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Love Field

$140+ 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — DAL
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$229
(Southwest)

One-way from

$140
(Southwest)

Popular in

July

Cheapest in

February

Average price

$274
From Caribbean to Dallas Love Field
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One-way flight from Caribbean to Dallas Love Field
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Highest demand for flights based on searches. 14% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 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 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 September 15, 2025.

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 10/241:05 pmSJU - DAL
1 stop9h 00mSouthwest
Sun 11/212:55 pmDAL - SJU
1 stop6h 50mSouthwest
Deal found 9/15$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.
Sat 10/255:45 amSJU - DAL
2 stops11h 35mSouthwest
Sun 11/212:55 pmDAL - SJU
1 stop6h 50mSouthwest
Deal found 9/15$254
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:50 amSJU - DAL
1 stop12h 50mSouthwest
Mon 10/277:30 amDAL - SJU
1 stop8h 10mSouthwest
Deal found 9/14$294
This Southwest deal was found by Cheapflights users on 9/13. 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 10/161:05 pmSJU - DAL
1 stop9h 00mSouthwest
Mon 11/311:45 amDAL - SJU
2 stops9h 35mSouthwest
Deal found 9/13$320
This Southwest deal was found by Cheapflights users on 9/12. 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 10/208:20 pmSJU - DAL
1 stop12h 45mSouthwest
Sat 10/254:15 pmDAL - SJU
1 stop6h 10mSouthwest
Deal found 9/12$321
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/233:35 pmSJU - DAL
2 stops8h 30mSouthwest
Sun 10/266:00 amDAL - SJU
1 stop8h 50mSouthwest
Deal found 9/14$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.
Thu 11/137:40 amSJU - DAL
1 stop12h 15mSouthwest
Sun 11/169:10 amDAL - SJU
2 stops8h 40mSouthwest
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.
Tue 10/2810:50 amSJU - DAL
1 stop10h 55mSouthwest
Sat 11/151:50 pmDAL - SJU
1 stop7h 25mSouthwest
Deal found 9/15$345
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.
Thu 10/301:05 pmSJU - DAL
1 stop9h 20mSouthwest
Thu 11/66:15 amDAL - SJU
1 stop8h 50mSouthwest
Deal found 9/15$367
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.
Thu 12/42:05 pmSJU - DAL
1 stop9h 05mSouthwest
Sun 12/71:55 pmDAL - SJU
1 stop9h 30mSouthwest
Deal found 9/15$369
This Southwest deal was found by Cheapflights users on 9/12. 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 11/112:40 pmPLS - DAL
1 stop8h 30mSouthwest
Mon 11/176:55 amDAL - PLS
1 stop5h 50mSouthwest
Deal found 9/12$430
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/121:50 pmMBJ - DAL
1 stop9h 10mSouthwest
Sat 12/136:05 amDAL - MBJ
1 stop5h 50mSouthwest
Deal found 9/14$580

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 September 15, 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

Mon 10/27

8:20 pm-8:05 am

1 stop12h 45m

Dallas Love Field

Sun 11/2

12:55 pm-9:45 pm

1 stop6h 50m

$229

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Fri 11/7

6:40 am-6:30 pm

1 stop13h 50m

Dallas Love Field

Mon 11/10

1:55 pm-12:35 am

2 stops8h 40m

$320

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Thu 10/16

1:05 pm-9:05 pm

1 stop9h 00m

Dallas Love Field

Mon 11/3

11:45 am-11:20 pm

2 stops9h 35m

$320

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Thu 10/23

3:35 pm-11:05 pm

2 stops8h 30m

Dallas Love Field

Mon 10/27

7:30 am-4:40 pm

1 stop8h 10m

$322

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Fri 11/7

6:40 am-6:30 pm

1 stop13h 50m

Dallas Love Field

Sun 11/9

9:55 am-10:20 pm

1 stop10h 25m

$322

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Fri 10/24

1:05 pm-9:05 pm

1 stop9h 00m

Dallas Love Field

Sun 10/26

12:50 pm-12:15 am

2 stops10h 25m

$342

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Tue 10/28

6:10 am-2:55 pm

2 stops9h 45m

Dallas Love Field

Sat 11/15

12:20 pm-11:15 pm

2 stops8h 55m

$345

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Mon 10/20

8:20 pm-8:05 am

1 stop12h 45m

Dallas Love Field

Sat 10/25

1:20 pm-11:45 pm

2 stops9h 25m

$361

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Tue 10/14

6:10 am-2:55 pm

2 stops9h 45m

Dallas Love Field

Tue 10/21

7:00 am-5:15 pm

1 stop9h 15m

$367

San JuanDallas

SJU - DAL

SJUDAL

San Juan Luis Munoz Marin Intl

Thu 10/30

1:05 pm-9:25 pm

1 stop9h 20m

Dallas Love Field

Thu 11/6

6:15 am-5:05 pm

1 stop8h 50m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 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 September 15, 2025.

When flying from Caribbean to Dallas Love Field Airport, 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 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 September 15, 2025.
Get a feel of what it's like to fly with Southwest and Frontier 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
4,242 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

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

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

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
Frontier
5.8
Fair
3,172 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

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 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 8h 56m. The distance from Caribbean to Dallas Love Field Airport is about 1954 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 George Town Owen Roberts Intl - Dallas Love Field or Montego Bay Sangster Intl - 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, January is the cheapest month in which you can book a flight from Caribbean to Dallas Love Field Airport (average of $287). Flying from Caribbean to Dallas Love Field Airport in March is currently the most expensive (average of $382). 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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See prices for flight routes from nearby airports that may be better suited for you.
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Top 2 airlines flying from Caribbean to Love Field

Discover the top 2 airlines 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$149Average$202FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$379Average$510FlexibilityNo cancel feeOn-time63%

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