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Pittsfield

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Pittsfield Flights as Low as $269

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

JetBlue Airways
Mon, Aug 10 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$269 Roundtrip, found 15 hours ago
$269
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Mon, Aug 10 from Raleigh - Durham Intl. to Albany Intl., returning Thu, Aug 27, priced at $269 found 15 hours ago
Delta
Mon, Aug 3 - Tue, Aug 18
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$275 Roundtrip, found 5 days ago
$275
Roundtrip
found 5 days ago
Select Delta flight, departing Mon, Aug 3 from Raleigh - Durham Intl. to Albany Intl., returning Tue, Aug 18, priced at $275 found 5 days ago
Delta
Thu, Oct 1 - Sun, Oct 11
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$279 Roundtrip, found 15 hours ago
$279
Roundtrip
found 15 hours ago
Select Delta flight, departing Thu, Oct 1 from Raleigh - Durham Intl. to Albany Intl., returning Sun, Oct 11, priced at $279 found 15 hours ago
Delta
Fri, Aug 14 - Thu, Aug 27
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$285 Roundtrip, found 15 hours ago
$285
Roundtrip
found 15 hours ago
Select Delta flight, departing Fri, Aug 14 from Raleigh - Durham Intl. to Albany Intl., returning Thu, Aug 27, priced at $285 found 15 hours ago
Breeze Airways
Fri, Aug 21 - Tue, Aug 25
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$289 Roundtrip, found 14 hours ago
$289
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Aug 21 from Raleigh - Durham Intl. to Albany Intl., returning Tue, Aug 25, priced at $289 found 14 hours ago
JetBlue Airways
Tue, Aug 18 - Mon, Aug 31
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$292 Roundtrip, found 15 hours ago
$292
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Albany Intl., returning Mon, Aug 31, priced at $292 found 15 hours ago
Breeze Airways
Fri, Aug 21 - Tue, Aug 25
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$294 Roundtrip, found 14 hours ago
$294
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Fri, Aug 21 from Raleigh - Durham Intl. to Albany Intl., returning Tue, Aug 25, priced at $294 found 14 hours ago
Breeze Airways
Mon, Aug 17 - Fri, Sep 4
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$297 Roundtrip, found 15 hours ago
$297
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Mon, Aug 17 from Raleigh - Durham Intl. to Albany Intl., returning Fri, Sep 4, priced at $297 found 15 hours ago
Delta
Tue, Sep 22 - Fri, Oct 9
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$298 Roundtrip, found 15 hours ago
$298
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Sep 22 from Raleigh - Durham Intl. to Albany Intl., returning Fri, Oct 9, priced at $298 found 15 hours ago
Delta
Wed, Jul 29 - Thu, Aug 20
RDU
Raleigh - Durham Intl.
ALB
Albany Intl.
$300 Roundtrip, found 5 days ago
$300
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jul 29 from Raleigh - Durham Intl. to Albany Intl., returning Thu, Aug 20, priced at $300 found 5 days ago
Bargain Flight
Tue, Aug 4 - Wed, Aug 12
DFW
Dallas-Fort Worth Intl.
ALB
Albany Intl.
$303 Roundtrip, found 3 days ago
$303
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Aug 4 from Dallas-Fort Worth Intl. to Albany Intl., returning Wed, Aug 12, priced at $303 found 3 days ago
Delta
Sat, Sep 26 - Tue, Oct 13
GSO
Piedmont Triad Intl.
ALB
Albany Intl.
$309 Roundtrip, found 17 hours ago
$309
Roundtrip
found 17 hours ago
Select Delta flight, departing Sat, Sep 26 from Piedmont Triad Intl. to Albany Intl., returning Tue, Oct 13, priced at $309 found 17 hours ago
American Airlines
Fri, Aug 14 - Mon, Aug 17
GSO
Piedmont Triad Intl.
ALB
Albany Intl.
$316 Roundtrip, found 1 day ago
$316
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 14 from Piedmont Triad Intl. to Albany Intl., returning Mon, Aug 17, priced at $316 found 1 day ago
American Airlines
Mon, Aug 17 - Wed, Sep 2
SFO
San Francisco Intl.
ALB
Albany Intl.
$347 Roundtrip, found 9 hours ago
$347
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Mon, Aug 17 from San Francisco Intl. to Albany Intl., returning Wed, Sep 2, priced at $347 found 9 hours ago
Delta
Mon, Aug 24 - Tue, Sep 1
DAL
Love Field
ALB
Albany Intl.
$485 Roundtrip, found 3 days ago
$485
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Aug 24 from Love Field to Albany Intl., returning Tue, Sep 1, priced at $485 found 3 days ago
Alaska Airlines
Mon, Aug 17 - Wed, Sep 2
SFO
San Francisco Intl.
ALB
Albany Intl.
$810 Roundtrip, found 9 hours ago
$810
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Mon, Aug 17 from San Francisco Intl. to Albany Intl., returning Wed, Sep 2, priced at $810 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 ALB 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 August, 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 Pittsfield 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 $269, 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 $269 right now, why wait?

Pittsfield Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$134

Last Minute Hotel Deals in Pittsfield

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Book a stay at this golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,006 reviews)
"Spacious, clean and very comfortable suite! Beautiful nature view and lovely large pool all made the stay very relaxing. Staff was very welcoming and efficient. Will definitely stay there again. Thank you!"

Reviewed on Jun 28, 2026

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Berkshire Mountain Lodge
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and ...
9.4/10 Exceptional! (117 reviews)
"Best hotel breakfast I have had in a long time. The breakfast attendant kept items well stocked. She made sure that vacated tables were cleaned and ready for the next guests to enjoy their meal. The room was kept very clean. I really enjoyed the fresh pancakes that were made to order by a pancake ..."

Reviewed on Jun 26, 2026

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Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (869 reviews)
"Always a great experience at Hotel on North! Great, comfortable room with amazing bathroom. Helpful and friendly staff. Safe parking in the rear secured lot."

Reviewed on Jun 24, 2026

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Hotel On North
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
5.4/10 (833 reviews)
"Property definitely needs a facelift. Ground floor room is damp and rust behind toilet."

Reviewed on Jun 28, 2026

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FairBridge Inn Express
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St Pittsfield MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,002 reviews)
"Your basic Best Western--clean, great staff, ok bed, plenty of parking, could have used another chair in the room, but otherwise just fine."

Reviewed on Jun 28, 2026

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Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8/10 Very Good! (1,004 reviews)
"The room was a nice size and clean. The bathroom was very small. The main problem was the hotel was under construction. I was not advised of this when I booked. When I came back to the room for the night, there was no place to park my car so I was told to go around the corner and park at the bank ..."

Reviewed on Jun 28, 2026

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Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St Pittsfield MA
Stay at this motel in Pittsfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (868 reviews)
"Clean room, nice staff, only complaint was curtains were long which hung over ac and was annoying."

Reviewed on Jun 28, 2026

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Berkshire Inn
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St. Pittsfield MA
Stay at this guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum are located ...
8.6/10 Excellent! (370 reviews)
"We arrived at 10 pm and the room had a broken AC and no sheets for pullout. The temperature was 95 degrees and the windows were left open suggesting that this was not a new problem. I had to contact the front desk (offsite) to request assistance. No one showed up after waiting for 45 minutes. We ..."

Reviewed on Jun 10, 2026

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The Central Downtown Inn & Suites
See all 1,337 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.