Find Cheap 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
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 16 2017 Return: Sat Dec 23 2017 Trip spans 8 days
Allegiant Air
Allegiant Air
PIT
SJU
3h 42m
nonstop
SJU
PIT
4h 06m
nonstop
Depart: Mon Dec 4 2017 Return: Tue Dec 5 2017 Trip spans 2 days
American Airlines
American Airlines
PIT
AUA
14h 31m
2 stops
AUA
PIT
13h 00m
1 stop
Depart: Thu Nov 30 2017 Return: Mon Dec 4 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
PIT
SJU
6h 41m
1 stop
SJU
PIT
10h 05m
1 stop
Depart: Wed Dec 6 2017 Return: Wed Dec 20 2017 Trip spans 15 days
United
United
PIT
AUA
7h 20m
1 stop
AUA
PIT
9h 09m
1 stop
Depart: Fri Dec 1 2017 Return: Tue Dec 5 2017 Trip spans 5 days
Delta
Delta
PIT
SJU
7h 10m
1 stop
SJU
PIT
8h 30m
1 stop
Depart: Thu Feb 8 2018 Return: Thu Feb 15 2018 Trip spans 8 days
JetBlue
JetBlue
PIT
AUA
9h 57m
1 stop
AUA
PIT
8h 58m
1 stop
Depart: Sun Jan 7 2018 Return: Mon Feb 5 2018 Trip spans 30 days
Frontier
Frontier
PIT
SJU
7h 19m
1 stop
SJU
PIT
12h 38m
1 stop
Depart: Sat Dec 16 2017 Return: Sat Dec 30 2017 Trip spans 15 days
Allegiant Air
Allegiant Air
PIT
SJU
3h 42m
nonstop
SJU
PIT
4h 06m
nonstop
Depart: Sat Jan 6 2018 Return: Sat Feb 3 2018 Trip spans 29 days
Allegiant Air
Allegiant Air
PIT
SJU
4h 22m
nonstop
SJU
PIT
4h 08m
nonstop
Depart: Sat Dec 9 2017 Return: Wed Dec 20 2017 Trip spans 12 days
United
United
PIT
AUA
16h 30m
1 stop
AUA
PIT
7h 54m
1 stop
Depart: Mon Feb 26 2018 Return: Mon Mar 5 2018 Trip spans 8 days
Multiple Airlines
Multiple Airlines
PIT
AUA
7h 30m
1 stop
AUA
PIT
8h 56m
1 stop
Depart: Sun Dec 10 2017 Return: Wed Dec 20 2017 Trip spans 11 days
United
United
PIT
AUA
7h 20m
1 stop
AUA
PIT
9h 09m
1 stop
Depart: Wed Jan 17 2018 Return: Mon Jan 22 2018 Trip spans 6 days
American Airlines
American Airlines
PIT
SJU
6h 53m
1 stop
SJU
PIT
9h 04m
1 stop
Depart: Mon Dec 11 2017 Return: Thu Dec 14 2017 Trip spans 4 days
Delta
Delta
PIT
PAP
16h 58m
2 stops
PAP
PIT
8h 29m
1 stop
Depart: Mon Dec 11 2017 Return: Wed Dec 20 2017 Trip spans 10 days
United
United
PIT
AUA
7h 30m
1 stop
AUA
PIT
17h 29m
1 stop
Depart: Wed Jan 17 2018 Return: Mon Jan 22 2018 Trip spans 6 days
American Airlines
American Airlines
PIT
SJU
6h 53m
1 stop
SJU
PIT
9h 04m
1 stop
Depart: Thu Jan 18 2018 Return: Tue Jan 23 2018 Trip spans 6 days
Multiple Airlines
Multiple Airlines
PIT
AUA
7h 12m
1 stop
AUA
PIT
17h 04m
1 stop
Depart: Thu Jan 4 2018 Return: Tue Feb 6 2018 Trip spans 34 days
JetBlue
JetBlue
PIT
SJU
7h 23m
1 stop
SJU
PIT
9h 28m
1 stop
Depart: Tue Dec 12 2017 Return: Wed Dec 20 2017 Trip spans 9 days
United
United
PIT
AUA
7h 20m
1 stop
AUA
PIT
17h 29m
1 stop
Depart: Fri Jan 5 2018 Return: Fri Jan 12 2018 Trip spans 8 days
Delta
Delta
PIT
PLS
6h 30m
1 stop
PLS
PIT
7h 15m
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.

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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

Pittsburgh
$164
Destination

Port Au Prince
$305
Providenciales
$314
San Juan
$164
Oranjestad
$213