Find Deals on Flights from Pittsburgh 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...

Book cheap flights from Pittsburgh to Caribbean

(Round-trip)
Depart: Sat Dec 31 2016 Return: Sat Jan 14 2017 Trip spans 15 days
Allegiant Air
Allegiant Air
PIT
SJU
4h 00m
nonstop
SJU
PIT
4h 25m
nonstop
Depart: Wed Feb 8 2017 Return: Tue Feb 14 2017 Trip spans 7 days
JetBlue
JetBlue
PIT
AUA
7h 25m
1 stop
AUA
PIT
7h 43m
1 stop
Depart: Wed Jan 4 2017 Return: Thu Jan 12 2017 Trip spans 9 days
Delta
Delta
PIT
AUA
7h 20m
1 stop
AUA
PIT
8h 17m
1 stop
Depart: Thu Feb 2 2017 Return: Mon Feb 6 2017 Trip spans 5 days
Major Airline
Major Airline
PIT
SJU
13h 50m
1 stop
SJU
PIT
14h 02m
1 stop
Depart: Wed May 3 2017 Return: Mon May 8 2017 Trip spans 6 days
American Airlines
American Airlines
PIT
SJU
8h 18m
1 stop
SJU
PIT
8h 47m
1 stop
Depart: Tue Jan 24 2017 Return: Thu Feb 2 2017 Trip spans 10 days
United
United
PIT
PUJ
6h 10m
1 stop
PUJ
PIT
17h 29m
1 stop
Depart: Sat Jan 7 2017 Return: Sat Jan 14 2017 Trip spans 8 days
Allegiant Air
Allegiant Air
PIT
SJU
4h 00m
nonstop
SJU
PIT
4h 25m
nonstop
Depart: Sat Feb 4 2017 Return: Sat Feb 11 2017 Trip spans 8 days
Allegiant Air
Allegiant Air
PIT
SJU
4h 00m
nonstop
SJU
PIT
4h 25m
nonstop
Depart: Mon Jun 5 2017 Return: Fri Jun 9 2017 Trip spans 5 days
Sunwing Airlines
Sunwing Airlines
PIT
FPO
2h 40m
nonstop
FPO
PIT
2h 45m
nonstop
Depart: Mon Jan 30 2017 Return: Thu Feb 9 2017 Trip spans 11 days
Delta
Delta
PIT
AUA
7h 27m
1 stop
AUA
PIT
8h 37m
1 stop
Depart: Tue Jan 10 2017 Return: Wed Jan 25 2017 Trip spans 16 days
JetBlue
JetBlue
PIT
AUA
7h 25m
1 stop
AUA
PIT
7h 43m
1 stop
Depart: Mon Feb 6 2017 Return: Mon Feb 13 2017 Trip spans 8 days
Delta
Delta
PIT
AUA
7h 27m
1 stop
AUA
PIT
8h 37m
1 stop
Depart: Tue Jan 24 2017 Return: Tue Jan 31 2017 Trip spans 8 days
JetBlue
JetBlue
PIT
SJU
7h 50m
1 stop
SJU
PIT
8h 35m
1 stop
Depart: Sat Mar 4 2017 Return: Sat Mar 11 2017 Trip spans 8 days
Allegiant Air
Allegiant Air
PIT
SJU
4h 00m
nonstop
SJU
PIT
4h 25m
nonstop
Depart: Sat Apr 29 2017 Return: Sat May 6 2017 Trip spans 8 days
American Airlines
American Airlines
PIT
SJU
6h 33m
1 stop
SJU
PIT
6h 14m
1 stop
Depart: Wed Jan 18 2017 Return: Wed Jan 25 2017 Trip spans 8 days
Delta
Delta
PIT
BGI
8h 33m
1 stop
BGI
PIT
8h 37m
1 stop
Depart: Fri Jan 27 2017 Return: Mon Jan 30 2017 Trip spans 4 days
United
United
PIT
SJU
5h 47m
1 stop
SJU
PIT
14h 09m
2 stops
Depart: Mon Jan 9 2017 Return: Thu Jan 19 2017 Trip spans 11 days
JetBlue
JetBlue
PIT
PLS
5h 45m
1 stop
PLS
PIT
9h 22m
1 stop
Depart: Sat Apr 8 2017 Return: Sat Apr 15 2017 Trip spans 8 days
Air Canada
Air Canada
PIT
AUA
27h 35m
1 stop
AUA
PIT
19h 30m
1 stop
Depart: Sat May 6 2017 Return: Wed May 10 2017 Trip spans 5 days
American Airlines
American Airlines
PIT
SJU
8h 32m
1 stop
SJU
PIT
8h 46m
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

Pittsburgh
$158
Destination

Bridgetown
$245
Providenciales
$262
San Juan
$158
Oranjestad
$225
Freeport
$440
Punta Cana
$312