$76+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SJU
May 10 — May 171
Round-trip
1 adult, Economy
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Find cheap flights from New York to Caribbean Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 April 10, 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 April 10, 2026.
This CheapOair deal was found by Cheapflights users on 4/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/241:54 pm
EWR
- SJU
1 stop12h 07m
Multiple Airlines
Sat 5/210:50 am
SJU
- EWR
Nonstop4h 10m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$213
This Priceline deal was found by Cheapflights users on 4/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:55 pm
EWR
- SJU
1 stop14h 58m
Multiple Airlines
Sun 4/193:19 pm
SJU
- EWR
1 stop21h 40m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Tue 4/215:05 pm
EWR
- SJU
1 stop6h 19m
Multiple Airlines
Sat 4/253:43 pm
SJU
- EWR
1 stop9h 33m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$215
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:30 am
EWR
- SJU
1 stop14h 38m
Multiple Airlines
Mon 5/1112:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1311:30 am
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Wed 4/2210:50 am
SJU
- EWR
Nonstop4h 10m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/6. 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.
Thu 5/711:30 am
EWR
- SJU
1 stop14h 38m
Multiple Airlines
Fri 5/1512:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$218
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Fri 4/249:00 pm
EWR
- SJU
1 stop12h 19m
Spirit Airlines
Sat 5/210:50 am
SJU
- EWR
Nonstop4h 10m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$219
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Sat 5/21:19 pm
EWR
- SJU
1 stop12h 47m
Spirit Airlines
Sun 5/1012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$220
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3011:30 am
EWR
- SJU
1 stop14h 38m
Multiple Airlines
Tue 6/212:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Fri 5/86:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Sat 5/163:03 am
SJU
- EWR
1 stop7h 29m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$222
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Fri 6/511:30 am
EWR
- SJU
1 stop20h 34m
Frontier
Wed 6/105:15 pm
SJU
- EWR
1 stop7h 50m
Frontier
Deal found 4/6![Frontier logo]()
$223
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Fri 4/1011:30 am
EWR
- SJU
Nonstop4h 00m
Frontier
Fri 4/173:23 pm
SJU
- EWR
1 stop9h 53m
Frontier
Deal found 4/6![Frontier logo]()
$224
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 April 10, 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 April 10, 2026.
This Delta deal was found by Cheapflights users on 4/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/277:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Thu 5/76:00 pm
SJU
- JFK
Nonstop4h 15m
Delta
Deal found 4/5![Delta logo]()
$302
This United Airlines deal was found by Cheapflights users on 4/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1611:20 am
LGA
- SJU
1 stop9h 14m
United Airlines
Tue 4/214:55 pm
SJU
- LGA
1 stop6h 35m
United Airlines
Deal found 4/5![United Airlines logo]()
$311
This Arajet deal was found by Cheapflights users on 4/9. 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.
Tue 5/512:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Thu 5/77:10 pm
PUJ
- EWR
Nonstop4h 20m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$347
This JetBlue deal was found by Cheapflights users on 4/7. 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.
Mon 6/88:30 pm
EWR
- SJU
Nonstop4h 05m
JetBlue
Sat 6/204:57 pm
SJU
- EWR
Nonstop4h 04m
JetBlue
Deal found 4/7![JetBlue logo]()
$347
This Southwest deal was found by Cheapflights users on 4/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1211:25 am
LGA
- SJU
2 stops9h 40m
Southwest
Sat 5/236:25 am
SJU
- LGA
2 stops10h 50m
Southwest
Deal found 4/7![Southwest logo]()
$375
This WorldTicket deal was found by Cheapflights users on 4/8. 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 WorldTicket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1012:00 pm
EWR
- PUJ
Nonstop4h 19m
WorldTicket
Thu 5/147:10 pm
PUJ
- EWR
Nonstop4h 20m
WorldTicket
Deal found 4/8![WorldTicket logo]()
$420
This Copa Airlines deal was found by Cheapflights users on 4/5. 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.
