$103 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 8/21. 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

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Best Puerto Rico Flight Deals from Pittsburgh

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Aguadilla
Aguadilla2 stops$600
Culebra
Culebra2 stops$889
Aguadilla
Aguadilla2 stops$600
Culebra
Culebra2 stops$889

Cheap Flights from Pittsburgh to Puerto Rico

 
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

Sun, Aug 24 - Wed, Aug 27
Frontier Logo
4:49 pm - 11:54 pmPIT-SJU
7h 05m1 stop
Frontier Logo
8:13 pm - 6:17 pmSJU-PIT
22h 04m1 stop
$193Frontier
Find Deal
Mon, Nov 10 - Sat, Nov 15
Frontier Logo
2:11 pm - 12:06 amPIT-SJU
8h 55m1 stop
Frontier Logo
3:59 am - 7:56 pmSJU-PIT
16h 57m1 stop
$202Frontier
Find Deal
Fri, Oct 17 - Tue, Oct 28
Delta Logo
7:20 am - 4:25 pmPIT-SJU
9h 05m1 stop
Delta Logo
7:00 am - 3:46 pmSJU-PIT
8h 46m1 stop
$225Delta
Find Deal
Sat, Oct 18 - Fri, Oct 24
Delta Logo
8:15 am - 4:18 pmPIT-SJU
8h 03m1 stop
Delta Logo
12:57 pm - 11:09 pmSJU-PIT
10h 12m1 stop
$245Delta
Find Deal
Mon, Oct 20 - Sat, Oct 25
Southwest Logo
6:00 am - 12:15 pmPIT-SJU
6h 15m1 stop
Southwest Logo
5:45 am - 4:00 pmSJU-PIT
10h 15m1 stop
$275Southwest
Find Deal
Wed, Sep 10 - Sat, Sep 13
United Airlines Logo
10:59 am - 11:57 pmPIT-SJU
12h 58m2 stops
United Airlines Logo
3:56 pm - 11:44 pmSJU-PIT
7h 48m1 stop
$298United Airlines
Find Deal
Tue, Sep 23 - Mon, Sep 29
American Airlines Logo
6:50 am - 3:52 pmPIT-SJU
9h 02m2 stops
American Airlines Logo
12:01 pm - 10:20 pmSJU-PIT
10h 19m2 stops
$300American Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 21
United Airlines Logo
7:05 am - 2:44 pmPIT-SJU
7h 39m1 stop
United Airlines Logo
1:05 am - 10:46 amSJU-PIT
9h 41m1 stop
$310United Airlines
Find Deal
Wed, Jun 25 - Wed, Jul 9
American Airlines Logo
8:00 am - 10:55 pmPIT-SJU
14h 55m1 stop
American Airlines Logo
12:59 am - 11:09 amSJU-PIT
10h 10m1 stop
$337American Airlines
Find Deal
Mon, Oct 20 - Sat, Oct 25
Southwest Logo
5:10 am - 2:45 pmPIT-SJU
9h 35m1 stop
Southwest Logo
5:00 am - 4:00 pmSJU-PIT
11h 00m2 stops
$350Southwest
Find Deal
Useful Info

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 June, when the average cost of round-trip tickets is $508 and $454 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.


Good to know

Low seasonSeptember
High seasonMarch
Cheapest flight$103
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 Aguadilla

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.

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 4287 reviews
8.2Boarding
7.1Food
8.6Crew
8.0Comfort
7.6Entertainment
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Flight was delayed long enough that I was misding my connecting flight. The agents could not get me on a comparable flight, nor could they get me s Main Cabin seat I had paid for, nor could they get me on a comparable connecting flight. The gate agent would not issue meal vouchers, even though I was delayed over six hours! I had to spend over an hour and 15 minutes with customer service on the phone to See if they could get me on a better flight and get a meal voucher. Customer service was not helpful enough in trying to find alternate flights and it Ended up taking me 24 hours for a 12 hour trip!! Delta does not provide upgrades NOR will they even give you a pass for a few hours to their lounge. They claim that they do not issue daily passes to their lounge anymore. I call BS since this would be no extra cost to them to provide excellent customer service and give you a few hours to relax in comfort when you’re sitting in a crowded airport and your flight has been screwed up for that many hours.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Great flight! Only complaint I had was that I didn’t get breakfast that morning because I don’t eat eggs for breakfast.. I ate an energy bar I bought in the airport which I had never done before. Otherwise, another great Delta flight!

