Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Pittsburgh to Massachusetts from $35

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 5/14. 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
0 bags
Sun 6/2
Sun 6/9

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

In the last 7 days travelers have searched 43,740,974 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Best Massachusetts Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Bostonnonstop$63
West Tisbury
West Tisbury1 stop$186
Albany
Albany1 stop$272

Good to know

Low season

January

High season

November

Cheapest flight

$35
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Pittsburgh to Boston

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 to Massachusetts from Pittsburgh 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 to Massachusetts with an airline and back to Pittsburgh 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 to Massachusetts from Pittsburgh up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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 $136 one-way - $220 round-trip
  • Morning departure is around 3% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Pittsburgh to Massachusetts

 
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 10858 reviews
7.9Comfort
8.6Crew
8.2Boarding
8.0Entertainment
7.4Food
Airline reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

8.0 ExcellentAnonymous, May 2024ATL - ATW
Read more about Delta reviews

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

I loved the wifi, much better than Delta. Seats were old. and bathrooms dingy.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Delayed 4 hours because of maintenance issue they knew about all day. Get another plane. Time is precious!

I liked that boarding and take off were timely despite a 15 minute delay due to weather. The pilot communicated with us the entire flight keeping us informed re: turbulance and slight delays on the runway after we landed.

Has been always great except flight cancelation in the past at very last minute waiting till 2am and we when have to beg for overnight accommodation

There were weather issues and coding problems whatever those refer to, but JetBlue, for two days in a row was unbelievably late. Several hours late, resulting in almost no sleep for passengers like me.

The plane was very hot. There were delays . Generally, the flight was great.

If jet blue is going to offer tv at every seat, fix the headphone connection so you can hear. Haven’t had a usable headphone jack in years

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The plane was dirty and the in seat air wasn't blowing as planes usually do.

Generally good but there wasn’t any staff available when my luggage didn’t appear at baggage claim in Fresno. It took about half an hour to locate a staff member to open up the locked room where it was being kept.

Do not like the feeling of being in the basic economy. Everyone should feel good no matter what.

All flights were on time and boarding was issue free

Terrible! The plane was old and you are required to connect your own device to their Wi-Fi rather than have entertainment options in the back of the seat in front of you. The Wi-Fi went out during the flight and there was only one plug for the devices every two seats. Three out of five surrounding my family did not work. The seats and spaces under them were so small I could not fit my backpack, which I’ve always brought on flights and fit before no problem. The crew were unpleasant and patronizing.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Water service would be great. The way they board is terrible. Slow passengers first😂😂 They need to smart up a bit

Our original business class flight was cancelled so we not only downgraded but we were also spread out across the plane not sitting together in separate middle seats. My poor kids were scared and couldn’t see me on the flight and the crew wasn’t sensitive to the situation and what the airlines did to us. Very dissatisfied with United airlines.

Crew were fine, drinks and snacks were as well but we were delayed for around 2 hrs which made our entry into Mexico delayed as well with the influx of arrivals at the same time. Sort of wasted our first day of vacation. We left Pittsburgh at 630am and did not arrive in Mexico until late dinner time.

Not being able to purchase my check in baggage online was a negative.

LATE LATE LATE!!! Plagued by late AA flights on this trip. Such a drag. This one was by far the worst.

It was a good flight. Of course it was full, but it went well.

Delayed abs delayed Gate crew giving poor info - we are definitely leaving at —- Ultimately to cancel flight after 4+ hours of delays Just cancel it earlier

Same basket of unhealthy prepackaged snacks (junk food) which was depleted by the time it got to my row!!

We experience delays on departure and connecting flights resulting in 14 hour to our next departure. We were accommodated with a night's stay but was only provided a 12 dollar meals accommodation. The airlines rules state.at least 50 dollars. In any case, it can not make up for the whole day missed on our vacation in Sydney Australia.

Flight from PHL to PHX arrived 50 minutes early and a gate was available. First class flight attendant Stephanie was very friendly and polite. Sanitizing wipes should be provided with meals in addition to refresher towels.

flight delayed so missed connection and this had to rebook for next day

Flight departed PHL one hour late due to late arrival of aircraft. On board services were okay. First class menu does not offer any new items; same desserts (cheese & crackers or Mango sorbet). At least there were no credit card promotions during the flight.

After sitting on plane for 7+ hours, flight was canceled. And to makes matters worse, my suitcase is in baggage hell!

Delayed..4 times...completely disorganized boarding. After 5 hours they scrambled to move ppl off plane bc they overbooked. Then they didn't have a cabin crew. WiFi on plane didn't work. Zero amenities. Once we boarded we sat on tarmac for an hour. Explore all alternate options including purchasing a pair of hiking boots and walking to your destination instead of flying spirit.

The seat was very uncomfortable from Boston to Nashville. Otherwise the flight was excellent.

First....my trip was from Ft. Myers to Philly (not the other way around). Plane was clean, staff was friendly and flight was efficient with boarding and flight time. Thumbs up all around.

Seats are very small and extremely hard. Too close together. The person next to me had average shoulders and was very far into my 'space'.

Flights are great except for the ticketing service on the terminal.. Too little employees taking care for lots of flights.

