$125+ Cheap flights from New York, NY (NYC) 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 9/26. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SJU
Oct 3 — Oct 101
Round-trip
1 adult, Economy
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Find cheap flights from New York 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
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 New York to Caribbean Islands
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Cheapest flights from New York to Caribbean IslandsExplore the most affordable flight options available from New York to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 3, 2026.
Explore the most affordable flight options available from New York to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 3, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/33:30 pm -
Nonstop4h 04m
Wed 10/710:30 am -
Nonstop3h 56m
Deal found 8/31![JetBlue logo]()
$248
This Super.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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
Wed 9/306:00 am -
Nonstop3h 52m
Deal found 9/1![JetBlue logo]()
$250
This JetBlue deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/223:30 pm -
Nonstop4h 04m
Wed 9/236:00 am -
Nonstop3h 52m
Deal found 9/1![JetBlue logo]()
$252
This JetBlue deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/2012:15 pm -
Nonstop3h 57m
Sat 9/266:00 am -
Nonstop3h 52m
Deal found 8/30![JetBlue logo]()
$256
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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
Wed 9/307:30 am -
Nonstop3h 53m
Deal found 8/31![Delta logo]()
$257
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/279:00 pm -
1 stop12h 46m
Wed 10/2812:41 pm -
1 stop9h 48m
Deal found 9/2![American Airlines logo]()
$261
This Jetabroad deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/612:15 pm -
Nonstop3h 56m
Tue 10/136:00 am -
Nonstop3h 52m
Deal found 9/1![JetBlue logo]()
$262
This Cheapflightsfares deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Mon 10/263:45 pm -
Nonstop3h 57m
Tue 10/276:00 am -
Nonstop4h 02m
Deal found 9/1![JetBlue logo]()
$263
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/217:59 am -
1 stop6h 51m
Tue 9/292:58 pm -
1 stop10h 01m
Deal found 8/31![American Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/29:35 pm -
2 stops13h 25m
Tue 10/66:30 am -
1 stop16h 26m
Deal found 9/2![American Airlines logo]()
$266
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/266:31 pm -
1 stop14h 53m
Wed 9/302:58 pm -
1 stop9h 58m
Deal found 9/2![American Airlines logo]()
$266
This Priceline deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:55 am -
1 stop11h 48m
Sat 10/35:00 pm -
Nonstop4h 08m
Deal found 9/2![Multiple Airlines logo]()
$267
Best flights from New York to Caribbean IslandsDiscover carefully curated flight deals from New York to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 3, 2026.
Discover carefully curated flight deals from New York to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 3, 2026.
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/208:00 am -
Nonstop4h 03m
Thu 9/241:16 pm -
Nonstop4h 09m
Deal found 8/31![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/118:00 am -
Nonstop3h 57m
Wed 10/144:55 pm -
1 stop7h 04m
Deal found 8/29![United Airlines logo]()
$302
This Arajet deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 2/1011:59 pm -
Nonstop4h 26m
Sun 2/146:10 am -
Nonstop4h 20m
Deal found 8/30![Arajet logo]()
$335
This Arajet deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 1/2711:00 am -
1 stop8h 55m
Tue 2/28:10 pm -
Nonstop4h 20m
Deal found 9/2![Multiple Airlines logo]()
$431
This Copa Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Thu 1/142:20 am -
1 stop15h 09m
Sat 1/237:27 pm -
1 stop22h 50m
Deal found 9/2![Copa Airlines logo]()
$431
This JetBlue deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/189:59 pm -
Nonstop3h 56m
Sat 12/55:02 am -
Nonstop3h 58m
Deal found 8/29![JetBlue logo]()
$462
This WorldTicket deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WorldTicket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2312:59 am -
Nonstop4h 30m
Sun 1/176:10 am -
Nonstop4h 20m
Deal found 8/31![WorldTicket logo]()
$496
This Arajet deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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.
