$168+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SJU
Jul 5 — Jul 121
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 June 30, 2025.
Round-trip from | $335 (Southwest) |
|---|---|
One-way from | $168 (Southwest) |
Popular in | November |
Cheapest in | October |
Average price | $345 |
Find flight deals from Love Field to Caribbean
Cheapest flights from Love Field to CaribbeanExplore 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 June 30, 2025.
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 June 30, 2025.
This Southwest deal was found by Cheapflights users on 6/30. 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 9/57:30 amDAL - SJU
1 stop15h 00mSouthwest
Sun 9/76:30 amSJU - DAL
1 stop8h 55mSouthwest
Deal found 6/30![Southwest logo]()
$335
This Delta deal was found by Cheapflights users on 6/30. 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 9/185:45 amDAL - SJU
1 stop9h 46mDelta
Mon 9/225:41 pmSJU - DAL
1 stop7h 08mDelta
Deal found 6/30![Delta logo]()
$386
This Southwest deal was found by Cheapflights users on 6/30. 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 9/229:40 pmDAL - AUA
2 stops15h 35mSouthwest
Thu 9/253:15 pmAUA - DAL
2 stops17h 20mSouthwest
Deal found 6/30![Southwest logo]()
$440
This Southwest deal was found by Cheapflights users on 6/30. 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 11/16:15 amDAL - PLS
1 stop7h 10mSouthwest
Tue 11/112:40 pmPLS - DAL
1 stop8h 30mSouthwest
Deal found 6/30![Southwest logo]()
$489
This Southwest deal was found by Cheapflights users on 6/28. 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 8/186:20 amDAL - NAS
1 stop6h 00mSouthwest
Fri 8/222:15 pmNAS - DAL
1 stop5h 30mSouthwest
Deal found 6/28![Southwest logo]()
$505
This Southwest deal was found by Cheapflights users on 6/30. 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 8/166:00 amDAL - GCM
1 stop6h 10mSouthwest
Sat 8/231:10 pmGCM - DAL
1 stop9h 10mSouthwest
Deal found 6/30![Southwest logo]()
$538
This Southwest deal was found by Cheapflights users on 6/30. 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 10/86:00 amDAL - MBJ
1 stop8h 00mSouthwest
Wed 10/151:00 pmMBJ - DAL
1 stop7h 40mSouthwest
Deal found 6/30![Southwest logo]()
$567
This Delta deal was found by Cheapflights users on 6/29. 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.
Fri 8/155:45 amDAL - SDQ
1 stop6h 37mDelta
Fri 8/222:47 pmSDQ - DAL
1 stop7h 21mDelta
Deal found 6/29![Delta logo]()
$575
This Delta deal was found by Cheapflights users on 6/30. 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 8/195:45 amDAL - STT
1 stop7h 25mDelta
Tue 8/263:23 pmSTT - DAL
1 stop9h 26mDelta
Deal found 6/30![Delta logo]()
$579
This Delta deal was found by Cheapflights users on 6/28. 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 11/246:00 amDAL - SXM
1 stop6h 35mDelta
Wed 12/34:00 pmSXM - DAL
1 stop8h 31mDelta
Deal found 6/28![Delta logo]()
$583
This Delta deal was found by Cheapflights users on 6/28. 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 9/305:45 amDAL - NAS
1 stop7h 04mDelta
Wed 10/81:23 pmNAS - DAL
1 stop5h 27mDelta
Deal found 6/28![Delta logo]()
$615
This Southwest deal was found by Cheapflights users on 6/29. 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
Fri 8/153:05 pmPUJ - DAL
1 stop8h 50mSouthwest
Deal found 6/29![Southwest logo]()
$665
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 June 30, 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
Fri 9/5
7:30 am-11:30 pm
1 stop15h 00m
San Juan Luis Munoz Marin Intl
Sun 9/7
6:30 am-2:25 pm
1 stop8h 55m
$335
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Thu 9/18
5:45 am-4:31 pm
1 stop9h 46m
San Juan Luis Munoz Marin Intl
Mon 9/22
5:41 pm-11:49 pm
1 stop7h 08m
$386
DallasOranjestad
DAL - AUA
DALAUA
Dallas Love Field
Mon 9/22
9:40 pm-2:15 pm
2 stops15h 35m
Oranjestad Reina Beatrix
Thu 9/25
3:15 pm-7:35 am
2 stops17h 20m
$440
DallasProvidenciales
DAL - PLS
DALPLS
Dallas Love Field
Sat 11/1
6:15 am-2:25 pm
1 stop7h 10m
Providenciales
Tue 11/11
2:40 pm-10:10 pm
1 stop8h 30m
$489
DallasNassau
DAL - NAS
DALNAS
Dallas Love Field
Mon 8/18
6:20 am-1:20 pm
1 stop6h 00m
Nassau Intl
Fri 8/22
2:15 pm-6:45 pm
1 stop5h 30m
$505
DallasGeorge Town
DAL - GCM
DALGCM
Dallas Love Field
Sat 8/16
6:00 am-12:10 pm
1 stop6h 10m
George Town Owen Roberts Intl
Sat 8/23
1:10 pm-10:20 pm
1 stop9h 10m
$538
DallasMontego Bay
DAL - MBJ
DALMBJ
Dallas Love Field
Wed 10/8
6:00 am-1:25 pm
1 stop7h 25m
Montego Bay Sangster Intl
Wed 10/15
12:20 pm-10:45 pm
1 stop10h 25m
$567
DallasSanto Domingo
DAL - SDQ
DALSDQ
Dallas Love Field
Fri 8/15
5:45 am-1:22 pm
1 stop6h 37m
Santo Domingo Las Americas
Fri 8/22
2:47 pm-9:08 pm
1 stop7h 21m
$575
DallasSaint Thomas Island
DAL - STT
DALSTT
Dallas Love Field
Tue 8/19
5:45 am-2:10 pm
1 stop7h 25m
Saint Thomas Island Cyril E King
Tue 8/26
3:23 pm-11:49 pm
1 stop9h 26m
$579
DallasSimpson Bay
DAL - SXM
DALSXM
Dallas Love Field
Mon 11/24
6:00 am-2:35 pm
1 stop6h 35m
Simpson Bay Princess Juliana
Wed 12/3
4:00 pm-10:31 pm
1 stop8h 31m
$583
Showing 1-10 of 37 results
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 June is currently the most expensive (average of $339). 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 June 30, 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.
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 June 30, 2025.
See what other customers who have flown with Southwest, Delta, and LATAM 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.
Food
7.0
Crew
8.6
Entertainment
7.6
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Food
7.0
Crew
8.6
Entertainment
7.6
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Food
7.0
Crew
8.6
Entertainment
7.6
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Food
7.0
Crew
8.6
Entertainment
7.6
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
Food
7.0
Crew
8.6
Entertainment
7.6
Overall
8.0
Boarding
8.2
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentJohn,May 2025
PVD - BNA
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.
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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 June 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$156 | Average$260 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$258 | Average$592 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$271 | Average$686 | FlexibilityNo cancel fee | On-time63% |