$92+ Cheap flights from New York, NY (NYC) 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SJU
Jun 12 — Jun 191
Round-trip
1 adult, Economy
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Find cheap flights from New York 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 New York to Caribbean
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Cheapest flights from New York to CaribbeanExplore the most affordable flight options available from New York to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 13, 2026.
Explore the most affordable flight options available from New York to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 13, 2026.
This SmartFares deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/88:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Wed 6/176:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 5/9![JetBlue logo]()
$242
This eDestinos deal was found by Cheapflights users on 5/11. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/411:30 am
EWR
- SJU
1 stop14h 24m
Frontier
Mon 9/219:03 am
SJU
- EWR
1 stop25h 24m
Frontier
Deal found 5/11![Frontier logo]()
$250
This Cheapflightsfares deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 6/18:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Thu 6/48:41 am
SJU
- EWR
Nonstop4h 04m
JetBlue
Deal found 5/8![JetBlue logo]()
$252
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:55 am
EWR
- SJU
1 stop8h 20m
Frontier
Wed 8/265:15 pm
SJU
- EWR
1 stop7h 50m
Frontier
Deal found 5/11![Frontier logo]()
$253
This Super.com deal was found by Cheapflights users on 5/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/411:30 am
EWR
- SJU
1 stop11h 59m
Frontier
Tue 8/115:15 pm
SJU
- EWR
1 stop7h 48m
Frontier
Deal found 5/12![Frontier logo]()
$255
This Frontier deal was found by Cheapflights users on 5/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/15:55 am
EWR
- SJU
1 stop8h 20m
Frontier
Thu 9/174:30 pm
SJU
- EWR
1 stop8h 29m
Frontier
Deal found 5/12![Frontier logo]()
$256
This United Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 6/17:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Wed 6/31:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/8![United Airlines logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:30 am
EWR
- SJU
1 stop14h 41m
Frontier
Tue 8/115:15 pm
SJU
- EWR
1 stop7h 48m
Frontier
Deal found 5/12![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/304:45 pm
LGA
- SJU
1 stop24h 49m
Frontier
Mon 8/109:00 am
SJU
- LGA
1 stop10h 30m
Frontier
Deal found 5/12![Frontier logo]()
$265
This Jetabroad deal was found by Cheapflights users on 5/10. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1310:25 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Wed 6/176:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 5/10![JetBlue logo]()
$265
This American Airlines deal was found by Cheapflights users on 5/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 am
LGA
- SJU
1 stop7h 38m
American Airlines
Wed 8/261:38 pm
SJU
- LGA
1 stop7h 47m
American Airlines
Deal found 5/11![American Airlines logo]()
$266
This Trip.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/254:56 pm
LGA
- SJU
1 stop24h 29m
Frontier
Mon 8/313:06 am
SJU
- LGA
1 stop12h 55m
Frontier
Deal found 5/9![Frontier logo]()
$267
Best flights from New York to CaribbeanDiscover carefully curated flight deals from New York to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 13, 2026.
Discover carefully curated flight deals from New York to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 13, 2026.
This United Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 6/87:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Wed 6/101:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/8![United Airlines logo]()
$308
This JetBlue deal was found by Cheapflights users on 5/11. 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.
Tue 6/163:50 pm
JFK
- SJU
Nonstop4h 04m
JetBlue
Wed 6/175:07 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 5/11![JetBlue logo]()
$326
This Delta deal was found by Cheapflights users on 5/12. 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.
Sat 7/47:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Sat 7/117:20 am
SJU
- JFK
Nonstop3h 59m
Delta
Deal found 5/12![Delta logo]()
$347
This Arajet deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
Sat 6/612:00 pm
EWR
- SDQ
1 stop9h 40m
Multiple Airlines
Sat 6/276:10 am
SDQ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$387
This Southwest deal was found by Cheapflights users on 5/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:00 am
LGA
- SJU
2 stops10h 55m
Southwest
Tue 8/258:20 am
SJU
- LGA
2 stops8h 45m
Southwest
Deal found 5/12![Southwest logo]()
$410
This Arajet deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/1112:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Tue 6/166:59 am
SDQ
- EWR
Nonstop4h 01m
Arajet
Deal found 5/9![Arajet logo]()
$411
This Avianca deal was found by Cheapflights users on 5/11. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/273:00 am
JFK
- PUJ
2 stops13h 45m
Avianca
Wed 6/36:00 pm
PUJ
- JFK
1 stop12h 05m
Avianca
Deal found 5/11![Avianca logo]()
$467
This Copa Airlines deal was found by Cheapflights users on 5/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/84:10 am
JFK
- PUJ
1 stop13h 26m
Copa Airlines
Thu 6/1112:07 pm
PUJ
- JFK
1 stop15h 00m
Copa Airlines
Deal found 5/10![Copa Airlines logo]()
$498
This United Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:00 am
LGA
- SJU
1 stop6h 54m
United Airlines
Tue 8/187:00 am
SJU
- LGA
1 stop12h 25m
United Airlines
Deal found 5/8![United Airlines logo]()
$336
This JetBlue deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1611:05 am
JFK
- SJU
Nonstop4h 05m
JetBlue
Thu 6/257:50 am
SJU
- JFK
Nonstop4h 04m
JetBlue
Deal found 5/9![JetBlue logo]()
$341
This Delta deal was found by Cheapflights users on 5/12. 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.