Fri 1/2211:59 pm -
Nonstop4h 26m
Fri 2/127:10 pm -
Nonstop4h 20m
Deal found 8/29![Arajet logo]()
$335
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 10/98:00 am -
Nonstop3h 57m
Fri 10/164:55 pm -
1 stop7h 04m
Deal found 8/29![United Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/189:35 pm -
2 stops16h 40m
Sun 9/273:15 pm -
2 stops22h 15m
Deal found 9/2![American Airlines logo]()
$683
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/127:29 pm -
Nonstop4h 20m
Sat 9/197:30 am -
Nonstop3h 53m
Deal found 8/31![Delta logo]()
$357
This Arajet deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 2/1611:59 pm -
Nonstop4h 26m
Tue 2/236:10 am -
Nonstop4h 20m
Deal found 8/30![Arajet logo]()
$335
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 11/77:30 pm -
Nonstop4h 22m
Sun 11/157:00 am -
Nonstop4h 04m
Deal found 8/31![Delta logo]()
$372
This United Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 11/67:36 pm -
Nonstop4h 00m
Wed 11/112:35 pm -
Nonstop4h 18m
Deal found 8/31![United Airlines logo]()
$387
This Arajet deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/2912:00 pm -
1 stop9h 40m
Sun 10/41:55 pm -
1 stop9h 35m
Deal found 8/29![Multiple Airlines logo]()
$461
This JetBlue deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 11/1310:10 am -
Nonstop3h 45m
Sun 11/292:35 am -
Nonstop3h 49m
Deal found 8/30![JetBlue logo]()
$464
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/87:29 pm -
Nonstop4h 20m
Sat 9/125:59 pm -
1 stop7h 00m
Deal found 8/29![Delta logo]()
$387
This United Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 11/98:19 am -
Nonstop3h 56m
Sat 11/147:35 pm -
Nonstop4h 19m
Deal found 9/1![United Airlines logo]()
$387
This Copa Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 11/88:33 am -
1 stop12h 32m
Sun 11/157:10 am -
1 stop11h 07m
Deal found 9/2![Copa Airlines logo]()
$470
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/1211:15 am -
1 stop11h 04m
Wed 9/161:16 pm -
Nonstop4h 09m
Deal found 9/1![Delta logo]()
$387
This United Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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
Sat 10/31:00 am -
Nonstop4h 04m
Deal found 8/29![United Airlines logo]()
$387
This Arajet deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/1512:00 pm -
Nonstop4h 19m
Sun 10/182:05 am -
1 stop8h 25m
Deal found 8/31![Multiple Airlines logo]()
$471
This Arajet deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 12/311:00 am -
Nonstop4h 26m
Sun 12/68:10 pm -
Nonstop4h 20m
Deal found 9/2![Arajet logo]()
$431
This JetBlue deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/306:00 am -
1 stop8h 25m
Tue 11/33:53 pm -
Nonstop4h 06m
Deal found 9/1![JetBlue logo]()
$475
This Copa Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Tue 11/32:15 am -
1 stop18h 50m
Sun 11/87:10 am -
1 stop20h 49m
Deal found 8/30![Copa Airlines logo]()
$507
This United Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 11/16:00 am -
1 stop6h 15m
Tue 11/32:35 pm -
Nonstop4h 18m
Deal found 8/31![United Airlines logo]()
$392
This JetBlue deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 11/411:05 pm -
Nonstop3h 42m
Tue 11/106:46 am -
Nonstop3h 59m
Deal found 8/29![JetBlue logo]()
$476
This Arajet deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/1712:59 am -
Nonstop4h 18m
Sun 10/41:55 pm -
1 stop9h 35m
Deal found 9/1![Multiple Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/138:00 am -
Nonstop4h 05m
Sun 10/186:45 am -
Nonstop4h 00m
Deal found 8/31![Delta logo]()
$396
This Arajet deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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.
Fri 9/1812:00 pm -
Nonstop4h 30m
Mon 9/216:10 am -
Nonstop4h 20m
Deal found 8/29![Arajet logo]()
$443
Last-minute flights from New York to Caribbean IslandsDiscover last-minute flight deals from New York to Caribbean Islands. Data last updated September 3, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Caribbean Islands. Data last updated September 3, 2026 and is based on user searches.
