$134+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SJU
Aug 15 — Aug 221
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
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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 July 16, 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 July 16, 2026.
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Wed 9/166:45 pm
JFK
- SJU
1 stop16h 15m
American Airlines
Sun 9/206:00 am
SJU
- JFK
1 stop15h 40m
American Airlines
Deal found 7/11![American Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/911:09 am
LGA
- SJU
1 stop9h 38m
American Airlines
Mon 9/1410:16 am
SJU
- LGA
1 stop10h 43m
American Airlines
Deal found 7/13![American Airlines logo]()
$281
This SmartFares deal was found by Cheapflights users on 7/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:29 pm
JFK
- SJU
Nonstop4h 16m
JetBlue
Fri 8/76:30 pm
SJU
- JFK
Nonstop3h 58m
JetBlue
Deal found 7/11![JetBlue logo]()
$282
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Fri 9/42:29 pm
LGA
- SJU
1 stop9h 30m
American Airlines
Mon 9/2110:16 am
SJU
- LGA
1 stop10h 43m
American Airlines
Deal found 7/11![American Airlines logo]()
$282
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
LGA
- SJU
1 stop6h 54m
United Airlines
Sat 9/197:00 am
SJU
- LGA
2 stops14h 25m
United Airlines
Deal found 7/15![United Airlines logo]()
$283
This Super.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Thu 8/1310:40 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 7/13![JetBlue logo]()
$284
This Cheapflightsfares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am
JFK
- SJU
Nonstop3h 54m
JetBlue
Sun 9/65:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/15![JetBlue logo]()
$285
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:00 am
LGA
- SJU
2 stops14h 38m
United Airlines
Sun 10/44:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 7/15![United Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Thu 8/276:30 am
JFK
- SJU
2 stops9h 41m
American Airlines
Wed 9/21:38 pm
SJU
- JFK
1 stop7h 52m
American Airlines
Deal found 7/11![American Airlines logo]()
$286
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:05 am
LGA
- SJU
2 stops12h 33m
United Airlines
Wed 9/27:00 am
SJU
- LGA
2 stops12h 25m
United Airlines
Deal found 7/11![United Airlines logo]()
$286
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:29 am
JFK
- SJU
Nonstop3h 58m
JetBlue
Sat 9/57:55 am
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 7/14![JetBlue logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
LGA
- SJU
1 stop6h 54m
United Airlines
Sun 9/67:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 7/13![United Airlines logo]()
$287
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 July 16, 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 July 16, 2026.
This United Airlines deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am
LGA
- SJU
1 stop6h 54m
United Airlines
Wed 8/264:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 7/12![United Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Sat 9/57:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/15![Delta logo]()
$287
This JetBlue deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:00 pm
JFK
- SJU
Nonstop3h 56m
JetBlue
Sun 9/136:00 am
SJU
- JFK
Nonstop3h 52m
JetBlue
Deal found 7/13![JetBlue logo]()
$297
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/108:35 am
LGA
- SJU
2 stops11h 30m
Southwest
Sun 9/136:00 am
SJU
- LGA
2 stops9h 15m
Southwest
Deal found 7/13![Southwest logo]()
$395
This Arajet deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Sun 9/62:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$446
This Copa Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/132:20 am
JFK
- SDQ
1 stop20h 36m
Copa Airlines
Mon 10/262:25 pm
SDQ
- JFK
1 stop13h 34m
Copa Airlines
Deal found 7/15![Copa Airlines logo]()
$533
This Arajet deal was found by Cheapflights users on 7/11. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:00 pm
EWR
- PUJ
Nonstop4h 19m
Arajet
Sun 9/207:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 7/11![Arajet logo]()
$542
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/26:00 am
LGA
- SJU
2 stops14h 38m
United Airlines
Sun 10/44:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 7/15![United Airlines logo]()
$285
This Avianca deal was found by Cheapflights users on 7/11. 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.
Sat 8/293:00 am
JFK
- PUJ
2 stops14h 25m
Avianca
Sun 9/612:50 pm
PUJ
- JFK
1 stop10h 55m
Avianca
Deal found 7/11![Avianca logo]()
$580
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:00 am
JFK
- SJU
Nonstop4h 08m
Delta
Thu 8/277:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/11![Delta logo]()
$297
This JetBlue deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/168:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Wed 8/195:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/15![JetBlue logo]()
$307
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:10 am
LGA
- SJU
2 stops14h 28m
United Airlines
Tue 9/17:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 7/14![United Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/97:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Wed 8/127:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/15![Delta logo]()
$307
This JetBlue deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/65:15 pm
JFK
- SJU
1 stop6h 39m
JetBlue
Wed 9/166:00 am
SJU
- JFK
Nonstop3h 52m
JetBlue
Deal found 7/13![JetBlue logo]()
$326
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:00 am
EWR
- SJU
1 stop6h 54m
United Airlines
Thu 8/271:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/15![United Airlines logo]()
$302
This Delta deal was found by Cheapflights users on 7/12. 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 8/268:00 am
JFK
- SJU
Nonstop4h 08m
Delta
Sun 8/307:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/12![Delta logo]()
$317
This JetBlue deal was found by Cheapflights users on 7/11. 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.
