$91+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SJU
Aug 7 — Aug 141
Round-trip
1 adult, Economy
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Find cheap flights from New York to Caribbean Islands with Cheapflights
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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
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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 July 8, 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 July 8, 2026.
This Super.com deal was found by Cheapflights users on 7/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/18:29 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Sun 8/25:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/8![JetBlue logo]()
$282
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 10/146:00 am
LGA
- SJU
1 stop6h 34m
United Airlines
Sat 10/247:00 am
SJU
- LGA
2 stops16h 10m
United Airlines
Deal found 7/6![United Airlines logo]()
$282
This Super.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/38:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Tue 8/45:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/6![JetBlue logo]()
$283
This Cheapflightsfares deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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.
Thu 10/298:45 pm
JFK
- SJU
Nonstop3h 58m
JetBlue
Sun 11/17:00 am
SJU
- JFK
Nonstop4h 03m
JetBlue
Deal found 7/5![JetBlue logo]()
$284
This Cheapflightsfares deal was found by Cheapflights users on 7/8. 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.
Tue 8/48:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Fri 8/215:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/8![JetBlue logo]()
$285
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Thu 10/226:00 am
LGA
- SJU
1 stop6h 34m
United Airlines
Wed 10/287:25 am
SJU
- LGA
1 stop8h 40m
United Airlines
Deal found 7/8![United Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/258:59 am
JFK
- SJU
2 stops9h 34m
American Airlines
Tue 9/16:00 am
SJU
- JFK
1 stop15h 30m
American Airlines
Deal found 7/7![American Airlines logo]()
$286
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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
1 stop8h 34m
United Airlines
Sun 9/67:00 am
SJU
- LGA
1 stop12h 25m
United Airlines
Deal found 7/7![United Airlines logo]()
$286
This JetBlue deal was found by Cheapflights users on 7/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:30 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Sun 8/910:35 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 7/8![JetBlue logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/8. 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 8/186:00 am
LGA
- SJU
1 stop6h 54m
United Airlines
Tue 8/257:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 7/8![United Airlines logo]()
$287
This Super.com deal was found by Cheapflights users on 7/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:01 am
JFK
- SJU
Nonstop3h 46m
JetBlue
Sat 8/17:34 am
SJU
- JFK
Nonstop3h 56m
JetBlue
Deal found 7/8![JetBlue logo]()
$288
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/256:00 am
LGA
- SJU
1 stop6h 40m
American Airlines
Tue 9/16:00 am
SJU
- LGA
1 stop9h 30m
American Airlines
Deal found 7/5![American Airlines logo]()
$288
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 July 8, 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 July 8, 2026.
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/187:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Thu 8/205:50 pm
SJU
- JFK
Nonstop4h 14m
Delta
Deal found 7/4![Delta logo]()
$287
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/276:00 am
EWR
- SJU
1 stop6h 54m
United Airlines
Sat 8/291:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/7![United Airlines logo]()
$308
This JetBlue deal was found by Cheapflights users on 7/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:00 pm
JFK
- SJU
Nonstop3h 56m
JetBlue
Sat 10/246:12 am
SJU
- JFK
1 stop8h 04m
JetBlue
Deal found 7/8![JetBlue logo]()
$322
This Southwest deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/2810:40 am
LGA
- SJU
2 stops11h 30m
Southwest
Mon 8/316:00 am
SJU
- LGA
2 stops10h 20m
Southwest
Deal found 7/5![Southwest logo]()
$400
This Copa Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/223:32 pm
JFK
- AUA
1 stop23h 12m
Copa Airlines
