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: Wed May 31 2017 Return: Fri Jun 9 2017 Trip spans 10 days
American Airlines
American Airlines
HPN
SJU
6h 30m
1 stop
SJU
HPN
7h 15m
1 stop
Depart: Wed Oct 11 2017 Return: Wed Oct 25 2017 Trip spans 15 days
Delta
Delta
HPN
SJU
8h 52m
1 stop
SJU
HPN
7h 07m
1 stop
Depart: Thu Aug 10 2017 Return: Wed Aug 23 2017 Trip spans 14 days
JetBlue
JetBlue
HPN
SJU
9h 43m
1 stop
SJU
HPN
9h 46m
1 stop
Depart: Fri May 5 2017 Return: Mon May 8 2017 Trip spans 4 days
Major Airline
Major Airline
HPN
NAS
2h 15m
nonstop
NAS
HPN
2h 15m
nonstop
Depart: Tue Jun 27 2017 Return: Sat Jul 1 2017 Trip spans 5 days
United
United
HPN
CUR
48h 34m
2 stops
CUR
HPN
32h 10m
2 stops
Depart: Mon Oct 30 2017 Return: Tue Nov 7 2017 Trip spans 9 days
American Airlines
American Airlines
HPN
BGI
19h 28m
2 stops
BGI
HPN
15h 05m
2 stops
Depart: Wed Sep 20 2017 Return: Wed Sep 27 2017 Trip spans 8 days
JetBlue
JetBlue
HPN
SJU
9h 02m
1 stop
SJU
HPN
8h 19m
1 stop
Depart: Fri Jun 9 2017 Return: Fri Jun 16 2017 Trip spans 8 days
Delta
Delta
HPN
NAS
7h 16m
1 stop
NAS
HPN
14h 57m
1 stop
Depart: Wed Sep 20 2017 Return: Sat Sep 23 2017 Trip spans 4 days
Major Airline
Major Airline
HPN
SJU
11h 44m
2 stops
SJU
HPN
28h 22m
2 stops
Depart: Tue Jul 4 2017 Return: Mon Jul 10 2017 Trip spans 7 days
Delta
Delta
HPN
NAS
9h 02m
1 stop
NAS
HPN
10h 20m
1 stop
Depart: Wed May 31 2017 Return: Wed Jun 7 2017 Trip spans 8 days
American Airlines
American Airlines
HPN
SJU
8h 02m
1 stop
SJU
HPN
8h 58m
1 stop
Depart: Wed Aug 9 2017 Return: Tue Aug 15 2017 Trip spans 7 days
JetBlue
JetBlue
HPN
SJU
7h 02m
1 stop
SJU
HPN
8h 29m
1 stop
Depart: Fri Jul 7 2017 Return: Fri Jul 14 2017 Trip spans 8 days
Delta
Delta
HPN
NAS
8h 32m
1 stop
NAS
HPN
10h 20m
1 stop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
American Airlines
American Airlines
HPN
SJU
8h 02m
1 stop
SJU
HPN
7h 15m
1 stop
Depart: Sun May 14 2017 Return: Wed May 17 2017 Trip spans 4 days
JetBlue
JetBlue
HPN
HAV
7h 15m
1 stop
HAV
HPN
7h 31m
1 stop
Depart: Mon Jul 31 2017 Return: Fri Aug 4 2017 Trip spans 5 days
Delta
Delta
HPN
NAS
5h 50m
1 stop
NAS
HPN
5h 39m
1 stop
Depart: Thu Jun 1 2017 Return: Fri Jun 2 2017 Trip spans 2 days
American Airlines
American Airlines
HPN
PLS
13h 31m
1 stop
PLS
HPN
14h 50m
1 stop
Depart: Fri Aug 25 2017 Return: Sat Sep 2 2017 Trip spans 9 days
JetBlue
JetBlue
HPN
BQN
7h 51m
1 stop
BQN
HPN
6h 35m
1 stop
Depart: Fri Aug 4 2017 Return: Fri Aug 11 2017 Trip spans 8 days
Delta
Delta
HPN
NAS
5h 50m
1 stop
NAS
HPN
5h 40m
1 stop
Depart: Sat Sep 16 2017 Return: Sat Sep 23 2017 Trip spans 8 days
Major Airline
Major Airline
HPN
STT
11h 13m
1 stop
STT
HPN
11h 50m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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
$340
Destination

Aguadilla
$399
Bridgetown
$345
Nassau
$365
Providenciales
$376
San Juan
$340
Saint Thomas Island
$487
Willemstad
$611
Havana
$387