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Pittsfield

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Pittsfield Flights as Low as $364

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

American Airlines
Sun, Jun 29 - Tue, Jul 8
ORD
O'Hare Intl.
AUG
Augusta State
$364 Roundtrip, found 3 days ago
$364
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Tue, Jul 8, priced at $364 found 3 days ago
American Airlines
Fri, Jul 4 - Fri, Jul 4
ORD
O'Hare Intl.
AUG
Augusta State
$369 Roundtrip, found 3 days ago
$369
Roundtrip
found 3 days ago
Select American Airlines flight, departing Fri, Jul 4 from O'Hare Intl. to Augusta State, returning Fri, Jul 4, priced at $369 found 3 days ago
American Airlines
Tue, Jul 1 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$384 Roundtrip, found 3 days ago
$384
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jul 1 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $384 found 3 days ago
JetBlue Airways
Wed, Jul 2 - Sat, Jul 5
ORD
O'Hare Intl.
AUG
Augusta State
$393 Roundtrip, found 3 days ago
$393
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Jul 2 from O'Hare Intl. to Augusta State, returning Sat, Jul 5, priced at $393 found 3 days ago
JetBlue Airways
Thu, Jul 3 - Mon, Jul 7
ORD
O'Hare Intl.
AUG
Augusta State
$401 Roundtrip, found 3 days ago
$401
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Jul 3 from O'Hare Intl. to Augusta State, returning Mon, Jul 7, priced at $401 found 3 days ago
JetBlue Airways
Mon, Jun 30 - Fri, Jul 4
ORD
O'Hare Intl.
AUG
Augusta State
$403 Roundtrip, found 3 days ago
$403
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Jun 30 from O'Hare Intl. to Augusta State, returning Fri, Jul 4, priced at $403 found 3 days ago
JetBlue Airways
Mon, Jun 30 - Mon, Jul 7
ORD
O'Hare Intl.
AUG
Augusta State
$411 Roundtrip, found 3 days ago
$411
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Jun 30 from O'Hare Intl. to Augusta State, returning Mon, Jul 7, priced at $411 found 3 days ago
American Airlines
Sun, Jun 29 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$501 Roundtrip, found 6 hours ago
$501
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $501 found 6 hours ago
American Airlines
Sun, Jun 29 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$505 Roundtrip, found 6 hours ago
$505
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $505 found 6 hours ago
American Airlines
Sun, Jun 29 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$515 Roundtrip, found 6 hours ago
$515
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $515 found 6 hours ago
American Airlines
Sun, Jun 29 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$521 Roundtrip, found 6 hours ago
$521
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $521 found 6 hours ago
American Airlines
Sun, Jun 29 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$534 Roundtrip, found 6 hours ago
$534
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $534 found 6 hours ago
JetBlue Airways
Sun, Jun 29 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$540 Roundtrip, found 6 hours ago
$540
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $540 found 6 hours ago
JetBlue Airways
Sun, Jun 29 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$550 Roundtrip, found 6 hours ago
$550
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $550 found 6 hours ago
Delta
Sun, Jun 29 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$554 Roundtrip, found 6 hours ago
$554
Roundtrip
found 6 hours ago
Select Delta flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $554 found 6 hours ago
American Airlines
Sun, Jun 29 - Wed, Jul 2
ORD
O'Hare Intl.
AUG
Augusta State
$561 Roundtrip, found 6 hours ago
$561
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sun, Jun 29 from O'Hare Intl. to Augusta State, returning Wed, Jul 2, priced at $561 found 6 hours 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 AUG 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 June, 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 Robert Lafleur 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 $364, 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 $364 right now, why wait?

Pittsfield Flight Information
Destination airport
Augusta State
Destination airport IATA code
AUG
Roundtrip price
$364

Last Minute Hotel Deals in Pittsfield

Holiday Inn Express & Suites Waterville - North by IHG
Holiday Inn Express & Suites Waterville - North by IHG
2.5 out of 5
332 Main St, Waterville, ME
The price is $130 per night from Apr 20 to Apr 21
$130
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in Waterville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (708 reviews)
"It was clean and near where we needed to be."

Reviewed on Mar 23, 2025

Holiday Inn Express & Suites Waterville - North by IHG
Best Western Plus Waterville Grand Hotel
Best Western Plus Waterville Grand Hotel
3 out of 5
375 Main Street, Waterville, ME
The price is $146 per night from Mar 27 to Mar 28
$146
includes taxes & fees
Mar 27 - Mar 28
Book a stay at this business-friendly hotel in Waterville. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
7.4/10 Good! (950 reviews)
A great place
"My husband and I stayed 2 nights Hotel clean and comfortable. Very quiet. Plenty of towels to use. staff very friendly. First morning we went for breakfast I couldn’t believe how busy it was. There was only 1 waitress and a man who appeared to be the bus boy but on second glance I saw him cash people ..."

Reviewed on Mar 23, 2025

Best Western Plus Waterville Grand Hotel
Fireside Inn & Suites Waterville
Fireside Inn & Suites Waterville
2 out of 5
376 Main Street, Waterville, ME
The price is $152 per night from Mar 31 to Apr 1
$152
includes taxes & fees
Mar 31 - Apr 1
Stay at this hotel in Waterville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
"Liked location and staff"

Reviewed on Mar 5, 2025

Fireside Inn & Suites Waterville
The Elmwood
The Elmwood
2.5 out of 5
455 Kennedy Memorial Dr, Waterville, ME
The price is $152 per night from Mar 27 to Mar 28
$152
includes taxes & fees
Mar 27 - Mar 28
Stay at this motel in Waterville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (385 reviews)
"Room is very modern with nice lighting and computer hookups. Beds are very comfortable. Floors were lovely but dirty. Made my white sox black. Shower was clean."

Reviewed on Mar 14, 2025

The Elmwood
Budget Host Airport Inn
Budget Host Airport Inn
2 out of 5
400 Kennedy Memorial Dr, Waterville, ME
The price is $98 per night from Mar 27 to Mar 28
$98
includes taxes & fees
Mar 27 - Mar 28
Stay at this motel in Waterville. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Tree Spirits and Redington Museum are located ...
6.6/10 (482 reviews)
Nice Budget friendy
"Short business trip"

Reviewed on Mar 1, 2025

Budget Host Airport Inn
Lockwood Hotel
Lockwood Hotel
4 out of 5
9 Main St, Waterville, ME
The price is $274 per night from Mar 27 to Mar 28
$274
includes taxes & fees
Mar 27 - Mar 28
Stay at this 4-star business-friendly hotel in Waterville. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and ...
9.6/10 Exceptional! (217 reviews)
"Everything was perfect!"

Reviewed on Jan 26, 2025

Lockwood Hotel
Hampton Inn Waterville
Hampton Inn Waterville
2.5 out of 5
425 Kennedy Memorial Dr, Waterville, ME
The price is $186 per night from Apr 6 to Apr 7
$186
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this business-friendly hotel in Waterville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (548 reviews)
"We stayed here for my child’s tournament and it was great. Really was impressed with their breakfast offering."

Reviewed on Mar 18, 2025

Hampton Inn Waterville
The Towne Motel
The Towne Motel
2.5 out of 5
172 Madison Ave, Skowhegan, ME
The price is $108 per night from Apr 3 to Apr 4
$108
includes taxes & fees
Apr 3 - Apr 4
Stay at this motel in Skowhegan. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9/10 Wonderful! (510 reviews)
"Very nice motel and the staff was great!"

Reviewed on Feb 26, 2025

The Towne Motel
See all 207 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.