Fri 5/153:32 pm
JFK
- PUJ
1 stop10h 35m
Copa Airlines
Sun 5/175:35 am
PUJ
- JFK
1 stop22h 24m
Copa Airlines
Deal found 4/5![Copa Airlines logo]()
$428
This Delta deal was found by Cheapflights users on 4/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1312:25 pm
JFK
- SJU
Nonstop4h 04m
Delta
Mon 5/186:00 pm
SJU
- JFK
Nonstop4h 15m
Delta
Deal found 4/6![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 4/8. 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 4/247:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Mon 4/271:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/8![United Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 4/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:38 pm
JFK
- SJU
Nonstop4h 21m
Delta
Tue 5/57:15 am
SJU
- JFK
Nonstop4h 03m
Delta
Deal found 4/5![Delta logo]()
$307
This United Airlines deal was found by Cheapflights users on 4/6. 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 5/58:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Fri 5/81:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/6![United Airlines logo]()
$327
This JetBlue deal was found by Cheapflights users on 4/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:30 pm
EWR
- SJU
Nonstop4h 03m
JetBlue
Mon 4/275:30 am
SJU
- EWR
Nonstop4h 16m
JetBlue
Deal found 4/5![JetBlue logo]()
$361
This Arajet deal was found by Cheapflights users on 4/7. 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.
Tue 6/212:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Tue 6/92:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$382
This Southwest deal was found by Cheapflights users on 4/5. 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.
Tue 5/2611:25 am
LGA
- SJU
2 stops9h 40m
Southwest
Fri 5/295:05 am
SJU
- LGA
2 stops10h 45m
Southwest
Deal found 4/5![Southwest logo]()
$384
This Delta deal was found by Cheapflights users on 4/7. 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.
Mon 5/48:20 am
JFK
- MBJ
Nonstop4h 07m
Delta
Fri 5/812:51 pm
MBJ
- JFK
Nonstop4h 04m
Delta
Deal found 4/7![Delta logo]()
$318
This United Airlines deal was found by Cheapflights users on 4/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Sun 6/211:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/5![United Airlines logo]()
$327
This Arajet deal was found by Cheapflights users on 4/5. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1912:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Sat 5/92:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 4/5. 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.
Sun 4/2612:00 pm
LGA
- SJU
2 stops11h 45m
Southwest
Tue 4/2811:25 am
SJU
- LGA
2 stops11h 35m
Southwest
Deal found 4/5![Southwest logo]()
$384
This Copa Airlines deal was found by Cheapflights users on 4/5. 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.
Mon 5/43:32 pm
JFK
- PUJ
1 stop22h 28m
Copa Airlines
Sun 5/105:35 am
PUJ
- JFK
1 stop22h 24m
Copa Airlines
Deal found 4/5![Copa Airlines logo]()
$428
This Delta deal was found by Cheapflights users on 4/9. 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.
Thu 6/117:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Sun 6/147:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 4/9![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 4/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Thu 6/46:45 pm
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/5![United Airlines logo]()
$351
This Copa Airlines deal was found by Cheapflights users on 4/8. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/293:32 pm
JFK
- PUJ
1 stop10h 35m
Copa Airlines
Tue 6/211:46 am
PUJ
- JFK
1 stop16h 13m
Copa Airlines
Deal found 4/8![Copa Airlines logo]()
$434
This Delta deal was found by Cheapflights users on 4/9. 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.
Tue 6/97:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Fri 6/127:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 4/9![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 4/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/910:00 am
LGA
- SJU
2 stops11h 25m
Southwest
Wed 5/1311:25 am
SJU
- LGA
2 stops11h 05m
Southwest
Deal found 4/7![Southwest logo]()
$400
This Arajet deal was found by Cheapflights users on 4/10. 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 Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/712:59 am
EWR
- PUJ
1 stop10h 26m
Multiple Airlines
Sun 6/142:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$404
This JetBlue deal was found by Cheapflights users on 4/7. 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.
Mon 4/276:30 pm
JFK
- STI
Nonstop4h 02m
JetBlue
Fri 5/12:15 pm
STI
- JFK
Nonstop3h 46m
JetBlue
Deal found 4/7![JetBlue logo]()
$453
This Copa Airlines deal was found by Cheapflights users on 4/5. 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.
Fri 5/294:10 am
JFK
- PUJ
1 stop13h 24m
Copa Airlines
Mon 6/15:57 pm
PUJ
- JFK
1 stop10h 02m
Copa Airlines
Deal found 4/5![Copa Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 4/5. 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.
