$127+ Cheap flights from Love Field (DAL) to Caribbean Islands
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 4/12. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SJU
Mar 10 — Mar 171
1 adult, Economy
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Cheapest flights from Love Field to Caribbean IslandsExplore the most affordable flight options available from Love Field to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 2026.
Explore the most affordable flight options available from Love Field to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 8, 2026.
This Southwest deal was found by Cheapflights users on 2/4. 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 5/129:00 am
DAL
- SJU
2 stops11h 05m
Southwest
Tue 5/195:35 am
SJU
- DAL
2 stops10h 35m
Southwest
Deal found 2/4![Southwest logo]()
$328
This Southwest deal was found by Cheapflights users on 2/3. 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 5/66:00 am
DAL
- SJU
1 stop7h 50m
Southwest
Tue 5/125:05 am
SJU
- DAL
2 stops11h 50m
Southwest
Deal found 2/3![Southwest logo]()
$346
This Southwest deal was found by Cheapflights users on 2/5. 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.
Mon 5/119:20 pm
DAL
- SJU
1 stop12h 15m
Southwest
Sat 5/1610:00 am
SJU
- DAL
1 stop10h 25m
Southwest
Deal found 2/5![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 2/6. 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.
Wed 5/132:00 pm
DAL
- SJU
2 stops8h 40m
Southwest
Mon 5/188:40 pm
SJU
- DAL
1 stop12h 50m
Southwest
Deal found 2/6![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 2/4. 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.
Mon 4/139:20 pm
DAL
- SJU
1 stop12h 15m
Southwest
Mon 4/202:00 pm
SJU
- DAL
2 stops9h 55m
Southwest
Deal found 2/4![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 2/7. 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.
Sun 4/129:10 pm
DAL
- PLS
2 stops16h 45m
Southwest
Wed 4/153:50 pm
PLS
- DAL
2 stops17h 40m
Southwest
Deal found 2/7![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 2/6. 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.
Wed 5/69:00 am
DAL
- SJU
2 stops11h 05m
Southwest
Mon 5/118:40 pm
SJU
- DAL
1 stop12h 50m
Southwest
Deal found 2/6![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 2/4. 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.
Fri 5/81:05 pm
DAL
- SJU
1 stop9h 35m
Southwest
Sat 5/910:00 am
SJU
- DAL
1 stop10h 25m
Southwest
Deal found 2/4![Southwest logo]()
$373
This Southwest deal was found by Cheapflights users on 2/6. 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.
Fri 5/89:20 pm
DAL
- SJU
1 stop10h 35m
Southwest
Fri 5/151:00 pm
SJU
- DAL
1 stop8h 35m
Southwest
Deal found 2/6![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 2/4. 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.
Wed 3/46:55 am
DAL
- SJU
1 stop6h 00m
Southwest
Wed 3/115:15 am
SJU
- DAL
2 stops11h 45m
Southwest
Deal found 2/4![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 2/4. 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.
Mon 3/28:40 am
DAL
- SJU
2 stops8h 40m
Southwest
Fri 3/69:50 pm
SJU
- DAL
1 stop12h 30m
Southwest
Deal found 2/4![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 2/7. 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.
Mon 3/93:20 pm
DAL
- SJU
2 stops7h 15m
Southwest
Thu 3/128:50 pm
SJU
- DAL
1 stop12h 25m
Southwest
Deal found 2/7![Southwest logo]()
$389
Best flights from Love Field to Caribbean IslandsDiscover carefully curated flight deals from Love Field to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 8, 2026.
Discover carefully curated flight deals from Love Field to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 8, 2026.
This Southwest deal was found by Cheapflights users on 2/3. 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 4/110:20 am
DAL
- SJU
1 stop8h 10m
Southwest
Thu 4/92:00 pm
SJU
- DAL
2 stops9h 55m
Southwest
Deal found 2/3![Southwest logo]()
$353
This Delta deal was found by Cheapflights users on 2/5. 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.
Tue 3/176:05 am
DAL
- NAS
1 stop6h 35m
Delta
Wed 3/184:10 pm
NAS
- DAL
2 stops24h 03m
Delta
Deal found 2/5![Delta logo]()
$596
This Southwest deal was found by Cheapflights users on 2/6. 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.
Mon 3/308:55 pm
DAL
- SJU
1 stop11h 25m
Southwest
Wed 4/88:10 am
SJU
- DAL
1 stop9h 00m
Southwest
Deal found 2/6![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 2/6. 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 3/31:05 pm
DAL
- SJU
2 stops9h 30m
Southwest
Tue 3/108:20 pm
SJU
- DAL
1 stop13h 05m
Southwest
Deal found 2/6![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 2/7. 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.
