Find Cheap Flights 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 to

(Round-trip)
Depart: Wed Mar 8 2017 Return: Sat Mar 11 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 43m
nonstop
SJU
MCO
3h 11m
nonstop
Depart: Thu Mar 9 2017 Return: Sun Mar 12 2017 Trip spans 4 days
Major Airline
Major Airline
MCO
SJU
2h 42m
nonstop
SJU
MCO
3h 14m
nonstop
Depart: Mon Mar 6 2017 Return: Tue Mar 14 2017 Trip spans 8 days
JetBlue
JetBlue
BOS
SJU
3h 50m
nonstop
SJU
BOS
4h 06m
nonstop
Depart: Fri May 5 2017 Return: Sun May 14 2017 Trip spans 10 days
Copa Airlines
Copa Airlines
JFK
HAV
20h 35m
1 stop
HAV
JFK
19h 15m
1 stop
Depart: Tue May 2 2017 Return: Wed May 10 2017 Trip spans 9 days
Delta
Delta
EWR
SJU
8h 04m
1 stop
SJU
EWR
7h 57m
1 stop
Depart: Mon Apr 3 2017 Return: Wed Apr 5 2017 Trip spans 3 days
American Airlines
American Airlines
BWI
SJU
8h 40m
1 stop
SJU
BWI
7h 19m
1 stop
Depart: Sat Apr 1 2017 Return: Sun Apr 2 2017 Trip spans 2 days
United
United
EWR
SJU
3h 50m
nonstop
SJU
EWR
4h 05m
nonstop
Depart: Thu Feb 23 2017 Return: Mon Feb 27 2017 Trip spans 5 days
Aeromexico
Aeromexico
JFK
HAV
32h 30m
1 stop
HAV
JFK
24h 20m
1 stop
Depart: Wed May 17 2017 Return: Mon May 22 2017 Trip spans 6 days
Southwest
Southwest
BWI
SJU
4h 00m
nonstop
SJU
BWI
4h 15m
nonstop
Depart: Thu Apr 6 2017 Return: Thu Apr 13 2017 Trip spans 8 days
Major Airline
Major Airline
MCO
SJU
2h 43m
nonstop
SJU
MCO
3h 12m
nonstop
Depart: Mon Jun 12 2017 Return: Mon Jun 19 2017 Trip spans 8 days
Caribbean Airlines
Caribbean Airlines
JFK
POS
5h 00m
nonstop
POS
JFK
5h 20m
nonstop
Depart: Wed Apr 12 2017 Return: Wed Apr 19 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 43m
nonstop
SJU
MCO
3h 15m
nonstop
Depart: Sat Apr 22 2017 Return: Tue Apr 25 2017 Trip spans 4 days
Major Airline
Major Airline
MCO
SJU
2h 40m
nonstop
SJU
MCO
3h 12m
nonstop
Depart: Sat Apr 1 2017 Return: Wed Apr 5 2017 Trip spans 5 days
JetBlue
JetBlue
BOS
SJU
3h 52m
nonstop
SJU
BOS
4h 09m
nonstop
Depart: Sun Apr 23 2017 Return: Fri May 5 2017 Trip spans 13 days
Major Airline
Major Airline
MCO
SJU
2h 41m
nonstop
SJU
MCO
3h 02m
nonstop
Depart: Fri Jun 2 2017 Return: Mon Jun 5 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 45m
nonstop
SJU
MCO
3h 06m
nonstop
Depart: Sat Apr 29 2017 Return: Wed May 3 2017 Trip spans 5 days
Major Airline
Major Airline
MCO
SJU
2h 42m
nonstop
SJU
MCO
3h 06m
nonstop
Depart: Tue Jun 20 2017 Return: Sun Jun 25 2017 Trip spans 6 days
Copa Airlines
Copa Airlines
JFK
HAV
19h 04m
1 stop
HAV
JFK
13h 45m
1 stop
Depart: Tue Mar 21 2017 Return: Thu Mar 30 2017 Trip spans 10 days
JetBlue
JetBlue
JFK
SJU
9h 48m
1 stop
SJU
JFK
11h 55m
1 stop
Depart: Wed Mar 29 2017 Return: Wed Apr 5 2017 Trip spans 8 days
American Airlines
American Airlines
BWI
SJU
6h 55m
1 stop
SJU
BWI
7h 19m
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.

^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

New York
$227
Baltimore
$251
Orlando
$177
Newark
$250
Boston
$197
Destination

San Juan
$177
Havana
$244
Piarco
$377