Find Cheap Flights from San Jose 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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Book cheap flights from San Jose to Caribbean

(Round-trip)
Depart: Sun Sep 3 2017 Return: Fri Sep 15 2017 Trip spans 13 days
Major Airline
Major Airline
SJC
HAV
28h 23m
1 stop
HAV
SJC
31h 47m
1 stop
Depart: Wed Aug 30 2017 Return: Wed Sep 6 2017 Trip spans 8 days
American Airlines
American Airlines
SJC
HAV
11h 05m
2 stops
HAV
SJC
13h 01m
2 stops
Depart: Wed Sep 13 2017 Return: Thu Sep 21 2017 Trip spans 9 days
Delta
Delta
SJC
SJU
13h 07m
2 stops
SJU
SJC
13h 33m
2 stops
Depart: Wed Sep 20 2017 Return: Sun Sep 24 2017 Trip spans 5 days
Alaska Airlines
Alaska Airlines
SJC
HAV
7h 25m
1 stop
HAV
SJC
19h 13m
1 stop
Depart: Mon Sep 18 2017 Return: Tue Sep 26 2017 Trip spans 9 days
United
United
SJC
PUJ
16h 15m
2 stops
PUJ
SJC
32h 57m
2 stops
Depart: Tue May 16 2017 Return: Sat May 20 2017 Trip spans 5 days
JetBlue
JetBlue
SJC
PLS
11h 16m
1 stop
PLS
SJC
14h 35m
1 stop
Depart: Mon May 22 2017 Return: Thu Jun 1 2017 Trip spans 11 days
Air Canada
Air Canada
SJC
POP
26h 15m
2 stops
POP
SJC
23h 28m
2 stops
Depart: Wed Oct 11 2017 Return: Mon Oct 16 2017 Trip spans 6 days
Major Airline
Major Airline
SJC
HAV
33h 05m
2 stops
HAV
SJC
44h 50m
2 stops
Depart: Sat Sep 30 2017 Return: Thu Oct 5 2017 Trip spans 6 days
American Airlines
American Airlines
SJC
SJU
14h 33m
2 stops
SJU
SJC
14h 16m
2 stops
Depart: Wed Sep 20 2017 Return: Tue Sep 26 2017 Trip spans 7 days
Delta
Delta
SJC
NAS
9h 18m
1 stop
NAS
SJC
16h 08m
1 stop
Depart: Mon Oct 30 2017 Return: Tue Nov 14 2017 Trip spans 16 days
American Airlines
American Airlines
SJC
SJU
9h 16m
1 stop
SJU
SJC
14h 27m
2 stops
Depart: Tue Aug 22 2017 Return: Thu Sep 7 2017 Trip spans 17 days
Major Airline
Major Airline
SJC
SJU
13h 47m
2 stops
SJU
SJC
15h 29m
2 stops
Depart: Mon May 22 2017 Return: Mon May 29 2017 Trip spans 8 days
American Airlines
American Airlines
SJC
GND
37h 17m
2 stops
GND
SJC
22h 46m
2 stops
Depart: Fri May 26 2017 Return: Sat Jun 3 2017 Trip spans 9 days
United
United
SJC
MBJ
27h 10m
1 stop
MBJ
SJC
11h 49m
1 stop
Depart: Tue May 30 2017 Return: Tue Jun 6 2017 Trip spans 8 days
Alaska Airlines
Alaska Airlines
SJC
HAV
19h 21m
2 stops
HAV
SJC
22h 18m
2 stops
Depart: Sat Jun 3 2017 Return: Sat Jun 10 2017 Trip spans 8 days
United
United
SJC
MBJ
27h 50m
2 stops
MBJ
SJC
25h 52m
2 stops
Depart: Sat May 27 2017 Return: Sat Jun 3 2017 Trip spans 8 days
American Airlines
American Airlines
SJC
NAS
8h 57m
1 stop
NAS
SJC
11h 05m
1 stop
Depart: Sat Sep 30 2017 Return: Thu Oct 5 2017 Trip spans 6 days
Delta
Delta
SJC
SDQ
23h 00m
2 stops
SDQ
SJC
18h 00m
2 stops
Depart: Thu Aug 10 2017 Return: Sun Sep 10 2017 Trip spans 32 days
Major Airline
Major Airline
SJC
NAS
52h 10m
2 stops
NAS
SJC
23h 45m
2 stops
Depart: Tue Jun 6 2017 Return: Mon Jun 19 2017 Trip spans 14 days
Alaska Airlines
Alaska Airlines
SJC
HAV
19h 20m
2 stops
HAV
SJC
28h 37m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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

San Jose
$400
Destination

Santo Domingo
$557
Nassau
$454
Providenciales
$717
San Juan
$434
San Felipe de Puerto Plata
$770
Montego Bay
$546
Punta Cana
$526
Havana
$400
Grenada
$443