$88+ Cheap flights from Dallas 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — SJU
Jun 19 — Jun 261
Round-trip
1 adult, Economy
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Find cheap flights from Dallas to Caribbean Islands with Cheapflights
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Cheapest flights from Dallas to Caribbean IslandsExplore the most affordable flight options available from Dallas to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.
Explore the most affordable flight options available from Dallas to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:01 am
DFW
- SJU
1 stop29h 57m
Frontier
Tue 9/16:41 pm
SJU
- DFW
1 stop14h 43m
Frontier
Deal found 5/17![Frontier logo]()
$305
This Super.com deal was found by Cheapflights users on 5/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:01 pm
DFW
- SJU
Nonstop4h 54m
Frontier
Tue 9/16:25 am
SJU
- DFW
Nonstop5h 14m
Frontier
Deal found 5/18![Frontier logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:30 am
DFW
- SJU
1 stop9h 04m
Frontier
Wed 8/196:25 am
SJU
- DFW
Nonstop5h 14m
Frontier
Deal found 5/18![Frontier logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:53 am
DFW
- SJU
1 stop14h 18m
Frontier
Thu 8/206:25 am
SJU
- DFW
Nonstop5h 14m
Frontier
Deal found 5/18![Frontier logo]()
$327
This Frontier deal was found by Cheapflights users on 5/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:53 am
DFW
- SJU
1 stop11h 36m
Frontier
Wed 8/196:00 am
SJU
- DFW
1 stop11h 08m
Frontier
Deal found 5/17![Frontier logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:52 pm
DFW
- SJU
1 stop9h 52m
Frontier
Wed 9/26:00 am
SJU
- DFW
1 stop11h 08m
Frontier
Deal found 5/16![Frontier logo]()
$333
This Super.com deal was found by Cheapflights users on 5/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2810:15 am
DFW
- SJU
1 stop16h 43m
Frontier
Wed 8/56:31 pm
SJU
- DFW
1 stop14h 02m
Frontier
Deal found 5/16![Frontier logo]()
$334
This Frontier deal was found by Cheapflights users on 5/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/41:35 pm
DFW
- SJU
1 stop11h 15m
Frontier
Wed 11/187:05 am
SJU
- DFW
1 stop7h 25m
Frontier
Deal found 5/18![Frontier logo]()
$336
This American Airlines deal was found by Cheapflights users on 5/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/258:07 pm
DFW
- SDQ
1 stop12h 17m
American Airlines
Tue 6/27:35 pm
SDQ
- DFW
1 stop13h 05m
American Airlines
Deal found 5/18![American Airlines logo]()
$344
This Super.com deal was found by Cheapflights users on 5/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1311:45 am
DFW
- SDQ
1 stop11h 14m
JetBlue
Mon 8/175:01 am
SDQ
- DFW
1 stop11h 14m
JetBlue
Deal found 5/15![JetBlue logo]()
$346
This Super.com deal was found by Cheapflights users on 5/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1411:45 am
DFW
- SDQ
1 stop11h 14m
JetBlue
Mon 8/245:01 am
SDQ
- DFW
1 stop11h 14m
JetBlue
Deal found 5/18![JetBlue logo]()
$347
This American Airlines deal was found by Cheapflights users on 5/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:00 am
DFW
- SDQ
2 stops9h 18m
American Airlines
Tue 6/97:00 am
SDQ
- DFW
1 stop15h 43m
American Airlines
Deal found 5/15![American Airlines logo]()
$349
Best flights from Dallas to Caribbean IslandsDiscover carefully curated flight deals from Dallas to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 20, 2026.
Discover carefully curated flight deals from Dallas to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 20, 2026.