This JetBlue deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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 9/2012:15 pm -
Nonstop3h 57m
Sat 9/266:00 am -
Nonstop3h 52m
Deal found 8/30![JetBlue logo]()
$256
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/217:59 am -
1 stop6h 51m
Tue 9/292:58 pm -
1 stop10h 01m
Deal found 8/31![American Airlines logo]()
$265
This JetBlue deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/223:30 pm -
Nonstop4h 04m
Wed 9/236:00 am -
Nonstop3h 52m
Deal found 9/1![JetBlue logo]()
$252
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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
Wed 9/307:30 am -
Nonstop3h 53m
Deal found 8/31![Delta logo]()
$257
This Super.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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
Wed 9/306:00 am -
Nonstop3h 52m
Deal found 9/1![JetBlue logo]()
$250
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/266:31 pm -
1 stop14h 53m
Wed 9/302:58 pm -
1 stop9h 58m
Deal found 9/2![American Airlines logo]()
$266
This Priceline deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/295:55 am -
1 stop11h 48m
Thu 10/15:55 pm -
Nonstop4h 06m
Deal found 9/1![Multiple Airlines logo]()
$267
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/29:35 pm -
2 stops13h 25m
Tue 10/66:30 am -
1 stop16h 26m
Deal found 9/2![American Airlines logo]()
$266
This Cheapflightsfares deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/33:30 pm -
Nonstop4h 04m
Wed 10/710:30 am -
Nonstop3h 56m
Deal found 8/31![JetBlue logo]()
$248
This Jetabroad deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/612:15 pm -
Nonstop3h 56m
Tue 10/136:00 am -
Nonstop3h 52m
Deal found 9/1![JetBlue logo]()
$262
This Cheapflightsfares deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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.
Mon 10/263:45 pm -
Nonstop3h 57m
Tue 10/276:00 am -
Nonstop4h 02m
Deal found 9/1![JetBlue logo]()
$263
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/279:00 pm -
1 stop12h 46m
Wed 10/2812:41 pm -
1 stop9h 48m
Deal found 9/2![American Airlines logo]()
$261
One-way flights from New York to Caribbean IslandsSearch for one-way flight options from New York to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated September 3, 2026.
Search for one-way flight options from New York to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated September 3, 2026.
This Super.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 8/29![JetBlue logo]()
$125
This Super.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 9/2912:15 pm -
Nonstop3h 57m
Deal found 9/1![JetBlue logo]()
$126
This Cheapflightsfares deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” 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.
Sun 10/49:30 am -
Nonstop4h 09m
Deal found 8/30![JetBlue logo]()
$127
This JetBlue deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 10/3112:00 pm -
Nonstop3h 55m
Deal found 8/31![JetBlue logo]()
$129
This Super.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” 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 10/186:00 am -
1 stop7h 27m
Deal found 9/1![JetBlue logo]()
$131
This Jetabroad deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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.
Sat 10/246:35 am -
1 stop8h 39m
Deal found 8/29![JetBlue logo]()
$132
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 stop12h 46m
Deal found 9/2![American Airlines logo]()
$133
This American Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” 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 9/197:59 am -
1 stop6h 51m
Deal found 8/29![American Airlines logo]()
$134
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 10/236:45 pm -
1 stop15h 01m
Deal found 9/2![American Airlines logo]()
$135
This American Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/225:50 am -
1 stop14h 57m
Deal found 8/31![American Airlines logo]()
$136
This Cheapflightsfares deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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.
Mon 10/199:50 am -
Nonstop3h 59m
Deal found 9/2![JetBlue logo]()
$137
This American Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” 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 9/235:45 pm -
1 stop15h 39m
Deal found 9/2![American Airlines logo]()
$138
Find flight deals from New York to Caribbean Islands
Keep the following information in mind while searching for New York to Caribbean Islands flight deals. Data was last updated September 3, 2026.
Round-trip from | $248 (Cheapflightsfares) |
|---|---|
One-way from | $125 (Super.com) |
Popular in | July |
Cheapest in | October |
Average price | $262 |
Cheapflights Fare Finder
Customize your flight search to find flights from New York 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 September 3, 2026.