Sat 8/19:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Sun 8/99:30 pm
SJU
- EWR
Nonstop4h 02m
JetBlue
Deal found 7/11![JetBlue logo]()
$327
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2110:11 am
LGA
- SJU
1 stop10h 27m
United Airlines
Tue 8/257:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 7/15![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Fri 8/287:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/15![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/61:30 pm
LGA
- SJU
2 stops10h 15m
Southwest
Fri 10/910:10 am
SJU
- LGA
2 stops10h 05m
Southwest
Deal found 7/13![Southwest logo]()
$445
This JetBlue deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/149:55 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Wed 8/197:59 pm
SJU
- EWR
Nonstop4h 00m
JetBlue
Deal found 7/15![JetBlue logo]()
$337
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/16:00 am
EWR
- SJU
1 stop6h 15m
United Airlines
Sat 11/78:25 am
SJU
- EWR
1 stop8h 53m
United Airlines
Deal found 7/15![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 8/257:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/15![Delta logo]()
$327
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/199:55 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Tue 8/256:00 am
SJU
- EWR
Nonstop3h 59m
JetBlue
Deal found 7/14![JetBlue logo]()
$337
This Arajet deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Sat 9/52:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$496
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 9/17:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/13![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:55 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Sun 9/201:25 pm
SJU
- EWR
Nonstop4h 09m
United Airlines
Deal found 7/11![United Airlines logo]()
$327
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/211:25 pm
LGA
- SJU
1 stop11h 25m
Southwest
Thu 7/236:00 am
SJU
- LGA
2 stops9h 55m
Southwest
Deal found 7/15![Southwest logo]()
$495
This Copa Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:20 am
JFK
- SDQ
1 stop10h 53m
Copa Airlines
Thu 9/1012:42 pm
SDQ
- JFK
1 stop15h 17m
Copa Airlines
Deal found 7/14![Copa Airlines logo]()
$553
This Arajet deal was found by Cheapflights users on 7/12. 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 7/2512:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Wed 7/291:35 am
PUJ
- EWR
1 stop9h 25m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$512
Last-minute flights from New York to CaribbeanDiscover last-minute flight deals from New York to Caribbean. Data last updated July 16, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Caribbean. Data last updated July 16, 2026 and is based on user searches.
This SmartFares deal was found by Cheapflights users on 7/11. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:29 pm
JFK
- SJU
Nonstop4h 16m
JetBlue
Thu 8/610:40 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 7/11![JetBlue logo]()
$282
This Super.com deal was found by Cheapflights users on 7/12. 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.
Fri 7/318:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Fri 8/71:13 pm
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 7/12![JetBlue logo]()
$289
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/17:20 pm
JFK
- SJU
Nonstop4h 12m
JetBlue
Tue 9/1510:30 am
SJU
- JFK
Nonstop3h 56m
JetBlue
Deal found 7/14![JetBlue logo]()
$290
This Super.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Thu 8/1310:40 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 7/13![JetBlue logo]()
$284
This United Airlines deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am
LGA
- SJU
1 stop6h 54m
United Airlines
Wed 8/264:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 7/12![United Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Wed 8/2611:57 am
JFK
- SJU
1 stop12h 02m
American Airlines
Wed 9/21:38 pm
SJU
- JFK
1 stop7h 52m
American Airlines
Deal found 7/11![American Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Wed 8/2610:59 am
LGA
- SJU
1 stop7h 34m
American Airlines
Tue 9/16:00 am
SJU
- LGA
1 stop9h 30m
American Airlines
Deal found 7/11![American Airlines logo]()
$291
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Thu 8/276:30 am
JFK
- SJU
2 stops9h 41m
American Airlines
Wed 9/21:38 pm
SJU
- JFK
1 stop7h 52m
American Airlines
Deal found 7/11![American Airlines logo]()
$286
This Cheapflightsfares deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 am
JFK
- SJU
Nonstop3h 54m
JetBlue
Sun 9/65:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/15![JetBlue logo]()
$285
This United Airlines deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/298:05 am
LGA
- SJU
2 stops12h 33m
United Airlines
Wed 9/27:00 am
SJU
- LGA
2 stops12h 25m
United Airlines
Deal found 7/11![United Airlines logo]()
$286
This JetBlue deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:29 am
JFK
- SJU
Nonstop3h 58m
JetBlue
Sat 9/57:55 am
SJU
- JFK
Nonstop3h 57m
JetBlue
Deal found 7/14![JetBlue logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am
LGA
- SJU
1 stop6h 54m
United Airlines
Sun 9/67:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 7/13![United Airlines logo]()
$287
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 July 16, 2026.
