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Pittsfield

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Pittsfield Flights as Low as $143

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

American Airlines
Wed, Sep 3 - Thu, Sep 4
MCO
Orlando Intl.
ALB
Albany Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Albany Intl., returning Thu, Sep 4, priced at $143 found 1 day ago
JetBlue Airways
Tue, Nov 4 - Mon, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$147 Roundtrip, found 11 hours ago
$147
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Tue, Nov 4 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Mon, Nov 10, priced at $147 found 11 hours ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$149 Roundtrip, found 6 hours ago
$149
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $149 found 6 hours ago
JetBlue Airways
Sat, Sep 13 - Sat, Sep 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$149 Roundtrip, found 15 hours ago
$149
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sat, Sep 20, priced at $149 found 15 hours ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$154 Roundtrip, found 6 hours ago
$154
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $154 found 6 hours ago
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$154 Roundtrip, found 10 hours ago
$154
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $154 found 10 hours ago
JetBlue Airways
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $157 found 1 day ago
JetBlue Airways
Tue, Nov 4 - Sun, Nov 9
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$157 Roundtrip, found 11 hours ago
$157
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Tue, Nov 4 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, Nov 9, priced at $157 found 11 hours ago
Breeze Airways
Sun, Sep 7 - Sun, Sep 14
MCO
Orlando Intl.
ALB
Albany Intl.
$158 Roundtrip, found 2 hours ago
$158
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sun, Sep 7 from Orlando Intl. to Albany Intl., returning Sun, Sep 14, priced at $158 found 2 hours ago
JetBlue Airways
Sat, Sep 13 - Sun, Sep 21
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$160 Roundtrip, found 15 hours ago
$160
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Sep 13 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, Sep 21, priced at $160 found 15 hours ago
American Airlines
Tue, Sep 16 - Tue, Sep 23
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$161 Roundtrip, found 15 hours ago
$161
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Sep 16 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Sep 23, priced at $161 found 15 hours ago
Breeze Airways
Thu, Nov 6 - Sun, Nov 9
MCO
Orlando Intl.
ALB
Albany Intl.
$186 Roundtrip, found 3 days ago
$186
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Nov 6 from Orlando Intl. to Albany Intl., returning Sun, Nov 9, priced at $186 found 3 days ago
Delta
Wed, Sep 17 - Sat, Sep 20
DCA
Ronald Reagan Washington National
ALB
Albany Intl.
$197 Roundtrip, found 10 hours ago
$197
Roundtrip
found 10 hours ago
Select Delta flight, departing Wed, Sep 17 from Ronald Reagan Washington National to Albany Intl., returning Sat, Sep 20, priced at $197 found 10 hours ago
United
Tue, Sep 16 - Tue, Sep 23
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$200 Roundtrip, found 15 hours ago
$200
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Sep 16 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Sep 23, priced at $200 found 15 hours ago
American Airlines
Tue, Aug 26 - Sat, Aug 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$239 Roundtrip, found 5 hours ago
$239
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Aug 26 from San Francisco Intl. to Albany Intl., returning Sat, Aug 30, priced at $239 found 5 hours ago
American Airlines
Tue, Sep 9 - Tue, Sep 16
MFE
Miller Intl.
ALB
Albany Intl.
$299 Roundtrip, found 21 hours ago
$299
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Sep 9 from Miller Intl. to Albany Intl., returning Tue, Sep 16, priced at $299 found 21 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 September, 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 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 $143, 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 $143 right now, why wait?

Pittsfield Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$759

Last Minute Hotel Deals in Pittsfield

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street, Pittsfield, MA
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (835 reviews)
"Great help. Everything perfect"

Reviewed on Jul 25, 2025

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Holiday Inn & Suites Pittsfield-Berkshires by IHG
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 ...
8.4/10 Very Good! (1,012 reviews)
"Very friendly girl at the check-in who moved us (essentially upgraded us) to a suite after our initial room smelled of lingering cigarette smoke. She was very patient about my paranoia over the pilot light/flame in the room's fireplace. Great experience."

Reviewed on Jul 18, 2025

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Best Western Plus Berkshire Hills Inn & Suites
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 ...
5.2/10 (754 reviews)
"Perfect location for my journey. Safe and clean."

Reviewed on Jul 20, 2025

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FairBridge Inn Express
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Stay at this 3-star golf lodge in Pittsfield. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (529 reviews)
"Not a room- an apt. All new. Great"

Reviewed on Jul 27, 2025

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Berkshire Mountain Lodge
Hotel On North

Hotel On North

3.5 out of 5
297 North Street, Pittsfield, MA
Stay at this 3.5-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (746 reviews)
"The room was spacious, clean and charming."

Reviewed on Jul 26, 2025

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Hotel On North
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. ...
7.6/10 Good! (785 reviews)
"It was clean and recently refurbished. The pool was a nice relaxing asset after a long day. The continental breakfast was just coffee or tea."

Reviewed on Jul 22, 2025

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Berkshire Inn
Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield

3 out of 5
1032 South Street, Pittsfield, MA
Stay at this 3-star hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (636 reviews)
"Our room was very comfortable and quiet so that was good. It is not in a very scenic location, but that seems to be typical in this area. It is on the highway overlooking some other businesses but there is a very popular food market there close by which is nice."

Reviewed on Jul 12, 2025

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Hilton Garden Inn Lenox Pittsfield
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

4 out of 5
20 W Housatonic St., Pittsfield, MA
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum ...
8.6/10 Excellent! (299 reviews)
"Nice kitchen, a comfy couch, and clean space. Bathroom is small and toilet needed two flushes. Location is great, right in downtown Pittsfield. We appreciated the service since they brought us extra towels minutes after we asked."

Reviewed on Jul 16, 2025

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The Central Downtown Inn & Suites
See all 1,360 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.