$122+ Cheap flights from the United States to Caribbean
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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
LAX — SJU
Sep 25 — Oct 21
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 August 26, 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 August 26, 2026.
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Wed 9/236:00 am -
Nonstop3h 52m
Deal found 8/26![JetBlue logo]()
$248
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:15 pm -
Nonstop3h 57m
Sat 9/196:00 am -
Nonstop3h 52m
Deal found 8/23![JetBlue logo]()
$249
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:45 pm -
Nonstop3h 57m
Wed 10/286:00 am -
Nonstop4h 02m
Deal found 8/23![JetBlue logo]()
$250
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Fri 9/256:00 am -
Nonstop3h 52m
Deal found 8/23![JetBlue logo]()
$251
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 9/153:30 pm -
Nonstop4h 04m
Wed 9/166:00 am -
Nonstop3h 52m
Deal found 8/25![JetBlue logo]()
$252
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:15 pm -
Nonstop3h 57m
Wed 9/306:00 am -
Nonstop3h 52m
Deal found 8/21![JetBlue logo]()
$255
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:44 pm -
1 stop7h 15m
Tue 10/66:00 am -
1 stop8h 16m
Deal found 8/23![JetBlue logo]()
$256
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.
Sat 9/197:29 pm -
Nonstop4h 20m
Fri 9/257:30 am -
Nonstop3h 53m
Deal found 8/26![Delta logo]()
$257
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:50 am -
Nonstop4h 08m
Tue 10/206:00 am -
Nonstop3h 52m
Deal found 8/26![JetBlue logo]()
$260
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:45 pm -
1 stop16h 01m
Wed 10/283:51 pm -
1 stop6h 38m
Deal found 8/26![American Airlines logo]()
$261
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/213:50 pm -
Nonstop4h 03m
Fri 10/2310:30 am -
Nonstop3h 56m
Deal found 8/26![JetBlue logo]()
$264
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.
Sun 9/205:30 am -
1 stop15h 17m
Thu 9/242:58 pm -
1 stop7h 51m
Deal found 8/25![American Airlines logo]()
$266
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 August 26, 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 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.
Sat 9/128:00 am -
Nonstop3h 57m
Sat 9/126:45 pm -
Nonstop4h 01m
Deal found 8/21![United Airlines logo]()
$312
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.
Mon 1/252:30 pm -
1 stop8h 20m
Tue 2/26:30 pm -
1 stop7h 28m
Deal found 8/24![Delta logo]()
$356
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1111:00 am -
Nonstop4h 26m
Mon 11/166:10 am -
Nonstop4h 20m
Deal found 8/21![Arajet logo]()
$365
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/17:59 am -
1 stop9h 36m
Fri 2/58:15 am -
Nonstop4h 03m
Deal found 8/23![JetBlue logo]()
$378
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1812:00 pm -
1 stop11h 15m
Tue 10/206:10 am -
Nonstop4h 20m
Deal found 8/24![Multiple Airlines logo]()
$385
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/101:16 am -
1 stop9h 56m
Wed 1/203:40 pm -
1 stop24h 20m
Deal found 8/21![Copa Airlines logo]()
$450
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/79:47 am -
Nonstop3h 58m
Fri 9/113:56 pm -
1 stop9h 01m
Deal found 8/22![United Airlines logo]()
$321
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.
Tue 9/227:29 pm -
Nonstop4h 20m
Tue 9/295:59 pm -
1 stop7h 00m
Deal found 8/25![Delta logo]()
$357
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.
Fri 9/116:00 am -
1 stop6h 54m
Sat 9/126:45 pm -
Nonstop4h 01m
Deal found 8/21![United Airlines logo]()
$337
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/412:00 pm -
1 stop11h 15m
Thu 10/151:45 pm -
1 stop9h 45m
Deal found 8/26![Multiple Airlines logo]()
$395
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.
Wed 10/77:29 pm -
Nonstop4h 15m
Mon 10/126:45 am -
Nonstop4h 00m
Deal found 8/25![Delta logo]()
$372
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:40 am -
1 stop8h 13m
Fri 11/137:00 am -
Nonstop4h 03m
Deal found 8/21![JetBlue logo]()
$412
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:59 am -
Nonstop4h 30m
Thu 10/156:10 am -
Nonstop4h 20m
Deal found 8/25![Arajet logo]()
$419
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/511:59 pm -
Nonstop4h 26m
Thu 11/122:05 pm -
1 stop9h 25m
Deal found 8/22![Multiple Airlines logo]()
$407
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.