Mon 10/267:10 am
AUA
- JFK
1 stop17h 50m
Copa Airlines
Deal found 7/3![Copa Airlines logo]()
$417
This Avianca deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/223:35 am
JFK
- AUA
2 stops12h 15m
Avianca
Sat 8/2911:50 am
AUA
- JFK
2 stops13h 25m
Avianca
Deal found 7/5![Avianca logo]()
$468
This Arajet deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/2212:00 pm
EWR
- PUJ
Nonstop4h 19m
Arajet
Sat 8/297:10 pm
PUJ
- EWR
Nonstop4h 20m
Arajet
Deal found 7/7![Arajet logo]()
$577
This Arajet deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/1312:59 am
EWR
- PUJ
1 stop9h 51m
Multiple Airlines
Thu 8/202:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$607
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/57:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Mon 8/107:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/4![Delta logo]()
$322
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/247:47 pm
EWR
- SJU
Nonstop4h 03m
United Airlines
Sun 8/301:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/3![United Airlines logo]()
$324
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/87:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Fri 8/147:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/7![Delta logo]()
$322
This JetBlue deal was found by Cheapflights users on 7/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/251:00 pm
JFK
- SJU
Nonstop3h 57m
JetBlue
Sat 8/13:17 pm
SJU
- JFK
Nonstop3h 58m
JetBlue
Deal found 7/8![JetBlue logo]()
$357
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/156:00 am
LGA
- SJU
1 stop6h 34m
United Airlines
Sun 10/184:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 7/3![United Airlines logo]()
$325
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/186:00 am
EWR
- SJU
1 stop6h 54m
United Airlines
Sun 8/231:00 am
SJU
- EWR
Nonstop4h 04m
United Airlines
Deal found 7/7![United Airlines logo]()
$326
This JetBlue deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/48:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Mon 9/75:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/6![JetBlue logo]()
$361
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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.
Thu 9/37:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Mon 9/77:30 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 7/7![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/16:30 am
LGA
- SJU
2 stops11h 40m
Southwest
Fri 9/410:00 am
SJU
- LGA
2 stops10h 20m
Southwest
Deal found 7/6![Southwest logo]()
$425
This Copa Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/102:20 am
JFK
- AUA
1 stop19h 39m
Copa Airlines
Sun 10/187:09 am
AUA
- JFK
1 stop20h 50m
Copa Airlines
Deal found 7/4![Copa Airlines logo]()
$432
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 10/69:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Tue 10/131:25 pm
SJU
- EWR
Nonstop4h 09m
United Airlines
Deal found 7/6![United Airlines logo]()
$327
This JetBlue deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/258:29 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Mon 7/272:20 am
SJU
- JFK
1 stop10h 10m
JetBlue
Deal found 7/6![JetBlue logo]()
$366
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 9/57:28 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 9/81:21 pm
SJU
- JFK
Nonstop4h 09m
Delta
Deal found 7/7![Delta logo]()
$337
This JetBlue deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 7/187:20 pm
JFK
- SJU
Nonstop4h 12m
JetBlue
Mon 7/275:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/7![JetBlue logo]()
$367
This Copa Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/243:32 pm
JFK
- AUA
1 stop20h 38m
Copa Airlines
Sun 11/17:10 am
AUA
- JFK
1 stop20h 49m
Copa Airlines
Deal found 7/3![Copa Airlines logo]()
$445
This United Airlines deal was found by Cheapflights users on 7/8. 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.
Wed 9/26:00 am
EWR
- SJU
1 stop6h 54m
United Airlines
Sun 9/134:55 pm
SJU
- EWR
1 stop7h 04m
United Airlines
Deal found 7/8![United Airlines logo]()
$336
This Southwest deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/156:30 am
LGA
- SJU
2 stops10h 15m
Southwest
Sun 10/181:10 pm
SJU
- LGA
2 stops10h 00m
Southwest
Deal found 7/3![Southwest logo]()
$460
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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.
