$74+ Cheap flights from the United States to Caribbean
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Oct 15 — Oct 221
Round-trip
1 adult, Economy
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Find cheap flights from USA to Caribbean 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 USA to Caribbean
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Cheapest flights from USA to CaribbeanExplore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
Explore the most affordable flight options available from USA to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2026.
This Super.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/258:02 pm -
Nonstop3h 59m
Thu 10/12:51 pm -
Nonstop4h 01m
Deal found 9/14![Frontier logo]()
$156
This Super.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Sat 10/176:24 am -
Nonstop3h 55m
Fri 10/2312:59 am -
Nonstop4h 05m
Deal found 9/14![Frontier logo]()
$157
This Cheapflightsfares deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:23 am -
Nonstop3h 56m
Sat 10/2412:59 am -
Nonstop4h 05m
Deal found 9/13![Frontier logo]()
$158
This Super.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/281:50 pm -
Nonstop3h 58m
Sat 10/312:59 am -
Nonstop3h 48m
Deal found 9/10![Frontier logo]()
$159
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:02 pm -
Nonstop3h 59m
Mon 10/512:59 am -
Nonstop3h 48m
Deal found 9/15![Frontier logo]()
$160
This CheapOair deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1411:43 am -
Nonstop3h 50m
Wed 10/217:15 am -
Nonstop4h 06m
Deal found 9/10![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/1511:23 am -
Nonstop3h 56m
Wed 10/217:15 am -
Nonstop4h 06m
Deal found 9/13![Frontier logo]()
$162
This CheapOair deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:02 pm -
Nonstop3h 52m
Mon 10/196:15 am -
Nonstop4h 03m
Deal found 9/11![Frontier logo]()
$163
This Super.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/66:24 am -
Nonstop3h 49m
Sun 10/1112:59 am -
Nonstop4h 05m
Deal found 9/10![Frontier logo]()
$164
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/2912:25 pm -
Nonstop3h 57m
Sat 10/312:59 am -
Nonstop3h 48m
Deal found 9/10![Frontier logo]()
$165
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Fri 10/168:02 pm -
Nonstop3h 52m
Sat 10/1712:59 am -
Nonstop4h 05m
Deal found 9/14![Frontier logo]()
$166
This Frontier deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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.
Fri 9/258:02 pm -
Nonstop3h 59m
Wed 9/305:27 pm -
Nonstop4h 00m
Deal found 9/11![Frontier logo]()
$167
Best flights from USA to CaribbeanDiscover carefully curated flight deals from USA to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
Discover carefully curated flight deals from USA to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2026.
This JetBlue deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/173:26 pm -
1 stop8h 23m
Tue 10/207:00 am -
Nonstop3h 52m
Deal found 9/13![JetBlue logo]()
$235
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Sat 10/1711:20 am -
2 stops12h 30m
Wed 10/211:25 pm -
2 stops10h 05m
Deal found 9/14![United Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/27:29 pm -
Nonstop4h 20m
Tue 10/66:45 am -
Nonstop4h 00m
Deal found 9/13![Delta logo]()
$327
This Avianca deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/181:30 am -
1 stop14h 20m
Tue 10/2711:45 am -
2 stops13h 25m
Deal found 9/10![Avianca logo]()
$452
This JetBlue deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 11/1811:37 am -
Nonstop3h 52m
Mon 11/235:01 am -
1 stop8h 32m
Deal found 9/12![JetBlue logo]()
$235
This JetBlue deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/113:35 pm -
1 stop8h 38m
Wed 11/187:00 am -
1 stop8h 45m
Deal found 9/11![JetBlue logo]()
$239
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/29:45 am -
2 stops11h 37m
Sat 11/77:40 am -
1 stop12h 05m
Deal found 9/14![United Airlines logo]()
$264
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/189:40 am -
Nonstop4h 08m
Wed 10/214:40 pm -
1 stop7h 15m
Deal found 9/15![JetBlue logo]()
$274
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/256:00 am -
2 stops14h 00m
Wed 10/282:35 pm -
2 stops8h 56m
Deal found 9/11![United Airlines logo]()
$309
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/48:20 am -
Nonstop4h 13m
Fri 10/912:59 pm -
Nonstop3h 56m
Deal found 9/11![Delta logo]()
$358
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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.
Sat 10/107:47 pm -
Nonstop4h 03m
Wed 10/143:56 pm -
1 stop9h 01m
Deal found 9/10![United Airlines logo]()
$322
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/137:30 am -
Nonstop3h 59m
Tue 10/204:40 pm -
1 stop7h 15m
Deal found 9/14![JetBlue logo]()
$293
This Delta deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 9/286:00 am -
1 stop10h 49m
Fri 10/25:59 pm -
1 stop7h 13m
Deal found 9/12![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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.
