$128+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
DFW — SJU
Sep 25 — Oct 21
Round-trip
1 adult, Economy
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Find cheap flights from Dallas to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Dallas to Caribbean Islands
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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 August 26, 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 August 26, 2026.
This American Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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.
Sat 10/107:26 pm -
1 stop16h 57m
Fri 10/164:39 pm -
1 stop17h 45m
Deal found 8/25![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/65:00 am -
1 stop9h 39m
Tue 10/134:39 pm -
1 stop16h 01m
Deal found 8/23![American Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 10/85:01 am -
1 stop20h 08m
Sat 10/103:04 am -
1 stop10h 15m
Deal found 8/23![Frontier logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/125:55 pm -
1 stop7h 18m
Tue 9/2210:42 am -
1 stop10h 59m
Deal found 8/24![Frontier logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/125:55 pm -
1 stop7h 18m
Wed 9/162:57 am -
1 stop10h 25m
Deal found 8/24![Frontier logo]()
$329
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/162:30 pm -
1 stop8h 50m
Tue 10/202:25 pm -
1 stop8h 10m
Deal found 8/26![Southwest logo]()
$330
This Faresmojo deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:25 pm -
1 stop7h 48m
Tue 11/35:10 pm -
1 stop8h 04m
Deal found 8/24![JetBlue logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:01 am -
1 stop28h 48m
Sat 10/173:20 pm -
2 stops16h 40m
Deal found 8/22![Frontier logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/105:55 pm -
1 stop7h 18m
Tue 9/153:08 am -
1 stop14h 52m
Deal found 8/24![Frontier logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/125:55 pm -
1 stop15h 23m
Mon 9/143:08 am -
1 stop14h 52m
Deal found 8/25![Frontier logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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.
Sun 11/11:46 pm -
1 stop9h 13m
Thu 11/53:59 pm -
1 stop17h 19m
Deal found 8/23![Frontier logo]()
$334
This Justfly.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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.
Wed 9/91:17 pm -
1 stop23h 17m
Wed 9/166:30 am -
1 stop13h 13m
Deal found 8/25![Frontier logo]()
$335
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 August 26, 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 August 26, 2026.
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/317:30 pm -
1 stop16h 20m
Fri 2/52:52 pm -
2 stops21h 12m
Deal found 8/21![United Airlines logo]()
$321
This Southwest deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:55 pm -
1 stop7h 05m
Tue 9/2210:30 am -
1 stop7h 55m
Deal found 8/22![Southwest logo]()
$330
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/47:59 pm -
1 stop16h 54m
Thu 10/153:05 pm -
1 stop10h 17m
Deal found 8/24![Delta logo]()
$340
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 12/54:10 pm -
1 stop6h 44m
Thu 12/106:10 pm -
1 stop7h 03m
Deal found 8/24![JetBlue logo]()
$350
This Orbitz deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:00 am -
1 stop31h 25m
Thu 11/265:25 pm -
1 stop30h 55m
Deal found 8/26![Air Canada logo]()
$435
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:10 am -
1 stop9h 45m
Tue 9/222:34 pm -
1 stop6h 28m
Deal found 8/21![American Airlines logo]()
$522
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:55 pm -
2 stops17h 53m
Tue 10/139:38 am -
1 stop8h 31m
Deal found 8/21![Multiple Airlines logo]()
$554
This Southwest deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 10/164:15 pm -
1 stop8h 05m
Mon 10/1910:50 pm -
1 stop11h 05m
Deal found 8/24![Southwest logo]()
$330
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 1/315:45 am -
1 stop6h 55m
Fri 2/51:40 pm -
1 stop12h 33m
Deal found 8/25![Delta logo]()
$342
This Avianca deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:55 pm -
2 stops19h 45m
Thu 10/295:30 pm -
2 stops19h 50m
Deal found 8/21![Avianca logo]()
$713
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 9/2310:50 am -
1 stop7h 15m
Sat 10/36:25 am -
1 stop7h 35m
Deal found 8/26![Southwest logo]()
$330
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/206:00 am -
1 stop7h 00m
Sat 9/263:05 pm -
1 stop8h 15m
Deal found 8/24![JetBlue logo]()
$391
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 11/37:10 pm -
1 stop12h 45m
Mon 11/99:35 pm -
1 stop12h 50m
Deal found 8/25![Southwest logo]()
$330
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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.
