$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
1 adult, Economy
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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 December 7, 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 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![Delta logo]()
$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![Southwest logo]()
$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![Southwest logo]()
$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![Delta logo]()
$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![Delta logo]()
$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![Southwest logo]()
$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![Delta logo]()
$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![Delta logo]()
$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![Southwest logo]()
$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![Southwest logo]()
$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![Southwest logo]()
$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![Southwest logo]()
$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 |
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
Showing 1-10 of 60 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, 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
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Comfort
8.0
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 December 7, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$156 | Average$260 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$258 | Average$560 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$285 | Average$687 | FlexibilityNo cancel fee | On-time63% |