$58 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 5/1. 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.
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$166
Albany
Albany1 stop$276
Boston
Boston1 stop$166
Albany
Albany1 stop$276

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

Fri, Aug 21 - Mon, Aug 24
Breeze Airways Logo
9:14 pm - 10:48 pm
PIT
-
BDL
1h 34mnonstop
Breeze Airways Logo
7:15 am - 8:50 am
BDL
-
PIT
1h 35mnonstop
$92Breeze Airways
Fri, May 1 - Mon, May 4
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
$100Breeze Airways
Fri, May 1 - Mon, May 4
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
$110Breeze Airways
Wed, Apr 8 - Thu, Apr 9
Spirit Airlines Logo
10:45 am - 11:59 pm
PIT
-
BOS
13h 14m
1 stop
Spirit Airlines Logo
4:23 pm - 11:56 pm
BOS
-
PIT
7h 33m
1 stop
$184Spirit Airlines
Tue, May 26 - Sat, May 30
JetBlue Logo
6:00 am - 7:36 am
PIT
-
BOS
1h 36mnonstop
JetBlue Logo
7:00 am - 8:54 am
BOS
-
PIT
1h 54mnonstop
$192JetBlue
Sat, May 16 - Mon, May 18
JetBlue Logo
6:00 am - 7:35 am
PIT
-
BOS
1h 35mnonstop
JetBlue Logo
6:40 am - 8:33 am
BOS
-
PIT
1h 53mnonstop
$202JetBlue
Sun, May 31 - Wed, Jun 3
Delta Logo
6:00 am - 11:27 am
PIT
-
ACK
5h 27m
1 stop
Delta Logo
12:07 pm - 6:34 pm
ACK
-
PIT
6h 27m
1 stop
$256Delta
Sun, May 31 - Wed, Jun 3
Delta Logo
6:00 am - 11:27 am
PIT
-
ACK
5h 27m
1 stop
Delta Logo
12:07 pm - 6:49 pm
ACK
-
PIT
6h 42m
2 stops
$262Delta
Sun, Aug 23 - Wed, Aug 26
American Airlines Logo
12:44 pm - 4:34 pm
PIT
-
ACK
3h 50m
1 stop
American Airlines Logo
5:13 pm - 11:58 pm
ACK
-
PIT
6h 45m
1 stop
$342American Airlines
Sun, Aug 23 - Wed, Aug 26
American Airlines Logo
6:53 am - 4:34 pm
PIT
-
ACK
9h 41m
2 stops
American Airlines Logo
12:58 pm - 4:48 pm
ACK
-
PIT
3h 50m
1 stop
$348American Airlines
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 $99 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 $99.

What is the cheapest time of day to fly to Massachusetts?

The average price for all round-trip flights from Pittsburgh to Massachusetts depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Massachusetts is generally at night, when round-trip flights cost $258 on average. Morning departures are around 51% 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 $729.

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 $276, 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 $189 (return) on average. On the other hand, the most expensive months are March and April, when the average cost of round-trip tickets is $267 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 47% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$58
Most popular time to fly and prices are also 4% 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.

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 $144 one-way - $232 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 8314 reviews
7.9Comfort
8.5Crew
7.2Food
7.8Entertainment
8.1Boarding
Airline reviews

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

4.0 OkayAnonymous, Mar 2026
BHM - ATL
Read more Delta reviews

Entertainment is ok! Boarding and seat with zone is terrible. I paid for the seats but you didn’t give me what I paid for which is exit isles.

the crew cancel the morning service due to the weather. Then the flight got deverted to Nashville . we were on the ground for over two hours the only gave us water once... no food or any snacks.... the crew should have handled better and offered something to passengers.

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

My flight was cencaled due with the bad weather on Sunday the crew was poorly mistaken my luggage supposed depart with my flight instead I didn’t have my luggage for almost 3 days the website is poorly respond to my complain until I have someone to do it my connection smooth their not even respon or email me even the have my luggage

Delta needs to step its game up get a more reliable internet service. Internet service was non-existent for this flight.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

I had a flight cancel and had it rerouted. When the rerouted they put me at a window seat instead of an isle. It was hard sitting by the window because the couple with masks on were making out. I get motion sickness which is why I need to have the isle seat.

