$182+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — DAL
Mar 22 — Mar 291
1 adult, Economy
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Find cheap flights from Caribbean to Love Field with Cheapflights
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Cheapest flights from Caribbean to Love FieldExplore 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 February 20, 2026.
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 February 20, 2026.
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.
Mon 3/1612:55 pm
SXM
- DAL
1 stop10h 50m
Delta
Mon 3/236:05 am
DAL
- SXM
1 stop6h 49m
Delta
Deal found 2/19![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 2/16. 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 4/302:00 pm
SJU
- DAL
1 stop8h 00m
Southwest
Mon 5/49:20 pm
DAL
- SJU
1 stop12h 15m
Southwest
Deal found 2/16![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.
Wed 4/155:35 am
SJU
- DAL
2 stops10h 20m
Southwest
Mon 4/2011:30 am
DAL
- SJU
1 stop10h 55m
Southwest
Deal found 2/18![Southwest logo]()
$384
This Southwest deal was found by Cheapflights users on 2/16. 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 5/810:00 am
SJU
- DAL
2 stops9h 30m
Southwest
Mon 5/111:15 pm
DAL
- SJU
2 stops9h 25m
Southwest
Deal found 2/16![Southwest logo]()
$405
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 4/171:00 pm
SJU
- DAL
1 stop8h 35m
Southwest
Tue 4/216:00 am
DAL
- SJU
1 stop7h 50m
Southwest
Deal found 2/18![Southwest logo]()
$415
This Southwest deal was found by Cheapflights users on 2/17. 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 5/45:05 am
SJU
- DAL
2 stops10h 05m
Southwest
Mon 5/186:00 am
DAL
- SJU
2 stops7h 55m
Southwest
Deal found 2/17![Southwest logo]()
$418
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 2/251:38 pm
SXM
- DAL
1 stop10h 53m
Delta
Mon 3/26:00 am
DAL
- SXM
1 stop6h 50m
Delta
Deal found 2/20![Delta logo]()
$419
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 4/138:40 pm
SJU
- DAL
1 stop12h 50m
Southwest
Tue 4/1411:15 am
DAL
- SJU
2 stops8h 50m
Southwest
Deal found 2/18![Southwest logo]()
$433
This Southwest deal was found by Cheapflights users on 2/17. 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 5/1410:00 am
SJU
- DAL
2 stops9h 30m
Southwest
Sun 5/2412:15 pm
DAL
- SJU
2 stops9h 40m
Southwest
Deal found 2/17![Southwest logo]()
$435
This Southwest deal was found by Cheapflights users on 2/17. 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 4/138:40 pm
SJU
- DAL
1 stop12h 50m
Southwest
Mon 4/206:00 am
DAL
- SJU
1 stop6h 10m
Southwest
Deal found 2/17![Southwest logo]()
$436
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 3/1110:10 am
SJU
- DAL
2 stops10h 50m
Southwest
Wed 3/254:15 pm
DAL
- SJU
1 stop7h 00m
Southwest
Deal found 2/18![Southwest logo]()
$443
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 4/68:50 pm
SJU
- DAL
1 stop12h 40m
Southwest
Wed 4/152:05 pm
DAL
- SJU
1 stop7h 35m
Southwest
Deal found 2/18![Southwest logo]()
$445
Best flights from Caribbean to Love FieldDiscover carefully curated flight deals from Caribbean to Love Field that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 20, 2026.
Discover carefully curated flight deals from Caribbean to Love Field that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 20, 2026.
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.
