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Pittsfield

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Pittsfield Flights as Low as $150

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

JetBlue Airways
Tue, Jul 15 - Wed, Jul 23
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jul 15 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Wed, Jul 23, priced at $150 found 1 day ago
American Airlines
Tue, Jul 15 - Wed, Jul 23
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$156 Roundtrip, found 1 day ago
$156
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 15 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Wed, Jul 23, priced at $156 found 1 day ago
American Airlines
Wed, Jul 9 - Wed, Jul 16
MCO
Orlando Intl.
ALB
Albany Intl.
$156 Roundtrip, found 2 days ago
$156
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jul 9 from Orlando Intl. to Albany Intl., returning Wed, Jul 16, priced at $156 found 2 days ago
American Airlines
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $161 found 1 day ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$163 Roundtrip, found 3 hours ago
$163
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $163 found 3 hours ago
JetBlue Airways
Tue, Jul 15 - Sun, Jul 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$165 Roundtrip, found 1 day ago
$165
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jul 15 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, Jul 20, priced at $165 found 1 day ago
JetBlue Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$167 Roundtrip, found 3 hours ago
$167
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $167 found 3 hours ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$168 Roundtrip, found 3 hours ago
$168
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $168 found 3 hours ago
Delta
Wed, Jul 9 - Wed, Jul 16
MCO
Orlando Intl.
ALB
Albany Intl.
$170 Roundtrip, found 2 days ago
$170
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Jul 9 from Orlando Intl. to Albany Intl., returning Wed, Jul 16, priced at $170 found 2 days ago
United
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $190 found 1 day ago
Delta
Thu, Oct 2 - Tue, Oct 7
ORF
Norfolk Intl.
ALB
Albany Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Oct 2 from Norfolk Intl. to Albany Intl., returning Tue, Oct 7, priced at $197 found 1 day ago
Delta
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 3 hours ago
$197
Roundtrip
found 3 hours ago
Select Delta flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $197 found 3 hours ago
Breeze Airways
Thu, Nov 6 - Sun, Nov 9
MCO
Orlando Intl.
ALB
Albany Intl.
$225 Roundtrip, found 2 days ago
$225
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Nov 6 from Orlando Intl. to Albany Intl., returning Sun, Nov 9, priced at $225 found 2 days ago
American Airlines
Sat, Oct 18 - Sat, Oct 25
GSP
Greenville-Spartanburg Intl.
ALB
Albany Intl.
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 18 from Greenville-Spartanburg Intl. to Albany Intl., returning Sat, Oct 25, priced at $277 found 1 day ago
Bargain Flight
Tue, Sep 2 - Mon, Sep 8
LAX
Los Angeles Intl.
ALB
Albany Intl.
$281 Roundtrip, found 2 days ago
$281
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Tue, Sep 2 from Los Angeles Intl. to Albany Intl., returning Mon, Sep 8, priced at $281 found 2 days ago
Alaska Airlines
Tue, Jul 1 - Wed, Jul 16
LAX
Los Angeles Intl.
ALB
Albany Intl.
$728 Roundtrip, found 5 days ago
$728
Roundtrip
found 5 days ago
Select Alaska Airlines flight, departing Tue, Jul 1 from Los Angeles Intl. to Albany Intl., returning Wed, Jul 16, priced at $728 found 5 days 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 July, 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 $150, 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 $150 right now, why wait?

Pittsfield Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$284

Last Minute Hotel Deals in Pittsfield

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! (1,000 reviews)
"I liked this place. Staff couldn't be nicer and pretty good free breakfast. Please loves dogs too and some nice grassy areas in the back to walk them."

Reviewed on Jun 6, 2025

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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
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! (791 reviews)
"I thoroughly enjoyed my stay. The room was very clean, the pillows were so thick and fluffy and the furniture pieces in the room were tasteful and comfortable"

Reviewed on Jun 6, 2025

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Holiday Inn & Suites Pittsfield-Berkshires by IHG
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! (489 reviews)
"Beautiful"

Reviewed on Jun 8, 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! (735 reviews)
"Best hotel in the Berkshire!"

Reviewed on Jun 11, 2025

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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 (723 reviews)
"Friendly staff and quick checkin"

Reviewed on Mar 8, 2025

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FairBridge Inn Express
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! (765 reviews)
"They did a fine job. The property was dated, but well kept. There is a bit of road traffic noise. It was a very good value."

Reviewed on May 1, 2025

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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 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum ...
8.6/10 Excellent! (285 reviews)
"Very nice place to stay. Recently upgraded. Great location and convenient parking."

Reviewed on Jun 13, 2025

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The Central Downtown Inn & Suites
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! (632 reviews)
"Beautiful hotel, very well-maintained. Friendly professional, welcoming staff. Rooms are beautiful, well appointed and very comfortable. Exceptional service by the staff at this particular property. We ended up leaving something behind by mistake and they immediately called us and let us know that ..."

Reviewed on Jun 7, 2025

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Hilton Garden Inn Lenox Pittsfield
See all 1,342 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.