$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 2/27. 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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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Pittsburgh to Massachusetts.
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Cheap Flights from Pittsburgh to Massachusetts

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Boston
Boston1 stop$136
Albany
Albany1 stop$255
Boston
Boston1 stop$136
Albany
Albany1 stop$255

Book Cheap Pittsburgh to Massachusetts 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 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

Mon, Mar 16 - Mon, Mar 23
Breeze Airways Logo
10:50 am - 12:20 pm
PIT
-
BDL
1h 30mnonstop
Breeze Airways Logo
8:30 am - 10:10 am
BDL
-
PIT
1h 40mnonstop
$86Breeze Airways
Fri, Mar 20 - Mon, Mar 23
Breeze Airways Logo
10:50 am - 12:20 pm
PIT
-
BDL
1h 30mnonstop
Breeze Airways Logo
8:30 am - 10:10 am
BDL
-
PIT
1h 40mnonstop
$87Breeze Airways
Tue, Mar 3 - Wed, Mar 4
Spirit Airlines Logo
6:00 am - 5:15 pm
PIT
-
BOS
11h 15m
1 stop
Spirit Airlines Logo
4:22 pm - 11:25 pm
BOS
-
PIT
7h 03m
1 stop
$136Spirit Airlines
Tue, Feb 24 - Wed, Feb 25
Spirit Airlines Logo
6:00 am - 5:15 pm
PIT
-
BOS
11h 15m
1 stop
Spirit Airlines Logo
4:22 pm - 11:25 pm
BOS
-
PIT
7h 03m
1 stop
$148Spirit Airlines
Sun, May 31 - Wed, Jun 3
Delta Logo
6:00 am - 11:27 am
PIT
-
ACK
5h 27m
1 stop
Delta Logo
3:07 pm - 9:25 pm
ACK
-
PIT
6h 18m
1 stop
$252Delta
Wed, Feb 25 - Tue, Mar 3
Delta Logo
6:19 am - 11:52 am
PIT
-
ALB
5h 33m
1 stop
Delta Logo
5:35 am - 10:02 am
ALB
-
PIT
4h 27m
1 stop
$255Delta
Sun, May 31 - Wed, Jun 3
JetBlue Logo
9:18 am - 12:57 pm
PIT
-
ACK
3h 39m
1 stop
JetBlue Logo
10:52 am - 3:07 pm
ACK
-
PIT
4h 15m
1 stop
$270JetBlue
Sun, Jun 21 - Fri, Jun 26
American Airlines Logo
9:00 am - 7:05 pm
PIT
-
MVY
10h 05m
1 stop
American Airlines Logo
7:35 pm - 8:30 am
MVY
-
PIT
12h 55m
1 stop
$400American Airlines
Sun, Jun 21 - Fri, Jun 26
American Airlines Logo
6:49 am - 1:25 pm
PIT
-
MVY
6h 36m
2 stops
American Airlines Logo
10:41 am - 4:38 pm
MVY
-
PIT
5h 57m
1 stop
$627American Airlines
Sat, Jul 11 - Sun, Jul 19
JetBlue Logo
9:18 am - 7:11 pm
PIT
-
PVC
9h 53m
1 stop
JetBlue Logo
2:25 pm - 8:52 pm
PVC
-
PIT
6h 27m
1 stop
$959JetBlue
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Massachusetts from Pittsburgh found in the last 72 hours was to Boston, at $117 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 $117.

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.

No, with an average price for the route of $237, prices are generally cheapest when you fly direct.

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 January, when tickets cost $188 (return) on average. On the other hand, the most expensive months are April and May, when the average cost of round-trip tickets is $255 and $247 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 Thursday and more expensive on a Monday. 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, which saves you about 45% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$59
Best time to beat the crowds with an average 2% drop in price.
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 $252 on average. Morning departures are around 54% 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 $768.

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 $113 one-way - $194 round-trip

Reviews of the 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.
7.9
DeltaOverall score based on 8138 reviews
7.2Food
7.9Comfort
7.8Entertainment
8.1Boarding
8.5Crew
Airline reviews

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

2.0 MediocreTodd, Jan 2026
IAH - ATL
Read more Delta reviews

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

the whole trip was smooth, and as comfortable as flying is these days. flight crew was friendly and very courteous and helpful.

The attendant on board was amazing. She should be doing business/first international long haul.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

No enough space plus only allowing one laggage instead of two like other airlines.

Qatar airways ,boarding arrangements at Hamid international airport could been better

AA should improve their in air internet & entertainment options. Seems unreasonable to charge $20/hr and should have some form of free connections. The entertainment options are also pretty limited, movies are outdated and the series only show 3-5 episodes.

Everything about the flight was lovely. My only suggestion would be to offer a few more options of tv series from Apple TV or HBO.

Delays to take off and to leave the plane after landing added a lot of time to this flight.

The Phildalphia to Allentown portion was a BUS, not a plane. All was as expected.

Excellent - explanations were clear staff was nice and flight was comfortable

Because of weather and mechanical issues our flight was 4 hours late. The only compensation offered to us was a meal voucher to be used only at Boston Airport and only on the day issued. But by the time it was offered to us all the restaurants were closed, so there was no way to use that offer.

Friendly crew, efficient boarding and flight arrived early. Couldn’t ask for a better experience

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

we were delayed because of some safety check that wasn't done or available

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

We were on the tarmac waiting for a gate at Logan for 40, minutes. The crew handled it well. Can't blame the airline.

You can’t beat Spirit’s prices on tickets, especially with the positive experience that comes with it! I appreciated the timeliness of Spirit airlines. The crew in the airport was very kind and wished you a good flight by name. The crew on the flight was attentive and friendly. Overall, I am very pleased with my experience with Spirit.

This was my best experience with spirit. I flew you guys 4 times and I must say this was the BEST

A flight attendant was extremely friendly and offered to move me to a row that was less crowded

We had to sit and wait for almost an hour after landing and taxiing to the gate. The jet bridge was broken so we just waited and waited and waited and it was inconvenient, hot, and unnecessary.

This was my first time on a budget airline and I couldn't even sit down all the way because my knees would embed in the seat in front of me. I'm only 6' tall with a 32" inseam. There's no upside other than y'all are cheap. I'm glad it was only a 2 hour flight. Lesson learned! I get why everybody talks down on budget airlines. The staff was outstanding, the flight went as well as possible, great pilot, great boarding, smooth sailing. Zero chance I'll be back though.

My experience with spirit was not good at all! This was actually my first time flying with Spirit and it’s definitely my last, first of all that flight was delayed, plus I had to pay $99 dollars for my carry on, that’s insane I have never pay for my carry on, I’m definitely going keep traveling with JetBlue or American Airlines, you guys have horrible service.

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

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.

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.

Everything you need to know for your flight from Pittsburgh to Massachusetts

Information on your arrival and departure airports