NEVER MADE THE FLIGHT BECAUSE DELTA SAID THEY CAN NOT

THEY FAILED ME AND I NEVER GOT ON THE FLIGHT BECAUSE IT WAS SO DELAYED! I ENDED UP HAVING TO PAY OUT OF POCKET FOR A HOTEL AND STAY IN NASHVILLE TO CATCH A FLIGHT FOR THE FOLLOWING DAY. DELTA IS POOR CUSTOMER SERVICE>

8 hours late and the plane smelled like urine, that smell in the morning when your child wet the bed in the night.

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

Good quick flight on a small but comfortable plane. I'm 6'3 and had plenty of space.

Experience was great - no complaints. Took off on time, landed early. Got to the gate relatively quickly - took a little bit of extra time to deplane but nothing excessive.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

OK, we were delayed and had to de plane and reboard.

United is one airline which regardless of how many separate United tickets in existence, if one flight breaks down, the airline will take care of all the flights.

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Both my flight where delayed Had 25min to make it to my transfer flight

Everything was on time and service on the flight was great!

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Half of the TSA checkpoints at PHL are closed. Also, there is no standby for first class passengers. You can only standby for coach. Very dated policy and inconsistent with peers.

It would have been nice if American tried to care.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

Delayed initially because they couldn’t print the flight details. Poor instruction on delay. When I got on the plane the flight attendant argued with me about whether my carry on would fit (it did, although she didn’t acknowledge that). No greeting (other than arguing with me) getting on or off the plane.

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

They are always late and seats was also not having working charger

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.

My flight was ultimately cancelled but the lack of updates and professionalism from the crew leading up to the cancellation announcement was frustrating for all passengers.

Bad. I know TSA is a mess right now but they “overbooked” the flight and almost didn’t let 10 of us on. Can’t put even a normal backpack under the seat, tray table is barely a foot wide, have to pay for literally everything. Apparently you can bid on your seats, too, so really the baseline ticket only covers the possibility of maybe getting on the plane. The staff were nice though, can only imagine the stress they are under.

Customer service online / on the phone are horrible. Flight crew is great but gate agents and customer service are terrible

I needed a cheaper option than Southwest who are almost as bad as Spirit...did the check in the morning of the flight and assigned the last row, middle seat. Paid 20.00 at the airport for an exit row window in 19 and all 8 rows behind me which sold occupied on their seat map were empty....so they force to you to pay for a better seat....I was alone in row 19 and shortly after take off two huge fat people came and grabbed the other seats, I rang the call button for the attendant and said I paid 20.00 for this seat and they just moved in here...I either want to be reseated, or have them take their original seats or a refund of what I paid, the attendant made them move back to their original seats. Worst, worst worst airline in the air....never again, never again, never again.

We flew Spirit because it was cheaper but the seats were so uncomfortable. I don;t need to be fed snacks on a plane but when it's a 3-4 hour trip then at least a drink is nice. The flight attendants had nothing to do the whole flight except for gossip loudly to each other right behind our seats, and they talked so much my husband couldn't even rest! I was fine with no tv or entertainment but the seats were so uncomfortable with no recline, no padding, and I am short but even for me to leg room was tough for a 3-4 hour trip. We probably would fly spirit again if we had to, but it's definitely not our favorite!

The flight itself and the crew were great. Sitting on the tarmac for over an hour until our gate opened up was really frustrating. Missed our scheduled bus and got home two hours later

We sat on the tarmac for an hour and a half after landing.

There absolutely needs to be WiFi on flights. Not sure why this new aircraft did not have the capability, but it made for a very frustrating flight. I honestly would have paid twice as much for another airline to have WiFi as an option, especially as a mom with kids who have disabilities.

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.

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

Information on your arrival and departure airports