$113 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 10/7. 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.
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1 adult, Economy

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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$304
Aguadilla
Aguadilla1 stop$304

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

Thu, Oct 23 - Wed, Oct 29
 Logo
7:34 pm - 2:02 amPIT-SJU
30h 28m1 stop
 Logo
5:51 pm - 5:29 pmSJU-PIT
23h 38m1 stop
Sun, Oct 19 - Wed, Oct 29
 Logo
7:34 pm - 2:02 amPIT-SJU
30h 28m1 stop
 Logo
5:51 pm - 5:29 pmSJU-PIT
23h 38m1 stop
Thu, Oct 2 - Thu, Oct 9
 Logo
3:50 pm - 1:58 amPIT-SJU
10h 08m1 stop
 Logo
6:22 am - 5:29 pmSJU-PIT
11h 07m1 stop
Mon, Oct 20 - Tue, Oct 28
Delta Logo
6:35 am - 1:12 pmPIT-SJU
6h 37m1 stop
Delta Logo
7:00 am - 4:53 pmSJU-PIT
9h 53m1 stop
$225Delta
Find Deal
Sat, Oct 18 - Thu, Oct 23
Delta Logo
1:48 pm - 9:59 pmPIT-SJU
8h 11m1 stop
Delta Logo
7:18 am - 4:53 pmSJU-PIT
9h 35m1 stop
$240Delta
Find Deal
Sat, Oct 4 - Tue, Oct 7
United Airlines Logo
11:04 am - 11:57 pmPIT-SJU
12h 53m2 stops
United Airlines Logo
3:56 pm - 11:44 pmSJU-PIT
7h 48m1 stop
$248United Airlines
Find Deal
Sat, Jan 24 - Fri, Jan 30
United Airlines Logo
2:06 pm - 12:36 amPIT-SJU
9h 30m2 stops
United Airlines Logo
2:05 am - 9:40 amSJU-PIT
8h 35m1 stop
$249United Airlines
Find Deal
Thu, Oct 16 - Sun, Oct 19
Southwest Logo
12:25 pm - 12:45 amPIT-SJU
12h 20m1 stop
Southwest Logo
9:20 pm - 9:10 amSJU-PIT
11h 50m1 stop
$262Southwest
Find Deal
Tue, Oct 14 - Tue, Oct 21
American Airlines Logo
12:22 pm - 11:59 pmPIT-SJU
11h 37m1 stop
American Airlines Logo
1:35 pm - 10:20 pmSJU-PIT
8h 45m2 stops
$274American Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
American Airlines Logo
1:41 pm - 11:30 pmPIT-SJU
8h 49m1 stop
American Airlines Logo
6:40 am - 10:15 pmSJU-PIT
16h 35m1 stop
$280American Airlines
Find Deal
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 September, when tickets cost $285 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $510 and $488 respectively.

What’s the cheapest day of the week to fly from Pittsburgh to Puerto Rico?

The average price of all round-trip flights from Pittsburgh to Puerto Rico clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Pittsburgh to Puerto Rico, look for departures on Tuesdays and avoid leaving on a Saturday, as it's usually the priciest day. When flying back from Puerto Rico, Thursday is the cheapest day to fly and Sunday is the most expensive.

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 3 weeks before departure, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$113
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 12% 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.

  • What is the cheapest time of day to fly to Puerto Rico?

    The cheapest time of day to fly to Puerto Rico is generally at night, when round-trip flights cost $280 on average. Morning departures are around 1% cheaper than evening flights, on average. The most expensive time of day to fly to Puerto Rico is generally in the evening, which is peak travel time and where the average cost of a ticket is $433.

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 4248 reviews
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

My flight was delayed 50 minutes and we were rushed to board to then sit for 15 minutes until the pilot arrived. Unacceptable since we could have waited to board. Also the delayed flight was updated AFTER we boarded to more than the 10 minutes as originally stated.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

We had to deboard 2 times due to maintenance issues. They changed the plane, and then we got deviated to LAX due to maibtenance issues on the other plane, had to sleep at LAX and los a full day.

Everything was good, except the seats in economy were so close together, you could barely get out when the seat in front of your was reclined. If the airlines keep jamming in more and more seats, it will become intolerable. I will look for another airline that considers customer comfort and does not keep adding more rows of seats for more profit.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Great service on board. Boarding a bit slow due to process. Food was pretty average.

Tastless food and too obvious lack of enthusiasm for service in the economy vesus business class

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

I had no checked baggage but was required to hand over carry on baggage at the door of the plane. There was a lot of overboard space in the plane and I was one of the last ones. I ran to get my carry on but it was gone. I was given back at the plane door in Toronto, so the wait was not as long as it would have been at the carousel.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

Flight was delayed not sure why no explanation given and no apologies either. Otherwise the flight was fine

Did not get the seat I selected and paid for.

The flight was canceled 3 hours after original take off time

Plane was delayed for 6 hours, at first by weather, which is understandable, but was further delayed with NO given reason for 2 1/2 hours more. We had no clue when we were going to depart actually until they opened the ramp. VERY POOR to ZERO COMMUNICATION!!!

Flight was delayed and after being in the airport for like seven hours, it was canceled.

Flight delays numerous times. Everytime we would get close to boarding it would be delayed again. Strung along the entire time.

Overall very good, only complaint I have is the crew from CLT to SAT could have collected trash sooner.

Above and beyond effort from this crew in a tough situation. So helpful and understanding. Thank you!

We started with trouble checking in 24 hours early. Then my husband did not get his TSA precheck. Finally flight delayed due to no crew. I know things happen

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

Changing the flight time to 6:15 am on the return flight is extremely inconvenient. The flight was okay. It was on time. The crew was friendly. The seats were uncomfortable. All the upsells are annoying, and I would prefer paying a single higher fee and not have to purchase so much extra.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

No Tumberlence smooth flight. Try to change the menu on Snacks.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The terminal crew is so rude cabin crew is extremely rude flight is very good

Spirit is low fare air line. Food also cost you. No free food.

It was a good an early bird pleasant and quiet

The spirit flight was on time. The airplane itself was surprisingly very nice. We had great seats. Seems like there's more room. Only complaint is that I didn't get a full refund for my mistakenly buying the baggage twice.

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

Information on your arrival and departure airports

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