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: Thu Sep 14 2017 Return: Sun Sep 17 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
SAN
HAV
17h 03m
2 stops
HAV
SAN
12h 07m
1 stop
Depart: Mon Oct 2 2017 Return: Sat Oct 7 2017 Trip spans 6 days
American Airlines
American Airlines
SAN
HAV
9h 40m
1 stop
HAV
SAN
12h 21m
1 stop
Depart: Tue Dec 5 2017 Return: Mon Dec 11 2017 Trip spans 7 days
Frontier
Frontier
SAN
SJU
23h 16m
1 stop
SJU
SAN
11h 52m
2 stops
Depart: Thu Oct 26 2017 Return: Sun Oct 29 2017 Trip spans 4 days
United
United
SAN
BQN
15h 45m
1 stop
BQN
SAN
21h 13m
1 stop
Depart: Mon Oct 2 2017 Return: Sat Oct 7 2017 Trip spans 6 days
Delta
Delta
SAN
SJU
11h 14m
1 stop
SJU
SAN
11h 23m
1 stop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
JetBlue
JetBlue
SAN
NAS
13h 23m
1 stop
NAS
SAN
8h 09m
1 stop
Depart: Thu Oct 12 2017 Return: Fri Oct 20 2017 Trip spans 9 days
Air Canada
Air Canada
SAN
PUJ
29h 55m
1 stop
PUJ
SAN
16h 05m
1 stop
Depart: Sat Jan 13 2018 Return: Thu Jan 18 2018 Trip spans 6 days
Multiple Airlines
Multiple Airlines
SAN
HAV
19h 30m
2 stops
HAV
SAN
13h 02m
1 stop
Depart: Sun Nov 12 2017 Return: Thu Nov 16 2017 Trip spans 5 days
American Airlines
American Airlines
SAN
HAV
10h 20m
1 stop
HAV
SAN
10h 24m
1 stop
Depart: Fri Oct 27 2017 Return: Sun Oct 29 2017 Trip spans 3 days
United
United
SAN
BQN
15h 45m
1 stop
BQN
SAN
21h 13m
1 stop
Depart: Wed Nov 1 2017 Return: Tue Nov 7 2017 Trip spans 7 days
Frontier
Frontier
SAN
SJU
23h 16m
1 stop
SJU
SAN
21h 00m
1 stop
Depart: Sat Dec 2 2017 Return: Wed Dec 6 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
SAN
HAV
12h 54m
1 stop
HAV
SAN
11h 15m
1 stop
Depart: Wed Nov 8 2017 Return: Mon Nov 13 2017 Trip spans 6 days
Frontier
Frontier
SAN
SJU
23h 16m
1 stop
SJU
SAN
21h 00m
1 stop
Depart: Sun Jan 14 2018 Return: Tue Jan 30 2018 Trip spans 17 days
American Airlines
American Airlines
SAN
SJU
10h 00m
1 stop
SJU
SAN
11h 19m
1 stop
Depart: Thu Sep 7 2017 Return: Mon Sep 11 2017 Trip spans 5 days
United
United
SAN
SJU
20h 05m
2 stops
SJU
SAN
25h 00m
2 stops
Depart: Sun Oct 15 2017 Return: Wed Nov 1 2017 Trip spans 18 days
Delta
Delta
SAN
STT
11h 52m
1 stop
STT
SAN
9h 49m
1 stop
Depart: Fri Sep 8 2017 Return: Tue Sep 12 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
SAN
SJU
10h 45m
1 stop
SJU
SAN
18h 15m
1 stop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
United
United
SAN
SJU
19h 15m
2 stops
SJU
SAN
23h 10m
2 stops
Depart: Sun Feb 25 2018 Return: Thu Mar 8 2018 Trip spans 12 days
JetBlue
JetBlue
SAN
HAV
13h 40m
1 stop
HAV
SAN
12h 25m
1 stop
Depart: Wed Nov 29 2017 Return: Fri Dec 15 2017 Trip spans 17 days
Delta
Delta
SAN
STT
12h 00m
1 stop
STT
SAN
12h 18m
1 stop
* 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
$371
Destination

Aguadilla
$381
Nassau
$461
San Juan
$378
Saint Thomas Island
$455
Punta Cana
$720
Havana
$371