Thu 11/126:54 pm
JFK
- SJU
Nonstop4h 01m
Delta
Mon 11/166:30 pm
SJU
- JFK
Nonstop4h 17m
Delta
Deal found 7/4![Delta logo]()
$347
This Copa Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/52:20 am
JFK
- AUA
1 stop19h 38m
Copa Airlines
Sun 9/137:10 am
AUA
- JFK
1 stop17h 50m
Copa Airlines
Deal found 7/5![Copa Airlines logo]()
$448
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 11/116:54 pm
JFK
- SJU
Nonstop4h 01m
Delta
Sat 12/57:15 am
SJU
- JFK
Nonstop4h 11m
Delta
Deal found 7/3![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/169:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Fri 10/231:25 pm
SJU
- EWR
Nonstop4h 09m
United Airlines
Deal found 7/3![United Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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.
Mon 8/310:30 am
LGA
- SJU
1 stop14h 05m
Southwest
Tue 8/1111:50 am
SJU
- LGA
2 stops10h 40m
Southwest
Deal found 7/4![Southwest logo]()
$462
Last-minute flights from New York to Caribbean IslandsDiscover last-minute flight deals from New York to Caribbean Islands. Data last updated July 8, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Caribbean Islands. Data last updated July 8, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 7/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:01 am
JFK
- SJU
Nonstop3h 46m
JetBlue
Sat 8/17:34 am
SJU
- JFK
Nonstop3h 56m
JetBlue
Deal found 7/8![JetBlue logo]()
$288
This JetBlue deal was found by Cheapflights users on 7/8. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:30 pm
JFK
- SJU
Nonstop4h 10m
JetBlue
Sun 8/910:35 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 7/8![JetBlue logo]()
$287
This Super.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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
Mon 8/310:40 pm
SJU
- JFK
Nonstop3h 54m
JetBlue
Deal found 7/7![JetBlue logo]()
$290
This Super.com deal was found by Cheapflights users on 7/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/18:29 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Sun 8/25:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/8![JetBlue logo]()
$282
This Super.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/38:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Tue 8/45:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/6![JetBlue logo]()
$283
This Cheapflightsfares deal was found by Cheapflights users on 7/8. 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.
Tue 8/48:00 pm
JFK
- SJU
Nonstop4h 13m
JetBlue
Fri 8/215:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/8![JetBlue logo]()
$285
This Cheapflightsfares deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/106:30 pm
JFK
- SJU
Nonstop4h 16m
JetBlue
Mon 8/175:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 7/6![JetBlue logo]()
$289
This United Airlines deal was found by Cheapflights users on 7/8. 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 8/186:00 am
LGA
- SJU
1 stop6h 54m
United Airlines
Tue 8/257:00 am
SJU
- LGA
1 stop9h 45m
United Airlines
Deal found 7/8![United Airlines logo]()
$287
This American Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/258:59 am
JFK
- SJU
2 stops9h 34m
American Airlines
Tue 9/16:00 am
SJU
- JFK
1 stop15h 30m
American Airlines
Deal found 7/7![American Airlines logo]()
$286
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/256:00 am
LGA
- SJU
1 stop6h 40m
American Airlines
Tue 9/16:00 am
SJU
- LGA
1 stop9h 30m
American Airlines
Deal found 7/5![American Airlines logo]()
$288
This American Airlines deal was found by Cheapflights users on 7/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:30 am
JFK
- SJU
2 stops9h 41m
American Airlines
Tue 9/16:00 am
SJU
- JFK
1 stop13h 14m
American Airlines
Deal found 7/8![American Airlines logo]()
$291
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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
1 stop8h 34m
United Airlines
Sun 9/67:00 am
SJU
- LGA
1 stop12h 25m
United Airlines
Deal found 7/7![United Airlines logo]()
$286
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 July 8, 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 July 8, 2026.
This Booking.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 9/212:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 7/5![Arajet logo]()
$91
This Booking.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/6![Arajet logo]()
$94
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/512:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 7/8![Arajet logo]()
$96
This Booking.com deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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.
