$105+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — SJU
May 28 — Jun 41
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from New York to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from New York to Caribbean
Cheapest
Best
Last-minute
One-way
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 April 28, 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 April 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/275:55 am
EWR
- SJU
1 stop8h 12m
Frontier
Thu 6/45:15 pm
SJU
- EWR
1 stop8h 03m
Frontier
Deal found 4/23![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 6/37:45 am
EWR
- SJU
Nonstop3h 55m
Multiple Airlines
Wed 6/105:15 pm
SJU
- EWR
1 stop7h 50m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
Sun 5/176:00 am
EWR
- SJU
1 stop12h 59m
Spirit Airlines
Wed 5/2712:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/23![Spirit Airlines logo]()
$216
This Priceline deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:45 am
EWR
- SJU
Nonstop3h 55m
Multiple Airlines
Sat 6/135:15 pm
SJU
- EWR
1 stop7h 50m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$217
This Cheapflightsfares deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Wed 5/276:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Wed 6/34:28 pm
SJU
- EWR
Nonstop4h 17m
Spirit Airlines
Deal found 4/27![Spirit Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 6/107:45 am
EWR
- SJU
Nonstop3h 55m
Spirit Airlines
Tue 6/234:56 pm
SJU
- EWR
Nonstop4h 15m
Spirit Airlines
Deal found 4/27![Spirit Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/256:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Thu 6/46:09 pm
SJU
- EWR
1 stop16h 23m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$220
This Cheapflightsfares deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/286:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Tue 6/22:59 am
SJU
- EWR
1 stop10h 46m
Spirit Airlines
Deal found 4/28![Spirit Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/236:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Fri 6/57:30 am
SJU
- EWR
Nonstop4h 13m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Sun 5/316:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Mon 6/85:15 pm
SJU
- EWR
1 stop8h 03m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/25:05 pm
EWR
- SJU
1 stop15h 44m
Multiple Airlines
Tue 5/125:15 pm
SJU
- EWR
1 stop8h 03m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$224
This Frontier deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Wed 5/65:55 am
EWR
- SJU
1 stop8h 12m
Frontier
Thu 5/145:15 pm
SJU
- EWR
1 stop8h 03m
Frontier
Deal found 4/26![Frontier logo]()
$225
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 April 28, 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 April 28, 2026.
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 6/207:25 pm
JFK
- SJU
Nonstop4h 18m
Delta
Tue 6/307:05 am
SJU
- JFK
Nonstop3h 56m
Delta
Deal found 4/23![Delta logo]()
$277
This JetBlue deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 6/159:02 pm
JFK
- SJU
1 stop10h 54m
JetBlue
Wed 6/245:01 am
SJU
- JFK
Nonstop3h 53m
JetBlue
Deal found 4/26![JetBlue logo]()
$326
This United Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/38:00 am
EWR
- SJU
Nonstop4h 04m
United Airlines
Thu 5/143:56 pm
SJU
- EWR
1 stop9h 34m
United Airlines
Deal found 4/26![United Airlines logo]()
$332
This Arajet deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1712:00 pm
EWR
- SDQ
Nonstop4h 30m
Arajet
Wed 9/96:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Deal found 4/23![Arajet logo]()
$359
This Arajet deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:59 am
EWR
- SDQ
Nonstop4h 30m
Multiple Airlines
Thu 5/71:45 pm
SDQ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
Wed 9/166:00 am
LGA
- SJU
2 stops10h 25m
Southwest
Wed 9/238:20 am
SJU
- LGA
2 stops8h 45m
Southwest
Deal found 4/25![Southwest logo]()
$394
This Avianca deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/271:30 am
JFK
- PUJ
1 stop15h 55m
Avianca
Wed 6/312:50 pm
PUJ
- JFK
1 stop10h 55m
Avianca
Deal found 4/23![Avianca logo]()
$463
This Copa Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:20 am
JFK
- PUJ
1 stop8h 40m
Copa Airlines
Tue 6/3011:46 am
PUJ
- JFK
1 stop16h 13m
Copa Airlines
Deal found 4/26![Copa Airlines logo]()
$471
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/117:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Mon 9/141:32 pm
SJU