This Delta deal was found by Cheapflights users on 5/17. 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 7/15:30 am
DFW
- AUA
1 stop7h 40m
Delta
Mon 7/63:25 pm
AUA
- DFW
1 stop7h 50m
Delta
Deal found 5/17![Delta logo]()
$359
This JetBlue deal was found by Cheapflights users on 5/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1911:28 am
DFW
- NAS
1 stop4h 54m
JetBlue
Fri 7/243:02 pm
NAS
- DFW
1 stop9h 14m
JetBlue
Deal found 5/19![JetBlue logo]()
$403
This Southwest deal was found by Cheapflights users on 5/19. 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 8/107:55 am
DAL
- SJU
1 stop11h 10m
Southwest
Fri 8/145:30 am
SJU
- DAL
1 stop12h 55m
Southwest
Deal found 5/19![Southwest logo]()
$426
This United Airlines deal was found by Cheapflights users on 5/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/175:10 am
DFW
- AUA
1 stop9h 10m
United Airlines
Tue 7/214:30 pm
AUA
- DFW
2 stops18h 28m
United Airlines
Deal found 5/20![United Airlines logo]()
$446
This Expedia deal was found by Cheapflights users on 5/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:25 pm
DFW
- NAS
1 stop28h 05m
Air Canada
Tue 6/26:30 pm
NAS
- DFW
1 stop26h 32m
Air Canada
Deal found 5/15![Air Canada logo]()
$553
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/910:02 am
DFW
- SDQ
1 stop12h 10m
Multiple Airlines
Sun 7/126:10 am
SDQ
- DFW
2 stops31h 20m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$701
This Priceline deal was found by Cheapflights users on 5/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/228:21 pm
DFW
- MBJ
2 stops16h 00m
Frontier
Thu 6/251:26 pm
MBJ
- DFW
2 stops21h 08m
Frontier
Deal found 5/15![Frontier logo]()
$702
This Delta deal was found by Cheapflights users on 5/17. 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 7/45:30 am
DFW
- AUA
1 stop7h 40m
Delta
Sat 7/1112:25 pm
AUA
- DFW
1 stop11h 14m
Delta
Deal found 5/17![Delta logo]()
$359
This American Airlines deal was found by Cheapflights users on 5/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/27:12 pm
DFW
- MBJ
1 stop16h 35m
American Airlines
Sun 8/1612:47 pm
MBJ
- DFW
Nonstop4h 13m
American Airlines
Deal found 5/16![American Airlines logo]()
$752
This Delta deal was found by Cheapflights users on 5/17. 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 7/75:20 am
DFW
- AUA
1 stop7h 50m
Delta
Fri 7/103:25 pm
AUA
- DFW
1 stop7h 55m
Delta
Deal found 5/17![Delta logo]()
$359
This JetBlue deal was found by Cheapflights users on 5/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1011:45 am
DFW
- SJU
1 stop10h 33m
JetBlue
Tue 8/186:50 am
SJU
- DFW
1 stop9h 25m
JetBlue
Deal found 5/19![JetBlue logo]()
$427
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/51:30 pm
DFW
- AUA
2 stops20h 40m
Delta
Thu 6/111:55 pm
AUA
- DFW
2 stops22h 24m
Delta
Deal found 5/16![Delta logo]()
$364
This Southwest deal was found by Cheapflights users on 5/16. 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 9/311:40 am
DAL
- SJU
2 stops9h 35m
Southwest
Tue 9/81:20 pm
SJU
- DAL
2 stops9h 15m
Southwest
Deal found 5/16![Southwest logo]()
$451
This United Airlines deal was found by Cheapflights users on 5/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/57:34 pm
DFW
- AUA
1 stop18h 46m
United Airlines
Tue 6/95:50 pm
AUA
- DFW
2 stops23h 22m
United Airlines
Deal found 5/19![United Airlines logo]()
$490
This Southwest deal was found by Cheapflights users on 5/16. 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 7/274:30 pm
DAL
- SJU
1 stop7h 00m
Southwest
Wed 7/298:35 pm
SJU
- DAL
1 stop12h 15m
Southwest
Deal found 5/16![Southwest logo]()
$456
This JetBlue deal was found by Cheapflights users on 5/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1511:28 am
DFW
- NAS
1 stop4h 54m
JetBlue
Sun 7/1910:42 am
NAS
- DFW
1 stop5h 33m
JetBlue
Deal found 5/19![JetBlue logo]()
$505
This Southwest deal was found by Cheapflights users on 5/15. 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 10/231:00 pm
DAL
- SJU
2 stops9h 10m
Southwest
Wed 10/286:10 am
SJU
- DAL
2 stops11h 15m
Southwest
Deal found 5/15![Southwest logo]()
$461
This JetBlue deal was found by Cheapflights users on 5/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1811:28 am
DFW
- NAS
1 stop4h 54m
JetBlue
Mon 7/203:02 pm
NAS
- DFW
1 stop9h 14m
JetBlue
Deal found 5/19![JetBlue logo]()
$513
This Southwest deal was found by Cheapflights users on 5/17. 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.