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

it was so bad. I tried to board my flight from vancouver to saskatoon. And to my surprise they did not board me cause the flight was changed and no email was send to me. and on my boarding pass which i got from seattle says different flight. I did not knew anyone from Vancouver, air canada crew was rude, i asked for today flight but they were rude and i had early morning dental appointment in saskatoon. I was so much in pain and my whole day is wasted today. and i suffered alot. They did provide me hotel but they did not provide me any food. I am really really disappointed first time had so bad experience with air canada. I may think twice to book it again. If i can get any reply or any composition that would be great. Thanks

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

Terrible. Out flight was delayed for 21 (twenty one) hours. United is a joke.

Boarding was mayhem. Late boarding by 15 minutes because of lack of staff (missing 1 flight attendant. We had to wait for an arrival of another plane before we could board). Flight was a little rough, but cannot blame on airlines.

Impressed with the service despite turbulence because of the weather. Both flights arrived before their scheduled times.

Very comfortable (upgraded to business class). The audio on my screen didn’t work, but I managed to play the audio through my phone while watching the screen.

The food was the worst I’ve had on any flight I’ve ever been on.

Great experience…left a bit behind schedule but made up fir that in the air and landed 10 minutes early 😁

I was supposed to be on business class at first class from Denver back to Miami due to weather changes. I missed my connection and it’s put on a flight to Fort Lauderdale. Instead of honoring my business class/1st class ticket, they put me in coach, but there were two first class seats open. I think it’s absolutely disgusting that I paid for first class $1300 ticket and they put me in economy and they had to open seats available and I have still not been refunded the difference. I ended up having to eat a snack box instead of the meal I was supposed to get and did not get home till 2 AM so I think that’s a little pathetic that I had to live off crackers for dinner And my poor dog ate some cheese and salami. Oh yes, apparently when they switched me to the new flight they forgot to mention I had a service dog

Excellent service despite turbulence during the flight. Flight attendants were remarkable!

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.

Everyone was nice. It was on time and the food was. Airplane food, but not horrible

One bottle of water and a package of cookies for comfort plus. We had to literally beg a flight attendant for an extra bottle of water later in the flight due to feeling dehydrated.

late again! but its my only option to not take 9 hours to get to Memphis

Almost everything was outstanding. First, we boarded on time and the flight crew did a great job getting everyone seated. Then the pilots took their time and care to make sure the plane was full de-iced three times as there was a bad ice storm a few hours earlier. The plane ride was smooth and comfortable and even the economy seats had decent room and comfort. Flight Attendant Lisa went above and beyond to make sure I was comfortable - she is outstanding. The only thing wrong with the flight, and it is something which needs to be addressed, is that the gate to gate time was over 6.5 hours and not one meal was served. The only thing offered to eat were two small cookies for a transcontinental flight - unacceptable. Charge me more but give me a meal for a long flight. Thankfully Lisa found something for me.

Very poor. Our special services attendant gave us incorrect information. I also was mishandled at landing. There was no wheelchair waiting. I fell deboarding the plane. Appalling!

Boarding was a breeze, however, two of the flights that I boarded with Spirit did not have Wi-Fi available.

Seats uncomfortable, hard to check luggage, etc. It was like the last flight out of Hanoi

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Good experience except for the drunk woman who was with a child. Sad

The ease of booking the flight was very good. Speaking with customer service was also good. However, the crew people are unfriendly and unwelcoming which I found this as unprofessional. As far as comfort it was mediocre. This was my first time flying Spirit and I chose them because of the flight times met my needs and my budget. However, I would be reluctant to fly on Spirit again. In addition, if the crew were more friendly and at least appeared somewhat happy and welcoming personally it would probably make the experience of flying with Spirit better.

Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔

Seats too hard, too much lumbar. Space between rows was extremely tight, so tight hard to place item under seat in front of me. No tv screens. Zero plugs for charging phones. Too many sales pitches

Prepaid for 1 bag but my prior airline did not provide it to me in time to check it with Spirit and I could not get my $75 refunded.

Plane delayed which seems to be the norm with spirt. Everything is an up charge. I had to pay an additional fee because I was late getting back to my car. Will never fly spirit again

Very dissatisfied with spirit airlines after buying my ticket's they cancelled our flights with no reasoning.

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