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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 5/22. 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
Sat 6/15
Sat 6/22

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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$51
West Tisbury
West Tisbury1 stop$186
Albany
Albany1 stop$271

Good to know

Low season

January

High season

October

Cheapest flight

$35
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 0% 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 $143 one-way - $208 round-trip
  • Morning departure is around 2% 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 10673 reviews
7.4Food
8.2Boarding
7.9Comfort
8.0Entertainment
8.6Crew
Airline reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

4.0 OkayReginald, May 2024MCI - LGA
Read more about Delta reviews

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

The boarding was horrible. You couldn’t hear the announcements at all. Probably because there is so much in the area for businesses. They need a louder PA system. Other than that it was a good Delta experience.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

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

No lounge access with “United First” ticket. False alarm about late flight, jeopardizing connection. Wrong meal. Loose power socket would not hold plug, could not charge device. In-flight access to text messaging did not work. Toilet seat on plane would not stay up.

We ended up with seats in the very back. So they did not recline. Have no idea why, we reserved and checked in very early. The isles were very narrow and the seats had very little leg room. But they did give us water, and a snack.

Check in etc was very good. As for on the plane, it was like flying in a freezer. It was so cold, i have flown for years and never been so cold on a plane. Staff on board said its always cold when flying which is a load of rubbish. They wouldnt put any heating on and now i have the flu because of this .

I’ve had a couple flights this week on United that were delayed by an hour or more

Surprisingly easy! I was hesitant to try this, but the cost swayed me. I actually felt like I had less stress than all the taxiing and possible delays that occur with short regional flights where you spend less time in the air than getting to and from the plane..

This flight was delayed multiple times and eventually canceled around 2-3ish. Original take off time was around 10:30am. By 3, there were no other options out of Houston, so stuck in Houston for from 3pm - 11am the next day.

Should have video screens Plane audio was poor and without wired connection hard to understand crew. Should serve more than just cups of water and pretzels on six hour flight. Did not see crew rest of flight. Fix charging sockets to retain charging blocks.

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.

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!

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

6/5Wed
nonstopSpirit Airlines
1h 47mPIT-BOS
6/6Thu
nonstopSpirit Airlines
2h 00mBOS-PIT
$51
6/5Wed
nonstopSpirit Airlines
1h 47mPIT-BOS
6/12Wed
1 stopSpirit Airlines
7h 04mBOS-PIT
$57
8/16Fri
1 stopUnited Airlines
5h 01mPIT-BOS
8/18Sun
1 stopUnited Airlines
4h 20mBOS-PIT
$168
9/27Fri
1 stopAmerican Airlines
3h 56mPIT-BDL
9/30Mon
1 stopAmerican Airlines
5h 14mBDL-PIT
$175
6/24Mon
1 stopDelta
4h 39mPIT-MVY
6/26Wed
1 stopDelta
6h 22mMVY-PIT
$186
7/5Fri
1 stopDelta
6h 30mPIT-BDL
7/7Sun
1 stopDelta
4h 16mBDL-PIT
$186
6/23Sun
1 stopUnited Airlines
3h 59mPIT-BOS
6/26Wed
1 stopUnited Airlines
3h 55mBOS-PIT
$187
10/4Fri
1 stopAmerican Airlines
4h 24mPIT-BOS
10/7Mon
1 stopAmerican Airlines
4h 35mBOS-PIT
$207
5/29Wed
nonstopJetBlue
1h 36mPIT-BOS
6/3Mon
nonstopJetBlue
1h 53mBOS-PIT
$217
6/17Mon
1 stopJetBlue
5h 15mPIT-HYA
6/21Fri
1 stopJetBlue
6h 39mHYA-PIT
$550

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Recent one-way flight deals

5/22Wed
1 stopSpirit Airlines
5h 40mPIT-BOS
$35
5/29Wed
1 stopSpirit Airlines
5h 40mPIT-BOS
$36
10/29Tue
1 stopAmerican Airlines
3h 55mPIT-BDL
$78
7/24Wed
1 stopAmerican Airlines
3h 28mPIT-BDL
$79
7/28Sun
1 stopUnited Airlines
3h 41mPIT-BOS
$84
8/1Thu
1 stopUnited Airlines
5h 00mPIT-BOS
$102
5/27Mon
nonstopDelta
1h 47mPIT-BOS
$109
6/21Fri
1 stopDelta
4h 23mPIT-BOS
$138
5/24Fri
nonstopJetBlue
1h 35mPIT-BOS
$189
5/23Thu
nonstopJetBlue
1h 36mPIT-BOS
$209

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Last minute flights from Pittsburgh to Massachusetts

Last minute flight, train and bus deals

5/21Tue
multi-stopSpirit Airlines
5h 53mPIT-BOS
5/22Wed
multi-stopSpirit Airlines
14h 52mBOS-PIT
$104
5/20Mon
multi-stopFrontier
3h 43mPIT-BOS
6/1Sat
multi-stopFrontier
5h 07mBOS-PIT
$151
5/21Tue
multi-stop
20h 30mPIT-BOS
5/22Wed
multi-stop
18h 41mBOS-PIT
$166
5/21Tue
multi-stopAmerican Airlines
4h 36mPIT-BDL
5/22Wed
multi-stopAmerican Airlines
5h 32mBDL-PIT
$185
5/21Tue
multi-stop
3h 41mPIT-BOS
5/28Tue
multi-stop
15h 53mBOS-PIT
$187
5/21Tue
multi-stopDelta
8h 55mPIT-BDL
5/22Wed
multi-stopDelta
3h 38mBDL-PIT
$312
5/17Fri
multi-stopAmerican Airlines
4h 31mPIT-BDL
5/18Sat
multi-stopAmerican Airlines
4h 36mBDL-PIT
$330
5/19Sun
nonstopDelta
1h 47mPIT-BOS
5/26Sun
nonstopDelta
1h 59mBOS-PIT
$357
5/19Sun
multi-stopUnited Airlines
4h 14mPIT-BOS
5/25Sat
multi-stopUnited Airlines
4h 05mBOS-PIT
$392
5/17Fri
multi-stopUnited Airlines
4h 58mPIT-BOS
5/23Thu
multi-stopUnited Airlines
3h 55mBOS-PIT
$414

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Pittsburgh - Massachusetts Flights

Departure:

Pittsburgh (PIT)United States

Return flight deals:

Massachusetts - Pittsburgh

Cabin classes:

$866
$1,266
$620
$98