Fri 7/104:10 pm
DAL
- SJU
1 stop6h 25m
Southwest
Tue 7/148:35 pm
SJU
- DAL
1 stop12h 15m
Southwest
Deal found 5/17![Southwest logo]()
$476
This Delta deal was found by Cheapflights users on 5/18. 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 8/112:17 pm
DFW
- SJU
1 stop7h 12m
Delta
Thu 8/206:48 am
SJU
- DFW
1 stop10h 02m
Delta
Deal found 5/18![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 5/16. 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.
Sun 8/212:25 pm
DAL
- SJU
2 stops9h 10m
Southwest
Mon 8/108:55 pm
SJU
- DAL
1 stop12h 55m
Southwest
Deal found 5/16![Southwest logo]()
$476
This JetBlue deal was found by Cheapflights users on 5/19. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1711:28 am
DFW
- NAS
1 stop4h 54m
JetBlue
Mon 7/203:02 pm
NAS
- DFW
1 stop9h 14m
JetBlue
Deal found 5/19![JetBlue logo]()
$532
This United Airlines deal was found by Cheapflights users on 5/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/165:10 am
DFW
- STT
1 stop9h 33m
United Airlines
Sun 7/262:10 pm
STT
- DFW
1 stop10h 49m
United Airlines
Deal found 5/17![United Airlines logo]()
$667
This Delta deal was found by Cheapflights users on 5/20. 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 7/176:32 pm
DFW
- AUA
1 stop16h 44m
Delta
Wed 7/223:25 pm
AUA
- DFW
1 stop18h 29m
Delta
Deal found 5/20![Delta logo]()
$505
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/254:16 pm
DFW
- SDQ
2 stops23h 13m
Multiple Airlines
Sun 6/286:59 am
SDQ
- DFW
1 stop10h 24m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$742
This Southwest deal was found by Cheapflights users on 5/15. 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 11/1111:00 am
DAL
- SJU
1 stop9h 15m
Southwest
Thu 11/196:45 am
SJU
- DAL
1 stop9h 40m
Southwest
Deal found 5/15![Southwest logo]()
$481
This Justfly.com deal was found by Cheapflights users on 5/15. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1911:44 am
DFW
- NAS
1 stop19h 37m
JetBlue
Tue 6/231:27 pm
NAS
- DFW
1 stop21h 50m
JetBlue
Deal found 5/15![JetBlue logo]()
$540
This Delta deal was found by Cheapflights users on 5/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/65:05 am
DFW
- PUJ
1 stop7h 20m
Delta
Sun 8/94:04 pm
PUJ
- DFW
1 stop8h 55m
Delta
Deal found 5/16![Delta logo]()
$510
This Southwest deal was found by Cheapflights users on 5/15. 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 11/139:45 pm
DAL
- SJU
1 stop10h 15m
Southwest
Thu 11/196:45 am
SJU
- DAL
1 stop9h 40m
Southwest
Deal found 5/15![Southwest logo]()
$486
This United Airlines deal was found by Cheapflights users on 5/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:00 am
DFW
- SJU
2 stops15h 50m
United Airlines
Fri 6/51:00 am
SJU
- DFW
2 stops13h 12m
United Airlines
Deal found 5/16![United Airlines logo]()
$716
Last-minute flights from Dallas to Caribbean IslandsDiscover last-minute flight deals from Dallas to Caribbean Islands. Data last updated May 20, 2026 and is based on user searches.
