$40 Find Cheap Flights from Pittsburgh to Massachusetts

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 Massachusetts departing on 7/11. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Massachusetts

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Massachusetts, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Massachusetts, as well as popular online travel agencies
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Flights Deals

Best Massachusetts Flight Deals from Pittsburgh

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$94
Albany
Albany1 stop$219
Boston
Boston1 stop$94
Albany
Albany1 stop$219

Cheap Flights from Pittsburgh to Massachusetts

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Pittsburgh to Massachusetts 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 Massachusetts

Fri, Aug 8 - Mon, Aug 11
Breeze Airways Logo
8:07 pm - 9:38 pmPIT-BDL
1h 31mnonstop
Breeze Airways Logo
7:10 am - 8:45 amBDL-PIT
1h 35mnonstop
$81Breeze Airways
Find Deal
Fri, Aug 8 - Mon, Aug 11
Breeze Airways Logo
8:07 pm - 9:38 pmPIT-BDL
1h 31mnonstop
Breeze Airways Logo
7:10 am - 8:45 amBDL-PIT
1h 35mnonstop
$82Breeze Airways
Find Deal
Tue, Jul 8 - Tue, Jul 15
Spirit Airlines Logo
7:00 am - 3:37 pmPIT-BOS
8h 37m1 stop
Spirit Airlines Logo
6:15 am - 7:16 pmBOS-PIT
13h 01m1 stop
$94Spirit Airlines
Find Deal
Wed, Jul 9 - Tue, Jul 29
Spirit Airlines Logo
6:20 am - 7:34 pmPIT-BOS
13h 14m1 stop
Spirit Airlines Logo
6:15 am - 7:16 pmBOS-PIT
13h 01m1 stop
$96Spirit Airlines
Find Deal
Tue, Jul 1 - Tue, Jul 8
JetBlue Logo
12:28 pm - 2:08 pmPIT-BOS
1h 40mnonstop
JetBlue Logo
7:10 am - 9:03 amBOS-PIT
1h 53mnonstop
$177JetBlue
Find Deal
Wed, Jul 9 - Sat, Jul 12
JetBlue Logo
6:04 pm - 7:48 pmPIT-BOS
1h 44mnonstop
JetBlue Logo
2:44 pm - 4:36 pmBOS-PIT
1h 52mnonstop
$182JetBlue
Find Deal
Tue, Jul 8 - Fri, Jul 11
Delta Logo
10:15 am - 12:02 pmPIT-BOS
1h 47mnonstop
Delta Logo
7:35 am - 9:35 amBOS-PIT
2h 00mnonstop
$192Delta
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Thu, Jul 17 - Tue, Jul 22
Delta Logo
6:08 am - 8:00 amPIT-BOS
1h 52mnonstop
Delta Logo
7:35 am - 9:35 amBOS-PIT
2h 00mnonstop
$197Delta
Find Deal
Wed, Jul 9 - Wed, Jul 16
American Airlines Logo
6:00 am - 4:49 pmPIT-ACK
10h 49m2 stops
American Airlines Logo
1:38 pm - 7:32 pmACK-PIT
5h 54m1 stop
$216American Airlines
Find Deal
Mon, Aug 4 - Wed, Aug 6
American Airlines Logo
1:08 pm - 4:49 pmPIT-ACK
3h 41m1 stop
American Airlines Logo
1:41 pm - 7:32 pmACK-PIT
5h 51m1 stop
$230American Airlines
Find Deal
Useful Info

KAYAK's insights & trends for Pittsburgh to Massachusetts flights

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

What is the cheapest Pittsburgh to Massachusetts flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Pittsburgh to Massachusetts.

The cheapest ticket to Massachusetts from Pittsburgh found in the last 72 hours was to Boston, at $144 round-trip. The most popular route is from Pittsburgh (PIT) to Boston (BOS), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $144.

Can I save money by flying with a layover from Pittsburgh to Massachusetts?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $472 on average.

What is the cheapest month to fly from Pittsburgh to Massachusetts?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Pittsburgh to Massachusetts, 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 Massachusetts is September, when tickets cost $166 (return) on average. On the other hand, the most expensive months are May and November, when the average cost of round-trip tickets is $247 and $241 respectively.

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

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

Your flight ticket price will generally be cheaper if you fly to Massachusetts on a Friday and more expensive on a Tuesday. On your return trip to Pittsburgh, you should consider flying back on a Wednesday, and avoid Sundays for better deals.

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

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 Massachusetts, 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 Massachusetts, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.


Good to know

Low seasonFebruary
High seasonAugust
Cheapest flight$40
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Pittsburgh to Hartford

FAQs - booking Massachusetts flights

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

    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 Massachusetts.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Pittsburgh to Massachusetts 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 Massachusetts?

