$123+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SJU
Mar 24 — Mar 311
1 adult, Economy
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Find cheap flights from Love Field to Caribbean with Cheapflights
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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 February 22, 2026.
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 February 22, 2026.
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1312:25 pm
DAL
- SJU
1 stop6h 59m
Delta
Wed 4/227:30 am
SJU
- DAL
1 stop11h 20m
Delta
Deal found 2/22![Delta logo]()
$287
This Delta deal was found by Cheapflights users on 2/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:05 am
DAL
- SJU
1 stop9h 13m
Delta
Tue 4/146:15 am
SJU
- DAL
1 stop9h 48m
Delta
Deal found 2/22![Delta logo]()
$311
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.
Sat 7/46:00 am
DAL
- SXM
1 stop7h 00m
Delta
Fri 8/73:25 pm
SXM
- DAL
1 stop8h 06m
Delta
Deal found 2/20![Delta logo]()
$335
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:20 pm
DAL
- SJU
1 stop12h 15m
Southwest
Wed 4/2211:25 am
SJU
- DAL
2 stops9h 30m
Southwest
Deal found 2/18![Southwest logo]()
$364
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/211:45 pm
DAL
- SJU
2 stops8h 55m
Southwest
Wed 4/2211:25 am
SJU
- DAL
2 stops9h 30m
Southwest
Deal found 2/18![Southwest logo]()
$377
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:05 pm
DAL
- SJU
1 stop13h 05m
Southwest
Wed 4/2911:25 am
SJU
- DAL
1 stop9h 30m
Southwest
Deal found 2/18![Southwest logo]()
$382
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.
Tue 4/149:00 am
DAL
- SJU
2 stops11h 05m
Southwest
Wed 4/2211:25 am
SJU
- DAL
2 stops9h 20m
Southwest
Deal found 2/19![Southwest logo]()
$384
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.
Thu 3/56:00 am
DAL
- KIN
1 stop13h 00m
Delta
Sun 3/89:00 am
KIN
- DAL
1 stop13h 45m
Delta
Deal found 2/19![Delta logo]()
$394
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:05 pm
DAL
- SJU
1 stop13h 05m
Southwest
Thu 5/211:00 pm
SJU
- DAL
1 stop8h 35m
Southwest
Deal found 2/18![Southwest logo]()
$397
This Delta deal was found by Cheapflights users on 2/21. 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.
Sun 3/1512:12 pm
DAL
- SJU
1 stop10h 03m
Delta
Wed 3/186:15 am
SJU
- DAL
1 stop9h 58m
Delta
Deal found 2/21![Delta logo]()
$414
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:40 am
DAL
- SJU
1 stop6h 00m
Southwest
Thu 4/301:00 pm
SJU
- DAL
1 stop8h 35m
Southwest
Deal found 2/18![Southwest logo]()
$415
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:55 am
DAL
- STT
1 stop6h 00m
Southwest
Thu 2/262:10 pm
STT
- DAL
1 stop10h 00m
Southwest
Deal found 2/18![Southwest logo]()
$416
Best flights from Love Field to CaribbeanDiscover carefully curated flight deals from Love Field to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 22, 2026.
Discover carefully curated flight deals from Love Field to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 22, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:20 pm
DAL
- SJU
1 stop12h 15m
Southwest
Wed 4/2211:25 am
SJU
- DAL
2 stops9h 30m
Southwest
Deal found 2/18![Southwest logo]()
$364
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.
Thu 3/56:00 am
DAL
- KIN
1 stop13h 00m
Delta
Sun 3/89:00 am
KIN
- DAL
1 stop13h 45m
Delta
Deal found 2/19![Delta logo]()
$394
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.
Tue 4/146:05 am
DAL
- SJU
1 stop6h 15m
Southwest
Wed 4/228:10 am
SJU
- DAL
1 stop6h 50m
Southwest
Deal found 2/19![Southwest logo]()
$384
This Southwest deal was found by Cheapflights users on 2/21. 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 4/206:00 am
DAL
- SXM
1 stop6h 30m
Southwest
Sat 4/252:35 pm
SXM
- DAL
1 stop9h 45m
Southwest
Deal found 2/21![Southwest logo]()
$423
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:50 pm
DAL
- SJU
2 stops9h 25m
Southwest
Thu 4/302:00 pm
SJU
- DAL
1 stop9h 45m
Southwest
Deal found 2/18![Southwest logo]()
$440
This Southwest deal was found by Cheapflights users on 2/21. 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.
Wed 3/2510:20 am
DAL
- SJU
1 stop8h 10m
Southwest
Thu 4/28:50 pm
SJU
- DAL
1 stop12h 25m
Southwest
Deal found 2/21![Southwest logo]()
$446
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.
