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Love Field

$138+ Cheap flights from Caribbean to Love Field (DAL)

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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — DAL
Jan 23 — Jan 301
Fri 1/23
Fri 1/30
1 adult, Economy
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Cheap flight deals from Caribbean to Love Field

Cheapest flights from Caribbean to Love Field
Explore the most affordable flight options available from Caribbean to Love Field. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 24, 2025.

This Southwest deal was found by Cheapflights users on 12/21. 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 12/299:50 pmSJU - DAL
1 stop13h 55mSouthwest
Wed 1/72:00 pmDAL - SJU
2 stops8h 35mSouthwest
Deal found 12/21$615
This Southwest deal was found by Cheapflights users on 12/22. 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 12/316:40 amSJU - DAL
1 stop10h 30mSouthwest
Mon 1/512:55 pmDAL - SJU
1 stop7h 05mSouthwest
Deal found 12/22$635
This Southwest deal was found by Cheapflights users on 12/21. 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 12/263:25 pmSJU - DAL
2 stops9h 15mSouthwest
Thu 1/89:00 amDAL - SJU
2 stops8h 05mSouthwest
Deal found 12/21$645
This Southwest deal was found by Cheapflights users on 12/22. 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.
Thu 12/258:55 amSJU - DAL
1 stop11h 10mSouthwest
Thu 1/111:20 amDAL - SJU
2 stops8h 45mSouthwest
Deal found 12/22$665
This Southwest deal was found by Cheapflights users on 12/22. 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 12/302:05 pmSJU - DAL
1 stop8h 10mSouthwest
Fri 1/23:40 pmDAL - SJU
2 stops8h 00mSouthwest
Deal found 12/22$675
This Southwest deal was found by Cheapflights users on 12/22. 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 12/236:05 amSJU - DAL
1 stop7h 00mSouthwest
Thu 1/13:10 pmDAL - SJU
1 stop7h 15mSouthwest
Deal found 12/22$685
This Southwest deal was found by Cheapflights users on 12/23. 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 12/274:10 pmSJU - DAL
1 stop8h 45mSouthwest
Mon 12/293:05 pmDAL - SJU
2 stops8h 35mSouthwest
Deal found 12/23$695
This Southwest deal was found by Cheapflights users on 12/22. 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 12/286:05 amSJU - DAL
1 stop7h 00mSouthwest
Sun 1/410:05 pmDAL - SJU
1 stop13h 15mSouthwest
Deal found 12/22$715
This Delta deal was found by Cheapflights users on 12/21. 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 12/227:30 amSJU - DAL
1 stop9h 36mDelta
Mon 1/56:00 amDAL - SJU
1 stop9h 17mDelta
Deal found 12/21$720
This Southwest deal was found by Cheapflights users on 12/23. 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 12/248:55 amSJU - DAL
1 stop7h 50mSouthwest
Sun 12/283:40 pmDAL - SJU
2 stops8h 00mSouthwest
Deal found 12/23$735
This Southwest deal was found by Cheapflights users on 12/23. 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 12/242:40 pmPLS - DAL
1 stop7h 50mSouthwest
Sat 1/38:00 amDAL - PLS
1 stop5h 25mSouthwest
Deal found 12/23$740
This Southwest deal was found by Cheapflights users on 12/22. 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.
Thu 12/251:30 pmGCM - DAL
1 stop9h 45mSouthwest
Sun 12/286:00 amDAL - GCM
1 stop5h 35mSouthwest
Deal found 12/22$746

Find flight deals from Caribbean to Love Field

Keep the following information in mind while searching for Caribbean to Love Field flight deals. Data was last updated December 24, 2025.

Round-trip from

$275
(Southwest)

One-way from

$138
(Southwest)

Popular in

November

Cheapest in

February

Average price

$274
From Caribbean to Dallas Love Field
Search Deals
One-way flight from Caribbean to Dallas Love Field
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Love Field 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 24, 2025.
Use the filters below to find and compare flights from Caribbean to Dallas Love Field Airport that are best for you.