Mon 11/236:53 pm -
Nonstop4h 01m
Wed 12/27:00 am -
Nonstop4h 09m
Deal found 8/24![Delta logo]()
$377
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:15 am -
1 stop18h 50m
Sat 11/73:46 pm -
1 stop26h 31m
Deal found 8/24![Copa Airlines logo]()
$462
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.
Fri 10/27:47 pm -
Nonstop4h 03m
Sun 10/46:45 pm -
Nonstop4h 01m
Deal found 8/23![United Airlines logo]()
$387
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1112:00 pm -
1 stop11h 15m
Fri 10/167:10 pm -
Nonstop4h 20m
Deal found 8/22![Multiple Airlines logo]()
$407
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/109:15 am -
Nonstop3h 55m
Thu 11/1911:11 am -
Nonstop3h 58m
Deal found 8/21![JetBlue logo]()
$463
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/18:03 am -
Nonstop4h 40m
Wed 2/103:10 pm -
Nonstop5h 00m
Deal found 8/21![Delta logo]()
$385
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.
Thu 11/126:00 am -
1 stop6h 15m
Sat 11/142:05 am -
Nonstop4h 19m
Deal found 8/23![United Airlines logo]()
$392
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/42:44 pm -
1 stop25h 51m
Mon 11/95:54 pm -
1 stop24h 23m
Deal found 8/22![Copa Airlines logo]()
$486
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:00 pm -
1 stop9h 40m
Fri 9/256:10 am -
Nonstop4h 20m
Deal found 8/26![Multiple Airlines logo]()
$415
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.
Wed 9/97:29 pm -
Nonstop4h 20m
Sat 9/125:59 pm -
1 stop7h 00m
Deal found 8/23![Delta logo]()
$387
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1911:00 am -
Nonstop4h 26m
Thu 11/267:10 pm -
Nonstop4h 20m
Deal found 8/25![Arajet logo]()
$522
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.
Sat 11/148:50 pm -
1 stop12h 00m
Wed 11/188:40 pm -
Nonstop3h 48m
Deal found 8/25![JetBlue logo]()
$475
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.
Sat 10/176:00 am -
1 stop8h 44m
Thu 10/224:55 pm -
1 stop7h 04m
Deal found 8/25![United Airlines logo]()
$396
This Arajet 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:59 am -
Nonstop4h 30m
Sat 10/171:40 pm -
1 stop9h 50m
Deal found 8/22![Multiple Airlines logo]()
$415
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 11/116:00 pm -
1 stop13h 02m
Fri 11/272:35 am -
Nonstop3h 49m
Deal found 8/22![JetBlue logo]()
$475
This United 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:00 am -
1 stop6h 15m
Fri 11/138:25 am -
1 stop8h 52m
Deal found 8/22![United Airlines logo]()
$396
Last-minute flights from USA to CaribbeanDiscover last-minute flight deals from USA to Caribbean. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from USA to Caribbean. Data last updated August 26, 2026 and is based on user searches.
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:15 pm -
Nonstop3h 57m
Sat 9/196:00 am -
Nonstop3h 52m
Deal found 8/21![JetBlue logo]()
$250
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:15 pm -
Nonstop3h 57m
Sat 9/196:00 am -
Nonstop3h 52m
Deal found 8/23![JetBlue logo]()
$249
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 9/153:30 pm -
Nonstop4h 04m
Wed 9/166:00 am -
Nonstop3h 52m
Deal found 8/25![JetBlue logo]()
$252
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1512:30 pm -
1 stop9h 30m
Sat 9/266:00 am -
1 stop6h 34m
Deal found 8/23![JetBlue logo]()
$256
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:59 am -
1 stop8h 51m
Tue 9/296:00 am -
1 stop6h 34m
Deal found 8/24![JetBlue logo]()
$261
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:44 pm -
1 stop7h 16m
Tue 9/226:00 am -
Nonstop3h 52m
Deal found 8/22![JetBlue logo]()
$264
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Wed 9/236:00 am -
Nonstop3h 52m
Deal found 8/26![JetBlue logo]()
$248
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Fri 9/256:00 am -
Nonstop3h 52m
Deal found 8/23![JetBlue logo]()
$251
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.
Sat 9/197:29 pm -
Nonstop4h 20m
Fri 9/257:30 am -
Nonstop3h 53m
Deal found 8/26![Delta logo]()
$257
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/209:30 am -
Nonstop4h 09m
Tue 10/610:30 am -
Nonstop3h 56m
Deal found 8/25![JetBlue logo]()
$265
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.
Sun 9/205:30 am -
1 stop15h 17m
Thu 9/242:58 pm -
1 stop7h 51m
Deal found 8/25![American Airlines logo]()
$266
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:15 pm -
Nonstop3h 57m
Wed 9/306:00 am -
Nonstop3h 52m
Deal found 8/21![JetBlue logo]()
$255
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 August 26, 2026.