Discover last-minute flight deals from Dallas to Caribbean Islands. Data last updated May 20, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/205:58 pm
DFW
- SDQ
1 stop14h 26m
American Airlines
Sun 5/247:00 am
SDQ
- DFW
1 stop13h 05m
American Airlines
Deal found 5/17![American Airlines logo]()
$365
This American Airlines deal was found by Cheapflights users on 5/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/258:07 pm
DFW
- SDQ
1 stop12h 17m
American Airlines
Tue 6/27:35 pm
SDQ
- DFW
1 stop13h 05m
American Airlines
Deal found 5/18![American Airlines logo]()
$344
This Kissandfly.com deal was found by Cheapflights users on 5/15. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/292:17 pm
DFW
- SJU
1 stop25h 57m
Frontier
Wed 6/105:15 pm
SJU
- DFW
1 stop14h 51m
Frontier
Deal found 5/15![Frontier logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:30 am
DFW
- SJU
1 stop8h 44m
Frontier
Wed 6/105:15 pm
SJU
- DFW
1 stop14h 51m
Frontier
Deal found 5/15![Frontier logo]()
$378
This Delta deal was found by Cheapflights users on 5/18. 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.
Mon 6/15:30 am
DFW
- AUA
1 stop7h 40m
Delta
Fri 6/51:15 pm
AUA
- DFW
1 stop10h 03m
Delta
Deal found 5/18![Delta logo]()
$359
This American Airlines deal was found by Cheapflights users on 5/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:00 am
DFW
- SDQ
2 stops9h 18m
American Airlines
Tue 6/97:00 am
SDQ
- DFW
1 stop15h 43m
American Airlines
Deal found 5/15![American Airlines logo]()
$349
This Delta deal was found by Cheapflights users on 5/18. 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 6/21:29 pm
DFW
- AUA
2 stops22h 11m
Delta
Thu 6/111:55 pm
AUA
- DFW
2 stops23h 55m
Delta
Deal found 5/18![Delta logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:05 pm
DFW
- SJU
1 stop21h 07m
Frontier
Wed 6/105:15 pm
SJU
- DFW
1 stop14h 51m
Frontier
Deal found 5/15![Frontier logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/37:05 pm
DFW
- SJU
1 stop21h 07m
Frontier
Tue 6/98:00 am
SJU
- DFW
1 stop27h 05m
Frontier
Deal found 5/15![Frontier logo]()
$370
This Priceline deal was found by Cheapflights users on 5/18. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/55:49 pm
DFW
- SJU
1 stop9h 12m
Frontier
Wed 6/105:15 pm
SJU
- DFW
1 stop14h 51m
Frontier
Deal found 5/18![Frontier logo]()
$376
This Trip.com deal was found by Cheapflights users on 5/17. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
DFW
- SJU
1 stop20h 57m
Frontier
Fri 6/268:50 am
SJU
- DFW
1 stop24h 05m
Frontier
Deal found 5/17![Frontier logo]()
$369
This Delta deal was found by Cheapflights users on 5/19. 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 6/245:30 am
DFW
- SDQ
1 stop6h 46m
Delta
Fri 7/36:06 am
SDQ
- DFW
1 stop16h 44m
Delta
Deal found 5/19![Delta logo]()
$368
One-way flights from Dallas to Caribbean IslandsSearch for one-way flight options from Dallas to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
Search for one-way flight options from Dallas to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
This JetBlue deal was found by Cheapflights users on 5/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:00 am
DFW
- NAS
1 stop9h 14m
JetBlue
Deal found 5/18![JetBlue logo]()
$88
This JetBlue deal was found by Cheapflights users on 5/20. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/137:00 am
DFW
- NAS
1 stop9h 14m
JetBlue
Deal found 5/20![JetBlue logo]()
$107
This Super.com deal was found by Cheapflights users on 5/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1311:45 am
DFW
- MBJ
1 stop5h 48m
JetBlue
Deal found 5/17![JetBlue logo]()
$128
