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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 6/18. 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
Thu 7/11
Thu 7/18

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Best Massachusetts Flight Deals

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

Boston
Bostonnonstop$50
Nantucket
Nantucket1 stop$181
West Tisbury
West Tisbury1 stop$277
Albany
Albany1 stop$192

Good to know

Low season

January

High season

July

Cheapest flight

$35
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 8% increase in price.
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 $109 one-way - $167 round-trip
  • Morning departure is around 13% 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 10277 reviews
8.6Crew
7.4Food
8.2Boarding
8.0Entertainment
7.9Comfort
Airline reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

2.0 MediocreCraig, Jun 2024CVG - LGA
Read more about Delta reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Great, the flight attendants were very friendly and the food was also good.

The overall flight went well and the aircrew was pleasant.

Very comfortable Prem economy seats for a long haul flight. Had a problem with the tv that the crew fixed so was great!

Cathay Pacific seems to be an airline in trouble and on its way out. Lots of broken or poorly functioning things like entertainment screens, seats, and enough well trained staff to handle a full flight. Sad...

The flight crew was exceptionally good. Personal needs were well met. The food choices were very nice.

Excellent. Planes are a little older and could get some refurbishment, but besides that everything was excellent.

While I was in great pain, the seat was sufficiently comfortable to allow me to rest and not be in so much pain.

we were upgraded which was a blessing and tender mercy for us. I fell the day before and was in extreme pain from knee to shoulder. Sitting in a more comfortable seat during the flight was an unexpected blessing and experience.

Seats were very comfortable. Crew were excellent. Food very good.

Flight crew was especially thoughtful and attentive, made sure our seats were comfortable so we could rest on the long flight

The entertainment wasn’t playing in the app or online.

It is a modern tragedy that any airline expects you to travel for 14 hours in such discomfort and that the only way to add comfort is exorbitant prices. I was in pain by the time we landed. Shameful.

Original plane sidelined. Had to wait an hour for replacement.

Crew was very cooperative and professional. Passenger's first checked in bag should be free.

No real agent onsite helping you for missing luggage there. Not like the other airline next to UA desk, they have staff attending in their desk assisting answer/helping luggage issue, even after midnight.

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

After the morning frenzy of 35 min wait through CLT security at 4;30 AM, it was nice to have a smooth pleasant boarding experience. This 6:30 AM flight was not full. We were able to get seated swiftly and took off promptly. Nice touch they distributed the old fashioned headsets with 8 mm jacks. Snacks were decent and arrival was uneventful.

My window shade didn’t work. So I missed coming into my city. ☹️

Flight was delayed in the gate by 5 hours and ultimately cancelled- rebooking service by United agents was terrible

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

The boarding process and flight were great. However, I waited about 40 minutes for my luggage. It did not come up on the designated belt. Instead, everyone’s bags were on a cart. Not sure what the issue was, but we were not informed until another passenger went looking for her bags and found them.

There were delays on both ends. It made it less than excellent. This plane was great though

Attendants were rude. Scowling. Seats were miserable and we paid extra.

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.

Worst airline experience ever. Lost my IPad going thru security. Charged for my dog carriage at the gate not at ticket counter. Gave away my seat 6D. Expressed I wanted my seat back after charging me 99 for dog carriage. Should have thrown it out. Had a 16 yr old Yorkie heading to Boston after being a snowbird. Seats small. Very bad experience. Still don’t have my IPad. Horrible

Flight delayed then canceled! I will NEVER fly Spirit Airlines again and will tell all my friends!

Terrible… missed our flight due to ridiculously long time to go thru baggage check-in!

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.