Sat 10/246:00 am -
1 stop6h 34m
Tue 11/34:55 pm -
1 stop9h 04m
Deal found 9/12![United Airlines logo]()
$346
This JetBlue deal was found by Cheapflights users on 9/15. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/103:14 pm -
1 stop8h 59m
Sun 12/66:01 am -
Nonstop4h 03m
Deal found 9/15![JetBlue logo]()
$316
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 12/78:10 am -
Nonstop4h 17m
Mon 12/141:55 pm -
Nonstop4h 04m
Deal found 9/10![Delta logo]()
$417
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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.
Wed 9/308:00 am -
Nonstop3h 57m
Sat 10/31:00 am -
Nonstop4h 04m
Deal found 9/10![United Airlines logo]()
$352
This JetBlue deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/83:51 pm -
Nonstop3h 57m
Sat 11/145:30 pm -
1 stop7h 22m
Deal found 9/10![JetBlue logo]()
$333
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/28:20 am -
Nonstop4h 10m
Sat 11/75:50 pm -
1 stop7h 09m
Deal found 9/14![Delta logo]()
$418
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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.
Wed 11/119:45 am -
2 stops13h 51m
Wed 11/188:25 am -
1 stop10h 22m
Deal found 9/12![United Airlines logo]()
$354
This JetBlue deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 11/19:40 am -
Nonstop3h 56m
Fri 11/67:00 am -
Nonstop4h 03m
Deal found 9/12![JetBlue logo]()
$337
This United Airlines deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 11/227:36 pm -
Nonstop4h 00m
Mon 12/78:05 am -
1 stop7h 19m
Deal found 9/10![United Airlines logo]()
$354
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/198:36 am -
Nonstop3h 57m
Sat 10/247:05 pm -
Nonstop3h 51m
Deal found 9/10![Delta logo]()
$459
This JetBlue deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/212:00 pm -
Nonstop3h 55m
Wed 11/47:00 am -
1 stop8h 16m
Deal found 9/11![JetBlue logo]()
$347
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/46:10 am -
2 stops14h 28m
Thu 10/81:00 am -
2 stops8h 43m
Deal found 9/11![United Airlines logo]()
$357
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/55:02 pm -
Nonstop3h 58m
Thu 12/109:59 am -
1 stop6h 25m
Deal found 9/14![JetBlue logo]()
$351
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/218:08 pm -
Nonstop3h 51m
Mon 11/237:00 am -
Nonstop3h 48m
Deal found 9/13![Delta logo]()
$479
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/46:10 am -
2 stops14h 28m
Sat 10/101:00 am -
2 stops8h 32m
Deal found 9/12![United Airlines logo]()
$367
This JetBlue deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/233:50 pm -
Nonstop4h 03m
Tue 10/2710:45 am -
Nonstop4h 04m
Deal found 9/13![JetBlue logo]()
$352
This Delta deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/198:35 am -
Nonstop4h 02m
Fri 11/138:55 pm -
Nonstop4h 03m
Deal found 9/10![Delta logo]()
$483
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated September 15, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/258:02 pm -
Nonstop3h 59m
Thu 10/12:51 pm -
Nonstop4h 01m
Deal found 9/14![Frontier logo]()
$156
This Frontier deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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.