Mon 1/1810:00 am -
2 stops12h 36m
Thu 1/283:46 pm -
1 stop7h 42m
Deal found 8/25![United Airlines logo]()
$416
This Southwest deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/154:15 pm -
1 stop7h 05m
Mon 10/1910:50 pm -
1 stop11h 05m
Deal found 8/26![Southwest logo]()
$330
This JetBlue deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:45 am -
1 stop6h 11m
Mon 12/143:10 pm -
1 stop9h 03m
Deal found 8/22![JetBlue logo]()
$406
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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.
Mon 9/217:21 pm -
2 stops17h 12m
Fri 9/252:53 pm -
1 stop7h 55m
Deal found 8/25![United Airlines logo]()
$418
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 2/226:30 pm -
2 stops19h 45m
Thu 2/256:10 pm -
1 stop7h 03m
Deal found 8/26![Delta logo]()
$420
This United Airlines deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 1/197:00 am -
1 stop7h 22m
Tue 1/264:25 pm -
2 stops17h 09m
Deal found 8/25![United Airlines logo]()
$418
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 11/410:25 am -
2 stops10h 55m
Tue 11/106:40 am -
2 stops10h 30m
Deal found 8/23![Southwest logo]()
$367
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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.
Mon 10/267:40 pm -
1 stop16h 10m
Fri 10/301:52 pm -
1 stop11h 07m
Deal found 8/24![United Airlines logo]()
$423
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 11/161:25 pm -
1 stop9h 34m
Sat 11/213:25 pm -
1 stop9h 48m
Deal found 8/24![JetBlue logo]()
$474
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 11/128:15 pm -
1 stop12h 15m
Thu 11/196:40 am -
2 stops10h 30m
Deal found 8/23![Southwest logo]()
$367
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/145:30 am -
1 stop7h 23m
Fri 9/181:06 pm -
1 stop8h 59m
Deal found 8/25![Delta logo]()
$515
This United Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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.
Mon 11/167:40 pm -
1 stop16h 01m
Mon 11/236:00 am -
1 stop12h 21m
Deal found 8/23![United Airlines logo]()
$442
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 11/1312:05 pm -
2 stops11h 00m
Fri 11/209:35 pm -
1 stop13h 30m
Deal found 8/23![Southwest logo]()
$367
This JetBlue deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 10/277:00 am -
1 stop6h 25m
Thu 10/293:30 pm -
1 stop8h 43m
Deal found 8/25![JetBlue logo]()
$494
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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.
Fri 10/239:01 am -
Nonstop4h 34m
Fri 10/3011:39 am -
1 stop11h 05m
Deal found 8/24![American Airlines logo]()
$663
This Delta deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/217:59 pm -
1 stop14h 52m
Sat 9/261:17 pm -
1 stop11h 40m
Deal found 8/23![Delta logo]()
$522
This Southwest deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 11/113:00 pm -
2 stops7h 45m
Sun 11/159:35 pm -
1 stop12h 50m
Deal found 8/23![Southwest logo]()
$367
Last-minute flights from Dallas to Caribbean IslandsDiscover last-minute flight deals from Dallas to Caribbean Islands. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Dallas to Caribbean Islands. Data last updated August 26, 2026 and is based on user searches.
This Justfly.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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.
Wed 9/91:17 pm -
1 stop23h 17m
Wed 9/166:30 am -
1 stop13h 13m
Deal found 8/25![Frontier logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/105:55 pm -
1 stop7h 18m
Tue 9/152:57 am -
2 stops16h 46m
Deal found 8/24![Frontier logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:20 pm -
1 stop7h 38m
Sun 9/132:57 am -
2 stops16h 46m
Deal found 8/22![Frontier logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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.