Mon 3/1612:55 pm
SXM
- DAL
1 stop10h 50m
Delta
Mon 3/236:05 am
DAL
- SXM
1 stop6h 49m
Delta
Deal found 2/19![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 2/16. 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 4/302:00 pm
SJU
- DAL
1 stop9h 45m
Southwest
Mon 5/41:15 pm
DAL
- SJU
2 stops9h 25m
Southwest
Deal found 2/16![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 2/16. 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 5/81:00 pm
SJU
- DAL
1 stop8h 35m
Southwest
Mon 5/1111:30 am
DAL
- SJU
1 stop10h 55m
Southwest
Deal found 2/16![Southwest logo]()
$405
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 4/176:50 am
SJU
- DAL
2 stops13h 55m
Southwest
Tue 4/216:00 am
DAL
- SJU
1 stop7h 50m
Southwest
Deal found 2/18![Southwest logo]()
$415
This Southwest deal was found by Cheapflights users on 2/17. 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 5/76:50 am
SJU
- DAL
2 stops13h 55m
Southwest
Sun 5/106:00 am
DAL
- SJU
1 stop9h 30m
Southwest
Deal found 2/17![Southwest logo]()
$415
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 7/43:25 pm
SXM
- DAL
1 stop8h 06m
Delta
Sun 8/96:00 am
DAL
- SXM
1 stop7h 09m
Delta
Deal found 2/20![Delta logo]()
$540
This Southwest deal was found by Cheapflights users on 2/17. 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 4/161:00 pm
SJU
- DAL
1 stop8h 35m
Southwest
Sun 4/197:40 am
DAL
- SJU
1 stop6h 00m
Southwest
Deal found 2/17![Southwest logo]()
$415
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 7/43:25 pm
SXM
- DAL
1 stop8h 06m
Delta
Wed 8/126:00 am
DAL
- SXM
1 stop6h 56m
Delta
Deal found 2/20![Delta logo]()
$540
This Southwest deal was found by Cheapflights users on 2/17. 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 4/155:35 am
SJU
- DAL
1 stop11h 35m
Southwest
Sun 4/197:40 am
DAL
- SJU
1 stop6h 00m
Southwest
Deal found 2/17![Southwest logo]()
$415
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.
Thu 7/23:25 pm
SXM
- DAL
1 stop30h 10m
Delta
Mon 8/106:00 am
DAL
- SXM
1 stop6h 56m
Delta
Deal found 2/20![Delta logo]()
$554
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 4/241:05 pm
GCM
- DAL
1 stop9h 40m
Southwest
Sun 4/266:00 am
DAL
- GCM
1 stop5h 55m
Southwest
Deal found 2/19![Southwest logo]()
$455
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.
Thu 7/23:25 pm
SXM
- DAL
1 stop30h 10m
Delta
Wed 8/126:00 am
DAL
- SXM
1 stop6h 56m
Delta
Deal found 2/20![Delta logo]()
$554
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 3/116:10 pm
NAS
- DAL
1 stop5h 35m
Delta
Tue 3/1710:42 am
DAL
- NAS
1 stop5h 03m
Delta
Deal found 2/18![Delta logo]()
$585
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 4/82:10 pm
NAS
- DAL
1 stop7h 50m
Southwest
Tue 4/146:05 am
DAL
- NAS
1 stop6h 10m
Southwest
Deal found 2/18![Southwest logo]()
$484
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 4/1412:15 pm
MBJ
- DAL
1 stop7h 40m
Southwest
Sun 5/36:00 am
DAL
- MBJ
1 stop8h 20m
Southwest
Deal found 2/18![Southwest logo]()
$492
This Delta deal was found by Cheapflights users on 2/17. 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 4/11:38 pm
MBJ
- DAL
1 stop9h 07m
Delta
Wed 4/86:05 am
DAL
- MBJ
1 stop6h 15m
Delta
Deal found 2/17![Delta logo]()
$620
This WestJet 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/303:30 pm
KIN
- DAL
2 stops23h 43m
WestJet
Mon 4/273:53 pm
DAL
- KIN
2 stops46h 37m
WestJet
Deal found 2/20![WestJet logo]()
$2,118
This Southwest deal was found by Cheapflights users on 2/17. 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 3/33:55 pm
STT
- DAL
2 stops19h 25m
Southwest
Tue 3/246:15 am
DAL
- STT
1 stop7h 05m
Southwest
Deal found 2/17![Southwest logo]()
$496
This Delta deal was found by Cheapflights users on 2/17. 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 4/11:38 pm
MBJ
- DAL
1 stop9h 07m
Delta
Tue 4/76:05 am
DAL
- MBJ
1 stop9h 23m
Delta
Deal found 2/17![Delta logo]()
$620
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 3/181:50 pm
STT
- DAL
2 stops20h 00m
Southwest
Wed 3/256:15 am
DAL
- STT
1 stop7h 05m
Southwest
Deal found 2/18![Southwest logo]()
$503
This Delta deal was found by Cheapflights users on 2/17. 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 3/311:38 pm
MBJ
- DAL
1 stop9h 07m
Delta
Mon 4/66:05 am
DAL
- MBJ
1 stop6h 07m
Delta
Deal found 2/17![Delta logo]()
$620
This Delta deal was found by Cheapflights users on 2/17. 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 3/311:38 pm
MBJ
- DAL
1 stop9h 07m
Delta
Wed 4/86:05 am
DAL
- MBJ
1 stop9h 23m
Delta
Deal found 2/17![Delta logo]()
$620
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.