    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 Massachusetts 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 Massachusetts?

    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 Massachusetts 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 Massachusetts?

    The cheapest time of day to fly to Massachusetts is generally at night, when round-trip flights cost $171 on average. Morning departures are around 46% cheaper than evening flights, on average. The most expensive time of day to fly to Massachusetts is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $690.

Top tips for finding cheap flights to Massachusetts

  • Looking for a cheap flight? 25% of our users found tickets from Pittsburgh to the following destinations at these prices or less: Boston $148 one-way - $203 round-trip

Top 5 airlines serving from Pittsburgh to Massachusetts

 
See real verified KAYAK customer reviews for airlines flying from Pittsburgh to Massachusetts. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Pittsburgh to Massachusetts? 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
DeltaOverall score based on 7950 reviews
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
8.5Crew
Airline reviews

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

10.0 ExcellentTim, Jun 2025MSP - BUF
Read more Delta reviews

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.

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.

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.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

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.

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.

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!

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

Smooth flight, especially take off and landing, and great crew on board. Really loved the stroopwaffles!

Communication since no reason or explanation was given for 3 hrs delay

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

It was too hot in the cabin. The AC did not help.

Except for the 28 minute delay leaving and the earlier reschedule to a later takeoff time the flight was good.

Loved the leg room and tvs screens on the seats and free WiFi. Wish the price was lower and could save by rebooking

It took 1-1/2 hours to get our luggage after we landed. That to me is unacceptable

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.

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

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!

I had a horrible experience from the time I dropped off my bags until the time I landed. The staff taking the bags at the check-in counter prior to security, forced me to check my baby stroller, even though it weighed less than 20 pounds. their excuse was that the wheels were too big. I have never had an issue gate checking this exact same stroller in the past either on American or on any other airline. when I asked for the agent to show me the rule about the size of the wheels on strollers, they told me to look it up on the AA website. I did so, and did not find any indication that wheel size was a problem for gate checking strollers. The only limitation would be the weight of the stroller which mine was below. I was left with a one-year-old child and all of my carry-on luggage, diaper bag, and the like to walk around the airport without the assistance of a stroller and had the same issue when I exited the plane and had to go all the way to baggage claim without a stroller. In addition, while on the airplane, I was told I can only get one bag of cookies as a snack, even though I was with a child. Apparently my child and I were supposed to share a cookie. While this latter issue is a minor one, it is just another example of the absolutely horrible customer service that American Airlines provides. In addition, the 737 aircraft that I was on was extremely hot and the air vents above the seat were so far away from the aisle and middle seats that it was comical. I could barely reach the air vent to adjust it. I had to ask the person in the window seat to do it for me. The whole experience was just a nightmare.

I had a very unpleasant encounter with one man from customer service: he was extremely rude and miserable. And his condition was reflected on his decision to send me to the worst airport hotel and get an awful flight connection. My hotel shuttle had never arrived and I had to book another hotel. People served by other representatives got a much better treatment and deal.

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.

Boarding east and ontime. Seat spacing was tight, and seats don’t recline.

The flight, the pilot, the flight crew, and the ground personnel were all great, despite the sudden and lengthy FAA Ground Stop in Boston, which SPIRIT obviously had nothing to do with and no control over.

Not great. Overpriced and charge you for everything. All but breathing was an extra charge. Never again! Oh if you didn’t check a carry on, you couldn’t use the overhead bins. Crew said those spaces were not available. Personal items MUST go on floor. Yet, there was only 50% capacity at best! So ridiculous.

Kayak never booked my flight, I have received notifications the entire time the fights were to be used I went to the airport to find out despite receiving these emails to board my flight was never booked only to have to return home and miss the event I was scheduled for, inconvenient and devastating to say the least, customer service was very poor to only explain that my card had not been charged so that I shouldn’t worry. Yea great for you to say being that your not inconvenienced.

Was pleasantly surprised at how large the plane was. Crew very friendly.

We had a 5 hour delay, which resulted in my arriving at my final destination at 2 am instead of 9 pm

Spirit moved the departure time by 45 minutes to an unacceptably early time. I wrote multiple times canceling the reservation and received no reply or refund.

The flight took an extra 30 min to take off because we were waiting for crew to board then it took another 30 min to get off the plane because there was no parking. Just overall ridiculous also please add a head rest my neck was gonna snap off thanks.

Absolutely the MOST uncomfortable seat I've EVER had on ANY airline. It should be a criminal act (cruel & unusual punishment). NEVER AGAIN will I travel your airline.

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