Wed 7/157:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 7/297:35 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 5/12![Delta logo]()
$347
This JetBlue deal was found by Cheapflights users on 5/12. 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.
Tue 5/261:50 pm
JFK
- SJU
Nonstop4h 01m
JetBlue
Thu 6/255:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 5/12![JetBlue logo]()
$341
This United Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/57:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Sat 6/61:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/8![United Airlines logo]()
$351
This Arajet deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 5/3112:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Thu 6/42:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$395
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 5/308:15 am
JFK
- PUJ
Nonstop4h 08m
Delta
Wed 6/172:00 pm
PUJ
- JFK
Nonstop4h 11m
Delta
Deal found 5/9![Delta logo]()
$372
This Arajet deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/1012:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Mon 6/156:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Deal found 5/9![Arajet logo]()
$411
This Arajet deal was found by Cheapflights users on 5/12. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1712:00 pm
EWR
- SDQ
1 stop10h 15m
Multiple Airlines
Thu 5/211:45 pm
SDQ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$407
This Arajet deal was found by Cheapflights users on 5/12. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Tue 6/96:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Deal found 5/12![Arajet logo]()
$416
This Southwest deal was found by Cheapflights users on 5/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:10 am
LGA
- SJU
2 stops10h 45m
Southwest
Sat 8/226:25 am
SJU
- LGA
2 stops9h 55m
Southwest
Deal found 5/12![Southwest logo]()
$458
This Delta deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 7/197:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 7/227:35 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 5/9![Delta logo]()
$387
This JetBlue deal was found by Cheapflights users on 5/10. 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 5/171:00 pm
JFK
- PUJ
Nonstop3h 56m
JetBlue
Thu 5/2112:09 pm
PUJ
- JFK
Nonstop4h 19m
JetBlue
Deal found 5/10![JetBlue logo]()
$393
This Avianca deal was found by Cheapflights users on 5/10. 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.
Sat 5/303:35 am
JFK
- PUJ
2 stops13h 50m
Avianca
Thu 6/46:35 pm
PUJ
- JFK
1 stop11h 30m
Avianca
Deal found 5/10![Avianca logo]()
$481
This United Airlines deal was found by Cheapflights users on 5/10. 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.
Thu 9/176:00 am
LGA
- SJU
1 stop8h 44m
United Airlines
Tue 9/227:00 am
SJU
- LGA
2 stops14h 15m
United Airlines
Deal found 5/10![United Airlines logo]()
$406
This Southwest deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:40 am
LGA
- SJU
2 stops11h 35m
Southwest
Mon 8/246:30 am
SJU
- LGA
2 stops9h 50m
Southwest
Deal found 5/9![Southwest logo]()
$458
This Arajet deal was found by Cheapflights users on 5/12. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1812:30 pm
EWR
- SDQ
Nonstop4h 18m
Arajet
Sun 6/216:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Deal found 5/12![Arajet logo]()
$421
This Copa Airlines deal was found by Cheapflights users on 5/11. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/119:34 am
JFK
- SDQ
1 stop13h 22m
Copa Airlines
Sun 6/282:11 pm
SDQ
- JFK
1 stop12h 56m
Copa Airlines
Deal found 5/11![Copa Airlines logo]()
$513
This Delta deal was found by Cheapflights users on 5/11. 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.
Mon 6/227:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Sat 7/47:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 5/11![Delta logo]()
$387
This JetBlue deal was found by Cheapflights users on 5/12. 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.
Tue 6/96:00 am
JFK
- SDQ
Nonstop3h 48m
JetBlue
Sun 6/147:50 pm
SDQ
- JFK
Nonstop4h 06m
JetBlue
Deal found 5/12![JetBlue logo]()
$403
This Arajet deal was found by Cheapflights users on 5/12. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1612:00 pm
EWR
- SDQ
1 stop9h 40m
Multiple Airlines
Sun 5/316:10 am
SDQ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$448
This Arajet deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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.