I had a phobia for Spirit and now is 100% confirmed. Flight delayed, missed connecting flight and staying overnight . Now not even able to get my boarding pass until I’ll get into the airport. It’s really really bad at this point

the landing was terrible. the plane touched down and had take off. the plane flew around and landed a second time.i understand the weather might of been the problem. It was a scary experience and no explanation from the captain.

The crew was great but it felt gross how spirit charges you for every little thing. Picking your seat should be free (first come first served). Beverages and food I get. But picking where I sit? Gross.

Never got on the plane! My 2pm flight became 4am so I had to book southwest!

Service was awesome 👍🙏 thank you Spirit Airlines...love the Big Seat...😎

Book cheap flights from Pittsburgh to Massachusetts

Recent round-trip flight deals

6/5Wed
nonstopSpirit Airlines
1h 47mPIT-BOS
6/12Wed
nonstopSpirit Airlines
1h 58mBOS-PIT
$63
5/14Tue
1 stopSpirit Airlines
5h 53mPIT-BOS
5/21Tue
1 stopSpirit Airlines
11h 01mBOS-PIT
$71
7/3Wed
1 stopUnited Airlines
6h 01mPIT-BOS
7/5Fri
1 stopUnited Airlines
5h 55mBOS-PIT
$168
6/24Mon
1 stopDelta
6h 37mPIT-MVY
6/26Wed
1 stopDelta
4h 13mMVY-PIT
$186
7/3Wed
1 stopAmerican Airlines
4h 35mPIT-BOS
7/8Mon
1 stopAmerican Airlines
4h 32mBOS-PIT
$195
6/18Tue
1 stopDelta
6h 27mPIT-MVY
6/24Mon
1 stopDelta
5h 03mMVY-PIT
$196
9/11Wed
1 stopAmerican Airlines
4h 22mPIT-BOS
9/19Thu
1 stopAmerican Airlines
4h 38mBOS-PIT
$205
8/22Thu
1 stopUnited Airlines
3h 49mPIT-BOS
8/25Sun
1 stopUnited Airlines
4h 20mBOS-PIT
$228
5/20Mon
nonstopJetBlue
1h 36mPIT-BOS
5/23Thu
nonstopJetBlue
1h 53mBOS-PIT
$252
6/26Wed
1 stopJetBlue
6h 41mPIT-ACK
6/30Sun
1 stopJetBlue
5h 08mACK-PIT
$264

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/14Tue
1 stopSpirit Airlines
5h 53mPIT-BOS
$35
5/14Tue
1 stopSpirit Airlines
5h 53mPIT-BOS
$36
6/24Mon
1 stopAmerican Airlines
4h 35mPIT-BOS
$84
5/9Thu
1 stopAmerican Airlines
4h 12mPIT-BOS
$103
5/12Sun
1 stopUnited Airlines
6h 11mPIT-BOS
$104
5/9Thu
nonstopJetBlue
1h 36mPIT-BOS
$109
7/1Mon
1 stopUnited Airlines
5h 07mPIT-BOS
$114
6/1Sat
nonstopJetBlue
1h 36mPIT-BOS
$129
6/6Thu
1 stopDelta
5h 29mPIT-MVY
$149
7/25Thu
1 stopDelta
6h 39mPIT-ACK
$189

Search by stops

Search by airline

Search by price

Last minute flights from Pittsburgh to Massachusetts

Last minute flight, train and bus deals

5/7Tue
multi-stopSpirit Airlines
10h 45mPIT-BOS
5/10Fri
multi-stopSpirit Airlines
20h 42mBOS-PIT
$248
5/7Tue
multi-stopSpirit Airlines
10h 45mPIT-BOS
5/9Thu
multi-stopSpirit Airlines
6h 21mBOS-PIT
$272
5/6Mon
multi-stop
20h 48mPIT-BOS
5/10Fri
multi-stop
11h 26mBOS-PIT
$363
5/7Tue
nonstopDelta
1h 56mPIT-BOS
5/10Fri
multi-stopDelta
4h 05mBOS-PIT
$396
5/7Tue
multi-stop
29h 39mPIT-BOS
5/9Thu
multi-stop
12h 00mBOS-PIT
$400
5/6Mon
nonstopDelta
1h 49mPIT-BOS
5/10Fri
multi-stopDelta
4h 05mBOS-PIT
$436
5/7Tue
nonstopJetBlue
1h 36mPIT-BOS
5/9Thu
nonstopJetBlue
1h 53mBOS-PIT
$477
5/6Mon
nonstopJetBlue
1h 43mPIT-BOS
5/10Fri
nonstopJetBlue
1h 54mBOS-PIT
$537
5/4Sat
multi-stopAmerican Airlines
5h 54mPIT-BOS
5/5Sun
multi-stopAmerican Airlines
4h 57mBOS-PIT
$703
5/4Sat
multi-stopAmerican Airlines
5h 54mPIT-BOS
5/8Wed
multi-stopAmerican Airlines
6h 10mBOS-PIT
$894

Search by stops

Search by airline

Search by price

Pittsburgh - Massachusetts Flights

Departure:

Pittsburgh (PIT)United States

Return flight deals:

Massachusetts - Pittsburgh

Cabin classes:

$1,296
$678
$620
$108