- JFK
Nonstop4h 18m
Delta
Deal found 4/24![Delta logo]()
$312
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 10/56:05 am
LGA
- SJU
1 stop6h 29m
United Airlines
Fri 10/94:55 pm
SJU
- LGA
1 stop6h 27m
United Airlines
Deal found 4/23![United Airlines logo]()
$338
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 7/2812:45 pm
JFK
- SJU
Nonstop3h 53m
Delta
Tue 8/47:35 am
SJU
- JFK
Nonstop3h 55m
Delta
Deal found 4/27![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/237:45 pm
EWR
- SJU
Nonstop4h 05m
United Airlines
Sat 7/41:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/27![United Airlines logo]()
$348
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 8/127:30 pm
JFK
- SJU
Nonstop4h 29m
Delta
Tue 8/187:00 am
SJU
- JFK
Nonstop4h 06m
Delta
Deal found 4/23![Delta logo]()
$327
This Arajet deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:00 pm
EWR
- SDQ
1 stop9h 40m
Multiple Airlines
Sun 6/216:59 am
SDQ
- EWR
Nonstop4h 01m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$409
This Arajet deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:00 pm
EWR
- SDQ
Nonstop4h 30m
Arajet
Wed 6/37:10 pm
SDQ
- EWR
Nonstop4h 20m
Arajet
Deal found 4/23![Arajet logo]()
$416
This Southwest deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 10/212:30 pm
LGA
- SJU
2 stops12h 05m
Southwest
Tue 10/65:35 am
SJU
- LGA
2 stops10h 45m
Southwest
Deal found 4/25![Southwest logo]()
$420
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 7/307:29 pm
JFK
- SJU
Nonstop4h 24m
Delta
Tue 8/41:19 pm
SJU
- JFK
Nonstop4h 11m
Delta
Deal found 4/27![Delta logo]()
$327
This United Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/610:40 am
EWR
- SJU
1 stop9h 58m
United Airlines
Sat 5/91:00 am
SJU
- EWR
Nonstop4h 10m
United Airlines
Deal found 4/25![United Airlines logo]()
$370
This Arajet deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2312:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Sat 6/66:10 am
SDQ
- EWR
Nonstop4h 20m
Arajet
Deal found 4/24![Arajet logo]()
$421
This JetBlue deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:40 pm
JFK
- STI
1 stop13h 07m
JetBlue
Sat 5/167:00 am
STI
- JFK
Nonstop3h 54m
JetBlue
Deal found 4/27![JetBlue logo]()
$468
This Arajet deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/1212:00 pm
EWR
- SDQ
1 stop9h 40m
Multiple Airlines
Tue 6/21:45 pm
SDQ
- EWR
1 stop9h 45m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$426
This Copa Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/73:32 pm
JFK
- PUJ
1 stop19h 07m
Copa Airlines
Sun 5/105:35 am
PUJ
- JFK
1 stop19h 25m
Copa Airlines
Deal found 4/25![Copa Airlines logo]()
$478
This Southwest deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 10/112:30 pm
LGA
- SJU
2 stops12h 05m
Southwest
Wed 10/75:00 am
SJU
- LGA
2 stops11h 20m
Southwest
Deal found 4/25![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/127:20 pm
JFK
- SJU
Nonstop4h 15m
Delta
Sat 5/167:05 am
SJU
- JFK
Nonstop3h 58m
Delta
Deal found 4/24![Delta logo]()
$337
This Avianca deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:00 am
JFK
- PUJ
2 stops14h 25m
Avianca
Wed 6/1012:50 pm
PUJ
- JFK
1 stop10h 55m
Avianca
Deal found 4/28![Avianca logo]()
$498
This Arajet deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Arajet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1712:59 am
EWR
- SDQ
Nonstop4h 30m
Arajet
Thu 7/26:59 am
SDQ
- EWR
Nonstop4h 01m
Arajet
Deal found 4/25![Arajet logo]()
$425
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 8/146:00 am
LGA
- SJU
1 stop8h 44m
United Airlines
Mon 8/172:20 pm
SJU
- LGA
1 stop8h 55m
United Airlines
Deal found 4/27![United Airlines logo]()
$402
This Copa Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/303:32 pm
JFK
- SDQ
1 stop10h 53m
Copa Airlines
Sun 6/288:45 am
SDQ
- JFK
1 stop19h 14m
Copa Airlines
Deal found 4/24![Copa Airlines logo]()
$488
This JetBlue deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/87:35 pm
EWR
- STI
Nonstop3h 57m
JetBlue
Thu 5/145:45 am
STI
- EWR
Nonstop3h 54m
JetBlue
Deal found 4/27![JetBlue logo]()
$490
This Arajet deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 6/1612:00 pm
EWR
- PUJ
Nonstop4h 19m
Multiple Airlines
Sat 6/202:05 am
PUJ
- EWR
1 stop8h 25m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$457
Last-minute flights from New York to CaribbeanDiscover last-minute flight deals from New York to Caribbean. Data last updated April 28, 2026 and is based on user searches.