Search for one-way flight options from USA to Caribbean. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Jetabroad 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:30 pm -
1 stop7h 26m
Deal found 8/24![JetBlue logo]()
$122
This Faresmojo 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:00 pm -
Nonstop3h 59m
Deal found 8/23![JetBlue logo]()
$124
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/193:30 pm -
Nonstop4h 04m
Deal found 8/23![JetBlue logo]()
$125
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/263:30 pm -
Nonstop4h 04m
Deal found 8/22![JetBlue logo]()
$126
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:30 am -
Nonstop3h 58m
Deal found 8/22![JetBlue logo]()
$128
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.
Sat 10/177:29 pm -
Nonstop4h 15m
Deal found 8/26![Delta logo]()
$129
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/252:44 pm -
1 stop7h 16m
Deal found 8/23![JetBlue logo]()
$130
This Super.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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/237:30 am -
1 stop7h 57m
Deal found 8/23![JetBlue logo]()
$132
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/169:00 pm -
1 stop14h 31m
Deal found 8/26![American Airlines logo]()
$133
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 10/176:00 am -
1 stop9h 01m
Deal found 8/25![American Airlines logo]()
$134
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2011:59 pm -
1 stop9h 16m
Deal found 8/24![Arajet logo]()
$135
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1711:59 pm -
1 stop9h 16m
Deal found 8/25![Arajet logo]()
$136
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 August 26, 2026.
Round-trip from | $248 (Cheapflightsfares) |
|---|---|
One-way from | $122 (Jetabroad) |
Popular in | July |
Cheapest in | October |
Average price | $376 |
Good round-trip deal | $116 or less |
Good one-way deal | $99 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 August 26, 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
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Sat 9/12
8:00 am-11:57 am
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Sat 9/12
6:45 pm-10:46 pm
Nonstop4h 01m
$312
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Mon 9/7
9:47 am-1:45 pm
Nonstop3h 58m
San Juan Luis Munoz Marin Intl
Fri 9/11
3:56 pm-12:57 am
1 stop9h 01m
$321
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Fri 9/11
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Sat 9/12
6:45 pm-10:46 pm
Nonstop4h 01m
$337
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Mon 1/25
2:30 pm-11:50 pm
1 stop8h 20m
San Juan Luis Munoz Marin Intl
Tue 2/2
6:30 pm-12:58 am
1 stop7h 28m
$356
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Tue 9/22
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Tue 9/29
5:59 pm-12:59 am
1 stop7h 00m
$357
NewarkSanto Domingo
EWR Newark - SDQ Santo Domingo Las Americas
EWRSDQ
Newark
Wed 11/11
11:00 am-4:26 pm
Nonstop4h 26m
Santo Domingo Las Americas
Mon 11/16
6:10 am-9:30 am
Nonstop4h 20m
$365
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 10/7
7:29 pm-11:44 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Mon 10/12
6:45 am-10:45 am
Nonstop4h 00m
$372
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Mon 11/23
6:53 pm-11:54 pm
Nonstop4h 01m
San Juan Luis Munoz Marin Intl
Wed 12/2
7:00 am-10:09 am
Nonstop4h 09m
$377
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Mon 2/1
7:59 am-6:35 pm
1 stop9h 36m
San Juan Luis Munoz Marin Intl
Fri 2/5
8:15 am-11:18 am
Nonstop4h 03m
$378
NewarkSanto Domingo
EWR Newark - SDQ Santo Domingo Las Americas
EWRSDQ
Newark
Sun 10/18
12:00 pm-11:15 pm
1 stop11h 15m
Santo Domingo Las Americas
Tue 10/20
6:10 am-10:30 am
Nonstop4h 20m
$385
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.
JFK-SJU
EWR-AUA
EWR-SDQ
EWR-PUJ
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
JFK-SJU
EWR-AUA
EWR-SDQ
EWR-PUJ
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 $434). Flying from USA to Caribbean in December is currently the most expensive (average of $586). 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 August 26, 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 19% 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 August 22, 2026.
Travelers seeking maximum savings on their USA to Caribbean flight should consider departing on Tuesday at noon 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 August 26, 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.
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Entertainment
7.8
Comfort
7.8
Crew
8.5
Food
7.2
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
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 August 26, 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 August 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$443 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$92 | Average$358 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$100 | Average$528 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$571 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$141 | Average$755 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$142 | Average$545 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$162 | Average$483 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$166 | Average$597 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$169 | Average$456 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$185 | Average$624 | FlexibilityNo cancel fee | On-time71% |