Use the filters below to find and compare flights from New York to Caribbean Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Sun 9/20
8:00 am-12:03 pm
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Thu 9/24
1:16 pm-5:25 pm
Nonstop4h 09m
$302
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Sun 10/11
8:00 am-11:57 am
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Wed 10/14
4:55 pm-11:59 pm
1 stop7h 04m
$302
NewarkSanto Domingo
EWR Newark - SDQ Santo Domingo Las Americas
EWRSDQ
Newark
Wed 2/10
11:59 pm-5:25 am
Nonstop4h 26m
Santo Domingo Las Americas
Sun 2/14
6:10 am-9:30 am
Nonstop4h 20m
$335
NewarkSanto Domingo
EWR Newark - SDQ Santo Domingo Las Americas
EWRSDQ
Newark
Fri 1/22
11:59 pm-5:25 am
Nonstop4h 26m
Santo Domingo Las Americas
Fri 2/12
7:10 pm-10:30 pm
Nonstop4h 20m
$335
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Fri 10/9
8:00 am-11:57 am
Nonstop3h 57m
San Juan Luis Munoz Marin Intl
Fri 10/16
4:55 pm-11:59 pm
1 stop7h 04m
$335
NewarkSanto Domingo
EWR Newark - SDQ Santo Domingo Las Americas
EWRSDQ
Newark
Tue 2/16
11:59 pm-5:25 am
Nonstop4h 26m
Santo Domingo Las Americas
Tue 2/23
6:10 am-9:30 am
Nonstop4h 20m
$335
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Sat 9/12
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Sat 9/19
7:30 am-11:23 am
Nonstop3h 53m
$357
New YorkSan Juan
JFK New York John F Kennedy Intl - SJU San Juan Luis Munoz Marin Intl
JFKSJU
New York John F Kennedy Intl
Sat 11/7
7:30 pm-12:52 am
Nonstop4h 22m
San Juan Luis Munoz Marin Intl
Sun 11/15
7:00 am-10:04 am
Nonstop4h 04m
$372
NewarkSan Juan
EWR Newark - SJU San Juan Luis Munoz Marin Intl
EWRSJU
Newark
Fri 11/6
7:36 pm-12:36 am
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Wed 11/11
2:35 pm-5:53 pm
Nonstop4h 18m
$387
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 9/8
7:29 pm-11:49 pm
Nonstop4h 20m
San Juan Luis Munoz Marin Intl
Sat 9/12
5:59 pm-12:59 am
1 stop7h 00m
$387
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from New York to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from New York with our price prediction graph.
EWR-SJU
JFK-SJU
EWR-SDQ
JFK-STI
EWR-PUJ
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 New York to Caribbean Islands
NYC-zzEPX
EWR-SJU
JFK-SJU
EWR-SDQ
JFK-STI
What is the cheapest month to book a flight from New York to Caribbean Islands?
Currently, January is the cheapest month in which you can book a flight from New York to Caribbean Islands (average of $435). Flying from New York to Caribbean Islands in December is currently the most expensive (average of $636). 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 NYC to EPX?
Find hourly flight availability from New York 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 September 3, 2026.
One of the essential ways to save on airfare from New York to Caribbean Islands is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 24% on airfare.
Weekly flight availability from New York to Caribbean Islands
Explore weekly flight availability from New York 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 September 3, 2026.
The most flights from NYC to zzEPX are scheduled on a Monday (65 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (28 on average).
How far ahead should I book a flight from New York to Caribbean Islands?
The best time to book flights from New York to Caribbean Islands is 27 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest day to fly from New York to Caribbean Islands?
Use this chart to determine the cheapest time to fly round-trip from New York to Caribbean Islands. Price data was last updated on August 29, 2026.
Travelers seeking maximum savings on their New York to Caribbean Islands flight should consider departing on Friday evenings when fares are most often at their lowest. Thursday mornings 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 September 3, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican Airlines from New York to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Related info for your journey
Find useful and relevant information for your journey from New York 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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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for New York 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 New York to Caribbean Islands by cabin class
Find flights from New York to Caribbean Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
New York and Caribbean Islands flights
Browse other New York and Caribbean Islands flight options. Last updated on September 3, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
New York to Caribbean Islands flights
Consider these flights traveling from New York to Caribbean Islands.
Top 10 airlines flying from New York to Caribbean Islands
Discover the top 10 airlines that operate flights from New York 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 September 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$86 | Average$430 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$92 | Average$378 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$120 | Average$542 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$156 | Average$541 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$165 | Average$496 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$178 | Average$532 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$185 | Average$541 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$191 | Average$473 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$194 | Average$502 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$229 | Average$421 | FlexibilityNo cancel fee | On-timeN/A |