Book cheap flights from Pittsburgh to Massachusetts

Recent round-trip flight deals

9/11Wed
nonstopSpirit Airlines
1h 43mPIT-BOS
9/18Wed
nonstopSpirit Airlines
1h 55mBOS-PIT
$51
7/2Tue
nonstopSpirit Airlines
1h 47mPIT-BOS
7/16Tue
nonstopSpirit Airlines
1h 58mBOS-PIT
$57
6/24Mon
nonstopJetBlue
1h 38mPIT-BOS
6/27Thu
nonstopJetBlue
1h 45mBOS-PIT
$167
8/23Fri
1 stopAmerican Airlines
2h 58mPIT-BDL
8/26Mon
1 stopAmerican Airlines
3h 51mBDL-PIT
$178
8/24Sat
1 stopAmerican Airlines
7h 18mPIT-ACK
9/1Sun
2 stopsAmerican Airlines
6h 36mACK-PIT
$181
7/24Wed
1 stopDelta
6h 50mPIT-ACK
7/29Mon
1 stopDelta
5h 26mACK-PIT
$186
8/24Sat
1 stopJetBlue
4h 30mPIT-ACK
8/31Sat
1 stopJetBlue
5h 03mACK-PIT
$190
7/11Thu
1 stopDelta
6h 50mPIT-ACK
7/18Thu
1 stopDelta
6h 21mACK-PIT
$207
6/24Mon
1 stopUnited Airlines
3h 58mPIT-BDL
6/27Thu
1 stopUnited Airlines
3h 35mBDL-PIT
$236
8/13Tue
1 stopUnited Airlines
3h 24mPIT-BDL
8/20Tue
1 stopUnited Airlines
6h 57mBDL-PIT
$282

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Recent one-way flight deals

6/18Tue
1 stopSpirit Airlines
6h 07mPIT-BOS
$35
6/24Mon
nonstopSpirit Airlines
1h 47mPIT-BOS
$41
7/4Thu
1 stopUnited Airlines
3h 53mPIT-BDL
$79
6/27Thu
nonstopJetBlue
1h 38mPIT-BOS
$84
8/22Thu
nonstopDelta
1h 52mPIT-BOS
$89
7/18Thu
1 stopAmerican Airlines
3h 41mPIT-BDL
$93
7/13Sat
2 stopsAmerican Airlines
6h 24mPIT-ACK
$93
7/15Mon
1 stopDelta
6h 41mPIT-MVY
$93
7/11Thu
1 stopUnited Airlines
3h 24mPIT-BDL
$149
6/14Fri
1 stopJetBlue
4h 43mPIT-MVY
$322

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Last minute flights from Pittsburgh to Massachusetts

Last minute flight, train and bus deals

6/16Sun
nonstopSpirit Airlines
1h 47mPIT-BOS
6/19Wed
nonstopSpirit Airlines
1h 58mBOS-PIT
$112
6/16Sun
nonstopSpirit Airlines
1h 47mPIT-BOS
6/19Wed
multi-stopSpirit Airlines
7h 55mBOS-PIT
$144
6/14Fri
multi-stopUnited Airlines
6h 09mPIT-BOS
6/18Tue
multi-stopUnited Airlines
8h 09mBOS-PIT
$366
6/13Thu
multi-stopDelta
6h 41mPIT-ACK
7/17Wed
multi-stopDelta
4h 35mACK-PIT
$410
6/15Sat
multi-stopJetBlue
3h 54mPIT-ACK
6/19Wed
multi-stopJetBlue
5h 08mACK-PIT
$469
6/13Thu
nonstopJetBlue
1h 40mPIT-BOS
6/15Sat
nonstopJetBlue
1h 48mBOS-PIT
$482
6/15Sat
multi-stopDelta
6h 41mPIT-ACK
6/20Thu
multi-stopDelta
4h 46mACK-PIT
$487
6/15Sat
multi-stopAmerican Airlines
5h 52mPIT-ALB
6/22Sat
multi-stopAmerican Airlines
7h 04mALB-PIT
$576
6/16Sun
multi-stopAmerican Airlines
3h 28mPIT-BDL
6/22Sat
multi-stopAmerican Airlines
3h 28mBDL-PIT
$614
6/13Thu
multi-stopUnited Airlines
5h 48mPIT-ACK
7/17Wed
multi-stopUnited Airlines
17h 16mACK-PIT
$625

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Pittsburgh - Massachusetts Flights

Departure:

Pittsburgh (PIT)United States

Return flight deals:

Massachusetts - Pittsburgh

Cabin classes:

$420
$764
$377
$62