$90 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 8/18. 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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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$440
Aguadilla
Aguadilla1 stop$440

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

Tue, Nov 4 - Wed, Nov 5
United Airlines Logo
11:00 am - 12:36 amPIT-SJU
12h 36m2 stops
United Airlines Logo
8:30 am - 2:02 pmSJU-PIT
6h 32m1 stop
$200United Airlines
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Fri, Oct 17 - Mon, Oct 20
Delta Logo
6:00 am - 4:33 pmPIT-SJU
10h 33m1 stop
Delta Logo
7:00 am - 4:53 pmSJU-PIT
9h 53m1 stop
$205Delta
Find Deal
Mon, Oct 20 - Sat, Oct 25
Spirit Airlines Logo
6:04 pm - 12:44 amPIT-SJU
6h 40m1 stop
Spirit Airlines Logo
3:19 pm - 11:37 pmSJU-PIT
8h 18m1 stop
$207Spirit Airlines
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Fri, Oct 17 - Tue, Oct 28
Delta Logo
6:00 am - 4:33 pmPIT-SJU
10h 33m1 stop
Delta Logo
7:00 am - 4:37 pmSJU-PIT
9h 37m1 stop
$215Delta
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Sat, Aug 16 - Thu, Aug 21
American Airlines Logo
1:40 pm - 10:56 pmPIT-SJU
9h 16m2 stops
American Airlines Logo
6:00 am - 11:13 pmSJU-PIT
17h 13m1 stop
$220American Airlines
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Tue, Sep 23 - Sun, Sep 28
Spirit Airlines Logo
6:04 pm - 12:44 amPIT-SJU
6h 40m1 stop
Spirit Airlines Logo
1:59 am - 9:30 amSJU-PIT
7h 31m1 stop
$224Spirit Airlines
Find Deal
Tue, Aug 26 - Sat, Aug 30
American Airlines Logo
6:00 am - 4:05 pmPIT-SJU
10h 05m2 stops
American Airlines Logo
6:00 am - 11:13 pmSJU-PIT
17h 13m1 stop
$235American Airlines
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Sun, Oct 12 - Sun, Oct 26
Southwest Logo
12:10 pm - 12:15 amPIT-SJU
12h 05m1 stop
Southwest Logo
9:20 pm - 9:10 amSJU-PIT
11h 50m1 stop
$243Southwest
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Tue, Oct 21 - Wed, Oct 22
JetBlue Logo
6:00 am - 2:54 pmPIT-SJU
8h 54m1 stop
JetBlue Logo
2:05 pm - 11:55 pmSJU-PIT
9h 50m1 stop
$282JetBlue
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Thu, Oct 23 - Tue, Oct 28
JetBlue Logo
5:50 pm - 12:57 amPIT-SJU
7h 07m1 stop
JetBlue Logo
5:15 am - 3:19 pmSJU-PIT
10h 04m1 stop
$300JetBlue
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 $505 and $474 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 13% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.


Good to know

Low seasonSeptember
Cheapest flight$90
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 11% 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 4241 reviews
8.0Comfort
8.1Boarding
8.6Crew
7.5Entertainment
7.0Food
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Only issue was with seating. The economy fare we purchased did say there was no guarantee the three people in our party would be seated together, and we were not. At the gate, the agent told us more specifically, the fare we purchased meant we would be seated in middle seats only. This should just be made more obvious.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Did not know my son and I had different seating arrangements. He was fine, but it was disappointing.

Flight was canceled, and no effort was made to help with rebooking, no hotel vouchers, no car transportation and minimal food voucher and most places for food were closed by the time the voucher was given. Waited for 3 hours for bags. Simply the worst travel experience I have ever had

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

the delay for 3 hours was understandable due to weather conditions but the flight should’ve provided some on flight compensations or at least provide more food.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

I learned that seating towards the end of plane that a line forms for the restroom and people use your chair as a hand railing, bumping your seat consistently. I was seated in the aisle. I think that next time if I am towards the back row I would want to sit in the middle or window seat.

The best airline I have ever travel , really good customer service, attention and service !!

United could have one single once of customer service. No human United employee would help me with the invalid mileage plus number, they said I had to speak with the computer.

United sent me a mileage plus number last year but that number is invalid so I can’t use it to check into flights or collect mileage. There is human to speak about the problem, only computers who keep asking me if I am using the correct email. It’s so frustrating and I cannot resolve it.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

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.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

It’s a great flight. Service is good. Staff is awesome.

Again flight was awesome except British Airways lost both gate checked luggage’s. Still missing

Everything about the flight was lovely…We left early, arrived early, cabin crew were efficient and helpful. Flight was easy and most pleasant.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

The flight and boarding process was smooth. Wifi was unavailable and I prepaid for it. Have requested a refund

Had a issue with catching flight due to airline, was unable to board flight

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Not great. Seats uncomfortable. Crew a little rude. Amenities like wifi and drinks way too expensive.

Late departure by 1:45min. No explanation why. During boarding inconsistent policing of their baggage rules. Before takeoff and lamdimg strange obsession with window shade and armrest positions. Don't know why they care. 15 min tarmac delay on arrival, they blamed airport congestion but we were the o lh flight waiting, it was clear it was due to poor staff planning (only one ground crew to receive airplanes and multiple arrivals) Got there but was rrally lame the whole trip.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

We sat on the tarmac for an hour waiting for a gate to deplane.

Friendly employees, good seat, on time, Great flight. Pilot and attendants greeted passengers as we deplaned. However, I could not ever understand what the flight attendant was saying on the mic. It was too fast, and too loud.

Everything was fine, but there was no food or entertainment, so I didn’t know how to rate that.

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

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