop8h 45mSouthwest
Deal found 9/15$347
This Southwest deal was found by Cheapflights users on 9/16. 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.
Fri 10/3110:15 amDAL - SJU
1 stop8h 30mSouthwest
Sat 11/88:50 amSJU - DAL
1 stop8h 55mSouthwest
Deal found 9/16$359
This Southwest deal was found by Cheapflights users on 9/15. 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.
Mon 12/16:00 amDAL - PLS
1 stop6h 45mSouthwest
Fri 12/52:40 pmPLS - DAL
1 stop8h 30mSouthwest
Deal found 9/15$450

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 September 17, 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

Tue 10/21

11:40 am-9:59 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

Fri 10/24

5:43 pm-11:55 pm

1 stop7h 12m

$229

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sat 10/25

1:20 pm-11:45 pm

2 stops9h 25m

San Juan Luis Munoz Marin Intl

Thu 10/30

1:05 pm-9:25 pm

1 stop9h 20m

$254

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Mon 10/20

7:40 pm-9:55 am

1 stop13h 15m

San Juan Luis Munoz Marin Intl

Thu 10/23

5:50 am-5:40 pm

1 stop12h 50m

$294

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sat 11/15

7:50 am-11:00 pm

1 stop13h 10m

San Juan Luis Munoz Marin Intl

Tue 11/18

6:40 am-6:15 pm

1 stop13h 35m

$319

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sun 10/19

6:00 am-3:50 pm

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Fri 10/24

1:05 pm-9:05 pm

1 stop9h 00m

$322

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Fri 10/24

7:30 am-4:40 pm

1 stop8h 10m

San Juan Luis Munoz Marin Intl

Thu 10/30

1:05 pm-9:25 pm

1 stop9h 20m

$322

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Tue 10/28

7:00 am-5:15 pm

1 stop9h 15m

San Juan Luis Munoz Marin Intl

Sun 11/2

7:40 am-3:45 pm

1 stop10h 05m

$322

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Fri 10/24

3:50 pm-12:45 am

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Mon 10/27

8:20 pm-8:05 am

1 stop12h 45m

$322

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Fri 10/31

9:15 am-7:45 pm

2 stops9h 30m

San Juan Luis Munoz Marin Intl

Tue 11/4

5:45 am-12:55 pm

2 stops9h 10m

$342

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 11/12

11:30 am-11:20 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Sat 11/15

8:10 am-2:45 pm

2 stops8h 35m

$347

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, September is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean Islands (average of $254). Flying from Dallas Love Field Airport to Caribbean Islands in June is currently the most expensive (average of $339). 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 September 17, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Dallas Love Field Airport to Caribbean Islands as you normally would.

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 September 17, 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
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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 9h 19m. Delta provides one of the quickest options available for as low as $229. The distance from Dallas Love Field Airport to Caribbean Islands is about 2151 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, September is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean Islands (average of $254). Flying from Dallas Love Field Airport to Caribbean Islands in June is currently the most expensive (average of $339). 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.

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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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$156Average$260FlexibilityNo cancel feeOn-time65%
DeltaCheapest$258Average$570FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$281Average$689FlexibilityNo cancel feeOn-time63%

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