Wed 4/810:42 am
DAL
- NAS
1 stop5h 03m
Delta
Wed 4/155:58 pm
NAS
- DAL
1 stop5h 35m
Delta
Deal found 2/19![Delta logo]()
$594
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.
Tue 3/314:15 pm
DAL
- SJU
1 stop7h 00m
Southwest
Tue 4/72:00 pm
SJU
- DAL
1 stop8h 00m
Southwest
Deal found 2/20![Southwest logo]()
$446
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.
Tue 3/3110:42 am
DAL
- NAS
1 stop5h 03m
Delta
Wed 4/86:10 pm
NAS
- DAL
1 stop5h 35m
Delta
Deal found 2/19![Delta logo]()
$594
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.
Fri 5/88:10 am
DAL
- SJU
1 stop14h 30m
Southwest
Wed 5/135:35 am
SJU
- DAL
1 stop9h 25m
Southwest
Deal found 2/20![Southwest logo]()
$446
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.
Tue 4/1410:17 am
DAL
- NAS
1 stop5h 16m
Delta
Wed 4/225:58 pm
NAS
- DAL
1 stop5h 35m
Delta
Deal found 2/19![Delta logo]()
$594
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:15 am
DAL
- STT
1 stop7h 05m
Southwest
Tue 3/311:50 pm
STT
- DAL
1 stop8h 20m
Southwest
Deal found 2/18![Southwest logo]()
$446
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.
Tue 3/3110:42 am
DAL
- NAS
1 stop5h 03m
Delta
Tue 4/76:10 pm
NAS
- DAL
1 stop5h 35m
Delta
Deal found 2/19![Delta logo]()
$594
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.
Tue 4/710:42 am
DAL
- NAS
1 stop5h 03m
Delta
Tue 4/145:58 pm
NAS
- DAL
1 stop5h 35m
Delta
Deal found 2/19![Delta logo]()
$594
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:15 am
DAL
- STT
1 stop7h 05m
Southwest
Tue 3/241:50 pm
STT
- DAL
1 stop8h 20m
Southwest
Deal found 2/18![Southwest logo]()
$457
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.
Tue 3/176:05 am
DAL
- SXM
1 stop6h 49m
Delta
Wed 3/2512:55 pm
SXM
- DAL
1 stop10h 50m
Delta
Deal found 2/18![Delta logo]()
$597
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/99:35 am
DAL
- SJU
2 stops9h 25m
Southwest
Wed 4/152:00 pm
SJU
- DAL
2 stops9h 15m
Southwest
Deal found 2/18![Southwest logo]()
$460
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.
Wed 3/186:05 am
DAL
- SXM
1 stop6h 49m
Delta
Wed 3/2512:55 pm
SXM
- DAL
1 stop10h 50m
Delta
Deal found 2/18![Delta logo]()
$597
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.
Wed 4/151:45 pm
DAL
- SJU
2 stops8h 55m
Southwest
Mon 4/208:40 pm
SJU
- DAL
1 stop12h 50m
Southwest
Deal found 2/19![Southwest logo]()
$465
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.
Wed 6/176:00 am
DAL
- NAS
1 stop8h 55m
Delta
Tue 6/235:20 pm
NAS
- DAL
1 stop6h 11m
Delta
Deal found 2/20![Delta logo]()
$606
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/184:15 pm
DAL
- SJU
1 stop7h 00m
Southwest
Wed 3/255:55 am
SJU
- DAL
1 stop10h 15m
Southwest
Deal found 2/18![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 2/21. 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 4/136:05 am
DAL
- STT
1 stop6h 46m
Delta
Fri 4/173:05 pm
STT
- DAL
1 stop8h 28m
Delta
Deal found 2/21![Delta logo]()
$610
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:10 pm
DAL
- SJU
1 stop7h 10m
Southwest
Tue 6/166:00 am
SJU
- DAL
2 stops7h 50m
Southwest
Deal found 2/18![Southwest logo]()
$466
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.
Sun 4/196:05 am
DAL
- STT
1 stop7h 43m
Delta
Wed 4/223:05 pm
STT
- DAL
1 stop8h 28m
Delta
Deal found 2/19![Delta logo]()
$610
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.
Fri 7/33:30 pm
DAL
- SJU
1 stop7h 55m
Southwest
Wed 7/88:35 pm
SJU
- DAL
1 stop12h 15m
Southwest
Deal found 2/19![Southwest logo]()
$466
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.
Thu 3/196:05 am
DAL
- SXM
1 stop6h 49m
Delta
Wed 3/2512:55 pm
SXM
- DAL
1 stop10h 50m
Delta
Deal found 2/18![Delta logo]()
$627
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.