Sun 4/129:10 pm
DAL
- PLS
2 stops16h 45m
Southwest
Wed 4/153:50 pm
PLS
- DAL
2 stops17h 40m
Southwest
Deal found 2/7![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 2/3. 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 3/47:35 am
DAL
- SJU
2 stops9h 30m
Southwest
Wed 3/115:15 am
SJU
- DAL
2 stops11h 45m
Southwest
Deal found 2/3![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 2/6. 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 4/268:45 pm
DAL
- SJU
1 stop11h 25m
Southwest
Thu 4/301:00 pm
SJU
- DAL
1 stop8h 35m
Southwest
Deal found 2/6![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 2/7. 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.
Mon 4/131:15 pm
DAL
- SJU
2 stops9h 40m
Southwest
Tue 4/212:00 pm
SJU
- DAL
2 stops9h 15m
Southwest
Deal found 2/7![Southwest logo]()
$386
This Delta deal was found by Cheapflights users on 2/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:00 am
DAL
- PUJ
1 stop7h 50m
Delta
Wed 8/51:10 pm
PUJ
- DAL
1 stop10h 21m
Delta
Deal found 2/7![Delta logo]()
$689
This Southwest deal was found by Cheapflights users on 2/5. 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.
Fri 5/159:20 pm
DAL
- SJU
1 stop10h 35m
Southwest
Mon 5/1810:00 am
SJU
- DAL
2 stops9h 30m
Southwest
Deal found 2/5![Southwest logo]()
$393
This Southwest deal was found by Cheapflights users on 2/6. 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 3/244:15 pm
DAL
- SJU
1 stop7h 00m
Southwest
Tue 3/315:15 am
SJU
- DAL
2 stops11h 45m
Southwest
Deal found 2/6![Southwest logo]()
$393
This Southwest deal was found by Cheapflights users on 2/7. 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 4/184:35 pm
DAL
- SJU
1 stop6h 05m
Southwest
Tue 4/212:00 pm
SJU
- DAL
2 stops9h 15m
Southwest
Deal found 2/7![Southwest logo]()
$393
This Southwest deal was found by Cheapflights users on 2/7. 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.
Sun 5/173:05 pm
DAL
- SJU
2 stops7h 40m
Southwest
Sun 5/245:45 am
SJU
- DAL
1 stop15h 30m
Southwest
Deal found 2/7![Southwest logo]()
$407
This Southwest deal was found by Cheapflights users on 2/7. 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.
Wed 3/256:15 am
DAL
- STT
1 stop7h 05m
Southwest
Tue 3/311:50 pm
STT
- DAL
1 stop10h 20m
Southwest
Deal found 2/7![Southwest logo]()
$423
This Southwest deal was found by Cheapflights users on 2/4. 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.
Fri 5/86:00 am
DAL
- GCM
1 stop6h 10m
Southwest
Tue 5/121:05 pm
GCM
- DAL
1 stop7h 55m
Southwest
Deal found 2/4![Southwest logo]()
$459
This Southwest deal was found by Cheapflights users on 2/5. 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.
Fri 5/86:00 am
DAL
- GCM
1 stop6h 10m
Southwest
Thu 5/141:05 pm
GCM
- DAL
1 stop9h 40m
Southwest
Deal found 2/5![Southwest logo]()
$459
This Southwest deal was found by Cheapflights users on 2/6. 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.
Mon 4/278:00 am
DAL
- PLS
1 stop5h 55m
Southwest
Mon 5/43:50 pm
PLS
- DAL
1 stop7h 55m
Southwest
Deal found 2/6![Southwest logo]()
$463
This Southwest deal was found by Cheapflights users on 2/7. 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.
Thu 4/238:35 pm
DAL
- GCM
2 stops15h 35m
Southwest
Thu 4/301:05 pm
GCM
- DAL
1 stop9h 40m
Southwest
Deal found 2/7![Southwest logo]()
$464
This WestJet deal was found by Cheapflights users on 2/7. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/302:55 pm
DAL
- UVF
2 stops21h 45m
WestJet
Thu 6/42:30 pm
UVF
- DAL
2 stops28h 29m
WestJet
Deal found 2/7![WestJet logo]()
$3,757
This Southwest deal was found by Cheapflights users on 2/6. 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.
