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$115+ Cheap flights from Love Field (DAL) to Caribbean

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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SJU
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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Cheap flight deals from Love Field to Caribbean

Keep the following information in mind while searching for Love Field to Caribbean flight deals. Data was last updated septiembre 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
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One-way flight from Dallas Love Field to Caribbean
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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

Cheapest flights from Love Field to Caribbean
Explore the most affordable flight options available from Love Field to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 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.
mar. 10/2111:40 amDAL - SJU
1 stop9h 19mDelta
vie. 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.
lun. 10/207:40 pmDAL - SJU
1 stop13h 15mSouthwest
sáb. 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.
sáb. 10/181:20 pmDAL - SJU
2 stops9h 25mSouthwest
sáb. 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.
lun. 10/207:40 pmDAL - SJU
1 stop13h 15mSouthwest
jue. 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.
mar. 11/112:35 pmDAL - SJU
2 stops8h 00mSouthwest
mié. 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.
sáb. 11/157:50 amDAL - SJU
1 stop13h 10mSouthwest
mar. 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.
mié. 10/2211:25 amDAL - SJU
2 stops10h 20mSouthwest
lun. 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.
vie. 10/2410:45 amDAL - SJU
1 stop10h 10mSouthwest
jue. 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.
vie. 10/242:10 pmDAL - SJU
2 stops9h 35mSouthwest
lun. 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.
lun. 11/311:45 amDAL - SJU
2 stops9h 35mSouthwest
sáb. 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.
vie. 10/3110:15 amDAL - SJU
1 stop8h 30mSouthwest
sáb. 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.
lun. 12/16:00 amDAL - PLS
1 stop6h 45mSouthwest
vie. 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 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 septiembre 17, 2025.
Use the filters below to find and compare flights from Dallas Love Field Airport to Caribbean that are best for you.

Fly from

Love Field

Fly to

Caribbean

Route

Depart

Return

Price

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

mar. 10/21

11:40 am-9:59 pm

1 stop9h 19m

San Juan Luis Munoz Marin Intl

vie. 10/24

5:43 pm-11:55 pm

1 stop7h 12m

$229

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

sáb. 10/25

1:20 pm-11:45 pm

2 stops9h 25m

San Juan Luis Munoz Marin Intl

jue. 10/30

1:05 pm-9:25 pm

1 stop9h 20m

$254

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

lun. 10/20

7:40 pm-9:55 am

1 stop13h 15m

San Juan Luis Munoz Marin Intl

jue. 10/23

5:50 am-5:40 pm

1 stop12h 50m

$294

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

sáb. 11/15

7:50 am-11:00 pm

1 stop13h 10m

San Juan Luis Munoz Marin Intl

mar. 11/18

6:40 am-6:15 pm

1 stop13h 35m

$319

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

dom. 10/19

6:00 am-3:50 pm

1 stop8h 50m

San Juan Luis Munoz Marin Intl

vie. 10/24

1:05 pm-9:05 pm

1 stop9h 00m

$322

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

vie. 10/24

7:30 am-4:40 pm

1 stop8h 10m

San Juan Luis Munoz Marin Intl

jue. 10/30

1:05 pm-9:25 pm

1 stop9h 20m

$322

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

mar. 10/28

7:00 am-5:15 pm

1 stop9h 15m

San Juan Luis Munoz Marin Intl

dom. 11/2

7:40 am-3:45 pm

1 stop10h 05m

$322

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

vie. 10/24

3:50 pm-12:45 am

1 stop7h 55m

San Juan Luis Munoz Marin Intl

lun. 10/27

8:20 pm-8:05 am

1 stop12h 45m

$322

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

vie. 10/31

9:15 am-7:45 pm

2 stops9h 30m

San Juan Luis Munoz Marin Intl

mar. 11/4

5:45 am-12:55 pm

2 stops9h 10m

$342

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

mié. 11/12

11:30 am-11:20 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

sáb. 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

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

Currently, September is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean (average of $254). Flying from Dallas Love Field Airport to Caribbean 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 CB?

Find hourly flight availability from Love Field to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 17, 2025.

When flying from Dallas Love Field Airport to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated septiembre 17, 2025.
See what other customers who have flown with Southwest, Delta, and Spirit Airlines from Dallas Love Field Airport to Caribbean have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Crew

8.6

Overall

8.0

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. 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?

    For as low as $229, Delta can have you in Caribbean from Dallas Love Field Airport in 9h 19m. The distance between Dallas Love Field Airport and Caribbean is about 2151 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    While some choose either Dallas Love Field - Punta Cana or Dallas Love Field - Oranjestad Reina Beatrix, Dallas Love Field - San Juan Luis Munoz Marin Intl is the most popular route from Dallas Love Field Airport to Caribbean.

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

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

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

    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.

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

    Yes. Cheapflights offers flight deals from Love Field to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean (average of $254). Flying from Dallas Love Field Airport to Caribbean 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.

See more FAQs

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Alternative routes for Love Field to Caribbean

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

Discover the top 3 airlines that operate flights from Love Field to Caribbean. 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 septiembre 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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