$97 Find Cheap Flights from Pittsburgh to Puerto Rico

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pittsburgh to Puerto Rico departing on 5/16. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Pittsburgh to Puerto Rico

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Aguadilla
Aguadilla1 stop$316
Culebra
Culebra2 stops$1,869
Aguadilla
Aguadilla1 stop$316
Culebra
Culebra2 stops$1,869

Book Cheap Pittsburgh to Puerto Rico Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pittsburgh to Puerto Rico that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Pittsburgh to Puerto Rico

Sat, Jul 25 - Thu, Jul 30
Frontier Logo
7:10 pm - 7:57 am
PIT
-
SJU
12h 47m
1 stop
Frontier Logo
4:05 pm - 6:15 pm
SJU
-
PIT
26h 10m
1 stop
$278Frontier
Thu, Aug 20 - Wed, Aug 26
American Airlines Logo
11:38 am - 12:15 am
PIT
-
SJU
12h 37m
1 stop
American Airlines Logo
4:53 pm - 11:54 pm
SJU
-
PIT
7h 01m
1 stop
$282American Airlines
Sun, May 10 - Wed, May 13
Multiple Airlines Logo
8:00 am - 2:33 pm
PIT
-
SJU
6h 33m
1 stop
Multiple Airlines Logo
5:15 pm - 6:05 pm
SJU
-
PIT
24h 50m
2 stops
$284Multiple Airlines
Mon, May 25 - Mon, Jun 1
Multiple Airlines Logo
6:00 am - 6:59 pm
PIT
-
SJU
12h 59m
1 stop
Multiple Airlines Logo
6:00 am - 7:20 pm
SJU
-
PIT
13h 20m
1 stop
$291Multiple Airlines
Sat, May 16 - Thu, May 21
Spirit Airlines Logo
6:00 am - 6:59 pm
PIT
-
SJU
12h 59m
1 stop
Spirit Airlines Logo
8:04 pm - 10:07 pm
SJU
-
PIT
26h 03m
1 stop
$293Spirit Airlines
Sat, May 16 - Thu, May 21
Spirit Airlines Logo
6:00 am - 6:59 pm
PIT
-
SJU
12h 59m
1 stop
Spirit Airlines Logo
8:04 pm - 10:07 pm
SJU
-
PIT
26h 03m
1 stop
$294Spirit Airlines
Fri, Oct 2 - Mon, Oct 5
United Airlines Logo
2:05 pm - 11:09 pm
PIT
-
BQN
9h 04m
1 stop
United Airlines Logo
12:15 am - 1:09 pm
BQN
-
PIT
12h 54m
2 stops
$422United Airlines
Fri, Oct 2 - Tue, Oct 6
JetBlue Logo
6:00 am - 1:24 pm
PIT
-
BQN
7h 24m
1 stop
JetBlue Logo
2:20 pm - 9:23 pm
BQN
-
PIT
7h 03m
1 stop
$465JetBlue
Wed, Sep 30 - Mon, Oct 5
JetBlue Logo
6:00 am - 1:24 pm
PIT
-
BQN
7h 24m
1 stop
JetBlue Logo
2:20 pm - 9:23 pm
BQN
-
PIT
7h 03m
1 stop
$473JetBlue
Tue, Sep 15 - Thu, Sep 17
United Airlines Logo
6:10 am - 6:30 pm
PIT
-
VQS
12h 20m
2 stops
United Airlines Logo
7:30 am - 11:49 pm
VQS
-
PIT
16h 19m
2 stops
$1,096United Airlines
Booking Insights

KAYAK's insights & trends for Pittsburgh to Puerto Rico flights

Get data-powered insights and trends into flights from Pittsburgh to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Pittsburgh to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Pittsburgh to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Pittsburgh to Puerto Rico is August, when tickets cost $109 (return) on average. On the other hand, the most expensive months are September and May, when the average cost of round-trip tickets is $175 and $154 respectively.

How far in advance should I book a flight from Pittsburgh to Puerto Rico?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Pittsburgh to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Pittsburgh to Puerto Rico, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 25 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$97
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Pittsburgh to San Juan

FAQs - booking Puerto Rico flights

  • Does the Pittsburgh Airport have a military lounge?

    Yes. The USO at PIT is located airside at Gate C24. This military lounge of over a thousand square feet offers its facilities and services free of charge to active duty US military personnel and their families. Some amenities include refreshments, easy chairs, couches, TV, workstations, and family areas.

  • Does the Pittsburgh Airport have an indoor playground for kids?

    Yes. Located on Concourse C, airside, the Kidsport is a children's play space that has seven different interactive installations that encourage creativity and learning. Other features of the Kidsport include additional toys for toddlers, seating for adults, and a nursing area with a changing table.

  • Where is a good place to fly into if I want to visit the southern half of Puerto Rico?