Discover last-minute flight deals from New York to Caribbean. Data last updated April 28, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 5/25:05 pm
EWR
- SJU
1 stop15h 44m
Multiple Airlines
Tue 5/125:15 pm
SJU
- EWR
1 stop8h 03m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/55:55 am
EWR
- SJU
1 stop8h 12m
Frontier
Tue 5/193:03 am
SJU
- EWR
1 stop7h 29m
Frontier
Deal found 4/23![Frontier logo]()
$217
This Frontier deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Wed 5/65:55 am
EWR
- SJU
1 stop8h 12m
Frontier
Thu 5/145:15 pm
SJU
- EWR
1 stop8h 03m
Frontier
Deal found 4/26![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
Sun 5/176:00 am
EWR
- SJU
1 stop12h 59m
Spirit Airlines
Wed 5/2712:59 am
SJU
- EWR
Nonstop4h 07m
Spirit Airlines
Deal found 4/23![Spirit Airlines logo]()
$216
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/236:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Fri 6/57:30 am
SJU
- EWR
Nonstop4h 13m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/256:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Sat 6/67:30 am
SJU
- EWR
Nonstop4h 13m
Spirit Airlines
Deal found 4/23![Spirit Airlines logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/256:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Thu 6/46:09 pm
SJU
- EWR
1 stop16h 23m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/2711:30 am
EWR
- SJU
1 stop14h 38m
Frontier
Fri 6/55:15 pm
SJU
- EWR
1 stop8h 03m
Frontier
Deal found 4/25![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/276:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Thu 6/47:30 am
SJU
- EWR
Nonstop4h 13m
Spirit Airlines
Deal found 4/25![Spirit Airlines logo]()
$215
This Cheapflightsfares deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Wed 5/276:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Wed 6/34:28 pm
SJU
- EWR
Nonstop4h 17m
Spirit Airlines
Deal found 4/27![Spirit Airlines logo]()
$218
This Cheapflightsfares deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/286:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Tue 6/22:59 am
SJU
- EWR
1 stop10h 46m
Spirit Airlines
Deal found 4/28![Spirit Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Sun 5/316:42 pm
EWR
- SJU
Nonstop4h 00m
Multiple Airlines
Mon 6/85:15 pm
SJU
- EWR
1 stop8h 03m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$223
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 April 28, 2026.
Search for one-way flight options from New York to Caribbean. Find affordable one-way fares based on user searches. Data last updated April 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 5/1410:45 pm
LGA
- SJU
1 stop9h 19m
Frontier
Deal found 4/23![Frontier logo]()
$105
This Cheapflightsfares deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/1411:30 am
EWR
- SJU
1 stop11h 13m
Frontier
Deal found 4/28![Frontier logo]()
$105
This Frontier deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/158:15 pm
LGA
- SJU
1 stop11h 49m
Frontier
Deal found 4/27![Frontier logo]()
$106
This Frontier deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/195:55 am
EWR
- SJU
1 stop8h 12m
Frontier
Deal found 4/23![Frontier logo]()
$106
This Booking.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Mon 5/188:15 pm
LGA
- SJU
1 stop17h 00m
Frontier
Deal found 4/26![Frontier logo]()
$107
This Frontier deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Mon 5/1811:30 am
EWR
- SJU
1 stop11h 13m
Frontier
Deal found 4/26![Frontier logo]()
$107
This Trip.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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 5/196:29 am
LGA
- SJU
1 stop7h 38m
Frontier
Deal found 4/27![Frontier logo]()
$108
This Jetabroad deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:29 am
LGA
- SJU
1 stop7h 38m
Frontier
Deal found 4/27![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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 5/208:15 pm
LGA
- SJU
1 stop27h 07m
Frontier
Deal found 4/26![Frontier logo]()
$111
This Super.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
Thu 5/711:30 am
EWR
- SJU
1 stop29h 44m
Frontier
Deal found 4/23![Frontier logo]()
$111
This Trip.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Thu 5/288:15 pm
LGA
- SJU
1 stop27h 07m
Frontier
Deal found 4/24![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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 5/256:42 pm
EWR
- SJU
Nonstop4h 00m
Spirit Airlines
Deal found 4/25![Spirit Airlines logo]()
$113
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 April 28, 2026.