Fly from

Caribbean

Fly to

Love Field

Route

Depart

Return

Price

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Fri 2/6

5:35 am-12:35 pm

2 stops9h 00m

Dallas Love Field

Mon 2/9

9:35 am-12:05 am

1 stop12h 30m

$275

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Tue 2/3

5:40 am-2:55 pm

1 stop11h 15m

Dallas Love Field

Mon 2/9

4:50 pm-12:40 am

1 stop5h 50m

$275

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Thu 1/22

6:10 am-2:45 pm

2 stops10h 35m

Dallas Love Field

Mon 1/26

9:00 am-11:10 pm

1 stop12h 10m

$300

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Wed 1/28

5:40 am-2:55 pm

1 stop11h 15m

Dallas Love Field

Sun 2/1

9:35 am-12:05 am

1 stop12h 30m

$300

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Sat 1/31

6:00 am-2:30 pm

2 stops10h 30m

Dallas Love Field

Mon 2/2

9:00 am-11:10 pm

1 stop12h 10m

$340

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Fri 1/16

6:10 am-3:10 pm

1 stop11h 00m

Dallas Love Field

Thu 1/22

9:00 am-11:10 pm

1 stop12h 10m

$340

George TownDallas

GCM - DAL

GCMDAL

George Town Owen Roberts Intl

Thu 2/12

1:50 pm-10:10 pm

1 stop9h 20m

Dallas Love Field

Wed 2/18

8:00 pm-12:55 pm

2 stops15h 55m

$451

George TownDallas

GCM - DAL

GCMDAL

George Town Owen Roberts Intl

Tue 1/27

1:50 pm-9:20 am

2 stops20h 30m

Dallas Love Field

Fri 1/30

4:50 pm-12:30 pm

2 stops18h 40m

$491

OranjestadDallas

AUA - DAL

AUADAL

Oranjestad Reina Beatrix

Thu 1/22

3:20 pm-9:00 pm

1 stop7h 40m

Dallas Love Field

Thu 1/29

4:50 pm-2:25 pm

2 stops19h 35m

$570

ProvidencialesDallas

PLS - DAL

PLSDAL

Providenciales

Fri 5/22

3:50 pm-9:50 am

2 stops19h 00m

Dallas Love Field

Fri 5/29

8:35 pm-11:35 am

1 stop14h 00m

$591

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 59 results
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Best time to book a flight from Caribbean to Love Field

Have a flexible travel schedule? Discover the best time to fly to Love Field from Caribbean 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 Caribbean to Dallas Love Field Airport

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

Currently, May is the cheapest month in which you can book a flight from Caribbean to Dallas Love Field Airport (average of $141). Flying from Caribbean to Dallas Love Field Airport in March is currently the most expensive (average of $605). 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 CB to DAL?

Find hourly flight availability from Caribbean to Love Field. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 24, 2025.

It’s optimal to fly from Caribbean to Dallas Love Field Airport in the evening. By choosing this option you can save up to 72% on the cost of your flight, compared to a flight in the afternoon.

Reviews of airlines servicing Love Field

Get insights into the airlines that provide service to Love Field. 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 Love Field. Reviews last updated December 24, 2025.
Get a feel of what it's like to fly with Southwest from Caribbean to Dallas Love Field Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,255 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

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
Southwest
8.0
Very good
4,255 reviews
Southwest
8.0
Very good
4,255 reviews

Food

7.0

Boarding

8.1

Crew

8.6

Comfort

8.0

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 Caribbean to Love Field. 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 Caribbean to Dallas Love Field Airport?

    Departing from Caribbean to Dallas Love Field Airport will take you 9h. The distance from Caribbean to Dallas Love Field Airport 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 Caribbean to Dallas Love Field Airport?

    The most popular route from Caribbean to Dallas Love Field Airport is San Juan Luis Munoz Marin Intl - Dallas Love Field. You may also consider Santo Domingo Las Americas - Dallas Love Field or Kingston Norman Manley - Dallas Love Field.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Caribbean to Dallas Love Field Airport (average of $141). Flying from Caribbean to Dallas Love Field Airport in March is currently the most expensive (average of $605). 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 Caribbean to Love Field

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

Discover the top airline that operate flights from Caribbean to Love Field. 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 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$367Average$510FlexibilityNo cancel feeOn-time63%

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