    Ponce is a popular destination along the southern shore of Puerto Rico, roughly in the center of the coast. You can find one, two, and three stop flights from PIT to the Mercedita International Airport (PSE) on Spirit Airlines with layovers in cities such as New York, Fort Lauderdale, Atlanta, and other cities.

  • Where can I fly to in Puerto Rico to get away from it all?

    The Isle De Culebra is a small Puerto Rican island located at the tip of the Spanish Virgin Islands. When you fly to this hidden gem, you will land at the Aeropuerto Benjamín Rivera Noriega (CPX). You can find two-stop flights from PIT to CPX on airlines such as United and Spirit, with stops in cities such as New York, Orlando, Washington DC, and San Juan.

  • How does KAYAK find such low prices on flights from Pittsburgh to Puerto Rico?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Pittsburgh to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Pittsburgh to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Pittsburgh to Puerto Rico is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Pittsburgh to Puerto Rico?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Pittsburgh to Puerto Rico with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Pittsburgh to Puerto Rico?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Pittsburgh to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Puerto Rico

  • Located in the northwest of Pittsburgh on the banks of the Ohio River, the Pittsburgh International Airport (PIT) is a hub for Southern Express Airlines. When booking your ticket through KAYAK from PIT to Puerto Rico, you’ll have many choices in order to find the flight that's right for you.
  • In order to help you catch your flight to Puerto Rico on time, check out the Pittsburgh Airport homepage. It provides real time information telling you how many spaces are available in each of the airport’s parking lots as well as how long the wait is in the lines for security for TSA PreCheck, first class, and general boarding.
  • When you are at PIT waiting for your flight to Puerto Rico, consider checking out the art that is on display throughout the airport. Vintage photographs tell the story of the Tuskegee Airmen, Fraley's Robot Repair Shop delights passengers of all ages, and local musicians perform live in baggage claim every Thursday.
  • The capital of Puerto Rico, San Juan, located on the northeast of the island, is a popular destination. The Luis Muñoz Marín International Airport (SJU) in San Juan has four interconnected terminals, A through D. At this airport, you can find pay at the door exclusive lounges, car rentals, an on-site hotel in the airport, and much more. The airport is open 24h, but the security checkpoints, the shops, and most of the restaurants close in the evening hours.
  • A well-known beach town in the northwest of Puerto Rico, Aguadilla welcomes travelers to the Rafael Hernández Marín International Airport (BQN). United is one airline that offers one and two-stop flights from PIT to BQN. Layover cities include New York, Chicago,Fort Lauderdale, and Washington DC.

Reviews of the top 5 airlines serving from Pittsburgh to Puerto Rico

 
Need help choosing which airline to fly with from Pittsburgh to Puerto Rico? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4314 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

Some crew were unfriendly or in some cases just straight up rude.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

United Airline crews were very friendly and very attentive. 12 hours flight was gone like in a shorter one.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

Food was surprisingly delicious. Space in the seat is horrible when the seating front is reclined. Movie offerings were terrible. Crew was friendly and helpful.

Purchased through 3rd party vendor which made everything difficult. Unable to check in online. Unable to get flight updates easily, tsa precheck information didn’t carry through, longer time to check in in person. Entertainment looked good but had to purchase conventional headphones to view.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

Not having an assigned seat until boarding and then having to check my bag.

Flight emergency landed in Chicago due to “Odor” in back of plane . Had to buy ANOTHER TICKET to get to Boston cash out of my own pocket . Then they would notchange my return flight time without a 400. Charge!!!! Insulting.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Flight was as expected. But it was delayed an hour. Also, my luggage got damaged. So that sucked especially since the damage made navigating the airport difficult. Walking to get ground transportation is sooo far away now and my checked bag was difficult to carry.

we were an hour delayed after boarding and given no reason. Headsets cost money. Also there were openrows with no one setting in them but we were told we were not allowed to swtich.

Crew was very friendly. Did not like being jammed in the back middle seat. Don’t understand why I can not select an aisle for free based on first come first serve. Also first time I’ve been on a flight which attempted land then circled Detroit airport multiple times.

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

The flight was delayed 4 hours and the JetBlue people at the counter kept lying to us and telling us it was due to weather however all other flights were going in and out of NY and FL. Then they lied that the plane had to stop to refuel. Then they lied and said the plane needed a tire change. JetBlue is the worst. Then they gave a lot of people meal vouchers however I didn’t know they did that and they didn’t offer anything to me.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Flight was 3 hours delayed. They gave our plan to two other routes. Need to knock that off.

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

I appreciate that I finally got the seat I paid extra for this time. Thank you

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

It would have been nice if American tried to care.

Delayed initially because they couldn’t print the flight details. Poor instruction on delay. When I got on the plane the flight attendant argued with me about whether my carry on would fit (it did, although she didn’t acknowledge that). No greeting (other than arguing with me) getting on or off the plane.

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

Everything you need to know for your flight from Pittsburgh to Puerto Rico

Information on your arrival and departure airports