Round-trip from | $214 (Kiwi.com) |
|---|---|
One-way from | $105 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $347 |
Good round-trip deal | $173 or less |
Good one-way deal | $77 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 April 28, 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
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 6/20
7:25 pm-11:43 pm
Nonstop4h 18m
San Juan Luis Munoz Marin Intl
Tue 6/30
7:05 am-11:01 am
Nonstop3h 56m
$277
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Sat 7/11
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Mon 9/14
1:32 pm-5:50 pm
Nonstop4h 18m
$312
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Mon 6/15
9:02 pm-7:56 am
1 stop10h 54m
San Juan Luis Munoz Marin Intl
Wed 6/24
5:01 am-8:54 am
Nonstop3h 53m
$326
Quickest round-trip
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 7/28
12:45 pm-4:38 pm
Nonstop3h 53m
San Juan Luis Munoz Marin Intl
Tue 8/4
7:35 am-11:30 am
Nonstop3h 55m
$327
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Wed 8/12
7:30 pm-11:59 pm
Nonstop4h 29m
San Juan Luis Munoz Marin Intl
Tue 8/18
7:00 am-11:06 am
Nonstop4h 06m
$327
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Thu 7/30
7:29 pm-11:53 pm
Nonstop4h 24m
San Juan Luis Munoz Marin Intl
Tue 8/4
1:19 pm-5:30 pm
Nonstop4h 11m
$327
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sun 5/3
8:00 am-12:04 pm
Nonstop4h 04m
San Juan Luis Munoz Marin Intl
Thu 5/14
3:56 pm-1:30 am
1 stop9h 34m
$332
New YorkSan Juan
JFK - SJU
JFKSJU
New York John F Kennedy Intl
Tue 5/12
7:20 pm-11:35 pm
Nonstop4h 15m
San Juan Luis Munoz Marin Intl
Sat 5/16
7:05 am-11:03 am
Nonstop3h 58m
$337
New YorkSan Juan
LGA - SJU
LGASJU
New York LaGuardia
Mon 10/5
6:05 am-12:34 pm
1 stop6h 29m
San Juan Luis Munoz Marin Intl
Fri 10/9
4:55 pm-11:22 pm
1 stop6h 27m
$338
NewarkSan Juan
EWR - SJU
EWRSJU
Newark
Sat 5/23
7:45 pm-11:50 pm
Nonstop4h 05m
San Juan Luis Munoz Marin Intl
Sat 7/4
1:00 am-5:10 am
Nonstop4h 10m
$348
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from New York to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from New York with our price prediction graph.
EWR-SJU
EWR-AUA
JFK-PUJ
LGA-SJU
JFK-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-SJU
EWR-AUA
JFK-PUJ
LGA-SJU
How far ahead should I book a flight from New York to Caribbean?
The best time to book flights from New York to Caribbean is 29 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from New York to Caribbean?
Currently, September is the cheapest month in which you can book a flight from New York to Caribbean (average of $380). Flying from New York to Caribbean in December is currently the most expensive (average of $592). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from NYC to CB?
Find hourly flight availability from New York to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 28, 2026.
It’s typically best to fly out from New York to Caribbean in the evening. Doing so could potentially save you 31% on the flight price compared to flying at noon, which is usually more expensive.
What is the cheapest day to fly from New York to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from New York to Caribbean. Price data was last updated on April 25, 2026.
Travelers seeking maximum savings on their New York to Caribbean flight should consider departing on Friday evenings when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from New York to Caribbean
Explore weekly flight availability from New York to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 28, 2026.
The most flights from NYC to 0CB are scheduled on a Tuesday (48 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 on average).
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated April 28, 2026.
Read through reviews of airlines operating flights from New York to Caribbean, such as Delta,United Airlines, andJetBlue. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
10.0
ExcellentKymberlee,Oct 2024
JFK - ATL
Entertainment
7.8
Food
7.2
Overall
7.9
Comfort
7.9
Boarding
8.1
Crew
8.5
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. 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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top countries
Top destinations
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 April 28, 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 April 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$95 | Average$361 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$330 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$101 | Average$482 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$108 | Average$485 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$131 | Average$405 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$144 | Average$444 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$146 | Average$452 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$161 | Average$539 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$165 | Average$430 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$187 | Average$498 | FlexibilityNo cancel fee | On-time69% |