Sat 5/210:00 am
LGA
- SJU
2 stops11h 25m
Southwest
Tue 5/55:35 am
SJU
- LGA
2 stops10h 25m
Southwest
Deal found 4/5![Southwest logo]()
$403
This United Airlines deal was found by Cheapflights users on 4/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/109:46 am
EWR
- SJU
Nonstop3h 59m
United Airlines
Sat 6/131:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/9![United Airlines logo]()
$367
This Delta deal was found by Cheapflights users on 4/9. 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.
Wed 4/2212:29 pm
JFK
- SJU
Nonstop4h 02m
Delta
Sat 4/255:42 pm
SJU
- JFK
Nonstop4h 18m
Delta
Deal found 4/9![Delta logo]()
$337
Last-minute flights from New York to Caribbean IslandsDiscover last-minute flight deals from New York to Caribbean Islands. Data last updated April 10, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Caribbean Islands. Data last updated April 10, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Fri 4/1011:30 am
EWR
- SJU
Nonstop4h 00m
Frontier
Fri 4/173:23 pm
SJU
- EWR
1 stop9h 53m
Frontier
Deal found 4/6![Frontier logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Sat 4/1111:30 am
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Thu 4/1610:50 am
SJU
- EWR
Nonstop4h 09m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$223
This Priceline deal was found by Cheapflights users on 4/5. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:55 pm
EWR
- SJU
1 stop14h 58m
Multiple Airlines
Sun 4/193:19 pm
SJU
- EWR
1 stop21h 40m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/1311:30 am
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Wed 4/2210:50 am
SJU
- EWR
Nonstop4h 10m
Multiple Airlines
Deal found 4/7![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Tue 4/215:05 pm
EWR
- SJU
1 stop6h 19m
Multiple Airlines
Sun 4/263:21 am
SJU
- EWR
1 stop9h 38m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$215
This CheapOair deal was found by Cheapflights users on 4/5. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/241:54 pm
EWR
- SJU
1 stop12h 07m
Multiple Airlines
Sat 5/210:50 am
SJU
- EWR
Nonstop4h 10m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$213
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Fri 4/249:00 pm
EWR
- SJU
1 stop12h 19m
Spirit Airlines
Sat 5/210:50 am
SJU
- EWR
Nonstop4h 10m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$219
This Cheapflightsfares deal was found by Cheapflights users on 4/6. 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.
Sat 5/21:19 pm
EWR
- SJU
1 stop12h 47m
Spirit Airlines
Sun 5/1012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$220
This Super.com deal was found by Cheapflights users on 4/6. 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.
Wed 5/66:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Sun 5/1012:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/6![Spirit Airlines logo]()
$218
This Priceline deal was found by Cheapflights users on 4/6. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:30 am
EWR
- SJU
1 stop14h 38m
Multiple Airlines
Mon 5/1112:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 4/9. 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.
Fri 5/86:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Sat 5/163:03 am
SJU
- EWR
1 stop7h 29m
Multiple Airlines
Deal found 4/9![Multiple Airlines logo]()
$222
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3011:30 am
EWR
- SJU
1 stop14h 38m
Multiple Airlines
Tue 6/212:59 am
SJU
- EWR
Nonstop4h 07m
Multiple Airlines
Deal found 4/6![Multiple Airlines logo]()
$221
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 April 10, 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 April 10, 2026.
This Booking.com deal was found by Cheapflights users on 4/8. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
EWR
- AUA
1 stop8h 36m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$76
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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.