Sat 9/1912:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 7/7![Arajet logo]()
$134
This Cheapflightsfares deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/1111:40 am
EWR
- SJU
Nonstop3h 57m
JetBlue
Deal found 7/6![JetBlue logo]()
$137
This Cheapflightsfares deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 8/49:55 pm
EWR
- SJU
Nonstop4h 04m
JetBlue
Deal found 7/4![JetBlue logo]()
$138
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/239:47 am
EWR
- SJU
Nonstop3h 58m
United Airlines
Deal found 7/6![United Airlines logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/3012:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 7/6![Arajet logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/312:59 am
EWR
- AUA
1 stop9h 16m
Arajet
Deal found 7/3![Arajet logo]()
$141
This American Airlines deal was found by Cheapflights users on 7/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:25 pm
EWR
- SJU
1 stop9h 30m
American Airlines
Deal found 7/8![American Airlines logo]()
$143
This FlightHub deal was found by Cheapflights users on 7/8. 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 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 7/8![Arajet logo]()
$143
This SmartFares deal was found by Cheapflights users on 7/8. 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 8/159:55 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Deal found 7/8![JetBlue logo]()
$145
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 July 8, 2026.
Round-trip from | $282 (SmartFares) |
|---|---|
One-way from | $91 (Booking.com) |
Popular in | May |
Cheapest in | October |
Average price | $362 |
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 2,558,603 searches. Data last updated July 8, 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 - SJU
JFKSJU
New York John F Kennedy Intl
Tue 8/18
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Thu 8/20
5:50 pm-10:04 pm
Nonstop4h 14m
$287
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Thu 8/27
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Sat 8/29
1:00 am-5:04 am
Nonstop4h 04m
$308
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 10/17
12:00 pm-3:56 pm
Nonstop3h 56m
San Juan Luis Munoz Marin Intl
Sat 10/24
6:12 am-2:16 pm
1 stop8h 04m
$322
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 8/5
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Mon 8/10
7:30 am-11:25 am
Nonstop3h 55m
$322
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 8/8
7:28 pm-11:52 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Fri 8/14
7:30 am-11:25 am
Nonstop3h 55m
$322
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Mon 8/24
7:47 pm-11:50 pm
Nonstop4h 03m
San Juan Luis Munoz Marin Intl
Sun 8/30
1:00 am-5:04 am
Nonstop4h 04m
$324
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Thu 10/15
6:00 am-12:34 pm
1 stop6h 34m
San Juan Luis Munoz Marin Intl
Sun 10/18
4:55 pm-11:30 pm
1 stop6h 35m
$325
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 8/18
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Sun 8/23
1:00 am-5:04 am
Nonstop4h 04m
$326
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 10/6
9:47 am-1:45 pm
Nonstop3h 58m
San Juan Luis Munoz Marin Intl
Tue 10/13
1:25 pm-5:34 pm
Nonstop4h 09m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Wed 9/2
6:00 am-12:54 pm
1 stop6h 54m
San Juan Luis Munoz Marin Intl
Sun 9/13
4:55 pm-11:59 pm
1 stop7h 04m
$336
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-AUA
EWR-SJU
JFK-SJU
LGA-SJU
JFK-AUA
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-AUA
EWR-SJU
JFK-SJU
LGA-SJU
What is the cheapest month to book a flight from New York to Caribbean Islands?
Currently, September is the cheapest month in which you can book a flight from New York to Caribbean Islands (average of $405). Flying from New York to Caribbean Islands in December is currently the most expensive (average of $624). 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 July 8, 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 33% 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 July 8, 2026.
The most flights from NYC to zzEPX are scheduled on a Tuesday (59 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (23 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 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 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 July 4, 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 July 8, 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.
Overall
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Overall
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Overall
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Overall
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Overall
7.8
Entertainment
7.8
Food
7.2
Boarding
8.1
Crew
8.5
Comfort
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.
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 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 July 8, 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 2,558,603 searches. Data last updated July 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$91 | Average$379 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$339 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$101 | Average$503 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$148 | Average$500 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$516 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$165 | Average$459 | 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$469 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$229 | Average$436 | FlexibilityNo cancel fee | On-timeN/A |