Fri 9/115:55 pm -
1 stop7h 18m
Tue 9/2210:42 am -
1 stop10h 59m
Deal found 8/24![Frontier logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/125:55 pm -
1 stop7h 18m
Tue 9/2210:42 am -
1 stop10h 59m
Deal found 8/24![Frontier logo]()
$328
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/125:55 pm -
1 stop7h 18m
Wed 9/162:57 am -
1 stop10h 25m
Deal found 8/24![Frontier logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/125:55 pm -
1 stop15h 23m
Mon 9/143:08 am -
1 stop14h 52m
Deal found 8/25![Frontier logo]()
$333
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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.
Mon 9/149:54 pm -
1 stop10h 41m
Mon 9/217:00 am -
1 stop14h 41m
Deal found 8/24![Frontier logo]()
$337
This American Airlines deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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 9/145:00 am -
1 stop7h 23m
Thu 9/172:23 pm -
1 stop18h 17m
Deal found 8/23![American Airlines logo]()
$345
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/1511:35 am -
1 stop9h 30m
Fri 9/1811:35 am -
1 stop11h 40m
Deal found 8/25![Southwest logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/155:55 pm -
1 stop7h 18m
Fri 9/186:30 am -
1 stop13h 13m
Deal found 8/24![Frontier logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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.
Fri 9/183:20 pm -
1 stop7h 38m
Sat 9/192:57 am -
1 stop30h 15m
Deal found 8/24![Frontier logo]()
$330
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 August 26, 2026.
Search for one-way flight options from Dallas to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This American Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/198:04 pm -
1 stop16h 19m
Deal found 8/22![American Airlines logo]()
$128
This JetBlue deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/206:00 am -
1 stop5h 01m
Deal found 8/24![JetBlue logo]()
$149
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 2/225:45 am -
1 stop6h 45m
Deal found 8/25![Delta logo]()
$153
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/257:59 pm -
1 stop14h 51m
Deal found 8/26![Delta logo]()
$154
This Delta deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/217:59 pm -
1 stop14h 52m
Deal found 8/25![Delta logo]()
$157
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/237:00 am -
2 stops9h 55m
Deal found 8/24![American Airlines logo]()
$158
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/217:40 pm -
2 stops18h 35m
Deal found 8/22![Delta logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/31:23 pm -
2 stops19h 02m
Deal found 8/26![Multiple Airlines logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” 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 10/288:05 am -
2 stops24h 20m
Deal found 8/26![Multiple Airlines logo]()
$164
This Southwest deal was found by Cheapflights users on 8/25. Clicking the “Pick Dates” 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 9/2211:35 am -
1 stop9h 30m
Deal found 8/25![Southwest logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” 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 9/810:02 am -
1 stop15h 05m
Deal found 8/24![Frontier logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 8/23. Clicking the “Pick Dates” 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.
Sun 10/259:10 pm -
2 stops17h 09m
Deal found 8/23![Frontier logo]()
$166
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 August 26, 2026.
Round-trip from | $303 (American Airlines) |
|---|---|
One-way from | $128 (American Airlines) |
Popular in | June |
Cheapest in | January |
Average price | $428 |
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 7,457,451 searches. Data last updated August 26, 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
DallasSimpson Bay
DFW Dallas/Fort Worth - SXM Simpson Bay Princess Juliana
DFWSXM
Dallas/Fort Worth
Sun 1/31
7:30 pm-1:50 pm
1 stop16h 20m
Simpson Bay Princess Juliana
Fri 2/5
2:52 pm-10:04 am
2 stops21h 12m
$321
DallasSan Juan
DAL Dallas Love Field - SJU San Juan Luis Munoz Marin Intl
DALSJU
Dallas Love Field
Wed 9/16
12:55 pm-9:00 pm
1 stop7h 05m
San Juan Luis Munoz Marin Intl
Tue 9/22
10:30 am-5:25 pm
1 stop7h 55m
$330
DallasSan Juan