This Super.com deal was found by Cheapflights users on 5/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1411:45 am
DFW
- MBJ
1 stop5h 48m
JetBlue
Deal found 5/18![JetBlue logo]()
$129
This JetBlue deal was found by Cheapflights users on 5/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:00 am
DFW
- NAS
1 stop9h 14m
JetBlue
Deal found 5/18![JetBlue logo]()
$136
This JetBlue deal was found by Cheapflights users on 5/18. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1111:45 am
DFW
- MBJ
1 stop5h 48m
JetBlue
Deal found 5/18![JetBlue logo]()
$138
This Delta deal was found by Cheapflights users on 5/18. 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.
Fri 6/126:37 pm
DFW
- AUA
1 stop16h 43m
Delta
Deal found 5/18![Delta logo]()
$147
This Delta deal was found by Cheapflights users on 5/18. 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.
Sun 6/1412:24 pm
DFW
- AUA
2 stops23h 16m
Delta
Deal found 5/18![Delta logo]()
$153
This Expedia deal was found by Cheapflights users on 5/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:00 am
DFW
- NAS
1 stop9h 14m
JetBlue
Deal found 5/19![JetBlue logo]()
$156
This JetBlue deal was found by Cheapflights users on 5/17. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:10 am
DFW
- NAS
1 stop4h 53m
JetBlue
Deal found 5/17![JetBlue logo]()
$159
This Super.com deal was found by Cheapflights users on 5/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/1410:15 am
DFW
- SJU
1 stop16h 43m
Frontier
Deal found 5/15![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1310:14 am
DFW
- GCM
1 stop25h 21m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$161
Find flight deals from Dallas to Caribbean Islands
Keep the following information in mind while searching for Dallas to Caribbean Islands flight deals. Data was last updated May 20, 2026.
Round-trip from | $305 (Kiwi.com) |
|---|---|
One-way from | $88 (JetBlue) |
Popular in | December |
Cheapest in | October |
Average price | $386 |
Cheapflights Fare Finder
Customize your flight search to find flights from Dallas 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 May 20, 2026.
Use the filters below to find and compare flights from Dallas to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
DallasOranjestad
DFW - AUA
DFWAUA
Dallas/Fort Worth
Wed 7/1
5:30 am-2:10 pm
1 stop7h 40m
Oranjestad Reina Beatrix
Mon 7/6
3:25 pm-10:15 pm
1 stop7h 50m
$359
DallasOranjestad
DFW - AUA
DFWAUA
Dallas/Fort Worth
Sat 7/4
5:30 am-2:10 pm
1 stop7h 40m
Oranjestad Reina Beatrix
Sat 7/11
12:25 pm-10:39 pm
1 stop11h 14m
$359
DallasOranjestad
DFW - AUA
DFWAUA
Dallas/Fort Worth
Tue 7/7
5:20 am-2:10 pm
1 stop7h 50m
Oranjestad Reina Beatrix
Fri 7/10
3:25 pm-10:20 pm
1 stop7h 55m
$359
DallasOranjestad
DFW - AUA
DFWAUA
Dallas/Fort Worth
Fri 6/5
1:30 pm-11:10 am
2 stops20h 40m
Oranjestad Reina Beatrix
Thu 6/11
1:55 pm-11:19 am
2 stops22h 24m
$364
DallasNassau
DFW - NAS
DFWNAS
Dallas/Fort Worth
Sun 7/19
11:28 am-5:22 pm
1 stop4h 54m
Nassau Intl
Fri 7/24
3:02 pm-11:16 pm
1 stop9h 14m
$403
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Mon 8/10
7:55 am-8:05 pm
1 stop11h 10m
San Juan Luis Munoz Marin Intl
Fri 8/14
5:30 am-5:25 pm
1 stop12h 55m
$426
DallasSan Juan
DFW - SJU
DFWSJU
Dallas/Fort Worth
Mon 8/10
11:45 am-11:18 pm
1 stop10h 33m
San Juan Luis Munoz Marin Intl
Tue 8/18
6:50 am-3:15 pm
1 stop9h 25m
$427
DallasOranjestad
DFW - AUA
DFWAUA
Dallas/Fort Worth
Fri 7/17
5:10 am-3:20 pm
1 stop9h 10m
Oranjestad Reina Beatrix
Tue 7/21
4:30 pm-9:58 am
2 stops18h 28m
$446
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Thu 9/3
11:40 am-10:15 pm
2 stops9h 35m
