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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, Nov 5 - Tue, Nov 11
MCO
Orlando Intl.
ALB
Albany Intl.
$157 Roundtrip, found 11 hours ago
$157
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Tue, Nov 11, priced at $157 found 11 hours ago
JetBlue Airways
Wed, Nov 5 - Sun, Nov 9
MCO
Orlando Intl.
ALB
Albany Intl.
$167 Roundtrip, found 11 hours ago
$167
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Sun, Nov 9, priced at $167 found 11 hours ago
JetBlue Airways
Thu, Nov 6 - Sun, Nov 9
MCO
Orlando Intl.
ALB
Albany Intl.
$177 Roundtrip, found 11 hours ago
$177
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Thu, Nov 6 from Orlando Intl. to Albany Intl., returning Sun, Nov 9, priced at $177 found 11 hours ago
JetBlue Airways
Tue, Jul 8 - Tue, Jul 15
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$178 Roundtrip, found 6 days ago
$178
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Jul 8 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, Jul 15, priced at $178 found 6 days ago
JetBlue Airways
Wed, Nov 5 - Fri, Nov 14
MCO
Orlando Intl.
ALB
Albany Intl.
$182 Roundtrip, found 11 hours ago
$182
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Orlando Intl. to Albany Intl., returning Fri, Nov 14, priced at $182 found 11 hours ago
Delta
Fri, Nov 7 - Sun, Nov 9
MCO
Orlando Intl.
ALB
Albany Intl.
$187 Roundtrip, found 11 hours ago
$187
Roundtrip
found 11 hours ago
Select Delta flight, departing Fri, Nov 7 from Orlando Intl. to Albany Intl., returning Sun, Nov 9, priced at $187 found 11 hours ago
JetBlue Airways
Sat, May 17 - Sun, May 18
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, May 17 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, May 18, priced at $191 found 1 day ago
United
Fri, Nov 7 - Sun, Nov 9
MCO
Orlando Intl.
ALB
Albany Intl.
$192 Roundtrip, found 11 hours ago
$192
Roundtrip
found 11 hours ago
Select United flight, departing Fri, Nov 7 from Orlando Intl. to Albany Intl., returning Sun, Nov 9, priced at $192 found 11 hours ago
United
Wed, May 14 - Tue, May 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$197 Roundtrip, found 19 hours ago
$197
Roundtrip
found 19 hours ago
Select United flight, departing Wed, May 14 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, May 20, priced at $197 found 19 hours ago
Delta
Tue, Nov 4 - Sat, Nov 8
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 11 hours ago
$197
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Nov 4 from Orlando Intl. to Albany Intl., returning Sat, Nov 8, priced at $197 found 11 hours ago
American Airlines
Wed, May 14 - Tue, May 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$197 Roundtrip, found 19 hours ago
$197
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, May 14 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, May 20, priced at $197 found 19 hours ago
Delta
Wed, Jul 9 - Wed, Jul 16
MCO
Orlando Intl.
ALB
Albany Intl.
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Jul 9 from Orlando Intl. to Albany Intl., returning Wed, Jul 16, priced at $197 found 3 days ago
American Airlines
Wed, May 14 - Tue, May 20
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$200 Roundtrip, found 19 hours ago
$200
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Wed, May 14 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Tue, May 20, priced at $200 found 19 hours ago
Bargain Flight
Tue, Jun 17 - Tue, Jun 24
PHX
Sky Harbor Intl.
ALB
Albany Intl.
$285 Roundtrip, found 19 hours ago
$285
Roundtrip
found 19 hours ago
Select Bargain Flight flight, departing Tue, Jun 17 from Sky Harbor Intl. to Albany Intl., returning Tue, Jun 24, priced at $285 found 19 hours ago
Delta
Tue, Aug 19 - Tue, Aug 26
IAH
George Bush Intercontinental
ALB
Albany Intl.
$287 Roundtrip, found 5 hours ago
$287
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Aug 19 from George Bush Intercontinental to Albany Intl., returning Tue, Aug 26, priced at $287 found 5 hours ago
American Airlines
Tue, Jul 8 - Tue, Jul 22
AUS
Austin-Bergstrom Intl.
ALB
Albany Intl.
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 8 from Austin-Bergstrom Intl. to Albany Intl., returning Tue, Jul 22, priced at $287 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 November, 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 $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
$284

Last Minute Hotel Deals in Pittsfield

Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
The price is $139 per night from May 12 to May 13
$139
includes taxes & fees
May 12 - May 13
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! (710 reviews)
"na"

Reviewed on Apr 25, 2025

Hotel On North
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
3 out of 5
One West Street, Pittsfield, MA
The price is $111 per night from May 28 to May 29
$111
includes taxes & fees
May 28 - May 29
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! (776 reviews)
"Friendly staff"

Reviewed on Apr 27, 2025

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
The price is $160 per night from May 12 to May 13
$160
includes taxes & fees
May 12 - May 13
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! (459 reviews)
"Property was pretty. We wish the hot tub was in another location and did not have sand in it. Additionally our check in person was extremely rushed and we were informed of various hotel amenities (Wi-Fi passcode, location of room besides floor number). We’re very seasoned travelers so are used to ..."

Reviewed on Apr 27, 2025

Berkshire Mountain Lodge
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
The price is $113 per night from May 6 to May 7
$113
includes taxes & fees
May 6 - May 7
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)
"Friendly check in and nice hotel"

Reviewed on Apr 28, 2025

Best Western Plus Berkshire Hills Inn & Suites
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
4 out of 5
20 W Housatonic St., Pittsfield, MA
The price is $122 per night from May 1 to May 2
$122
includes taxes & fees
May 1 - May 2
Stay at this 4-star guesthouse in Pittsfield. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Colonial Theater and Berkshire Museum ...
8.8/10 Excellent! (277 reviews)
Felt like home for a weekend
"This was a great place to stay! The room was spacious and clean and had all the amenities we needed. The staff was incredibly communicative regarding checking in/checking out. They texted me the codes to get into the building and room at our convenience and we never even had to go to a front desk. ..."

Reviewed on Apr 28, 2025

The Central Downtown Inn & Suites
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3 out of 5
1032 South Street, Pittsfield, MA
The price is $156 per night from May 4 to May 5
$156
includes taxes & fees
May 4 - May 5
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 ...
"Very clean and comfortable with great restaurant and bar downstairs"

Reviewed on Jan 29, 2025

Hilton Garden Inn Lenox Pittsfield
Berkshire Inn
Berkshire Inn
2 out of 5
150 W Housatonic St, Pittsfield, MA
The price is $96 per night from May 1 to May 2
$96
includes taxes & fees
May 1 - May 2
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! (763 reviews)
Convenient nice motel
"The location is convenient for the Pittsfield area and the room was very comfortable."

Reviewed on Apr 13, 2025

Berkshire Inn
FairBridge Inn Express
FairBridge Inn Express
2.5 out of 5
16 Cheshire Road, Pittsfield, MA
The price is $88 per night from May 1 to May 2
$88
includes taxes & fees
May 1 - May 2
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 (713 reviews)
"Friendly staff and quick checkin"

Reviewed on Mar 8, 2025

FairBridge Inn Express
See all 1,338 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.