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Pittsfield

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Pittsfield Flights as Low as $157

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

JetBlue Airways
Wed, Sep 3 - Mon, Sep 8
MCO
Orlando Intl.
ALB
Albany Intl.
$157 Roundtrip, found 19 hours ago
$157
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Orlando Intl. to Albany Intl., returning Mon, Sep 8, priced at $157 found 19 hours ago
American Airlines
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$161 Roundtrip, just found
$161
Roundtrip
just found
Select American Airlines flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $161 just found
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$163 Roundtrip, found 8 hours ago
$163
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $163 found 8 hours ago
JetBlue Airways
Tue, Jul 15 - Sun, Jul 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$165 Roundtrip, found 4 days ago
$165
Roundtrip
found 4 days 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 4 days ago
JetBlue Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$167 Roundtrip, found 8 hours ago
$167
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $167 found 8 hours ago
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$168 Roundtrip, found 8 hours ago
$168
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $168 found 8 hours ago
American Airlines
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$175 Roundtrip, just found
$175
Roundtrip
just found
Select American Airlines flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $175 just found
American Airlines
Tue, Sep 23 - Tue, Sep 30
MCO
Orlando Intl.
ALB
Albany Intl.
$177 Roundtrip, found 5 hours ago
$177
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Sep 23 from Orlando Intl. to Albany Intl., returning Tue, Sep 30, priced at $177 found 5 hours ago
United
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$190 Roundtrip, just found
$190
Roundtrip
just found
Select United flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $190 just found
Delta
Tue, Sep 23 - Tue, Sep 30
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 5 hours ago
$197
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Sep 23 from Orlando Intl. to Albany Intl., returning Tue, Sep 30, priced at $197 found 5 hours ago
Breeze Airways
Thu, Nov 6 - Sun, Nov 9
MCO
Orlando Intl.
ALB
Albany Intl.
$225 Roundtrip, found 23 hours ago
$225
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Thu, Nov 6 from Orlando Intl. to Albany Intl., returning Sun, Nov 9, priced at $225 found 23 hours ago
United
Mon, Aug 25 - Sat, Aug 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$264 Roundtrip, found 4 hours ago
$264
Roundtrip
found 4 hours ago
Select United flight, departing Mon, Aug 25 from San Francisco Intl. to Albany Intl., returning Sat, Aug 30, priced at $264 found 4 hours ago
Delta
Tue, Nov 25 - Mon, Dec 8
DAL
Love Field
ALB
Albany Intl.
$298 Roundtrip, found 5 days ago
$298
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Nov 25 from Love Field to Albany Intl., returning Mon, Dec 8, priced at $298 found 5 days ago
Alaska Airlines
Mon, Jul 14 - Tue, Jul 29
SFO
San Francisco Intl.
ALB
Albany Intl.
$447 Roundtrip, found 1 day ago
$447
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Mon, Jul 14 from San Francisco Intl. to Albany Intl., returning Tue, Jul 29, priced at $447 found 1 day ago
United
Tue, Aug 12 - Mon, Aug 18
GDL
Don Miguel Hidalgo y Costilla Intl.
ALB
Albany Intl.
$548 Roundtrip, found 1 day ago
$548
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 12 from Don Miguel Hidalgo y Costilla Intl. to Albany Intl., returning Mon, Aug 18, priced at $548 found 1 day ago
Aeromexico
Mon, Aug 11 - Sun, Aug 17
GDL
Don Miguel Hidalgo y Costilla Intl.
ALB
Albany Intl.
$662 Roundtrip, found 1 day ago
$662
Roundtrip
found 1 day ago
Select Aeromexico flight, departing Mon, Aug 11 from Don Miguel Hidalgo y Costilla Intl. to Albany Intl., returning Sun, Aug 17, priced at $662 found 1 day 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 $157, 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 $157 right now, why wait?

Pittsfield Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$350

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! (1,003 reviews)
"good stay, clean friendly and it was nice to be able to open the window in the room for fresh clean air. only drawback was it is close to the road and road noise was a little annoying. our room was facing the road and we had the window open so it was a trade off"

Reviewed on Jun 14, 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! (792 reviews)
"All was great, except parking was quiet of walk"

Reviewed on Jun 13, 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! (491 reviews)
"Everyone was polite and the place was clean from top to bottom Even the hallways base boards or Wayne walls Very safe"

Reviewed on Jun 14, 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! (736 reviews)
"Best place to stay in Pittsfield."

Reviewed on Jun 13, 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! (768 reviews)
"The motel was well located, clean, safe, and comfortable."

Reviewed on Jun 14, 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! (633 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.