Thu 4/28:45 am
NAS
- DAL
1 stop10h 10m
Southwest
Mon 4/67:10 am
DAL
- NAS
1 stop10h 20m
Southwest
Deal found 2/19![Southwest logo]()
$543
This Delta deal was found by Cheapflights users on 2/17. 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 4/11:38 pm
MBJ
- DAL
1 stop9h 07m
Delta
Mon 4/66:05 am
DAL
- MBJ
1 stop9h 23m
Delta
Deal found 2/17![Delta logo]()
$620
This Southwest deal was found by Cheapflights users on 2/17. 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 3/311:00 pm
MBJ
- DAL
1 stop9h 00m
Southwest
Tue 4/76:05 am
DAL
- MBJ
1 stop7h 50m
Southwest
Deal found 2/17![Southwest logo]()
$556
This Delta deal was found by Cheapflights users on 2/17. 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 3/281:35 pm
MBJ
- DAL
1 stop9h 10m
Delta
Mon 4/66:05 am
DAL
- MBJ
1 stop9h 23m
Delta
Deal found 2/17![Delta logo]()
$650
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.
Thu 5/72:35 pm
AUA
- DAL
2 stops19h 10m
Southwest
Sun 5/247:30 pm
DAL
- AUA
2 stops17h 05m
Southwest
Deal found 2/19![Southwest logo]()
$576
This Delta deal was found by Cheapflights users on 2/17. 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 3/281:35 pm
MBJ
- DAL
1 stop9h 10m
Delta
Sun 4/56:05 am
DAL
- MBJ
1 stop9h 23m
Delta
Deal found 2/17![Delta logo]()
$650
This Southwest deal was found by Cheapflights users on 2/17. 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 3/262:25 pm
AUA
- DAL
1 stop9h 25m
Southwest
Sat 3/286:00 am
DAL
- AUA
1 stop8h 55m
Southwest
Deal found 2/17![Southwest logo]()
$587
This Delta deal was found by Cheapflights users on 2/17. 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 4/162:37 pm
SDQ
- DAL
1 stop8h 56m
Delta
Tue 4/216:40 pm
DAL
- SDQ
1 stop17h 32m
Delta
Deal found 2/17![Delta logo]()
$674
Last-minute flights from Caribbean to Love FieldDiscover last-minute flight deals from Caribbean to Love Field. Data last updated February 20, 2026 and is based on user searches.
Discover last-minute flight deals from Caribbean to Love Field. Data last updated February 20, 2026 and is based on user searches.
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 2/251:38 pm
SXM
- DAL
1 stop10h 53m
Delta
Mon 3/26:00 am
DAL
- SXM
1 stop6h 50m
Delta
Deal found 2/20![Delta logo]()
$419
This Southwest deal was found by Cheapflights users on 2/17. 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 3/33:55 pm
STT
- DAL
2 stops19h 25m
Southwest
Tue 3/246:15 am
DAL
- STT
1 stop7h 05m
Southwest
Deal found 2/17![Southwest logo]()
$496
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 3/1110:10 am
SJU
- DAL
2 stops10h 50m
Southwest
Wed 3/254:15 pm
DAL
- SJU
1 stop7h 00m
Southwest
Deal found 2/18![Southwest logo]()
$443
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 3/115:15 am
SJU
- DAL
2 stops11h 45m
Southwest
Mon 3/303:20 pm
DAL
- SJU
2 stops7h 15m
Southwest
Deal found 2/18![Southwest logo]()
$479
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 3/112:05 pm
SJU
- DAL
1 stop8h 05m
Southwest
Sun 3/226:00 am
DAL
- SJU
1 stop6h 10m
Southwest
Deal found 2/18![Southwest logo]()
$499
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.