Tue 5/126:00 am
DAL
- PLS
1 stop5h 40m
Delta
Wed 5/202:00 pm
PLS
- DAL
1 stop8h 05m
Delta
Deal found 2/18![Delta logo]()
$629
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/310:30 pm
DAL
- GCM
2 stops13h 40m
Southwest
Thu 5/71:05 pm
GCM
- DAL
2 stops10h 25m
Southwest
Deal found 2/18![Southwest logo]()
$525
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.
Wed 5/136:00 am
DAL
- PLS
1 stop5h 40m
Delta
Wed 5/202:00 pm
PLS
- DAL
1 stop8h 05m
Delta
Deal found 2/18![Delta logo]()
$629
This WestJet deal was found by Cheapflights users on 2/22. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2310:20 am
DAL
- KIN
2 stops28h 10m
WestJet
Tue 6/303:30 pm
KIN
- DAL
2 stops26h 20m
WestJet
Deal found 2/22![WestJet logo]()
$4,020
Last-minute flights from Love Field to CaribbeanDiscover last-minute flight deals from Love Field to Caribbean. Data last updated February 22, 2026 and is based on user searches.
Discover last-minute flight deals from Love Field to Caribbean. Data last updated February 22, 2026 and is based on user searches.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:55 am
DAL
- STT
1 stop6h 00m
Southwest
Thu 2/262:10 pm
STT
- DAL
1 stop10h 00m
Southwest
Deal found 2/18![Southwest logo]()
$416
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.
Thu 3/56:00 am
DAL
- KIN
1 stop13h 00m
Delta
Sun 3/89:00 am
KIN
- DAL
1 stop13h 45m
Delta
Deal found 2/19![Delta logo]()
$394
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.
Wed 3/111:00 pm
DAL
- SJU
1 stop9h 00m
Southwest
Tue 3/175:15 am
SJU
- DAL
1 stop12h 05m
Southwest
Deal found 2/19![Southwest logo]()
$499
This Delta deal was found by Cheapflights users on 2/21. 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.
Sun 3/1512:12 pm
DAL
- SJU
1 stop10h 03m
Delta
Wed 3/186:15 am
SJU
- DAL
1 stop9h 58m
Delta
Deal found 2/21![Delta logo]()
$414
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:15 am
DAL
- STT
1 stop7h 05m
Southwest
Tue 3/241:50 pm
STT
- DAL
1 stop8h 20m
Southwest
Deal found 2/18![Southwest logo]()
$457
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.
Tue 3/174:15 pm
DAL
- SJU
1 stop7h 00m
Southwest
Tue 3/248:20 pm
SJU
- DAL
1 stop13h 05m
Southwest
Deal found 2/20![Southwest logo]()
$491
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.
Wed 3/184:15 pm
DAL
- SJU
1 stop7h 00m
Southwest
Wed 3/256:40 am
SJU
- DAL
1 stop11h 55m
Southwest
Deal found 2/19![Southwest logo]()
$446
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.
Wed 3/184:15 pm
DAL
- SJU
1 stop7h 00m
Southwest
Tue 3/248:20 pm
SJU
- DAL
1 stop13h 05m
Southwest
Deal found 2/19![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 2/21. 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 3/236:05 am
DAL
- SJU
1 stop6h 22m
Delta
Mon 3/301:00 pm
SJU
- DAL
1 stop10h 45m
Delta
Deal found 2/21![Delta logo]()
$471
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:15 am
DAL
- STT
1 stop7h 05m
Southwest
Tue 3/311:50 pm
STT
- DAL
1 stop8h 20m
Southwest
Deal found 2/18![Southwest logo]()
$446
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.
Thu 3/262:55 pm
DAL
- SJU
2 stops7h 40m
Southwest
Tue 3/315:15 am
SJU
- DAL
1 stop12h 05m
Southwest
Deal found 2/20![Southwest logo]()
$486
This Southwest deal was found by Cheapflights users on 2/21. 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 3/3010:25 am
DAL
- SJU
1 stop8h 40m
Southwest
Tue 3/315:15 am
SJU
- DAL
1 stop12h 05m
Southwest
Deal found 2/21![Southwest logo]()
$461
One-way flights from Love Field to CaribbeanSearch for one-way flight options from Love Field to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 22, 2026.
Search for one-way flight options from Love Field to Caribbean. Find affordable one-way fares based on user searches. Data last updated February 22, 2026.
This Delta deal was found by Cheapflights users on 2/21. 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.
Tue 4/76:05 am
DAL
- SXM
1 stop6h 49m
Delta
Deal found 2/21![Delta logo]()
$123
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.
Sun 4/266:00 am
DAL
- GCM
1 stop5h 55m
Southwest
Deal found 2/19![Southwest logo]()
$162
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.
Mon 5/186:00 am
DAL
- STT
1 stop6h 35m
Southwest
Deal found 2/19![Southwest logo]()
$171
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.
