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Pittsfield

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Pittsfield Flights as Low as $102

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

Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $102 found 6 days ago
Breeze Airways
Sat, Aug 30 - Sat, Aug 30
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$103 Roundtrip, found 2 hours ago
$103
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 30, priced at $103 found 2 hours ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 1 hour ago
$107
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 1 hour ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $112 found 2 hours ago
Breeze Airways
Sat, Aug 30 - Sat, Aug 30
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$113 Roundtrip, found 2 hours ago
$113
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Aug 30 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 30, priced at $113 found 2 hours ago
JetBlue Airways
Tue, Nov 4 - Tue, Nov 11
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$113 Roundtrip, found 4 days ago
$113
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Nov 4 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Nov 11, priced at $113 found 4 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $117 found 2 hours ago
JetBlue Airways
Sat, Nov 1 - Tue, Nov 11
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$119 Roundtrip, found 4 days ago
$119
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Nov 1 from Orlando Intl. to Manchester-Boston Regional, returning Tue, Nov 11, priced at $119 found 4 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 2 hours ago
$122
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $122 found 2 hours ago
Breeze Airways
Sat, Sep 27 - Sat, Oct 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 27 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 4, priced at $123 found 1 day ago
Breeze Airways
Sat, Aug 23 - Sat, Aug 23
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$123 Roundtrip, found 20 hours ago
$123
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Sat, Aug 23 from Orlando Intl. to Portsmouth Intl., returning Sat, Aug 23, priced at $123 found 20 hours ago
American Airlines
Thu, Nov 6 - Sat, Nov 8
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Nov 6 from Orlando Intl. to Manchester-Boston Regional, returning Sat, Nov 8, priced at $207 found 5 days ago
Breeze Airways
Thu, Dec 25 - Sun, Dec 28
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Dec 25 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Dec 28, priced at $247 found 5 days ago
American Airlines
Sat, Oct 11 - Tue, Oct 14
ORD
O'Hare Intl.
MHT
Manchester-Boston Regional
$251 Roundtrip, found 4 days ago
$251
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Oct 11 from O'Hare Intl. to Manchester-Boston Regional, returning Tue, Oct 14, priced at $251 found 4 days ago
United
Mon, Nov 3 - Mon, Nov 10
MCO
Orlando Intl.
MHT
Manchester-Boston Regional
$252 Roundtrip, found 4 days ago
$252
Roundtrip
found 4 days ago
Select United flight, departing Mon, Nov 3 from Orlando Intl. to Manchester-Boston Regional, returning Mon, Nov 10, priced at $252 found 4 days ago
Bargain Flight
Wed, Aug 13 - Thu, Aug 14
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$323 Roundtrip, found 9 hours ago
$323
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Wed, Aug 13 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Thu, Aug 14, priced at $323 found 9 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 October, 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 15 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 $102, 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 $102 right now, why wait?

Pittsfield Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$101

Last Minute Hotel Deals in Pittsfield

Winnisquam Lake Inn

Winnisquam Lake Inn

3 out of 5
788 Laconia Rd, Tilton, NH
Stay at this 3-star beach hotel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
6.6/10 (679 reviews)
"Bed extremely comfortable"

Reviewed on Aug 7, 2025

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Winnisquam Lake Inn
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 ...
7.6/10 Good! (1,008 reviews)
"Very nice for price and area."

Reviewed on Aug 8, 2025

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Best Western Plus Landmark Inn
Weirs Beach Motel and Cottages

Weirs Beach Motel and Cottages

2 out of 5
396 Lakeside Ave, Laconia, NH
Stay at this motel in Laconia. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Bank ...
8/10 Very Good! (663 reviews)
Cute summer cottage
"Clean, quaint, little summer cottage on main drag through the Weirs. Enjoyed the screened in front porch. Check in was contactless and efficient. Bed pillows could use an upgrade. Would stay here again."

Reviewed on Aug 8, 2025

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Weirs Beach Motel and Cottages
Comfort Inn Concord

Comfort Inn Concord

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 ...
8.2/10 Very Good! (1,002 reviews)
"convenient, great staff"

Reviewed on Jul 31, 2025

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Comfort Inn Concord
The Centennial

The Centennial

4 out of 5
96 Pleasant St, Concord, NH
Stay at this 4-star business-friendly hotel in Concord. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (982 reviews)
"Thank you for being dog friendly"

Reviewed on Aug 8, 2025

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The Centennial
Tilton Lodge Inn and Suites

Tilton Lodge Inn and Suites

2.5 out of 5
650 laconia Rd, Tilton, NH
Book a stay at this business-friendly motel in Tilton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lochmere Golf & Country Club and ...
5.6/10 (75 reviews)
"This motel had everything we needed. We were on Harley’s and wanted to be able to keep a close eye on the motorcycles so asked for a ground level room which they were happy to provide. The staff was very nice, the room was clean, the beds were comfortable, the AC worked great, I would be happy to ..."

Reviewed on Aug 10, 2025

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Tilton Lodge Inn and Suites
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
31 Webb Pl, Dover, NH
Book a stay at this business-friendly hotel in Dover. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (998 reviews)
"Breakfast was mediocre"

Reviewed on Aug 3, 2025

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Microtel Inn & Suites by Wyndham Dover
Steele Hill Resorts

Steele Hill Resorts

3 out of 5
516 Steele Hill Road, Sanbornton, NH
Stay at this 3-star spa hotel in Sanbornton. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the property condition ...
8.2/10 Very Good! (683 reviews)
"Has a vintage look and yet modern. Great amenities and things to do."

Reviewed on Aug 7, 2025

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Steele Hill Resorts
See all 1,166 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.