Thu 3/121:05 pm
SJU
- DAL
1 stop10h 45m
Southwest
Sun 3/226:00 am
DAL
- SJU
1 stop6h 10m
Southwest
Deal found 2/19![Southwest logo]()
$486
This Southwest deal was found by Cheapflights users on 2/16. 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 3/125:30 am
SJU
- DAL
2 stops10h 25m
Southwest
Mon 3/161:45 pm
DAL
- SJU
2 stops9h 40m
Southwest
Deal found 2/16![Southwest logo]()
$497
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.
Mon 3/1612:55 pm
SXM
- DAL
1 stop10h 50m
Delta
Mon 3/236:05 am
DAL
- SXM
1 stop6h 49m
Delta
Deal found 2/19![Delta logo]()
$326
This Southwest deal was found by Cheapflights users on 2/16. 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 3/168:50 pm
SJU
- DAL
1 stop12h 35m
Southwest
Mon 3/233:20 pm
DAL
- SJU
2 stops7h 15m
Southwest
Deal found 2/16![Southwest logo]()
$496
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 3/256:40 am
SJU
- DAL
1 stop11h 55m
Southwest
Tue 4/289:00 am
DAL
- SJU
2 stops11h 05m
Southwest
Deal found 2/18![Southwest logo]()
$425
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 3/256:40 am
SJU
- DAL
1 stop7h 35m
Southwest
Sun 3/299:05 am
DAL
- SJU
1 stop6h 10m
Southwest
Deal found 2/19![Southwest logo]()
$446
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 3/2610:15 am
SJU
- DAL
2 stops9h 25m
Southwest
Mon 3/308:55 pm
DAL
- SJU
1 stop11h 25m
Southwest
Deal found 2/18![Southwest logo]()
$466
One-way flights from Caribbean to Love FieldSearch for one-way flight options from Caribbean to Love Field. Find affordable one-way fares based on user searches. Data last updated February 20, 2026.
Search for one-way flight options from Caribbean to Love Field. Find affordable one-way fares based on user searches. Data last updated February 20, 2026.
This Southwest deal was found by Cheapflights users on 2/16. 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 4/152:00 pm
SJU
- DAL
2 stops9h 15m
Southwest
Deal found 2/16![Southwest logo]()
$182
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 4/215:05 am
SJU
- DAL
1 stop9h 30m
Southwest
Deal found 2/18![Southwest logo]()
$192
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 4/92:25 pm
SXM
- DAL
1 stop9h 20m
Southwest
Deal found 2/20![Southwest logo]()
$197
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 5/132:35 pm
SXM
- DAL
2 stops18h 55m
Southwest
Deal found 2/19![Southwest logo]()
$207
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.
Fri 8/73:25 pm
SXM
- DAL
1 stop8h 06m
Delta
Deal found 2/20![Delta logo]()
$212
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 4/213:30 pm
SXM
- DAL
2 stops27h 20m
Delta
Deal found 2/19![Delta logo]()
$222
This Southwest deal was found by Cheapflights users on 2/16. 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 5/158:40 pm
SJU
- DAL
1 stop12h 40m
Southwest
Deal found 2/16![Southwest logo]()
$223
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 4/75:35 am
SJU
- DAL
2 stops10h 35m
Southwest
Deal found 2/19![Southwest logo]()
$233
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 3/121:05 pm
SJU
- DAL
1 stop10h 45m
Southwest
Deal found 2/18![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 2/17. 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 3/161:50 pm
STT
- DAL
1 stop10h 00m
Southwest
Deal found 2/17![Southwest logo]()
$236
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 3/175:15 am
SJU
- DAL
1 stop12h 05m
Southwest
Deal found 2/19![Southwest logo]()
$243
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 3/112:05 pm
SJU
- DAL
1 stop10h 05m
Southwest
Deal found 2/18![Southwest logo]()
$246
Find 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 February 20, 2026.
