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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.

Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $143 found 1 day ago
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$144 Roundtrip, found 21 hours ago
$144
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $144 found 21 hours ago
Breeze Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $149 found 1 day ago
Breeze Airways
Thu, Sep 4 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$149 Roundtrip, found 21 hours ago
$149
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $149 found 21 hours ago
JetBlue Airways
Wed, Sep 3 - Thu, Sep 4
MCO
Orlando Intl.
ALB
Albany Intl.
$155 Roundtrip, found 1 day ago
$155
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Orlando Intl. to Albany Intl., returning Thu, Sep 4, priced at $155 found 1 day ago
JetBlue Airways
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $157 found 1 hour ago
JetBlue Airways
Wed, Sep 3 - Sat, Sep 6
MCO
Orlando Intl.
ALB
Albany Intl.
$160 Roundtrip, found 4 days ago
$160
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Orlando Intl. to Albany Intl., returning Sat, Sep 6, priced at $160 found 4 days ago
JetBlue Airways
Wed, Aug 20 - Thu, Aug 28
MCO
Orlando Intl.
ALB
Albany Intl.
$162 Roundtrip, found 5 days ago
$162
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Orlando Intl. to Albany Intl., returning Thu, Aug 28, priced at $162 found 5 days ago
JetBlue Airways
Thu, Sep 4 - Tue, Sep 9
MCO
Orlando Intl.
ALB
Albany Intl.
$165 Roundtrip, found 1 day ago
$165
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 4 from Orlando Intl. to Albany Intl., returning Tue, Sep 9, priced at $165 found 1 day ago
American Airlines
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$167 Roundtrip, found 1 hour ago
$167
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $167 found 1 hour ago
Breeze Airways
Thu, Nov 6 - Sun, Nov 9
MCO
Orlando Intl.
ALB
Albany Intl.
$169 Roundtrip, found 2 days ago
$169
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 $169 found 2 days ago
United
Thu, Dec 25 - Sun, Dec 28
IAD
Washington Dulles Intl.
ALB
Albany Intl.
$194 Roundtrip, found 22 hours ago
$194
Roundtrip
found 22 hours ago
Select United flight, departing Thu, Dec 25 from Washington Dulles Intl. to Albany Intl., returning Sun, Dec 28, priced at $194 found 22 hours ago
Delta
Wed, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $197 found 1 hour ago
American Airlines
Tue, Aug 26 - Sat, Aug 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$239 Roundtrip, found 1 day ago
$239
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 26 from San Francisco Intl. to Albany Intl., returning Sat, Aug 30, priced at $239 found 1 day ago
Bargain Flight
Fri, Aug 22 - Sun, Aug 24
TUL
Tulsa Intl.
ALB
Albany Intl.
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Fri, Aug 22 from Tulsa Intl. to Albany Intl., returning Sun, Aug 24, priced at $254 found 1 day ago
American Airlines
Wed, Aug 20 - Sat, Aug 23
OKC
Will Rogers World
ALB
Albany Intl.
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug 20 from Will Rogers World to Albany Intl., returning Sat, Aug 23, priced at $301 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 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 $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
$502

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! (839 reviews)
"We had reserved a room with tub on Expedia. When we arrived they had reserved a room with shower. To get a room with tub they kept us waiting for 15 minutes and then charged us more than our Expedia price"

Reviewed on Jul 30, 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! (1,016 reviews)
"This hotel was exactly what we needed after a busy day. Highly recommend the king suites for families with multiple kids. Accomdated our crew comfortably. Staff could not have been nicer."

Reviewed on Jul 27, 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 (756 reviews)
"Well the little fridge they had in the room hummed loudly all the time the freezer needed to be defrosted I bought a couple of frozen dinners and couldn't get both of them in the freezer. One of the draws on the side tables when I pulled open the drawer one side of the handle came loose I was able ..."

Reviewed on Jul 28, 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! (534 reviews)
"The Berkshire Mountain Lodge is amazing! The layout of the hotel is designed to be walkable woth elevators conveniently located. The staff are friendly and helpful. The condo room is spectacular 👌. I enjoyed the convenience of a full kitchen and dining area, Great for entertaining. The room decor ..."

Reviewed on Jul 30, 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! (747 reviews)
"Very friendly and accommodating staff (especially Andrew). Very clean and spacious room. We had a junior suite. In room coffee was excellent. Older building with hardwood floors. If not on top floor you are likely to hear people walking in the room above. My only complaint. Also while not part of ..."

Reviewed on Jul 30, 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! (786 reviews)
"The room was modern and very clean. Staff was accommodating when I needed anything. Quiet and comfortable."

Reviewed on Jul 30, 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.