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: Tue Dec 5 2017 Return: Wed Dec 13 2017 Trip spans 9 days
JetBlue
JetBlue
EWR
SJU
8h 40m
1 stop
SJU
EWR
9h 03m
1 stop
Depart: Tue Nov 7 2017 Return: Wed Nov 15 2017 Trip spans 9 days
Multiple Airlines
Multiple Airlines
EWR
SJU
3h 50m
nonstop
SJU
EWR
16h 57m
1 stop
Depart: Sat Jan 27 2018 Return: Mon Feb 12 2018 Trip spans 17 days
Spirit Airlines
Spirit Airlines
EWR
SJU
15h 51m
1 stop
SJU
EWR
30h 52m
1 stop
Depart: Tue Oct 31 2017 Return: Thu Nov 30 2017 Trip spans 31 days
Delta
Delta
JFK
SJU
3h 53m
nonstop
SJU
JFK
4h 05m
nonstop
Depart: Thu Jan 25 2018 Return: Thu Feb 1 2018 Trip spans 8 days
Copa Airlines
Copa Airlines
JFK
HAV
29h 05m
1 stop
HAV
JFK
14h 45m
1 stop
Depart: Wed Dec 6 2017 Return: Wed Dec 13 2017 Trip spans 8 days
JetBlue
JetBlue
EWR
SJU
8h 21m
1 stop
SJU
EWR
9h 03m
1 stop
Depart: Wed Jan 31 2018 Return: Sun Feb 4 2018 Trip spans 5 days
Multiple Airlines
Multiple Airlines
EWR
SJU
15h 51m
1 stop
SJU
EWR
31h 16m
1 stop
Depart: Sun Nov 5 2017 Return: Thu Dec 14 2017 Trip spans 40 days
Delta
Delta
JFK
SJU
3h 48m
nonstop
SJU
JFK
4h 08m
nonstop
Depart: Wed Nov 29 2017 Return: Wed Dec 6 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
LGA
SJU
21h 41m
1 stop
SJU
LGA
6h 50m
1 stop
Depart: Fri Nov 3 2017 Return: Fri Dec 1 2017 Trip spans 29 days
Multiple Airlines
Multiple Airlines
JFK
SJU
3h 53m
nonstop
SJU
JFK
3h 58m
nonstop
Depart: Mon Nov 13 2017 Return: Thu Nov 30 2017 Trip spans 18 days
Delta
Delta
JFK
SJU
3h 48m
nonstop
SJU
JFK
4h 05m
nonstop
Depart: Fri Oct 27 2017 Return: Sat Oct 28 2017 Trip spans 2 days
JetBlue
JetBlue
JFK
SJU
3h 58m
nonstop
SJU
JFK
4h 00m
nonstop
Depart: Sun Jan 28 2018 Return: Tue Jan 30 2018 Trip spans 3 days
Copa Airlines
Copa Airlines
JFK
HAV
30h 50m
1 stop
HAV
JFK
14h 45m
1 stop
Depart: Wed Dec 6 2017 Return: Tue Dec 12 2017 Trip spans 7 days
Spirit Airlines
Spirit Airlines
LGA
SJU
16h 42m
1 stop
SJU
LGA
17h 47m
1 stop
Depart: Wed Nov 15 2017 Return: Fri Nov 24 2017 Trip spans 10 days
Delta
Delta
JFK
SJU
3h 39m
nonstop
SJU
JFK
4h 05m
nonstop
Depart: Wed Dec 13 2017 Return: Thu Feb 8 2018 Trip spans 58 days
Multiple Airlines
Multiple Airlines
EWR
SJU
12h 39m
1 stop
SJU
EWR
16h 03m
1 stop
Depart: Thu Mar 1 2018 Return: Tue Mar 6 2018 Trip spans 6 days
Copa Airlines
Copa Airlines
JFK
HAV
9h 40m
1 stop
HAV
JFK
12h 10m
1 stop
Depart: Wed Nov 8 2017 Return: Sat Nov 11 2017 Trip spans 4 days
JetBlue
JetBlue
JFK
SJU
4h 00m
nonstop
SJU
JFK
7h 25m
1 stop
Depart: Sat Dec 9 2017 Return: Tue Dec 12 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
LGA
SJU
6h 41m
1 stop
SJU
LGA
6h 50m
1 stop
Depart: Wed Nov 8 2017 Return: Wed Nov 15 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
JFK
SJU
4h 00m
nonstop
SJU
JFK
9h 14m
1 stop
* 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 $238
only $229
Newark
$216
Destination

San Juan
$216
Havana
$259