Round-trip from | $326 (Delta) |
|---|---|
One-way from | $182 (Southwest) |
Popular in | November |
Cheapest in | February |
Average price | $215 |
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 February 20, 2026.
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
Simpson BayDallas
SXM - DAL
SXMDAL
Simpson Bay Princess Juliana
Mon 3/16
12:55 pm-10:45 pm
1 stop10h 50m
Dallas Love Field
Mon 3/23
6:05 am-1:54 pm
1 stop6h 49m
$326
San JuanDallas
SJU - DAL
SJUDAL
San Juan Luis Munoz Marin Intl
Thu 4/30
2:00 pm-10:45 pm
1 stop9h 45m
Dallas Love Field
Mon 5/4
1:15 pm-11:40 pm
2 stops9h 25m
$364
San JuanDallas
SJU - DAL
SJUDAL
San Juan Luis Munoz Marin Intl
Fri 5/8
1:00 pm-8:35 pm
1 stop8h 35m
Dallas Love Field
Mon 5/11
11:30 am-11:25 pm
1 stop10h 55m
$405
San JuanDallas
SJU - DAL
SJUDAL
San Juan Luis Munoz Marin Intl
Fri 4/17
6:50 am-7:45 pm
2 stops13h 55m
Dallas Love Field
Tue 4/21
6:00 am-2:50 pm
1 stop7h 50m
$415
San JuanDallas
SJU - DAL
SJUDAL
San Juan Luis Munoz Marin Intl
Thu 5/7
6:50 am-7:45 pm
2 stops13h 55m
Dallas Love Field
Sun 5/10
6:00 am-4:30 pm
1 stop9h 30m
$415
San JuanDallas
SJU - DAL
SJUDAL
San Juan Luis Munoz Marin Intl
Thu 4/16
1:00 pm-8:35 pm
1 stop8h 35m
Dallas Love Field
Sun 4/19
7:40 am-2:40 pm
1 stop6h 00m
$415
San JuanDallas
SJU - DAL
SJUDAL
San Juan Luis Munoz Marin Intl
Wed 4/15
5:35 am-4:10 pm
1 stop11h 35m
Dallas Love Field
Sun 4/19
7:40 am-2:40 pm
1 stop6h 00m
$415
George TownDallas
GCM - DAL
GCMDAL
George Town Owen Roberts Intl
Fri 4/24
1:05 pm-10:45 pm
1 stop9h 40m
Dallas Love Field
Sun 4/26
6:00 am-11:55 am
1 stop5h 55m
$455
NassauDallas
NAS - DAL
NASDAL
Nassau Intl
Wed 4/8
2:10 pm-9:00 pm
1 stop7h 50m
Dallas Love Field
Tue 4/14
6:05 am-1:15 pm
1 stop6h 10m
$484
Montego BayDallas
MBJ - DAL
MBJDAL
Montego Bay Sangster Intl
Tue 4/14
12:15 pm-7:55 pm
1 stop7h 40m
Dallas Love Field
Sun 5/3
6:00 am-2:20 pm
1 stop8h 20m
$492
Showing 1-10 of 60 results
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.
SXM-DAL
SJU-DAL
GCM-DAL
NAS-DAL
MBJ-DAL
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
0CB-DAL
SXM-DAL
SJU-DAL
GCM-DAL
NAS-DAL
What is the cheapest month to book a flight from Caribbean to Dallas Love Field Airport?
Currently, May is the cheapest month in which you can book a flight from Caribbean to Dallas Love Field Airport (average of $151). Flying from Caribbean to Dallas Love Field Airport in March is currently the most expensive (average of $605). 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 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 February 20, 2026.
Get a feel of what it's like to fly with Southwest and American Airlines 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.
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from 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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Caribbean to Love Field
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Love Field by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Caribbean to Love Field by cabin class
Find flights from Caribbean to Love Field, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Love Field
Explore flights to Love Field departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 20, 2026.
Caribbean and Love Field flights
Browse other Caribbean and Love Field flight options. Last updated on February 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Caribbean to Love Field flights
Consider these flights traveling from Caribbean to Love Field.
Top airline flying from Caribbean to Love Field
Discover the top airline 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 February 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$342 | Average$490 | FlexibilityNo cancel fee | On-time63% |