Find Deals on Flights from White Plains Westchester County 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
Students
under 26
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 White Plains Westchester County to Caribbean

(Round-trip)
Depart: Tue Feb 7 2017 Return: Tue Feb 14 2017 Trip spans 8 days
American Airlines
American Airlines
HPN
SJU
12h 25m
2 stops
SJU
HPN
9h 20m
2 stops
Depart: Thu Feb 2 2017 Return: Wed Feb 8 2017 Trip spans 7 days
Major Airline
Major Airline
HPN
SJU
13h 53m
2 stops
SJU
HPN
7h 14m
2 stops
Depart: Fri Feb 3 2017 Return: Mon Feb 6 2017 Trip spans 4 days
United
United
HPN
SJU
10h 26m
1 stop
SJU
HPN
15h 53m
2 stops
Depart: Fri Feb 10 2017 Return: Sun Feb 12 2017 Trip spans 3 days
JetBlue
JetBlue
HPN
BQN
7h 32m
1 stop
BQN
HPN
7h 27m
1 stop
Depart: Wed Mar 1 2017 Return: Mon Mar 6 2017 Trip spans 6 days
Delta
Delta
HPN
PLS
7h 22m
1 stop
PLS
HPN
8h 54m
1 stop
Depart: Mon Jan 23 2017 Return: Thu Jan 26 2017 Trip spans 4 days
American Airlines
American Airlines
HPN
SJU
7h 17m
1 stop
SJU
HPN
8h 30m
1 stop
Depart: Tue Jan 17 2017 Return: Thu Jan 19 2017 Trip spans 3 days
JetBlue
JetBlue
HPN
HAV
5h 45m
1 stop
HAV
HPN
6h 58m
1 stop
Depart: Thu Jan 12 2017 Return: Sat Jan 14 2017 Trip spans 3 days
United
United
HPN
SJU
12h 09m
2 stops
SJU
HPN
15h 53m
2 stops
Depart: Tue Jan 31 2017 Return: Sat Feb 4 2017 Trip spans 5 days
Delta
Delta
HPN
BGI
20h 30m
1 stop
BGI
HPN
23h 18m
1 stop
Depart: Sat Jan 14 2017 Return: Thu Jan 19 2017 Trip spans 6 days
American Airlines
American Airlines
HPN
BGI
7h 52m
1 stop
BGI
HPN
16h 25m
1 stop
Depart: Mon Feb 13 2017 Return: Tue Feb 21 2017 Trip spans 9 days
Major Airline
Major Airline
HPN
SJU
14h 51m
2 stops
SJU
HPN
6h 29m
2 stops
Depart: Wed Feb 8 2017 Return: Fri Feb 17 2017 Trip spans 10 days
Delta
Delta
HPN
PUJ
13h 55m
1 stop
PUJ
HPN
12h 46m
1 stop
Depart: Sun Mar 5 2017 Return: Sat Mar 11 2017 Trip spans 7 days
JetBlue
JetBlue
HPN
BQN
7h 26m
1 stop
BQN
HPN
7h 13m
1 stop
Depart: Sat Jan 21 2017 Return: Sat Jan 28 2017 Trip spans 8 days
United
United
HPN
PLS
9h 10m
1 stop
PLS
HPN
8h 30m
1 stop
Depart: Thu Feb 2 2017 Return: Mon Feb 6 2017 Trip spans 5 days
American Airlines
American Airlines
HPN
BGI
14h 46m
1 stop
BGI
HPN
16h 25m
1 stop
Depart: Thu Feb 2 2017 Return: Mon Feb 6 2017 Trip spans 5 days
Delta
Delta
HPN
NAS
5h 55m
1 stop
NAS
HPN
8h 05m
1 stop
Depart: Tue Mar 21 2017 Return: Wed Mar 29 2017 Trip spans 9 days
American Airlines
American Airlines
HPN
BGI
14h 28m
2 stops
BGI
HPN
15h 45m
2 stops
Depart: Tue Jan 24 2017 Return: Sun Jan 29 2017 Trip spans 6 days
JetBlue
JetBlue
HPN
HAV
5h 45m
1 stop
HAV
HPN
11h 30m
1 stop
Depart: Sat Feb 25 2017 Return: Wed Mar 1 2017 Trip spans 5 days
Delta
Delta
HPN
PUJ
13h 55m
1 stop
PUJ
HPN
9h 09m
1 stop
Depart: Wed Mar 29 2017 Return: Sat Apr 8 2017 Trip spans 11 days
Major Airline
Major Airline
HPN
SJU
27h 58m
2 stops
SJU
HPN
13h 29m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

Airports
Origin

White Plains
$294
Destination

Aguadilla
$318
Bridgetown
$331
Nassau
$353
Providenciales
$325
San Juan
$294
Punta Cana
$350
Havana
$319