Fri 4/246:00 am
DAL
- GCM
1 stop6h 10m
Southwest
Tue 4/281:05 pm
GCM
- DAL
2 stops19h 45m
Southwest
Deal found 2/6![Southwest logo]()
$464
This Southwest deal was found by Cheapflights users on 2/7. 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.
Thu 4/98:35 pm
DAL
- GCM
2 stops15h 35m
Southwest
Tue 4/141:05 pm
GCM
- DAL
2 stops19h 25m
Southwest
Deal found 2/7![Southwest logo]()
$464
This Delta deal was found by Cheapflights users on 2/5. 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.
Sun 5/246:44 pm
DAL
- UVF
1 stop18h 24m
Delta
Sat 5/303:25 pm
UVF
- DAL
1 stop9h 32m
Delta
Deal found 2/5![Delta logo]()
$1,988
This Southwest deal was found by Cheapflights users on 2/5. 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.
Sun 5/1710:40 pm
DAL
- STT
2 stops13h 55m
Southwest
Tue 5/262:10 pm
STT
- DAL
2 stops9h 35m
Southwest
Deal found 2/5![Southwest logo]()
$468
This Southwest deal was found by Cheapflights users on 2/7. 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.
Mon 3/98:45 pm
DAL
- PLS
2 stops16h 00m
Southwest
Mon 3/162:40 pm
PLS
- DAL
1 stop9h 10m
Southwest
Deal found 2/7![Southwest logo]()
$468
This Southwest deal was found by Cheapflights users on 2/5. 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.
Mon 4/278:00 am
DAL
- PLS
1 stop5h 55m
Southwest
Sat 5/212:35 pm
PLS
- DAL
2 stops19h 50m
Southwest
Deal found 2/5![Southwest logo]()
$468
This Southwest deal was found by Cheapflights users on 2/7. 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 4/256:00 am
DAL
- PLS
1 stop8h 35m
Southwest
Wed 4/293:50 pm
PLS
- DAL
2 stops17h 40m
Southwest
Deal found 2/7![Southwest logo]()
$468
This Southwest deal was found by Cheapflights users on 2/6. 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.
Mon 3/26:00 am
DAL
- STT
1 stop6h 55m
Southwest
Fri 3/62:50 pm
STT
- DAL
1 stop10h 00m
Southwest
Deal found 2/6![Southwest logo]()
$473
This WestJet deal was found by Cheapflights users on 2/6. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1310:20 am
DAL
- UVF
2 stops26h 20m
WestJet
Thu 6/182:30 pm
UVF
- DAL
2 stops28h 20m
WestJet
Deal found 2/6![WestJet logo]()
$3,761
This Southwest deal was found by Cheapflights users on 2/7. 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.
Fri 4/106:00 am
DAL
- GCM
1 stop6h 10m
Southwest
Tue 4/141:05 pm
GCM
- DAL
1 stop6h 50m
Southwest
Deal found 2/7![Southwest logo]()
$483
This WestJet deal was found by Cheapflights users on 2/6. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:04 am
DAL
- UVF
2 stops26h 36m
WestJet
Thu 6/112:30 pm
UVF
- DAL
2 stops28h 20m
WestJet
Deal found 2/6![WestJet logo]()
$3,761
Last-minute flights from Love Field to Caribbean IslandsDiscover last-minute flight deals from Love Field to Caribbean Islands. Data last updated February 8, 2026 and is based on user searches.
Discover last-minute flight deals from Love Field to Caribbean Islands. Data last updated February 8, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 2/4. 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.
Mon 3/28:40 am
DAL
- SJU
2 stops8h 40m
Southwest
Fri 3/69:50 pm
SJU
- DAL
1 stop12h 30m
Southwest
Deal found 2/4![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 2/3. 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 3/49:00 am
DAL
- SJU
1 stop12h 10m
Southwest
Wed 3/115:15 am
SJU
- DAL
2 stops11h 45m
Southwest
Deal found 2/3![Southwest logo]()
$371
This Southwest deal was found by Cheapflights users on 2/4. 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.
Wed 3/46:55 am
DAL
- STT
1 stop6h 00m
Southwest
Wed 3/111:50 pm
STT
- DAL
1 stop8h 20m
Southwest
Deal found 2/4![Southwest logo]()
$423
This Southwest deal was found by Cheapflights users on 2/5. 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.
Sun 3/88:50 pm
DAL
- SJU
1 stop11h 35m
Southwest
Thu 3/128:50 pm
SJU
- DAL
1 stop12h 25m
Southwest
Deal found 2/5![Southwest logo]()
$404
This Southwest deal was found by Cheapflights users on 2/4. 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.
