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
Students
under 26
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...

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(Round-trip)
Depart: Tue Jan 31 2017 Return: Tue Feb 7 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 42m
nonstop
SJU
MCO
3h 09m
nonstop
Depart: Thu Jan 19 2017 Return: Sun Jan 22 2017 Trip spans 4 days
Major Airline
Major Airline
MCO
SJU
2h 44m
2 stops
SJU
MCO
3h 12m
2 stops
Depart: Sun Jan 29 2017 Return: Tue Feb 7 2017 Trip spans 10 days
JetBlue
JetBlue
JFK
HAV
11h 40m
1 stop
HAV
JFK
7h 16m
1 stop
Depart: Sun Jan 29 2017 Return: Thu Feb 9 2017 Trip spans 12 days
Delta
Delta
JFK
SJU
3h 51m
nonstop
SJU
JFK
4h 01m
nonstop
Depart: Mon Dec 12 2016 Return: Tue Dec 20 2016 Trip spans 9 days
American Airlines
American Airlines
BOS
SJU
9h 03m
1 stop
SJU
BOS
6h 41m
1 stop
Depart: Tue Jan 24 2017 Return: Mon Feb 6 2017 Trip spans 14 days
United
United
BDL
SJU
6h 32m
1 stop
SJU
BDL
8h 30m
1 stop
Depart: Thu Jan 26 2017 Return: Mon Jan 30 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 42m
nonstop
SJU
MCO
3h 07m
nonstop
Depart: Wed Mar 1 2017 Return: Mon Mar 6 2017 Trip spans 6 days
Copa Airlines
Copa Airlines
JFK
AUA
13h 08m
1 stop
AUA
JFK
29h 49m
1 stop
Depart: Tue Mar 7 2017 Return: Tue Mar 14 2017 Trip spans 7 days
Major Airline
Major Airline
MCO
SJU
2h 42m
nonstop
SJU
MCO
3h 12m
nonstop
Depart: Fri Jan 20 2017 Return: Mon Jan 23 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 41m
nonstop
SJU
MCO
3h 07m
nonstop
Depart: Fri Feb 10 2017 Return: Wed Feb 15 2017 Trip spans 6 days
Alaska Airlines
Alaska Airlines
LAX
HAV
5h 05m
nonstop
HAV
LAX
5h 50m
nonstop
Depart: Thu Mar 16 2017 Return: Mon Mar 27 2017 Trip spans 12 days
Major Airline
Major Airline
MCO
SJU
2h 41m
nonstop
SJU
MCO
3h 13m
nonstop
Depart: Tue Apr 4 2017 Return: Mon May 8 2017 Trip spans 35 days
Caribbean Airlines
Caribbean Airlines
JFK
POS
5h 00m
nonstop
POS
JFK
5h 20m
nonstop
Depart: Tue Jan 31 2017 Return: Wed Feb 15 2017 Trip spans 16 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 41m
nonstop
SJU
MCO
3h 11m
nonstop
Depart: Mon Jan 16 2017 Return: Wed Jan 18 2017 Trip spans 3 days
JetBlue
JetBlue
BOS
SJU
3h 59m
nonstop
SJU
BOS
4h 07m
nonstop
Depart: Tue Jan 31 2017 Return: Tue Feb 7 2017 Trip spans 8 days
Delta
Delta
JFK
SJU
4h 09m
nonstop
SJU
JFK
4h 01m
nonstop
Depart: Wed Apr 26 2017 Return: Wed May 3 2017 Trip spans 8 days
Major Airline
Major Airline
MCO
SJU
2h 44m
nonstop
SJU
MCO
3h 08m
nonstop
Depart: Wed Feb 1 2017 Return: Wed Feb 15 2017 Trip spans 15 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 42m
nonstop
SJU
MCO
3h 11m
nonstop
Depart: Thu Feb 2 2017 Return: Tue Feb 7 2017 Trip spans 6 days
Delta
Delta
JFK
SJU
4h 00m
nonstop
SJU
JFK
4h 12m
nonstop
Depart: Sat Jan 21 2017 Return: Tue Jan 24 2017 Trip spans 4 days
JetBlue
JetBlue
JFK
BQN
9h 41m
1 stop
BQN
JFK
7h 53m
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
$180
Orlando
$129
Los Angeles
$348
Hartford
$265
Boston
$189
Destination

Aguadilla
$192
San Juan
$129
Oranjestad
$301
Havana
$180
Piarco
$375