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.
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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 Apr 25 2017 Return: Sat Apr 29 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 43m
nonstop
SJU
MCO
3h 07m
nonstop
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
Major Airline
Major Airline
MCO
SJU
2h 48m
2 stops
SJU
MCO
3h 06m
2 stops
Depart: Sat Apr 29 2017 Return: Thu May 11 2017 Trip spans 13 days
JetBlue
JetBlue
BOS
SJU
3h 50m
nonstop
SJU
BOS
3h 57m
nonstop
Depart: Sat Sep 9 2017 Return: Sat Sep 16 2017 Trip spans 8 days
American Airlines
American Airlines
BOS
SJU
6h 40m
1 stop
SJU
BOS
5h 47m
1 stop
Depart: Mon Apr 24 2017 Return: Sat Apr 29 2017 Trip spans 6 days
Delta
Delta
JFK
SJU
3h 57m
nonstop
SJU
JFK
4h 01m
nonstop
Depart: Sat Apr 29 2017 Return: Wed May 3 2017 Trip spans 5 days
United
United
EWR
SJU
3h 55m
nonstop
SJU
EWR
4h 05m
nonstop
Depart: Tue May 2 2017 Return: Wed May 10 2017 Trip spans 9 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 46m
nonstop
SJU
MCO
3h 07m
nonstop
Depart: Wed Jun 7 2017 Return: Wed Jun 14 2017 Trip spans 8 days
Caribbean Airlines
Caribbean Airlines
JFK
POS
5h 00m
nonstop
POS
JFK
5h 19m
nonstop
Depart: Mon Apr 24 2017 Return: Tue May 9 2017 Trip spans 16 days
Major Airline
Major Airline
MCO
SJU
2h 41m
nonstop
SJU
MCO
3h 06m
nonstop
Depart: Sat Apr 29 2017 Return: Sat May 6 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 46m
nonstop
SJU
MCO
3h 07m
nonstop
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
MCO
SJU
2h 46m
nonstop
SJU
MCO
3h 07m
nonstop
Depart: Sat Sep 9 2017 Return: Sun Sep 17 2017 Trip spans 9 days
Major Airline
Major Airline
MCO
SJU
2h 49m
nonstop
SJU
MCO
2h 59m
nonstop
Depart: Sun Apr 30 2017 Return: Thu May 4 2017 Trip spans 5 days
JetBlue
JetBlue
BOS
SJU
3h 50m
nonstop
SJU
BOS
4h 07m
nonstop
Depart: Sat Sep 16 2017 Return: Tue Sep 26 2017 Trip spans 11 days
American Airlines
American Airlines
BOS
SJU
6h 40m
1 stop
SJU
BOS
9h 15m
1 stop
Depart: Tue Jul 25 2017 Return: Sat Aug 26 2017 Trip spans 33 days
Air France
Air France
JFK
PAP
16h 35m
1 stop
PAP
JFK
18h 43m
1 stop
Depart: Sun Jun 4 2017 Return: Sat Jun 10 2017 Trip spans 7 days
United
United
EWR
SJU
3h 45m
nonstop
SJU
EWR
4h 15m
nonstop
Depart: Wed Aug 23 2017 Return: Wed Sep 6 2017 Trip spans 15 days
Delta
Delta
JFK
SJU
4h 09m
nonstop
SJU
JFK
4h 16m
nonstop
Depart: Sat Jul 8 2017 Return: Sun Jul 16 2017 Trip spans 9 days
Air Canada
Air Canada
LGA
PUJ
15h 55m
1 stop
PUJ
LGA
26h 09m
1 stop
Depart: Tue May 9 2017 Return: Wed May 10 2017 Trip spans 2 days
JetBlue
JetBlue
JFK
SJU
3h 50m
nonstop
SJU
JFK
3h 59m
nonstop
Depart: Wed Jul 26 2017 Return: Mon Jul 31 2017 Trip spans 6 days
Major Airline
Major Airline
MCO
SJU
2h 49m
nonstop
SJU
MCO
2h 59m
nonstop
* 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
only $525
only $255
Orlando
$191
Newark
$261
Boston
$246
Destination

Port Au Prince
$506
San Juan
$191
Punta Cana
$525
Piarco
$397