Mon 3/98:55 pm
DAL
- SJU
1 stop11h 25m
Southwest
Wed 3/115:15 am
SJU
- DAL
1 stop12h 05m
Southwest
Deal found 2/4![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 2/7. 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.
Mon 3/93:20 pm
DAL
- SJU
2 stops7h 15m
Southwest
Thu 3/128:50 pm
SJU
- DAL
1 stop12h 25m
Southwest
Deal found 2/7![Southwest logo]()
$389
This Southwest deal was found by Cheapflights users on 2/6. 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.
Mon 3/98:55 pm
DAL
- SJU
1 stop11h 25m
Southwest
Fri 3/138:50 pm
SJU
- DAL
1 stop12h 30m
Southwest
Deal found 2/6![Southwest logo]()
$400
This Delta deal was found by Cheapflights users on 2/6. 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.
Tue 3/2412:12 pm
DAL
- SJU
1 stop10h 03m
Delta
Tue 3/317:30 am
SJU
- DAL
1 stop11h 24m
Delta
Deal found 2/6![Delta logo]()
$328
This Southwest deal was found by Cheapflights users on 2/4. 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 3/244:15 pm
DAL
- SJU
1 stop7h 00m
Southwest
Tue 3/315:15 am
SJU
- DAL
1 stop12h 05m
Southwest
Deal found 2/4![Southwest logo]()
$393
This Southwest deal was found by Cheapflights users on 2/7. 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.
Wed 3/256:15 am
DAL
- STT
1 stop7h 05m
Southwest
Tue 3/311:50 pm
STT
- DAL
2 stops19h 50m
Southwest
Deal found 2/7![Southwest logo]()
$431
This Southwest deal was found by Cheapflights users on 2/6. 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.
Mon 3/308:55 pm
DAL
- SJU
1 stop11h 25m
Southwest
Wed 4/88:10 am
SJU
- DAL
1 stop9h 00m
Southwest
Deal found 2/6![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 2/3. 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 3/308:55 pm
DAL
- SJU
1 stop11h 25m
Southwest
Fri 4/38:50 pm
SJU
- DAL
1 stop12h 30m
Southwest
Deal found 2/3![Southwest logo]()
$378
One-way flights from Love Field to Caribbean IslandsSearch for one-way flight options from Love Field to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
Search for one-way flight options from Love Field to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
This Southwest deal was found by Cheapflights users on 2/7. 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.
Sun 4/129:10 pm
DAL
- GCM
2 stops15h 00m
Southwest
Deal found 2/7![Southwest logo]()
$127
This Southwest deal was found by Cheapflights users on 2/4. 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.
Mon 5/46:00 am
DAL
- PLS
1 stop7h 55m
Southwest
Deal found 2/4![Southwest logo]()
$137
This Southwest deal was found by Cheapflights users on 2/6. 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 5/57:50 am
DAL
- NAS
2 stops9h 40m
Southwest
Deal found 2/6![Southwest logo]()
$162
This Southwest deal was found by Cheapflights users on 2/7. 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.
Tue 4/77:45 am
DAL
- PLS
1 stop6h 10m
Southwest
Deal found 2/7![Southwest logo]()
$162
This Southwest deal was found by Cheapflights users on 2/5. 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.
Mon 5/49:20 pm
DAL
- SJU
1 stop12h 15m
Southwest
Deal found 2/5![Southwest logo]()
$164
This Southwest deal was found by Cheapflights users on 2/5. 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.
Wed 3/46:55 am
DAL
- STT
1 stop6h 00m
Southwest
Deal found 2/5![Southwest logo]()
$171
This Southwest deal was found by Cheapflights users on 2/5. 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.
Mon 5/49:40 pm
DAL
- GCM
2 stops14h 30m
Southwest
Deal found 2/5![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 2/4. 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.
Mon 3/21:30 pm
DAL
- SJU
2 stops9h 10m
Southwest
Deal found 2/4![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 2/7. 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.
Tue 4/79:10 am
DAL
- NAS
2 stops8h 20m
Southwest
Deal found 2/7![Southwest logo]()
$182
This Southwest deal was found by Cheapflights users on 2/4. 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.
Wed 3/46:55 am
DAL
- PLS
1 stop5h 50m
Southwest
Deal found 2/4![Southwest logo]()
$188
This Southwest deal was found by Cheapflights users on 2/5. 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.
