Search Cheap Flights to
Pittsfield

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Pittsfield Flights as Low as $212

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

American Airlines
Fri, May 23 - Mon, May 26
DTW
Detroit Metropolitan Wayne County
ALB
Albany Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 23 from Detroit Metropolitan Wayne County to Albany Intl., returning Mon, May 26, priced at $212 found 1 day ago
American Airlines
Fri, May 23 - Mon, May 26
DTW
Detroit Metropolitan Wayne County
ALB
Albany Intl.
$212 Roundtrip, found 1 day ago
$212
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 23 from Detroit Metropolitan Wayne County to Albany Intl., returning Mon, May 26, priced at $212 found 1 day ago
American Airlines
Fri, May 23 - Mon, May 26
DTW
Detroit Metropolitan Wayne County
ALB
Albany Intl.
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 23 from Detroit Metropolitan Wayne County to Albany Intl., returning Mon, May 26, priced at $242 found 1 day ago
United
Tue, Jul 15 - Wed, Jul 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$251 Roundtrip, just found
$251
Roundtrip
just found
Select United flight, departing Tue, Jul 15 from San Francisco Intl. to Albany Intl., returning Wed, Jul 30, priced at $251 just found
American Airlines
Tue, Jul 15 - Wed, Jul 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$255 Roundtrip, just found
$255
Roundtrip
just found
Select American Airlines flight, departing Tue, Jul 15 from San Francisco Intl. to Albany Intl., returning Wed, Jul 30, priced at $255 just found
American Airlines
Tue, Jul 15 - Wed, Jul 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$256 Roundtrip, just found
$256
Roundtrip
just found
Select American Airlines flight, departing Tue, Jul 15 from San Francisco Intl. to Albany Intl., returning Wed, Jul 30, priced at $256 just found
United
Tue, Jul 15 - Wed, Jul 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$260 Roundtrip, just found
$260
Roundtrip
just found
Select United flight, departing Tue, Jul 15 from San Francisco Intl. to Albany Intl., returning Wed, Jul 30, priced at $260 just found
American Airlines
Tue, May 20 - Mon, May 26
DTW
Detroit Metropolitan Wayne County
ALB
Albany Intl.
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 20 from Detroit Metropolitan Wayne County to Albany Intl., returning Mon, May 26, priced at $269 found 1 day ago
American Airlines
Mon, May 26 - Thu, May 29
DTW
Detroit Metropolitan Wayne County
ALB
Albany Intl.
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, May 26 from Detroit Metropolitan Wayne County to Albany Intl., returning Thu, May 29, priced at $273 found 1 day ago
JetBlue Airways
Tue, Jul 1 - Wed, Jul 16
LAX
Los Angeles Intl.
ALB
Albany Intl.
$273 Roundtrip, found 12 hours ago
$273
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Tue, Jul 1 from Los Angeles Intl. to Albany Intl., returning Wed, Jul 16, priced at $273 found 12 hours ago
Delta
Mon, Jul 14 - Tue, Jul 29
SFO
San Francisco Intl.
ALB
Albany Intl.
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Jul 14 from San Francisco Intl. to Albany Intl., returning Tue, Jul 29, priced at $277 found 1 day ago
United
Tue, Jul 15 - Wed, Jul 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$282 Roundtrip, just found
$282
Roundtrip
just found
Select United flight, departing Tue, Jul 15 from San Francisco Intl. to Albany Intl., returning Wed, Jul 30, priced at $282 just found
Delta
Thu, May 8 - Wed, May 14
ILM
Wilmington Intl.
ALB
Albany Intl.
$284 Roundtrip, found 4 days ago
$284
Roundtrip
found 4 days ago
Select Delta flight, departing Thu, May 8 from Wilmington Intl. to Albany Intl., returning Wed, May 14, priced at $284 found 4 days ago
Alaska Airlines
Tue, Jul 15 - Wed, Jul 30
SFO
San Francisco Intl.
ALB
Albany Intl.
$401 Roundtrip, just found
$401
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Jul 15 from San Francisco Intl. to Albany Intl., returning Wed, Jul 30, priced at $401 just found
Delta
Fri, May 23 - Mon, May 26
DTW
Detroit Metropolitan Wayne County
ALB
Albany Intl.
$438 Roundtrip, found 1 day ago
$438
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, May 23 from Detroit Metropolitan Wayne County to Albany Intl., returning Mon, May 26, priced at $438 found 1 day ago
Delta
Sat, May 10 - Sat, May 17
LIT
Clinton National Airport
ALB
Albany Intl.
$571 Roundtrip, found 1 day ago
$571
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 10 from Clinton National Airport to Albany Intl., returning Sat, May 17, priced at $571 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 May, 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 $212, 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 $212 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

Berkshire Mountain Lodge
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
The price is $153 per night from May 11 to May 12
$153
includes taxes & fees
May 11 - May 12
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! (472 reviews)
Pleasantly surprised
"We were there for Divine Mercy Sunday weekend. We were pleasantly surprised that the room was a one bedroom suite and had a dining table that sat four comfortably and a full service kitchen with oven and dishwasher. Many little extras and the tv remotes came individually sanitized wrapped. Also great ..."

Reviewed on May 3, 2025

Berkshire Mountain Lodge
Hotel On North
Hotel On North
3.5 out of 5
297 North Street, Pittsfield, MA
The price is $123 per night from May 12 to May 13
$123
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! (712 reviews)
"This Hotel, the staff and the rooms are wonderful. I have stayed at the Hotel on North recently four times ( since my mother was admitted to nursing home in the the area) and each time I have had a wonderful stay. In the four times I have been there the staff have been great, know why I am staying ..."

Reviewed on May 1, 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! (778 reviews)
"Friendly staff"

Reviewed on Apr 27, 2025

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
The price is $112 per night from May 6 to May 7
$112
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! (1,002 reviews)
Will stay again
"Staff were so friendly and helpful! Worked out perfect for our stay."

Reviewed on May 4, 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 7 to May 8
$122
includes taxes & fees
May 7 - May 8
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! (278 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
Berkshire Inn
Berkshire Inn
2 out of 5
150 W Housatonic St, Pittsfield, MA
The price is $96 per night from May 6 to May 7
$96
includes taxes & fees
May 6 - May 7
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! (764 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

Berkshire Inn
Hilton Garden Inn Lenox Pittsfield
Hilton Garden Inn Lenox Pittsfield
3 out of 5
1032 South Street, Pittsfield, MA
The price is $183 per night from May 27 to May 28
$183
includes taxes & fees
May 27 - May 28
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! (629 reviews)
"Very clean and comfortable with great restaurant and bar downstairs"

Reviewed on Jan 29, 2025

Hilton Garden Inn Lenox Pittsfield
FairBridge Inn Express
FairBridge Inn Express
2.5 out of 5
16 Cheshire Road, Pittsfield, MA
The price is $88 per night from May 6 to May 7
$88
includes taxes & fees
May 6 - May 7
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 (714 reviews)
"Friendly staff and quick checkin"

Reviewed on Mar 8, 2025

FairBridge Inn Express
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.