Find Cheap Flights from New York to Caribbean

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from New York to Caribbean

(Round-trip)
Depart: Fri Sep 22 2017 Return: Sat Sep 30 2017 Trip spans 9 days
JetBlue
JetBlue
JFK
PSE
3h 54m
nonstop
PSE
JFK
3h 57m
nonstop
Depart: Sat Sep 2 2017 Return: Tue Sep 12 2017 Trip spans 11 days
Delta
Delta
JFK
SJU
3h 55m
nonstop
SJU
JFK
3h 56m
nonstop
Depart: Mon Sep 11 2017 Return: Thu Sep 28 2017 Trip spans 18 days
United
United
EWR
SJU
3h 55m
nonstop
SJU
EWR
4h 00m
nonstop
Depart: Tue Sep 19 2017 Return: Thu Sep 28 2017 Trip spans 10 days
Multiple Airlines
Multiple Airlines
EWR
SJU
3h 52m
nonstop
SJU
EWR
4h 00m
nonstop
Depart: Wed Jan 17 2018 Return: Thu Jan 25 2018 Trip spans 9 days
American Airlines
American Airlines
LGA
SJU
6h 28m
1 stop
SJU
LGA
7h 07m
1 stop
Depart: Sat Oct 21 2017 Return: Tue Oct 24 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
LGA
SJU
6h 41m
1 stop
SJU
LGA
6h 57m
1 stop
Depart: Thu Sep 14 2017 Return: Sun Sep 17 2017 Trip spans 4 days
Cayman Airways
Cayman Airways
JFK
GCM
4h 00m
nonstop
GCM
JFK
3h 55m
nonstop
Depart: Mon Sep 25 2017 Return: Fri Sep 29 2017 Trip spans 5 days
JetBlue
JetBlue
JFK
PSE
3h 54m
nonstop
PSE
JFK
3h 57m
nonstop
Depart: Sat Sep 16 2017 Return: Sat Sep 23 2017 Trip spans 8 days
Delta
Delta
JFK
SJU
3h 58m
nonstop
SJU
JFK
3h 54m
nonstop
Depart: Mon Oct 2 2017 Return: Tue Oct 17 2017 Trip spans 16 days
Multiple Airlines
Multiple Airlines
LGA
SJU
5h 28m
1 stop
SJU
LGA
8h 00m
1 stop
Depart: Tue Oct 24 2017 Return: Wed Nov 1 2017 Trip spans 9 days
United
United
EWR
SJU
3h 55m
nonstop
SJU
EWR
4h 05m
nonstop
Depart: Wed Jan 31 2018 Return: Tue Feb 6 2018 Trip spans 7 days
American Airlines
American Airlines
LGA
SJU
7h 14m
1 stop
SJU
LGA
7h 29m
1 stop
Depart: Tue Oct 3 2017 Return: Wed Oct 4 2017 Trip spans 2 days
JetBlue
JetBlue
JFK
SJU
3h 58m
nonstop
SJU
JFK
3h 56m
nonstop
Depart: Sat Sep 30 2017 Return: Tue Oct 3 2017 Trip spans 4 days
Delta
Delta
JFK
SJU
3h 58m
nonstop
SJU
JFK
3h 59m
nonstop
Depart: Wed Nov 1 2017 Return: Tue Nov 7 2017 Trip spans 7 days
Multiple Airlines
Multiple Airlines
LGA
SJU
5h 40m
1 stop
SJU
LGA
8h 37m
1 stop
Depart: Mon Jan 15 2018 Return: Wed Jan 31 2018 Trip spans 17 days
United
United
EWR
SJU
3h 50m
nonstop
SJU
EWR
4h 05m
nonstop
Depart: Sat Feb 24 2018 Return: Wed Feb 28 2018 Trip spans 5 days
American Airlines
American Airlines
LGA
SJU
6h 02m
1 stop
SJU
LGA
7h 07m
1 stop
Depart: Tue Oct 3 2017 Return: Wed Oct 4 2017 Trip spans 2 days
JetBlue
JetBlue
JFK
SJU
3h 58m
nonstop
SJU
JFK
3h 56m
nonstop
Depart: Sun Dec 10 2017 Return: Thu Dec 14 2017 Trip spans 5 days
Cayman Airways
Cayman Airways
JFK
GCM
4h 05m
nonstop
GCM
JFK
3h 55m
nonstop
Depart: Sat Oct 14 2017 Return: Sat Oct 21 2017 Trip spans 8 days
Delta
Delta
JFK
SJU
3h 58m
nonstop
SJU
JFK
3h 52m
nonstop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

New York
only $261
only $252
Newark
$261
Destination

San Juan
$255
Ponce
$252
George Town
$309