$63 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 6/5. 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
Bostonnonstop$192
Albany
Albany1 stop$298
Boston
Bostonnonstop$192
Albany
Albany1 stop$298

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, May 29 - Mon, Jun 1
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
$103Breeze Airways
Fri, Jun 5 - Mon, Jun 8
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
$123Breeze Airways
Tue, Jun 2 - Tue, Jun 9
JetBlue Logo
7:08 am - 8:45 am
PIT
-
BOS
1h 37mnonstop
JetBlue Logo
6:15 pm - 8:14 pm
BOS
-
PIT
1h 59mnonstop
$192JetBlue
Sat, Jun 6 - Tue, Jun 9
Delta Logo
6:09 am - 8:00 am
PIT
-
BOS
1h 51mnonstop
Delta Logo
11:45 am - 1:40 pm
BOS
-
PIT
1h 55mnonstop
$197Delta
Tue, May 26 - Sat, May 30
JetBlue Logo
4:03 pm - 5:45 pm
PIT
-
BOS
1h 42mnonstop
JetBlue Logo
6:15 pm - 8:16 pm
BOS
-
PIT
2h 01mnonstop
$215JetBlue
Sat, Jul 18 - Tue, Jul 21
United Airlines Logo
6:16 pm - 11:21 pm
PIT
-
BOS
5h 05m
1 stop
United Airlines Logo
5:45 am - 9:40 am
BOS
-
PIT
3h 55m
1 stop
$217United Airlines
Sat, May 30 - Sun, May 31
Delta Logo
6:09 am - 8:00 am
PIT
-
BOS
1h 51mnonstop
Delta Logo
3:45 pm - 5:51 pm
BOS
-
PIT
2h 06mnonstop
$232Delta
Fri, Jun 5 - Mon, Jun 8
American Airlines Logo
3:31 pm - 8:08 pm
PIT
-
BOS
4h 37m
1 stop
American Airlines Logo
5:31 am - 11:57 am
BOS
-
PIT
6h 26m
1 stop
$237American Airlines
Sat, Jun 27 - Mon, Jun 29
American Airlines Logo
3:35 pm - 8:08 pm
PIT
-
BOS
4h 33m
1 stop
American Airlines Logo
9:37 am - 4:29 pm
BOS
-
PIT
6h 52m
1 stop
$238American Airlines
Mon, Jun 8 - Sun, Jun 14
United Airlines Logo
2:13 pm - 9:43 pm
PIT
-
ALB
7h 30m
1 stop
United Airlines Logo
8:00 am - 1:07 pm
ALB
-
PIT
5h 07m
1 stop
$353United 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.

How much is a round-trip flight from Pittsburgh to Massachusetts?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Pittsburgh to Massachusetts departing in June.

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 $129 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 $129.

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 $286 on average. Morning departures are around 49% 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 $711.

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 $297, 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 $68 (return) on average. On the other hand, the most expensive months are May and July, when the average cost of round-trip tickets is $103 and $98 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 24 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$63
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 7% 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 $143 one-way - $265 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 8446 reviews
7.8Comfort
8.5Crew
7.2Food
8.1Boarding
7.8Entertainment
Airline reviews

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

6.0 Goodrghinftl, May 2026
FWA - ATL
Read more Delta reviews

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Much better than Latam, the worse airline company ever. I hope I don't have the need to fly Latam ever in my life again.

Seats in Delta Main are unbelievably close to the seat in front of. Hard to get a backpack under the seat.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

It's a short hop. My carryon was checked at the gate, I didn't have to drag it all over the airport. Excellent wheelchair assist.

It was good overall except from Omaha to Denver when flight a was a repeatedly delayed apparently due to some issue at Denver. Communications could have been handled better. I had to board then deboard with luggage and board again

Left an hour and a half after the listed time. Up side was it had TV screens on the seat.

No screens or meal options. Freezing cold. Dirty seats. Left late.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The space between seat rows seemed to be larger than other airlines. I didn’t check their food or entertainment since I slept most of the way. They do seem to have a lot of options for purchase though.

Boarding was extremely slow and disorganized. Onboard crew was unfriendly.

Kayak sucked. You gave me a confirmation number that was not useable by the jet blue system. Nor did you send any check in emails. I’ll not be using your site again. Nice work.

There was a screen but no earphones that could use the older input so I could listen to anything.

Jet blue just had great service overall! Only a little turbulence heading out of Austin, otherwise the jet stream helped the speed of the trip!

Boarding was quick and efficient. The flight crew were friendly. There were limited food options available on the flight. The pocket guide said there would be salad and sandwich sections available on flights over 3.5 hours. The only food available were snack boxes. And those were limited as well. My flight was over 5 hours. The entertainment system worked well. I had both extra legroom seats and regular coach seats. The seats were not very comfortable. The entertainment controls in the armrest made it difficult to rest my arm without changing the channel on my neighbors TV. Overall, my experience was mediocre.

Boarding was fast, easy, and we landed early. The entertainment system was very buggy and kept resetting throughout the flight.

I purchased ticket so our daughter ( a minor) can sit next to her mother. No help at gate after kayak insisted that this could be done. She ended sitting by herself

Terrible. There was a lot of misleading information regarding ticketing, seat upgrades, & boarding group. I also expect my seat will recline. I have back problems & it is very painful for me of the seat doesn’t recline. In addition, when I choose a fare that allows me a carry-on bag, I expect to be able to carry it on. Not be forced to check it. Thos happened on my flight to MCO & back to Boston. Not sure I will ever fly JetBlue again. Further I bought the ticket through hat deal. I will NEVER do that again. They were incapable of providing an accurate record locator # for either leg of the trip. I had to call them before each flight with me VERY stressed about whether I would actually be able to get on my flight. Who does that? Who books flight & then FAILS to give an accurate record locator? Twice!

Jet Blue has excellent everything, Friendly customer service and staff, clean aircraft’s and is always on time.

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

Flight was 3 hours delayed. They gave our plan to two other routes. Need to knock that off.

The captain announced to the cabin there would be a delay because they observed a "cut" on a tire during precheck that needed to be cleared by maintenance. We were delayed during this inspection and allowed to proceed after maintenance "measured the cut and decided it was acceptable". My complaint is not about the delay or due diligence. I wish the captain had been more generic when making his announcement. I was a nervous wreck all the way to Charlotte worried that we would have a blowout when landing!

The flight was on time and the landing was very smooth. The crew and flight attendants were all very friendly and professional.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

I appreciate that I finally got the seat I paid extra for this time. Thank you

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.

The AC broke and we were onboard for 2 hrs waiting for them to fix it. It was so hot and we could not get any water or anything to drink. They finally let us off the plane after the second attempt and we boarded a new plane. We didn't land till 12:15am!

They cancelled my flight with no reason affecting my travel plans and delaying it 24 hours.

Spirit is always late. Every single time. Always a different reason

First flight in along time with spirit! I’m honored to say this flight was excellent 😊

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

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

Information on your arrival and departure airports