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Pittsfield

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Pittsfield Flights as Low as $122

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Thu, Dec 24 - Thu, Jan 7
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, just found
$122
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Dec 24 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Jan 7, priced at $122 just found
Breeze Airways
Thu, Dec 24 - Thu, Jan 7
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, just found
$127
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Dec 24 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Jan 7, priced at $127 just found
Breeze Airways
Thu, Dec 24 - Thu, Jan 7
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, just found
$132
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Dec 24 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Jan 7, priced at $132 just found
Breeze Airways
Sat, Dec 5 - Wed, Dec 16
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Dec 5 from Southwest Florida Intl. to Portsmouth Intl., returning Wed, Dec 16, priced at $173 found 1 day ago
Breeze Airways
Sat, Dec 5 - Wed, Dec 16
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Dec 5 from Southwest Florida Intl. to Portsmouth Intl., returning Wed, Dec 16, priced at $178 found 1 day ago
Breeze Airways
Thu, Nov 5 - Sun, Nov 8
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$178 Roundtrip, found 5 days ago
$178
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Nov 5 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at $178 found 5 days ago
Breeze Airways
Thu, Nov 26 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$179 Roundtrip, found 2 hours ago
$179
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Dec 13, priced at $179 found 2 hours ago
Breeze Airways
Thu, Nov 5 - Sun, Nov 8
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$181 Roundtrip, found 5 days ago
$181
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Nov 5 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at $181 found 5 days ago
Breeze Airways
Sat, Dec 5 - Wed, Dec 16
RSW
Southwest Florida Intl.
PSM
Portsmouth Intl.
$183 Roundtrip, found 1 day ago
$183
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Dec 5 from Southwest Florida Intl. to Portsmouth Intl., returning Wed, Dec 16, priced at $183 found 1 day ago
Breeze Airways
Thu, Nov 26 - Thu, Dec 10
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$183 Roundtrip, found 14 hours ago
$183
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Dec 10, priced at $183 found 14 hours ago
Breeze Airways
Fri, Jan 8 - Fri, Jan 22
TPA
Tampa Intl.
MHT
Manchester-Boston Regional
$207 Roundtrip, found 13 hours ago
$207
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Jan 8 from Tampa Intl. to Manchester-Boston Regional, returning Fri, Jan 22, priced at $207 found 13 hours ago
Breeze Airways
Tue, Dec 8 - Thu, Dec 17
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$241 Roundtrip, found 13 hours ago
$241
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Tue, Dec 8 from Southwest Florida Intl. to Manchester-Boston Regional, returning Thu, Dec 17, priced at $241 found 13 hours ago
Southwest Airlines
Tue, Dec 15 - Thu, Dec 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$263 Roundtrip, found 3 hours ago
$263
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Tue, Dec 15 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Dec 17, priced at $263 found 3 hours ago
American Airlines
Tue, Dec 15 - Thu, Dec 17
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$271 Roundtrip, found 3 hours ago
$271
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Dec 15 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Dec 17, priced at $271 found 3 hours ago
Southwest Airlines
Thu, Nov 26 - Thu, Dec 3
FLL
Fort Lauderdale - Hollywood Intl.
MHT
Manchester-Boston Regional
$331 Roundtrip, just found
$331
Roundtrip
just found
Select Southwest Airlines flight, departing Thu, Nov 26 from Fort Lauderdale - Hollywood Intl. to Manchester-Boston Regional, returning Thu, Dec 3, priced at $331 just found
United
Tue, Dec 8 - Mon, Dec 14
RSW
Southwest Florida Intl.
MHT
Manchester-Boston Regional
$344 Roundtrip, found 15 hours ago
$344
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Dec 8 from Southwest Florida Intl. to Manchester-Boston Regional, returning Mon, Dec 14, priced at $344 found 15 hours ago

Cheap Flights to Pittsfield

Fall in love at first flight with your vacation to Pittsfield by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Pittsfield on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Pittsfield, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Pittsfield

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Pittsfield with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the MHT airport.

What is the cheapest month to fly to Pittsfield?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Pittsfield are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Pittsfield?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Pittsfield.

What airport is best to fly into Pittsfield?

When you’re planning your trip to Pittsfield, convenience is the name of the game. Luckily, Pittsfield Concord Municipal Airport is nearby so you can deplane and get going on checking off everything on your Pittsfield must-do list.

How much are flights to Pittsfield?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Pittsfield on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $122, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Pittsfield?

The trick to saving a stack of cash on your flight to Pittsfield? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $122 right now, why wait?

Pittsfield Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$121

Last Minute Hotel Deals in Pittsfield

The Centennial

The Centennial

4 out of 5
96 Pleasant St Concord NH
Book a stay at this business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,005 reviews)
"Beautiful and historic building in a great location. Ample parking and great breakfast options included in the stay. The Owner and staff went above & beyond to make our stay a enjoyable one. A restaurant has recently opened on-premises, which looked great but unfortunately didn't get an opportunity ..."

Reviewed on Oct 27, 2026

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The Centennial
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

2.5 out of 5
76 Mountain Rd Epsom NH
Stay at this cabin in Epsom. Enjoy free parking, patios, and climate control. Popular attractions James Park and Veasey Park are located nearby.
9.6/10 Exceptional! (237 reviews)
"Property was beautiful. Check your smore pack right at check in. It’s an extra cost otherwise known as an amenity fee. Ours was not accurate. I didn’t notice till late and notified the next day so they can work on the process for other guests. I’m sure they would have fixed it that day had I noticed ..."

Reviewed on Oct 25, 2026

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Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street Laconia NH
Book a stay at this business-friendly hotel in Laconia. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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Best Western Plus Landmark Inn
The Naswa Resort

The Naswa Resort

3 out of 5
1086 Weirs Blvd Laconia NH
Book a stay at this beach resort in Laconia. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
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The Naswa Resort
Comfort Inn Concord South End

Comfort Inn Concord South End

2.5 out of 5
71 Hall St Concord NH
Book a stay at this business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
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Comfort Inn Concord South End
Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

2.5 out of 5
17 Harris Shore Road Gilford NH
Book a stay at this business-friendly hotel in Gilford. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
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Fireside Inn & Suites Gilford
Fairfield Inn By Marriott Concord

Fairfield Inn By Marriott Concord

3 out of 5
4 Gulf St Concord NH
Book a stay at this business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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Fairfield Inn By Marriott Concord
Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd Tilton NH
Stay at this hotel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
6.6/10 (1,002 reviews)
"The room was a big empty space the fridge was on the floor, no table to sit, 1 dirty white chair and the table the TV was on. Not at all what was pictured. The breakfast offerings, which were bread slices and bagels, looked days old, the fruit old as well, a very used waffle maker (dirty). Of the ..."

Reviewed on Oct 26, 2026

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Winnisquam Lake Inn
See all 1,198 properties in Pittsfield
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.