DAL Dallas Love Field - SJU San Juan Luis Munoz Marin Intl
DALSJU
Dallas Love Field
Fri 10/16
4:15 pm-1:20 am
1 stop8h 05m
San Juan Luis Munoz Marin Intl
Mon 10/19
10:50 pm-8:55 am
1 stop11h 05m
$330
DallasSan Juan
DAL Dallas Love Field - SJU San Juan Luis Munoz Marin Intl
DALSJU
Dallas Love Field
Wed 9/23
10:50 am-7:05 pm
1 stop7h 15m
San Juan Luis Munoz Marin Intl
Sat 10/3
6:25 am-1:00 pm
1 stop7h 35m
$330
DallasSan Juan
DAL Dallas Love Field - SJU San Juan Luis Munoz Marin Intl
DALSJU
Dallas Love Field
Tue 11/3
7:10 pm-9:55 am
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Mon 11/9
9:35 pm-8:25 am
1 stop12h 50m
$330
DallasSan Juan
DAL Dallas Love Field - SJU San Juan Luis Munoz Marin Intl
DALSJU
Dallas Love Field
Thu 10/15
4:15 pm-12:20 am
1 stop7h 05m
San Juan Luis Munoz Marin Intl
Mon 10/19
10:50 pm-8:55 am
1 stop11h 05m
$330
DallasSimpson Bay
DFW Dallas/Fort Worth - SXM Simpson Bay Princess Juliana
DFWSXM
Dallas/Fort Worth
Sun 10/4
7:59 pm-1:53 pm
1 stop16h 54m
Simpson Bay Princess Juliana
Thu 10/15
3:05 pm-12:22 am
1 stop10h 17m
$340
DallasSimpson Bay
DFW Dallas/Fort Worth - SXM Simpson Bay Princess Juliana
DFWSXM
Dallas/Fort Worth
Sun 1/31
5:45 am-2:40 pm
1 stop6h 55m
Simpson Bay Princess Juliana
Fri 2/5
1:40 pm-12:13 am
1 stop12h 33m
$342
Quickest round-trip
DallasSan Juan
DFW Dallas/Fort Worth - SJU San Juan Luis Munoz Marin Intl
DFWSJU
Dallas/Fort Worth
Sat 12/5
4:10 pm-12:54 am
1 stop6h 44m
San Juan Luis Munoz Marin Intl
Thu 12/10
6:10 pm-11:13 pm
1 stop7h 03m
$350
DallasSan Juan
DAL Dallas Love Field - SJU San Juan Luis Munoz Marin Intl
DALSJU
Dallas Love Field
Wed 11/4
10:25 am-11:20 pm
2 stops10h 55m
San Juan Luis Munoz Marin Intl
Tue 11/10
6:40 am-3:10 pm
2 stops10h 30m
$367
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-SJU
DAL-SJU
DFW-SXM
DFW-AUA
DFW-NAS
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-SJU
DAL-SJU
DFW-SXM
DFW-AUA
What is the cheapest month to book a flight from Dallas to Caribbean Islands?
Currently, February is the cheapest month in which you can book a flight from Dallas to Caribbean Islands (average of $570). Flying from Dallas to Caribbean Islands in June is currently the most expensive (average of $747). 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 August 26, 2026.
A simple way to save on the total cost of your ticket is to fly from Dallas to Caribbean Islands in the evening. If you’re flexible enough to do this you can expect to save up to 36% on your trip compared to booking a flight in the morning.
Weekly flight availability from Dallas to Caribbean Islands
Explore weekly flight availability from Dallas to Caribbean Islands. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 26, 2026.
The most flights from A78 to zzEPX are scheduled on a Monday (2 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (1 on average).
How far ahead should I book a flight from Dallas to Caribbean Islands?
Booking 74 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 August 22, 2026.
Travelers seeking maximum savings on their Dallas to Caribbean Islands flight should consider departing on Sunday 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 August 26, 2026.
See what other customers who have flown with Southwest,Delta, andUnited Airlines 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.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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 August 26, 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 8 airlines flying from Dallas to Caribbean Islands
Discover the top 8 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 7,457,451 searches. Data last updated August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$124 | Average$470 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$234 | Average$737 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$251 | Average$536 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$314 | Average$750 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$326 | Average$729 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$342 | Average$661 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$357 | Average$742 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$589 | Average$629 | FlexibilityNo cancel fee | On-time83% |