Find Cheap 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
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: Sat Dec 9 2017 Return: Sat Dec 16 2017 Trip spans 8 days
Delta
Delta
HPN
PLS
7h 40m
1 stop
PLS
HPN
8h 18m
1 stop
Depart: Fri Dec 8 2017 Return: Wed Dec 13 2017 Trip spans 6 days
American Airlines
American Airlines
HPN
SJU
7h 11m
1 stop
SJU
HPN
7h 45m
1 stop
Depart: Sat Dec 9 2017 Return: Sat Dec 16 2017 Trip spans 8 days
JetBlue
JetBlue
HPN
SJU
6h 48m
1 stop
SJU
HPN
7h 32m
1 stop
Depart: Thu Nov 9 2017 Return: Wed Nov 15 2017 Trip spans 7 days
United
United
HPN
SJU
25h 05m
1 stop
SJU
HPN
20h 44m
1 stop
Depart: Sun Jan 14 2018 Return: Tue Jan 16 2018 Trip spans 3 days
Multiple Airlines
Multiple Airlines
HPN
BQN
7h 38m
1 stop
BQN
HPN
19h 16m
2 stops
Depart: Thu Feb 1 2018 Return: Mon Feb 5 2018 Trip spans 5 days
Delta
Delta
HPN
PLS
6h 07m
1 stop
PLS
HPN
8h 53m
1 stop
Depart: Thu Nov 9 2017 Return: Tue Nov 14 2017 Trip spans 6 days
United
United
HPN
SJU
25h 05m
1 stop
SJU
HPN
22h 09m
2 stops
Depart: Sat Feb 10 2018 Return: Sun Feb 18 2018 Trip spans 9 days
Delta
Delta
HPN
PLS
13h 39m
1 stop
PLS
HPN
11h 09m
1 stop
Depart: Fri Dec 8 2017 Return: Sat Dec 16 2017 Trip spans 9 days
JetBlue
JetBlue
HPN
SJU
6h 19m
1 stop
SJU
HPN
7h 32m
1 stop
Depart: Thu Feb 15 2018 Return: Tue Feb 20 2018 Trip spans 6 days
Multiple Airlines
Multiple Airlines
HPN
PLS
7h 22m
1 stop
PLS
HPN
10h 22m
2 stops
Depart: Wed Nov 29 2017 Return: Fri Dec 1 2017 Trip spans 3 days
American Airlines
American Airlines
HPN
SJU
7h 11m
1 stop
SJU
HPN
7h 45m
1 stop
Depart: Tue Feb 20 2018 Return: Tue Feb 27 2018 Trip spans 8 days
Delta
Delta
HPN
PLS
7h 22m
1 stop
PLS
HPN
8h 53m
1 stop
Depart: Fri Jan 12 2018 Return: Sun Jan 14 2018 Trip spans 3 days
United
United
HPN
SJU
17h 25m
2 stops
SJU
HPN
20h 20m
2 stops
Depart: Sat Jan 13 2018 Return: Sat Jan 20 2018 Trip spans 8 days
Delta
Delta
HPN
PLS
8h 24m
1 stop
PLS
HPN
24h 25m
1 stop
Depart: Sat Jan 6 2018 Return: Wed Feb 21 2018 Trip spans 47 days
American Airlines
American Airlines
HPN
POP
21h 54m
2 stops
POP
HPN
20h 16m
2 stops
Depart: Sun Dec 17 2017 Return: Thu Jan 4 2018 Trip spans 19 days
JetBlue
JetBlue
HPN
BQN
7h 37m
1 stop
BQN
HPN
7h 22m
1 stop
Depart: Fri Dec 8 2017 Return: Fri Dec 15 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
HPN
AUA
8h 40m
1 stop
AUA
HPN
29h 40m
2 stops
Depart: Thu Nov 16 2017 Return: Thu Nov 30 2017 Trip spans 15 days
Delta
Delta
HPN
SJU
7h 28m
1 stop
SJU
HPN
7h 15m
1 stop
Depart: Thu Jan 11 2018 Return: Sun Jan 14 2018 Trip spans 4 days
United
United
HPN
SJU
17h 26m
2 stops
SJU
HPN
20h 20m
2 stops
Depart: Thu Jan 11 2018 Return: Wed Jan 17 2018 Trip spans 7 days
Delta
Delta
HPN
SJU
8h 52m
1 stop
SJU
HPN
7h 28m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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Airports
Origin

White Plains
$326
Destination

Aguadilla
$370
Providenciales
$326
San Juan
$329
San Felipe de Puerto Plata
$433
Oranjestad
$438