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$124+ 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SJU
févr. 25 — mars 41
mar. 2/25
mar. 3/4
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 février 20, 2025.

Round-trip from

$247
(Delta)

One-way from

$124
(Southwest)

Popular in

December

Cheapest in

April

Average price

$307
From Dallas Love Field to Caribbean
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One-way flight from Dallas Love Field to Caribbean
Search Deals
Highest demand for flights based on searches. 12% 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 February 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 février 20, 2025.

This Delta deal was found by Cheapflights users on 2/20. 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. 3/114:01 pmDAL - SJU
1 stop6h 06mDelta
ven. 3/147:15 amSJU - DAL
1 stop9h 01mDelta
Deal found 2/20$247
This Southwest deal was found by Cheapflights users on 2/20. 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. 4/83:00 pmDAL - SJU
1 stop7h 55mSouthwest
jeu. 5/13:25 pmSJU - DAL
1 stop8h 00mSouthwest
Deal found 2/20$316
This Delta deal was found by Cheapflights users on 2/19. 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.
jeu. 4/245:55 amDAL - STT
1 stop6h 54mDelta
jeu. 5/13:00 pmSTT - DAL
1 stop7h 48mDelta
Deal found 2/19$464
This Southwest deal was found by Cheapflights users on 2/20. 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.
sam. 5/37:20 amDAL - GCM
1 stop7h 30mSouthwest
ven. 5/912:45 pmGCM - DAL
2 stops20h 15mSouthwest
Deal found 2/20$528
This Southwest deal was found by Cheapflights users on 2/19. 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.
ven. 5/28:10 pmDAL - PLS
1 stop14h 10mSouthwest
mer. 5/74:05 pmPLS - DAL
1 stop7h 00mSouthwest
Deal found 2/19$528
This Southwest deal was found by Cheapflights users on 2/20. 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.
mer. 8/206:20 amDAL - AUA
1 stop6h 55mSouthwest
dim. 8/243:50 pmAUA - DAL
1 stop8h 00mSouthwest
Deal found 2/20$595
This Delta deal was found by Cheapflights users on 2/18. 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. 7/296:00 amDAL - NAS
1 stop6h 54mDelta
mar. 8/52:20 pmNAS - DAL
1 stop7h 14mDelta
Deal found 2/18$605
This Delta deal was found by Cheapflights users on 2/20. 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.
dim. 3/306:00 amDAL - SXM
1 stop7h 01mDelta
jeu. 5/83:10 pmSXM - DAL
1 stop9h 30mDelta
Deal found 2/20$609
This Southwest deal was found by Cheapflights users on 2/19. 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.
mer. 3/267:10 amDAL - NAS
1 stop4h 55mSouthwest
dim. 3/302:00 pmNAS - DAL
1 stop9h 50mSouthwest
Deal found 2/19$621
This Southwest deal was found by Cheapflights users on 2/20. 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. 4/286:00 amDAL - MBJ
1 stop8h 35mSouthwest
jeu. 5/12:55 pmMBJ - DAL
1 stop7h 30mSouthwest
Deal found 2/20$631
This deal was found by Cheapflights users on 2/18. 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.
mar. 6/106:00 amDAL - PLS
1 stop5h 45mDelta
mer. 6/112:10 pmPLS - DAL
1 stop10h 28mDelta
Deal found 2/18$634
This Southwest deal was found by Cheapflights users on 2/20. 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.
dim. 5/46:00 amDAL - PUJ
1 stop7h 30mSouthwest
ven. 5/91:40 pmPUJ - DAL
1 stop10h 50mSouthwest
Deal found 2/20$649

Find flights from Love Field to Caribbean within your budget

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 février 20, 2025.

Fly from

Love Field

Fly to

Caribbean

Route

Depart

Return

Price

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

mar. 3/11

4:01 pm-11:07 pm

1 stop6h 06m

San Juan Luis Munoz Marin Intl

ven. 3/14

7:15 am-3:16 pm

1 stop9h 01m

$247

DallasSan Juan

DAL - SJU

DALSJU

Dallas Love Field

mar. 4/8

3:00 pm-11:55 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

jeu. 5/1

3:25 pm-10:25 pm

1 stop8h 00m

$316

DallasSaint Thomas Island

DAL - STT

DALSTT

Dallas Love Field

jeu. 4/24

5:55 am-1:49 pm

1 stop6h 54m

Saint Thomas Island Cyril E King

jeu. 5/1

3:00 pm-9:48 pm

1 stop7h 48m

$464

DallasGeorge Town

DAL - GCM

DALGCM

Dallas Love Field

sam. 5/3

6:35 am-2:50 pm

2 stops8h 15m

George Town Owen Roberts Intl

ven. 5/9

12:45 pm-9:00 am

2 stops20h 15m

$528

DallasProvidenciales

DAL - PLS

DALPLS

Dallas Love Field

ven. 5/2

8:10 pm-11:20 am

1 stop14h 10m

Providenciales

mer. 5/7

4:05 pm-10:05 pm

1 stop7h 00m

$528

DallasNassau

DAL - NAS

DALNAS

Dallas Love Field

mar. 7/29

6:00 am-1:54 pm

1 stop6h 54m

Nassau Intl

mar. 8/5

2:20 pm-8:34 pm

1 stop7h 14m

$605

DallasSimpson Bay

DAL - SXM

DALSXM

Dallas Love Field

dim. 3/30

6:00 am-2:01 pm

1 stop7h 01m

Simpson Bay Princess Juliana

jeu. 5/8

3:10 pm-11:40 pm

1 stop9h 30m

$609

DallasOranjestad

DAL - AUA

DALAUA

Dallas Love Field

ven. 5/9

8:10 pm-12:30 pm

1 stop15h 20m

Oranjestad Reina Beatrix

mar. 5/13

2:35 pm-8:20 am

2 stops18h 45m

$620

DallasNassau

DAL - NAS

DALNAS

Dallas Love Field

mer. 3/26

7:10 am-1:05 pm

1 stop4h 55m

Nassau Intl

dim. 3/30

2:00 pm-10:50 pm

1 stop9h 50m

$621

DallasMontego Bay

DAL - MBJ

DALMBJ

Dallas Love Field

lun. 4/28

6:00 am-2:35 pm

1 stop8h 35m

Montego Bay Sangster Intl

jeu. 5/1

2:55 pm-10:25 pm

1 stop7h 30m

$631

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 53 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.

Travel insights for flights from Love Field to Caribbean

Get recent, data-driven insights about flights from Love Field to Caribbean including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $363). 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 février 20, 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 février 20, 2025.
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Alaska Airlines
8.0
Very good
9,697 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

LATAM Airlines
7.5
Good
1,795 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

WestJet
7.2
Good
2,801 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $124. Users have also found prices from $203 and $217 on Delta and Alaska Airlines, 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 March is currently the most expensive (average of $363). 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 4 airlines flying from Love Field to Caribbean

Discover the top 4 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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$178Average$292FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$198Average$318FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$261Average$633FlexibilityNo cancel feeOn-time63%
DeltaCheapest$272Average$700FlexibilityNo cancel feeOn-timeN/A
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