Tue 5/1911:55 am
DAL
- NAS
1 stop5h 35m
Southwest
Deal found 2/19![Southwest logo]()
$172
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/126:00 am
DAL
- PLS
1 stop7h 50m
Southwest
Deal found 2/18![Southwest logo]()
$172
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/178:35 am
DAL
- NAS
2 stops8h 55m
Southwest
Deal found 2/18![Southwest logo]()
$182
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.
Sun 4/196:00 am
DAL
- GCM
1 stop5h 55m
Southwest
Deal found 2/19![Southwest logo]()
$188
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1710:30 pm
DAL
- GCM
2 stops13h 40m
Southwest
Deal found 2/18![Southwest logo]()
$190
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:05 pm
DAL
- SJU
1 stop7h 35m
Southwest
Deal found 2/18![Southwest logo]()
$192
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.
Mon 5/188:10 am
DAL
- NAS
2 stops9h 20m
Southwest
Deal found 2/19![Southwest logo]()
$192
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/189:40 pm
DAL
- PLS
2 stops16h 15m
Southwest
Deal found 2/18![Southwest logo]()
$198
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/201:15 pm
DAL
- SJU
2 stops9h 40m
Southwest
Deal found 2/18![Southwest logo]()
$210
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 February 22, 2026.
Round-trip from | $287 (Delta) |
|---|---|
One-way from | $123 (Delta) |
Popular in | December |
Cheapest in | October |
Average price | $346 |
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 February 22, 2026.
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
Mon 4/13
9:20 pm-10:35 am
1 stop12h 15m
San Juan Luis Munoz Marin Intl
Wed 4/22
11:25 am-7:55 pm
2 stops9h 30m
$364
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Tue 4/14
6:05 am-1:20 pm
1 stop6h 15m
San Juan Luis Munoz Marin Intl
Wed 4/22
8:10 am-2:00 pm
1 stop6h 50m
$384
DallasKingston
DAL - KIN
DALKIN
Dallas Love Field
Thu 3/5
6:00 am-8:00 pm
1 stop13h 00m
Kingston Norman Manley
Sun 3/8
9:00 am-10:45 pm
1 stop13h 45m
$394
DallasSimpson Bay
DAL - SXM
DALSXM
Dallas Love Field
Mon 4/20
6:00 am-1:30 pm
1 stop6h 30m
Simpson Bay Princess Juliana
Sat 4/25
2:35 pm-11:20 pm
1 stop9h 45m
$423
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Sat 4/25
12:50 pm-11:15 pm
2 stops9h 25m
San Juan Luis Munoz Marin Intl
Thu 4/30
2:00 pm-10:45 pm
1 stop9h 45m
$440
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Wed 3/25
10:20 am-7:30 pm
1 stop8h 10m
San Juan Luis Munoz Marin Intl
Thu 4/2
8:50 pm-8:15 am
1 stop12h 25m
$446
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Tue 3/31
4:15 pm-12:15 am
1 stop7h 00m
San Juan Luis Munoz Marin Intl
Tue 4/7
2:00 pm-9:00 pm
1 stop8h 00m
$446
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Fri 5/8
8:10 am-11:40 pm
1 stop14h 30m
San Juan Luis Munoz Marin Intl
Wed 5/13
5:35 am-2:00 pm
1 stop9h 25m
$446
DallasSaint Thomas Island
DAL - STT
DALSTT
Dallas Love Field
Wed 3/25
6:15 am-2:20 pm
1 stop7h 05m
Saint Thomas Island Cyril E King
Tue 3/31
1:50 pm-9:10 pm
1 stop8h 20m
$446
DallasSaint Thomas Island
DAL - STT
DALSTT
Dallas Love Field
Tue 3/17
6:15 am-2:20 pm
1 stop7h 05m
Saint Thomas Island Cyril E King
Tue 3/24
1:50 pm-9:10 pm
1 stop8h 20m
$457
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.
DAL-KIN
DAL-SJU
DAL-STT
DAL-SXM
DAL-GCM
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
DAL-0CB
DAL-KIN
DAL-SJU
DAL-STT
DAL-SXM
What is the cheapest month to book a flight from Dallas Love Field Airport to Caribbean?
Currently, April is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean (average of $238). Flying from Dallas Love Field Airport to Caribbean in December is currently the most expensive (average of $557). 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.
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 February 22, 2026.
See what other customers who have flown with Southwest and Delta 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
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Overall
8.0
Comfort
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
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.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Love Field to Caribbean by cabin class
Find flights from Love Field to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Love Field and Caribbean flights
Browse other Love Field and Caribbean flight options. Last updated on February 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Love Field to Caribbean flights
Consider these flights traveling from Love Field to Caribbean.
Top 2 airlines flying from Love Field to Caribbean
Discover the top 2 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 February 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$275 | Average$597 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$378 | Average$713 | FlexibilityNo cancel fee | On-time63% |