Mon 4/69:25 am
DAL
- SJU
1 stop12h 30m
Southwest
Deal found 2/5![Southwest logo]()
$189
This Southwest deal was found by Cheapflights users on 2/7. 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.
Wed 5/66:05 am
DAL
- GCM
1 stop6h 05m
Southwest
Deal found 2/7![Southwest logo]()
$190
Find flight deals from Love Field to Caribbean Islands
Keep the following information in mind while searching for Love Field to Caribbean Islands flight deals. Data was last updated February 8, 2026.
Round-trip from | $328 (Southwest) |
|---|---|
One-way from | $127 (Southwest) |
Popular in | December |
Cheapest in | April |
Average price | $307 |
Cheapflights Fare Finder
Customize your flight search to find flights from Love Field to Caribbean Islands 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 8, 2026.
Use the filters below to find and compare flights from Dallas Love Field Airport to Caribbean Islands that are best for you.
Fly from
Love Field
Fly to
Caribbean Islands
Route
Depart
Return
Price
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Wed 4/1
10:20 am-7:30 pm
1 stop8h 10m
San Juan Luis Munoz Marin Intl
Thu 4/9
2:00 pm-10:55 pm
2 stops9h 55m
$353
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Mon 3/30
8:55 pm-9:20 am
1 stop11h 25m
San Juan Luis Munoz Marin Intl
Wed 4/8
8:10 am-4:10 pm
1 stop9h 00m
$353
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Tue 3/3
1:05 pm-12:35 am
2 stops9h 30m
San Juan Luis Munoz Marin Intl
Tue 3/10
8:20 pm-8:25 am
1 stop13h 05m
$364
DallasProvidenciales
DAL - PLS
DALPLS
Dallas Love Field
Sun 4/12
9:10 pm-2:55 pm
2 stops16h 45m
Providenciales
Wed 4/15
3:50 pm-8:30 am
2 stops17h 40m
$368
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Wed 3/4
7:35 am-7:05 pm
2 stops9h 30m
San Juan Luis Munoz Marin Intl
Wed 3/11
5:15 am-4:00 pm
2 stops11h 45m
$371
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Sun 4/26
8:45 pm-9:10 am
1 stop11h 25m
San Juan Luis Munoz Marin Intl
Thu 4/30
1:00 pm-8:35 pm
1 stop8h 35m
$371
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Mon 4/13
1:15 pm-11:55 pm
2 stops9h 40m
San Juan Luis Munoz Marin Intl
Tue 4/21
2:00 pm-10:15 pm
2 stops9h 15m
$386
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Fri 5/15
9:20 pm-8:55 am
1 stop10h 35m
San Juan Luis Munoz Marin Intl
Mon 5/18
10:00 am-6:30 pm
2 stops9h 30m
$393
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Tue 3/24
4:15 pm-12:15 am
1 stop7h 00m
San Juan Luis Munoz Marin Intl
Tue 3/31
5:15 am-4:00 pm
2 stops11h 45m
$393
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Sat 4/18
4:35 pm-11:40 pm
1 stop6h 05m
San Juan Luis Munoz Marin Intl
Tue 4/21
2:00 pm-10:15 pm
2 stops9h 15m
$393
Showing 1-10 of 60 results
Best time to book a flight from Love Field to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Love Field with our price prediction graph.
DAL-GCM
DAL-PLS
DAL-NAS
DAL-SJU
DAL-STT
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 Islands
DAL-zzEPX
DAL-GCM
DAL-PLS
DAL-NAS
DAL-SJU
What is the cheapest month to book a flight from Dallas Love Field Airport to Caribbean Islands?
Currently, April is the cheapest month in which you can book a flight from Dallas Love Field Airport to Caribbean Islands (average of $238). Flying from Dallas Love Field Airport to Caribbean Islands 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 Islands
Get insights into the airlines that provide service to Caribbean Islands. 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 Islands. Reviews last updated February 8, 2026.
Peruse reviews from past customers who have flown with Southwest and Delta from Dallas Love Field Airport to Caribbean Islands to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
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 Islands. 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 Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Love Field to Caribbean Islands by cabin class
Find flights from Love Field to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Love Field and Caribbean Islands flights
Browse other Love Field and Caribbean Islands flight options. Last updated on February 8, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Love Field to Caribbean Islands flights
Consider these flights traveling from Love Field to Caribbean Islands.
Top 2 airlines flying from Love Field to Caribbean Islands
Discover the top 2 airlines that operate flights from Love Field to Caribbean Islands. 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 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$258 | Average$577 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$261 | Average$728 | FlexibilityNo cancel fee | On-time63% |