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$185+ 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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SJU
Apr 21 — Apr 281
Mon 4/21
Mon 4/28
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 April 16, 2025.

Round-trip from

$369
(Southwest)

One-way from

$185
(Southwest)

Popular in

December

Cheapest in

April

Average price

$298
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. 12% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 16, 2025.

This Southwest deal was found by Cheapflights users on 4/15. 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 5/57:25 amDAL - SJU
1 stop6h 05mSouthwest
Wed 5/141:55 pmSJU - DAL
1 stop7h 40mSouthwest
Deal found 4/15$369
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1312:00 pmDAL - SJU
1 stop9h 47mDelta
Thu 5/222:31 pmSJU - DAL
1 stop7h 36mDelta
Deal found 4/16$379
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/58:10 pmDAL - GCM
2 stops15h 40mSouthwest
Thu 5/812:45 pmGCM - DAL
1 stop9h 40mSouthwest
Deal found 4/14$452
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/177:10 amDAL - STT
1 stop6h 51mDelta
Mon 7/213:00 pmSTT - DAL
1 stop9h 38mDelta
Deal found 4/16$489
This Southwest deal was found by Cheapflights users on 4/16. 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.
Sat 5/176:00 amDAL - PLS
1 stop8h 35mSouthwest
Wed 5/214:05 pmPLS - DAL
1 stop7h 00mSouthwest
Deal found 4/16$499
This Southwest deal was found by Cheapflights users on 4/15. 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 7/216:05 amDAL - NAS
1 stop6h 10mSouthwest
Thu 7/242:10 pmNAS - DAL
1 stop8h 10mSouthwest
Deal found 4/15$543
This Southwest deal was found by Cheapflights users on 4/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/316:10 amDAL - MBJ
1 stop7h 50mSouthwest
Thu 9/43:00 pmMBJ - DAL
1 stop7h 25mSouthwest
Deal found 4/14$565
This Southwest deal was found by Cheapflights users on 4/15. 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.
Tue 5/136:00 amDAL - AUA
1 stop6h 35mSouthwest
Tue 5/202:35 pmAUA - DAL
1 stop8h 30mSouthwest
Deal found 4/15$585
This deal was found by Cheapflights users on 4/16. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/36:00 amDAL - GCM
1 stop5h 31mDelta
Thu 8/712:50 pmGCM - DAL
1 stop7h 44mDelta
Deal found 4/16$600
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/206:00 amDAL - SXM
1 stop6h 48mDelta
Fri 7/253:10 pmSXM - DAL
1 stop9h 28mDelta
Deal found 4/16$603
This Delta deal was found by Cheapflights users on 4/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/316:00 amDAL - NAS
1 stop6h 41mDelta
Tue 9/162:37 pmNAS - DAL
1 stop6h 59mDelta
Deal found 4/15$605
This Southwest deal was found by Cheapflights users on 4/15. 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 8/116:20 amDAL - PUJ
1 stop6h 35mSouthwest
Wed 8/202:50 pmPUJ - DAL
1 stop8h 15mSouthwest
Deal found 4/15$616

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 April 16, 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

Mon 5/5

7:25 am-2:30 pm

1 stop6h 05m

San Juan Luis Munoz Marin Intl

Wed 5/14

1:55 pm-8:35 pm

1 stop7h 40m

$369

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Tue 5/13

12:00 pm-10:47 pm

1 stop9h 47m

San Juan Luis Munoz Marin Intl

Thu 5/22

2:31 pm-9:07 pm

1 stop7h 36m

$379

DallasGeorge Town

DAL - GCM

DALGCM

Dallas Love Field

Mon 5/5

8:10 pm-11:50 am

2 stops15h 40m

George Town Owen Roberts Intl

Thu 5/8

12:45 pm-10:25 pm

1 stop9h 40m

$452

DallasSaint Thomas Island

DAL - STT

DALSTT

Dallas Love Field

Thu 7/17

7:10 am-3:01 pm

1 stop6h 51m

Saint Thomas Island Cyril E King

Mon 7/21

3:00 pm-11:38 pm

1 stop9h 38m

$489

DallasProvidenciales

DAL - PLS

DALPLS

Dallas Love Field

Sat 5/17

6:00 am-3:35 pm

1 stop8h 35m

Providenciales

Wed 5/21

4:05 pm-10:05 pm

1 stop7h 00m

$499

DallasNassau

DAL - NAS

DALNAS

Dallas Love Field

Mon 7/21

6:05 am-1:15 pm

1 stop6h 10m

Nassau Intl

Thu 7/24

2:10 pm-9:20 pm

1 stop8h 10m

$543

DallasOranjestad

DAL - AUA

DALAUA

Dallas Love Field

Tue 5/13

6:00 am-1:35 pm

1 stop6h 35m

Oranjestad Reina Beatrix

Tue 5/20

2:35 pm-10:05 pm

1 stop8h 30m

$585

DallasGeorge Town

DAL - GCM

DALGCM

Dallas Love Field

Sun 8/3

6:00 am-11:31 am

1 stop5h 31m

George Town Owen Roberts Intl

Thu 8/7

12:50 pm-8:34 pm

1 stop7h 44m

$600

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

Sun 7/20

6:00 am-1:48 pm

1 stop6h 48m

Simpson Bay Princess Juliana

Fri 7/25

3:10 pm-11:38 pm

1 stop9h 28m

$603

DallasNassau

DAL - NAS

DALNAS

Dallas Love Field

Sun 8/31

6:00 am-11:55 am

1 stop4h 55m

Nassau Intl

Wed 9/17

1:19 pm-5:50 pm

1 stop5h 31m

$605

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/15

Showing 1-10 of 51 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 December is currently the most expensive (average of $336). 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 April 16, 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.

Rainfall in Caribbean by month

Plan your trip to Caribbean by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean when rainfall is around 2.2 in.

Temperature in Caribbean by month

Plan your trip to Caribbean by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 16, 2025.
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,876 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,282 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,916 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
LATAM Airlines
7.5
Good
1,761 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
WestJet
7.2
Good
2,806 reviews
Alaska Airlines
8.0
Very good
9,876 reviews

Comfort

7.9

Food

7.1

Boarding

8.2

Entertainment

7.1

Crew

8.5

Overall

8.0

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

  • What are the cheapest airlines to fly from Dallas Love Field Airport to Caribbean one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $185. Users have also found prices from $248 and $553 on Delta and WestJet, respectively.

  • 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 - Montego Bay Sangster Intl, 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 December is currently the most expensive (average of $336). 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 April 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$190Average$260FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$261Average$691FlexibilityNo cancel feeOn-time63%
DeltaCheapest$305Average$720FlexibilityNo cancel feeOn-timeN/A

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