Caribbean

$159+ 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 1/4. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SJU
Jan 6 — Jan 131
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Cheap 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 December 7, 2025.

This Delta deal was found by Cheapflights users on 12/5. 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.
Mon 12/86:05 amDAL - GCM
1 stop5h 30mDelta
Fri 12/121:50 pmGCM - DAL
1 stop11h 06mDelta
Deal found 12/5$507
This Southwest deal was found by Cheapflights users on 12/5. 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 12/98:40 pmDAL - GCM
2 stops14h 55mSouthwest
Thu 12/111:30 pmGCM - DAL
1 stop7h 35mSouthwest
Deal found 12/5$521
This Southwest deal was found by Cheapflights users on 12/6. 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 12/146:00 amDAL - NAS
1 stop5h 15mSouthwest
Wed 12/171:10 pmNAS - DAL
1 stop7h 55mSouthwest
Deal found 12/6$529
This Delta deal was found by Cheapflights users on 12/4. 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.
Sun 12/146:37 pmDAL - NAS
2 stops16h 04mDelta
Thu 12/254:28 pmNAS - DAL
1 stop7h 05mDelta
Deal found 12/4$533
This Delta deal was found by Cheapflights users on 12/5. 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.
Mon 12/86:05 amDAL - GCM
1 stop5h 30mDelta
Sat 12/131:55 pmGCM - DAL
1 stop11h 01mDelta
Deal found 12/5$537
This Southwest deal was found by Cheapflights users on 12/7. 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 12/136:05 amDAL - GCM
1 stop5h 55mSouthwest
Fri 12/191:30 pmGCM - DAL
1 stop6h 40mSouthwest
Deal found 12/7$546
This Delta deal was found by Cheapflights users on 12/6. 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.
Sat 12/136:05 amDAL - PLS
1 stop5h 40mDelta
Fri 12/192:10 pmPLS - DAL
1 stop7h 32mDelta
Deal found 12/6$557
This Delta deal was found by Cheapflights users on 12/5. 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.
Sat 12/136:05 amDAL - NAS
1 stop6h 25mDelta
Fri 12/193:55 pmNAS - DAL
1 stop9h 01mDelta
Deal found 12/5$559
This Southwest deal was found by Cheapflights users on 12/6. 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 12/66:20 pmDAL - NAS
2 stops16h 55mSouthwest
Tue 12/91:10 pmNAS - DAL
1 stop7h 55mSouthwest
Deal found 12/6$563
This Southwest deal was found by Cheapflights users on 12/6. 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 12/96:55 amDAL - PUJ
1 stop6h 05mSouthwest
Fri 12/124:00 pmPUJ - DAL
1 stop8h 00mSouthwest
Deal found 12/6$574
This Southwest deal was found by Cheapflights users on 12/4. 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.
Tue 12/166:35 pmDAL - NAS
2 stops16h 40mSouthwest
Thu 12/251:10 pmNAS - DAL
2 stops7h 35mSouthwest
Deal found 12/4$576
This Southwest deal was found by Cheapflights users on 12/6. 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 12/136:05 amDAL - GCM
1 stop5h 55mSouthwest
Sat 12/201:25 pmGCM - DAL
1 stop9h 55mSouthwest
Deal found 12/6$576

Find 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 December 7, 2025.

Round-trip from

$406
(Southwest)

One-way from

$159
(Southwest)

Popular in

December

Cheapest in

October

Average price

$440
From Dallas Love Field to Caribbean
One-way flight from Dallas Love Field to Caribbean
Highest demand for flights based on searches. 10% potential increase in price ($43 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 December 7, 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

Thu 2/5

9:35 am-12:05 am

1 stop12h 30m

San Juan Luis Munoz Marin Intl

Mon 2/9

6:10 am-6:45 pm

1 stop14h 35m

$411

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 1/21

1:45 pm-12:35 am

2 stops8h 50m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:35 pm-9:40 pm

2 stops9h 05m

$411

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Tue 1/27

1:45 pm-12:35 am

2 stops8h 50m

San Juan Luis Munoz Marin Intl

Tue 2/3

6:10 am-2:45 pm

2 stops10h 35m

$411

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 4/8

2:30 pm-11:40 pm

2 stops8h 10m

San Juan Luis Munoz Marin Intl

Mon 4/13

8:40 pm-8:30 am

1 stop12h 50m

$413

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sun 1/11

9:35 am-12:05 am

1 stop12h 30m

San Juan Luis Munoz Marin Intl

Wed 1/14

5:40 am-1:05 pm

2 stops9h 25m

$413

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Fri 2/6

4:45 pm-12:40 am

1 stop5h 55m

San Juan Luis Munoz Marin Intl

Tue 2/10

12:10 pm-9:05 pm

1 stop10h 55m

$413

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Wed 3/25

12:30 pm-10:15 pm

2 stops8h 45m

San Juan Luis Munoz Marin Intl

Wed 4/1

8:20 pm-8:15 am

1 stop12h 55m

$415

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Mon 2/23

4:45 pm-12:40 am

1 stop5h 55m

San Juan Luis Munoz Marin Intl

Sat 2/28

7:35 am-4:15 pm

2 stops10h 40m

$438

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sat 1/31

11:35 am-9:30 pm

2 stops7h 55m

San Juan Luis Munoz Marin Intl

Wed 2/4

2:35 pm-9:40 pm

2 stops9h 05m

$438

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

Sat 1/31

1:15 pm-9:30 pm

1 stop6h 15m

San Juan Luis Munoz Marin Intl

Wed 2/11

5:40 am-1:05 pm

2 stops9h 25m

$438

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/4

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, January is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean (average of $198). Flying from Dallas Love Field Airport to Caribbean in December is currently the most expensive (average of $585). 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 December 7, 2025.

It’s typically best to fly out from Dallas Love Field Airport to Caribbean at noon. Doing so could potentially save you 38% on the flight price compared to flying in the morning, which is usually more expensive.

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 December 7, 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.

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 $452, Southwest can have you in Caribbean from Dallas Love Field Airport in 5h 40m. The distance between Dallas Love Field Airport and Caribbean is about 1338 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?

  • 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, January is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean (average of $198). Flying from Dallas Love Field Airport to Caribbean in December is currently the most expensive (average of $585). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 December 7, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$156Average$260FlexibilityNo cancel feeOn-time65%
DeltaCheapest$258Average$560FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$285Average$687FlexibilityNo cancel feeOn-time63%

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