Sat 5/1612:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Sun 5/246:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Deal found 5/8![Arajet logo]()
$425
Last-minute flights from New York to CaribbeanDiscover last-minute flight deals from New York to Caribbean. Data last updated May 13, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Caribbean. Data last updated May 13, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 5/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Wed 6/246:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 5/12![JetBlue logo]()
$272
This Orbitz deal was found by Cheapflights users on 5/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/318:30 pm
EWR
- SJU
Nonstop4h 05m
Multiple Airlines
Fri 6/55:15 pm
SJU
- EWR
1 stop8h 03m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$267
This Cheapflightsfares deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 6/18:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Thu 6/48:41 am
SJU
- EWR
Nonstop4h 04m
JetBlue
Deal found 5/8![JetBlue logo]()
$252
This United Airlines deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” 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 6/17:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Wed 6/31:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/8![United Airlines logo]()
$257
This Jetabroad deal was found by Cheapflights users on 5/12. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Wed 6/177:40 pm
SJU
- EWR
Nonstop4h 03m
JetBlue
Deal found 5/12![JetBlue logo]()
$273
This Cheapflightsfares deal was found by Cheapflights users on 5/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:30 pm
JFK
- SJU
Nonstop4h 08m
JetBlue
Sun 6/285:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 5/11![JetBlue logo]()
$272
This United Airlines deal was found by Cheapflights users on 5/10. 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.
Tue 6/27:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Thu 6/41:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 5/10![United Airlines logo]()
$274
This SmartFares deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/88:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Wed 6/176:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 5/9![JetBlue logo]()
$242
This Flysmarter deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/89:30 pm
JFK
- SJU
Nonstop4h 08m
JetBlue
Wed 6/173:24 pm
SJU
- JFK
Nonstop4h 05m
JetBlue
Deal found 5/9![JetBlue logo]()
$270
This Jetabroad deal was found by Cheapflights users on 5/10. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/1310:25 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Wed 6/176:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 5/10![JetBlue logo]()
$265
This Super.com deal was found by Cheapflights users on 5/10. 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.
Sat 6/138:29 pm
LGA
- SJU
1 stop11h 26m
Frontier
Wed 6/178:50 am
SJU
- LGA
1 stop10h 54m
Frontier
Deal found 5/10![Frontier logo]()
$274
This Super.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 6/178:29 pm
LGA
- SJU
1 stop29h 40m
Frontier
Wed 6/248:50 am
SJU
- LGA
1 stop10h 54m
Frontier
Deal found 5/9![Frontier logo]()
$270
One-way flights from New York to CaribbeanSearch for one-way flight options from New York to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 13, 2026.
Search for one-way flight options from New York to Caribbean. Find affordable one-way fares based on user searches. Data last updated May 13, 2026.
This Booking.com deal was found by Cheapflights users on 5/12. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1612:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 5/12![Arajet logo]()
$92
This Jetabroad deal was found by Cheapflights users on 5/11. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 5/11![Arajet logo]()
$102
This Super.com deal was found by Cheapflights users on 5/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/44:45 pm
LGA
- SJU
1 stop24h 49m
Frontier
Deal found 5/12![Frontier logo]()
$111
This Super.com deal was found by Cheapflights users on 5/11. 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.
Tue 8/256:25 am
LGA
- SJU
1 stop7h 50m
Frontier
Deal found 5/11![Frontier logo]()
$113
This Trip.com deal was found by Cheapflights users on 5/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/138:29 pm
LGA
- SJU
1 stop11h 26m
Frontier
Deal found 5/11![Frontier logo]()
$114
This Super.com deal was found by Cheapflights users on 5/11. 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.
Sat 7/188:29 pm
LGA
- SJU
1 stop11h 28m
Frontier
Deal found 5/11![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 5/9. Clicking the “Pick Dates” 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 8/206:25 am
LGA
- SJU
1 stop7h 50m
Frontier
Deal found 5/9![Frontier logo]()
$116
This SmartFares deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/68:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Deal found 5/8![JetBlue logo]()
$117
This Priceline deal was found by Cheapflights users on 5/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:29 pm
LGA
- SJU
1 stop16h 47m
Frontier
Deal found 5/11![Frontier logo]()
$120
This eDestinos deal was found by Cheapflights users on 5/10. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/411:30 am
EWR
- SJU
1 stop11h 59m
Frontier
Deal found 5/10![Frontier logo]()
$125
This Super.com deal was found by Cheapflights users on 5/12. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/21:50 pm
JFK
- SJU
Nonstop4h 01m
JetBlue
Deal found 5/12![JetBlue logo]()
$126
This Super.com deal was found by Cheapflights users on 5/10. 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.