Search for one-way flight options from New York to Caribbean. Find affordable one-way fares based on user searches. Data last updated July 16, 2026.
This Booking.com deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 9/2312:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 7/16![Arajet logo]()
$134
This Mytrip deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/212:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 7/11![Arajet logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 7/13![Arajet logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 7/14![Arajet logo]()
$141
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/148:29 pm
LGA
- SJU
1 stop16h 47m
Frontier
Deal found 7/15![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.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 7/15![Arajet logo]()
$143
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:00 am
LGA
- SJU
1 stop9h 47m
American Airlines
Deal found 7/13![American Airlines logo]()
$144
This Super.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Deal found 7/14![JetBlue logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/318:29 pm
LGA
- SJU
1 stop23h 23m
Frontier
Deal found 7/15![Frontier logo]()
$145
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Sun 8/306:35 am
JFK
- SJU
1 stop8h 18m
American Airlines
Deal found 7/11![American Airlines logo]()
$146
This FlightHub deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 7/13![Arajet logo]()
$147
This American Airlines deal was found by Cheapflights users on 7/11. 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.
Wed 8/1911:00 am
JFK
- SJU
1 stop7h 33m
American Airlines
Deal found 7/11![American Airlines logo]()
$148
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 July 16, 2026.
Round-trip from | $281 (American Airlines) |
|---|---|
One-way from | $134 (Booking.com) |
Popular in | May |
Cheapest in | October |
Average price | $379 |
Good round-trip deal | $330 or less |
Good one-way deal | $79 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 July 16, 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
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Wed 8/26
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Wed 8/26
4:55 pm-11:30 pm
1 stop6h 35m
$281
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Fri 10/2
6:00 am-8:38 pm
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Sun 10/4
4:55 pm-11:30 pm
1 stop6h 35m
$285
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 8/30
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Sat 9/5
7:30 am-11:25 am
Nonstop3h 55m
$287
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Fri 8/28
6:10 am-8:38 pm
2 stops14h 28m
San Juan Luis Munoz Marin Intl
Tue 9/1
7:00 am-4:45 pm
1 stop9h 45m
$296
Quickest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 9/12
12:00 pm-3:56 pm
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Sun 9/13
6:00 am-9:52 am
Nonstop3h 52m
$297
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 8/23
8:00 am-12:08 pm
Nonstop4h 08m
San Juan Luis Munoz Marin Intl
Thu 8/27
7:30 am-11:25 am
Nonstop3h 55m
$297
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 8/19
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Thu 8/27
1:00 am-5:04 am
Nonstop4h 04m
$302
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 8/16
8:00 pm-12:13 am
Nonstop4h 13m
San Juan Luis Munoz Marin Intl
Wed 8/19
5:01 am-8:54 am
Nonstop3h 53m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sun 8/9
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Wed 8/12
7:30 am-11:25 am
Nonstop3h 55m
$307
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Fri 8/21
10:11 am-8:38 pm
1 stop10h 27m
San Juan Luis Munoz Marin Intl
Tue 8/25
7:00 am-4:45 pm
1 stop9h 45m
$316
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-AUA
LGA-SJU
JFK-SJU
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 New York to Caribbean
NYC-0CB
EWR-AUA
LGA-SJU
JFK-SJU
EWR-PUJ
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 $384). Flying from New York to Caribbean in December is currently the most expensive (average of $597). 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 July 16, 2026.
It’s typically best to fly out from New York to Caribbean in the evening. Doing so could potentially save you 28% on the flight price compared to flying at noon, which is usually more expensive.
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 July 16, 2026.
The most flights from NYC to 0CB are scheduled on a Thursday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (25 on average).
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 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 July 11, 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.
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 July 16, 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.
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Boarding
8.1
Food
7.2
Overall
7.8
Crew
8.5
Comfort
7.8
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. 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 July 16, 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 July 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$90 | Average$381 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$340 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$101 | Average$504 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$150 | Average$505 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$517 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$165 | Average$463 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$187 | Average$509 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$191 | Average$455 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$198 | Average$466 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$229 | Average$436 | FlexibilityNo cancel fee | On-timeN/A |