Find Cheap Flights 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 Newburgh Stewart to Caribbean

(Round-trip)
Depart: Tue Jan 16 2018 Return: Thu Jan 18 2018 Trip spans 3 days
American Airlines
American Airlines
SWF
SJU
7h 55m
1 stop
SJU
SWF
8h 35m
1 stop
Depart: Wed Jan 10 2018 Return: Fri Jan 12 2018 Trip spans 3 days
Multiple Airlines
Multiple Airlines
SWF
SJU
5h 30m
1 stop
SJU
SWF
8h 42m
1 stop
Depart: Wed Nov 29 2017 Return: Wed Dec 6 2017 Trip spans 8 days
JetBlue
JetBlue
SWF
SJU
9h 27m
1 stop
SJU
SWF
6h 55m
1 stop
Depart: Sun Oct 29 2017 Return: Thu Nov 2 2017 Trip spans 5 days
Delta
Delta
SWF
NAS
21h 52m
2 stops
NAS
SWF
9h 04m
2 stops
Depart: Sat Dec 2 2017 Return: Tue Dec 12 2017 Trip spans 11 days
JetBlue
JetBlue
SWF
SJU
9h 27m
1 stop
SJU
SWF
6h 55m
1 stop
Depart: Tue Jan 16 2018 Return: Wed Jan 24 2018 Trip spans 9 days
American Airlines
American Airlines
SWF
SJU
7h 55m
1 stop
SJU
SWF
6h 25m
1 stop
Depart: Mon Sep 18 2017 Return: Wed Sep 20 2017 Trip spans 3 days
Multiple Airlines
Multiple Airlines
SWF
SJU
5h 47m
1 stop
SJU
SWF
6h 38m
1 stop
Depart: Mon Jan 22 2018 Return: Fri Jan 26 2018 Trip spans 5 days
JetBlue
JetBlue
SWF
SJU
6h 31m
1 stop
SJU
SWF
6h 30m
1 stop
Depart: Sun Oct 15 2017 Return: Sat Oct 21 2017 Trip spans 7 days
Multiple Airlines
Multiple Airlines
SWF
SJU
5h 59m
1 stop
SJU
SWF
9h 13m
1 stop
Depart: Sun Feb 4 2018 Return: Wed Feb 28 2018 Trip spans 25 days
JetBlue
JetBlue
SWF
SJU
6h 31m
1 stop
SJU
SWF
7h 13m
1 stop
Depart: Fri Jan 5 2018 Return: Fri Jan 12 2018 Trip spans 8 days
American Airlines
American Airlines
SWF
NAS
7h 33m
1 stop
NAS
SWF
6h 45m
1 stop
Depart: Sun Feb 11 2018 Return: Wed Feb 14 2018 Trip spans 4 days
JetBlue
JetBlue
SWF
SJU
6h 31m
1 stop
SJU
SWF
6h 30m
1 stop
Depart: Mon Feb 12 2018 Return: Wed Feb 14 2018 Trip spans 3 days
American Airlines
American Airlines
SWF
NAS
7h 33m
1 stop
NAS
SWF
6h 45m
1 stop
Depart: Wed Nov 29 2017 Return: Sat Dec 2 2017 Trip spans 4 days
American Airlines
American Airlines
SWF
NAS
7h 28m
2 stops
NAS
SWF
7h 20m
1 stop
Depart: Sun Dec 31 2017 Return: Tue Jan 9 2018 Trip spans 10 days
Delta
Delta
SWF
MBJ
17h 28m
2 stops
MBJ
SWF
25h 12m
2 stops
Depart: Wed Nov 29 2017 Return: Sat Dec 9 2017 Trip spans 11 days
JetBlue
JetBlue
SWF
SJU
9h 27m
1 stop
SJU
SWF
8h 27m
1 stop
Depart: Wed Jan 3 2018 Return: Sat Jan 6 2018 Trip spans 4 days
Multiple Airlines
Multiple Airlines
SWF
NAS
7h 33m
1 stop
NAS
SWF
9h 44m
1 stop
Depart: Fri Sep 15 2017 Return: Mon Sep 18 2017 Trip spans 4 days
American Airlines
American Airlines
SWF
NAS
7h 54m
1 stop
NAS
SWF
7h 24m
1 stop
Depart: Thu Feb 1 2018 Return: Wed Feb 7 2018 Trip spans 7 days
JetBlue
JetBlue
SWF
SJU
6h 31m
1 stop
SJU
SWF
6h 30m
1 stop
Depart: Mon Jan 8 2018 Return: Thu Jan 11 2018 Trip spans 4 days
American Airlines
American Airlines
SWF
PUJ
8h 05m
1 stop
PUJ
SWF
6h 50m
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.

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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

Newburgh
$270
Destination

Nassau
$357
San Juan
$270
Montego Bay
$480
Punta Cana
$376