Fri 9/258:02 pm -
Nonstop3h 59m
Wed 9/305:27 pm -
Nonstop4h 00m
Deal found 9/11![Frontier logo]()
$167
This Super.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/281:50 pm -
Nonstop3h 58m
Sat 10/312:59 am -
Nonstop3h 48m
Deal found 9/10![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 9/2912:25 pm -
Nonstop3h 57m
Sat 10/312:59 am -
Nonstop3h 48m
Deal found 9/10![Frontier logo]()
$165
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:02 pm -
Nonstop3h 59m
Mon 10/512:59 am -
Nonstop3h 48m
Deal found 9/15![Frontier logo]()
$160
This Super.com deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” 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 10/66:24 am -
Nonstop3h 49m
Sun 10/1112:59 am -
Nonstop4h 05m
Deal found 9/10![Frontier logo]()
$164
This CheapOair deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1411:43 am -
Nonstop3h 50m
Wed 10/217:15 am -
Nonstop4h 06m
Deal found 9/10![Multiple Airlines logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/1511:23 am -
Nonstop3h 56m
Wed 10/217:15 am -
Nonstop4h 06m
Deal found 9/13![Frontier logo]()
$162
This CheapOair deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/168:02 pm -
Nonstop3h 52m
Mon 10/196:15 am -
Nonstop4h 03m
Deal found 9/11![Frontier logo]()
$163
This Frontier deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Fri 10/168:02 pm -
Nonstop3h 52m
Sat 10/1712:59 am -
Nonstop4h 05m
Deal found 9/14![Frontier logo]()
$166
This Super.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Sat 10/176:24 am -
Nonstop3h 55m
Fri 10/2312:59 am -
Nonstop4h 05m
Deal found 9/14![Frontier logo]()
$157
This Cheapflightsfares deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:23 am -
Nonstop3h 56m
Sat 10/2412:59 am -
Nonstop4h 05m
Deal found 9/13![Frontier logo]()
$158
One-way flights from USA to CaribbeanSearch for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This Super.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Sun 9/201:50 pm -
Nonstop3h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$74
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2212:25 pm -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$75
This Cheapflightsfares deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:24 am -
Nonstop3h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$76
This Super.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Sun 10/48:02 pm -
Nonstop3h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$77
This Super.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/258:02 pm -
Nonstop3h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Frontier logo]()
$78
This CheapOair deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/28:02 pm -
Nonstop3h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/1412:30 pm -
Nonstop3h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Frontier logo]()
$80
This Super.com deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/168:02 pm -
Nonstop3h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Frontier logo]()
$82
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:25 pm -
Nonstop3h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$83
This JetBlue deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/246:40 pm -
1 stop6h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![JetBlue logo]()
$126
This JetBlue deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/93:14 pm -
1 stop8h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![JetBlue logo]()
$126
This eDestinos deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/95:30 am -
1 stop8h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Arajet logo]()
$130
Find flight deals from USA to Caribbean
Keep the following information in mind while searching for USA to Caribbean flight deals. Data was last updated September 15, 2026.
Round-trip from | $156 (Super.com) |
|---|---|
One-way from | $74 (Super.com) |
Popular in | July |
Cheapest in | October |
Average price | $299 |
Good round-trip deal | $159 or less |
Good one-way deal | $86 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from USA to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 15, 2026.
Use the filters below to find and compare flights from the United States to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Wed 11/4
11:37 am-4:29 pm
Nonstop3h 52m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$114
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sun 11/8
11:37 am-4:29 pm
Nonstop3h 52m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$114
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sun 11/8
6:00 am-9:00 pm
2 stops14h 00m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$125
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Wed 12/9
5:20 pm-1:59 am
1 stop7h 39m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$131
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sun 11/8
5:20 am-12:40 pm
1 stop6h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$132
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Sat 11/14
6:15 am-10:22 pm
2 stops15h 07m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$132
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Tue 11/10
5:15 am-5:43 pm
1 stop11h 28m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$132
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Wed 11/18
3:14 pm-1:13 am
1 stop8h 59m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$136
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Tue 9/29
6:30 am-1:45 pm
1 stop7h 15m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$137
PhiladelphiaSan Juan
PHL Philadelphia - SJU San Juan Luis Munoz Marin Intl
PHLSJU
Philadelphia
Tue 9/29
6:10 am-8:38 pm
2 stops14h 28m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$147
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from USA to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from USA with our price prediction graph.
PHL-SJU
JFK-SJU
JFK-AUA
JFK-MBJ
EWR-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 the United States to Caribbean
US0-0CB
PHL-SJU
JFK-SJU
JFK-AUA
JFK-MBJ
What is the cheapest month to book a flight from USA to Caribbean?
Currently, January is the cheapest month in which you can book a flight from USA to Caribbean (average of $435). Flying from USA to Caribbean in December is currently the most expensive (average of $588). 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 US to CB?
Find hourly flight availability from USA to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2026.
One of the essential ways to save on airfare from USA to Caribbean is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 20% on airfare.
How far ahead should I book a flight from USA to Caribbean?
To ensure you get the cheapest price possible for a flight from USA to Caribbean, you should look to book at least 29 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from USA to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from USA to Caribbean. Price data was last updated on September 12, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated September 15, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from the United States to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Food
7.2
Crew
8.5
Entertainment
7.8
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Related info for your journey
Find useful and relevant information for your journey from USA to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for USA to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from USA to Caribbean by cabin class
Find flights from USA to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
USA and Caribbean flights
Browse other USA and Caribbean flight options. Last updated on September 15, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Caribbean
Find the right flight back to USA after your stay in Caribbean
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
USA to Caribbean flights
Consider these flights traveling from USA to Caribbean.
Top 10 airlines flying from USA to Caribbean
Discover the top 10 airlines that operate flights from USA to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$431 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$92 | Average$365 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$100 | Average$533 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$570 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$141 | Average$599 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$142 | Average$554 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$166 | Average$597 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$451 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$629 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$194 | Average$489 | FlexibilityNo cancel fee | On-time71% |