Sun 5/318:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Deal found 5/10![JetBlue logo]()
$126
Find flight deals from New York to Caribbean
Keep the following information in mind while searching for New York to Caribbean flight deals. Data was last updated May 13, 2026.
Round-trip from | $242 (SmartFares) |
|---|---|
One-way from | $92 (Booking.com) |
Popular in | April |
Cheapest in | October |
Average price | $345 |
Good round-trip deal | $173 or less |
Good one-way deal | $127 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from New York 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 2,558,603 searches. Data last updated May 13, 2026.
Use the filters below to find and compare flights from New York to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Mon 6/8
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Wed 6/10
1:00 am-5:10 am
Nonstop4h 10m
$308
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 6/16
3:50 pm-7:54 pm
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Wed 6/17
5:07 am-9:00 am
Nonstop3h 53m
$326
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Tue 8/11
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Tue 8/18
7:00 am-7:25 pm
1 stop12h 25m
$336
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 6/16
11:05 am-3:10 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Thu 6/25
7:50 am-11:54 am
Nonstop4h 04m
$341
Quickest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 5/26
1:50 pm-5:51 pm
Nonstop4h 01m
San Juan Luis Munoz Marin Intl
Thu 6/25
5:01 am-8:54 am
Nonstop3h 53m
$341
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 7/4
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Sat 7/11
7:20 am-11:19 am
Nonstop3h 59m
$347
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 7/15
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Wed 7/29
7:35 am-11:30 am
Nonstop3h 55m
$347
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Fri 6/5
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Sat 6/6
1:00 am-5:10 am
Nonstop4h 10m
$351
New YorkPunta Cana
JFK - PUJ
JFKPUJ
New York John F Kennedy Intl
Sat 5/30
8:15 am-12:23 pm
Nonstop4h 08m
Punta Cana
Wed 6/17
2:00 pm-6:11 pm
Nonstop4h 11m
$372
NewarkSanto Domingo
EWR - SDQ
EWRSDQ
Newark
Sat 6/6
12:00 pm-9:40 pm
1 stop9h 40m
Santo Domingo Las Americas
Sat 6/27
6:10 am-10:30 am
Nonstop4h 20m
$387
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from New York to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from New York with our price prediction graph.
EWR-SJU
JFK-SJU
LGA-SJU
EWR-AUA
EWR-SDQ
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
NYC-0CB
EWR-SJU
JFK-SJU
LGA-SJU
EWR-AUA
How far ahead should I book a flight from New York to Caribbean?
The best time to book flights from New York to Caribbean is 29 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 month to book a flight from New York to Caribbean?
Currently, September is the cheapest month in which you can book a flight from New York to Caribbean (average of $380). Flying from New York to Caribbean in December is currently the most expensive (average of $592). 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 CB?
Find hourly flight availability from New York 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 May 13, 2026.
It’s typically best to fly out from New York to Caribbean in the evening. Doing so could potentially save you 31% on the flight price compared to flying at noon, which is usually more expensive.
What is the cheapest day to fly from New York to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from New York to Caribbean. Price data was last updated on May 9, 2026.
Travelers seeking maximum savings on their New York to Caribbean 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.
Weekly flight availability from New York to Caribbean
Explore weekly flight availability from New York to Caribbean. 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 May 13, 2026.
The most flights from NYC to 0CB are scheduled on a Monday (47 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).
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 May 13, 2026.
Read through reviews of airlines operating flights from New York to Caribbean, such as Delta,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Comfort
7.8
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Comfort
7.8
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Comfort
7.8
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Comfort
7.8
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Comfort
7.8
Crew
8.5
Overall
7.9
Entertainment
7.8
Boarding
8.1
Food
7.2
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. 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 New York 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 New York to Caribbean by cabin class
Find flights from New York to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
New York and Caribbean flights
Browse other New York and Caribbean flight options. Last updated on May 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
New York to Caribbean flights
Consider these flights traveling from New York to Caribbean.
Top 10 airlines flying from New York to Caribbean
Discover the top 10 airlines that operate flights from New York 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 2,558,603 searches. Data last updated May 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$95 | Average$360 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$328 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$101 | Average$493 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$497 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$407 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$454 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$161 | Average$535 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$165 | Average$455 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$187 | Average$499 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$198 | Average$444 | FlexibilityNo cancel fee | On-time67% |