San Juan Luis Munoz Marin Intl
Tue 9/8
1:20 pm-9:35 pm
2 stops9h 15m
$451
DallasSan Juan
DAL - SJU
DALSJU
Dallas Love Field
Mon 7/27
4:30 pm-12:30 am
1 stop7h 00m
San Juan Luis Munoz Marin Intl
Wed 7/29
8:35 pm-7:50 am
1 stop12h 15m
$456
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Dallas to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Dallas with our price prediction graph.
DFW-SDQ
DFW-SJU
DFW-AUA
DFW-NAS
DAL-SJU
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 to Caribbean Islands
A78-zzEPX
DFW-SDQ
DFW-SJU
DFW-AUA
DFW-NAS
What is the cheapest month to book a flight from Dallas to Caribbean Islands?
Currently, September is the cheapest month in which you can book a flight from Dallas to Caribbean Islands (average of $85). Flying from Dallas to Caribbean Islands in December is currently the most expensive (average of $1,094). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from DFW to EPX?
Find hourly flight availability from Dallas to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 20, 2026.
A simple way to save on the total cost of your ticket is to fly from Dallas to Caribbean Islands in the afternoon. If you’re flexible enough to do this you can expect to save up to 35% on your trip compared to booking a flight in the morning.
How far ahead should I book a flight from Dallas to Caribbean Islands?
Booking 25 days in advance of your planned departure date is, on average, the best time to get cheap flights from Dallas to Caribbean Islands. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest day to fly from Dallas to Caribbean Islands?
Use this chart to determine the cheapest time to fly round-trip from Dallas to Caribbean Islands. Price data was last updated on May 16, 2026.
Travelers seeking maximum savings on their Dallas to Caribbean Islands flight should consider departing on Saturday at noon when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
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 May 20, 2026.
See what other customers who have flown with Southwest,Delta, andJetBlue from Dallas to Caribbean Islands have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Overall
7.9
Boarding
8.1
Food
7.0
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Dallas 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 Dallas 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 Dallas to Caribbean Islands by cabin class
Find flights from Dallas to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Dallas and Caribbean Islands flights
Browse other Dallas and Caribbean Islands flight options. Last updated on May 20, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Dallas to Caribbean Islands flights
Consider these flights traveling from Dallas to Caribbean Islands.
Top 9 airlines flying from Dallas to Caribbean Islands
Discover the top 9 airlines that operate flights from Dallas 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 May 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$95 | Average$361 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$124 | Average$437 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$210 | Average$641 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$293 | Average$636 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$302 | Average$741 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$305 | Average$496 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$344 | Average$714 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$360 | Average$739 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$497 | Average$602 | FlexibilityNo cancel fee | On-time83% |