Find Cheap Flights from San Diego 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.
Compare vs. KAYAK all | none
Browse Origins:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from San Diego to Caribbean

(Round-trip)
Depart: Fri Dec 1 2017 Return: Mon Dec 4 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
SAN
SJU
23h 16m
1 stop
SJU
SAN
12h 39m
1 stop
Depart: Sat Oct 28 2017 Return: Wed Nov 15 2017 Trip spans 19 days
American Airlines
American Airlines
SAN
SJU
14h 28m
2 stops
SJU
SAN
11h 21m
1 stop
Depart: Tue Nov 14 2017 Return: Sun Nov 19 2017 Trip spans 6 days
Delta
Delta
SAN
HAV
10h 25m
1 stop
HAV
SAN
11h 35m
1 stop
Depart: Thu Nov 16 2017 Return: Sun Nov 19 2017 Trip spans 4 days
United
United
SAN
HAV
21h 05m
2 stops
HAV
SAN
11h 13m
1 stop
Depart: Mon Nov 6 2017 Return: Thu Nov 16 2017 Trip spans 11 days
Frontier
Frontier
SAN
SJU
23h 16m
1 stop
SJU
SAN
21h 15m
1 stop
Depart: Fri Jan 26 2018 Return: Mon Feb 5 2018 Trip spans 11 days
JetBlue
JetBlue
SAN
HAV
12h 55m
1 stop
HAV
SAN
12h 42m
1 stop
Depart: Wed Feb 7 2018 Return: Tue Feb 13 2018 Trip spans 7 days
American Airlines
American Airlines
SAN
HAV
9h 50m
1 stop
HAV
SAN
12h 16m
1 stop
Depart: Tue Nov 28 2017 Return: Sun Dec 10 2017 Trip spans 13 days
Delta
Delta
SAN
HAV
10h 30m
1 stop
HAV
SAN
13h 12m
1 stop
Depart: Tue Feb 13 2018 Return: Tue Feb 20 2018 Trip spans 8 days
United
United
SAN
BQN
14h 55m
1 stop
BQN
SAN
19h 34m
1 stop
Depart: Tue Feb 20 2018 Return: Tue Feb 27 2018 Trip spans 8 days
American Airlines
American Airlines
SAN
HAV
9h 45m
1 stop
HAV
SAN
15h 49m
1 stop
Depart: Wed Feb 28 2018 Return: Mon Mar 5 2018 Trip spans 6 days
Delta
Delta
SAN
HAV
11h 50m
1 stop
HAV
SAN
12h 52m
1 stop
Depart: Thu Feb 1 2018 Return: Wed Feb 28 2018 Trip spans 28 days
United
United
SAN
SJU
10h 34m
1 stop
SJU
SAN
10h 19m
1 stop
Depart: Sun Nov 12 2017 Return: Sun Nov 19 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
SAN
SJU
15h 31m
1 stop
SJU
SAN
25h 55m
1 stop
Depart: Tue Feb 6 2018 Return: Fri Feb 23 2018 Trip spans 18 days
JetBlue
JetBlue
SAN
SJU
13h 01m
1 stop
SJU
SAN
12h 36m
1 stop
Depart: Wed Feb 28 2018 Return: Mon Mar 5 2018 Trip spans 6 days
Delta
Delta
SAN
HAV
11h 50m
1 stop
HAV
SAN
12h 52m
1 stop
Depart: Sat Jan 20 2018 Return: Mon Jan 29 2018 Trip spans 10 days
American Airlines
American Airlines
SAN
HAV
17h 10m
2 stops
HAV
SAN
13h 22m
2 stops
Depart: Fri Feb 2 2018 Return: Wed Feb 28 2018 Trip spans 27 days
United
United
SAN
SJU
12h 46m
2 stops
SJU
SAN
9h 30m
1 stop
Depart: Fri Dec 1 2017 Return: Sat Dec 9 2017 Trip spans 9 days
Multiple Airlines
Multiple Airlines
SAN
NAS
7h 30m
1 stop
NAS
SAN
8h 25m
1 stop
Depart: Wed Feb 7 2018 Return: Fri Feb 23 2018 Trip spans 17 days
JetBlue
JetBlue
SAN
SJU
9h 34m
1 stop
SJU
SAN
12h 36m
1 stop
Depart: Thu Jan 25 2018 Return: Mon Feb 5 2018 Trip spans 12 days
American Airlines
American Airlines
SAN
HAV
19h 10m
2 stops
HAV
SAN
22h 09m
2 stops
* 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.

We compile tonnes of data for you
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 Diego
$317
Destination

Aguadilla
$381
Nassau
$444
San Juan
$317
Havana
$374