Fri 5/86:00 am
EWR
- AUA
1 stop8h 36m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$93
This CheapOair deal was found by Cheapflights users on 4/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:25 pm
LGA
- SJU
1 stop14h 14m
Frontier
Deal found 4/9![Frontier logo]()
$94
This CheapOair deal was found by Cheapflights users on 4/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:00 am
EWR
- AUA
1 stop8h 36m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$94
This Trip.com deal was found by Cheapflights users on 4/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/219:59 am
LGA
- SJU
1 stop8h 00m
Multiple Airlines
Deal found 4/5![Multiple Airlines logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 4/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1012:00 pm
EWR
- AUA
1 stop7h 30m
Arajet
Deal found 4/7![Arajet logo]()
$95
This Cheapflightsfares deal was found by Cheapflights users on 4/8. 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 4/209:59 am
LGA
- SJU
1 stop14h 59m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$96
This Super.com deal was found by Cheapflights users on 4/8. 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 5/98:15 pm
LGA
- SJU
1 stop11h 49m
Frontier
Deal found 4/8![Frontier logo]()
$97
This Frontier deal was found by Cheapflights users on 4/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1212:59 pm
JFK
- SJU
Nonstop3h 57m
Frontier
Deal found 4/7![Frontier logo]()
$98
This CheapOair deal was found by Cheapflights users on 4/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:25 pm
LGA
- SJU
1 stop13h 23m
Frontier
Deal found 4/6![Frontier logo]()
$98
This Frontier deal was found by Cheapflights users on 4/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:25 pm
LGA
- SJU
1 stop13h 29m
Frontier
Deal found 4/6![Frontier logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 4/8. 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.
Mon 5/46:00 am
EWR
- AUA
1 stop8h 36m
Spirit Airlines
Deal found 4/8![Spirit Airlines logo]()
$99
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 April 10, 2026.
Round-trip from | $213 (CheapOair) |
|---|---|
One-way from | $76 (Booking.com) |
Popular in | December |
Cheapest in | October |
Average price | $339 |
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 April 10, 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
Mon 4/27
7:38 pm-11:59 pm
Nonstop4h 21m
San Juan Luis Munoz Marin Intl
Thu 5/7
6:00 pm-10:15 pm
Nonstop4h 15m
$302
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 5/13
12:25 pm-4:29 pm
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Mon 5/18
6:00 pm-10:15 pm
Nonstop4h 15m
$307
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 5/2
7:38 pm-11:59 pm
Nonstop4h 21m
San Juan Luis Munoz Marin Intl
Tue 5/5
7:15 am-11:18 am
Nonstop4h 03m
$307
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Thu 4/16
11:20 am-8:34 pm
1 stop9h 14m
San Juan Luis Munoz Marin Intl
Tue 4/21
4:55 pm-11:30 pm
1 stop6h 35m
$311
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Fri 4/24
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Mon 4/27
1:00 am-5:10 am
Nonstop4h 10m
$317
New YorkMontego Bay
JFK - MBJ
JFKMBJ
New York John F Kennedy Intl
Mon 5/4
8:20 am-11:27 am
Nonstop4h 07m
Montego Bay Sangster Intl
Fri 5/8
12:51 pm-5:55 pm
Nonstop4h 04m
$318
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Tue 5/5
8:00 am-12:04 pm
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Fri 5/8
1:00 am-5:10 am
Nonstop4h 10m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Thu 6/18
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Sun 6/21
1:00 am-5:10 am
Nonstop4h 10m
$327
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Thu 6/11
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Sun 6/14
7:05 am-11:01 am
Nonstop3h 56m
$327
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 6/9
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Fri 6/12
7:05 am-11:01 am
Nonstop3h 56m
$327
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from New York to Caribbean Islands
Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from New York with our price prediction graph.
EWR-SJU
JFK-MBJ
LGA-SJU
EWR-PUJ
EWR-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-SJU
JFK-MBJ
LGA-SJU
EWR-PUJ
What is the cheapest month to book a flight from New York to Caribbean Islands?
Currently, October is the cheapest month in which you can book a flight from New York to Caribbean Islands (average of $98). Flying from New York to Caribbean Islands in April is currently the most expensive (average of $147). 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 April 10, 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 35% on airfare.
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 April 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. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
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 April 10, 2026.
The most flights from NYC to zzEPX are scheduled on a Thursday (57 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).
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 April 10, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue from New York to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Crew
8.5
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Food
7.2
Crew
8.5
Comfort
7.9
Overall
7.9
Boarding
8.1
Entertainment
7.8
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
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 April 10, 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 April 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$94 | Average$363 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$330 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$101 | Average$476 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$471 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$126 | Average$404 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$438 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$146 | Average$452 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$161 | Average$545 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$163 | Average$480 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$165 | Average$440 | FlexibilityNo cancel fee | On-time70% |