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Pittsfield

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Pittsfield Flights as Low as $58

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

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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 DTT 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 July, 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 Ann Arbor 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 $58, 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 $58 right now, why wait?

Pittsfield Flight Information
Destination airport
Detroit Metropolitan Wayne County
Destination airport IATA code
DTW
Roundtrip price
$58

Last Minute Hotel Deals in Pittsfield

Ann Arbor Regent Hotel & Suites
Ann Arbor Regent Hotel & Suites
3 out of 5
2455 Carpenter Road, Ann Arbor, MI
Stay at this 3-star business-friendly hotel in Ann Arbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (1,120 reviews)
"It was perfect for what we needed. Comfortable bed, and decent breakfast options."

Reviewed on Jun 17, 2025

Ann Arbor Regent Hotel & Suites
Days Inn by Wyndham Ann Arbor
Days Inn by Wyndham Ann Arbor
2 out of 5
2380 Carpenter Road, US 23 & Washtenaw Ave, Ann Arbor, MI
Book a stay at this business-friendly hotel in Ann Arbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Michigan Stadium and Miles of ...
4.4/10 (1,002 reviews)
"The staff was very professional and got the keys ready immediately."

Reviewed on Jun 18, 2025

Days Inn by Wyndham Ann Arbor
Quality Inn & Suites Ann Arbor Hwy 23
Quality Inn & Suites Ann Arbor Hwy 23
2.5 out of 5
2376 Carpenter Rd., Ann Arbor, MI
Book a stay at this business-friendly hotel in Ann Arbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Michigan Stadium and Miles of ...
5/10 (1,001 reviews)
"It was okay. Enjoyed the breakfast"

Reviewed on Jun 6, 2025

Quality Inn & Suites Ann Arbor Hwy 23
Larkspur Landing Ann Arbor
Larkspur Landing Ann Arbor
2.5 out of 5
2300 Green Road, Ann Arbor, MI
Book a stay at this business-friendly hotel in Ann Arbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,000 reviews)
"None"

Reviewed on Jun 16, 2025

Larkspur Landing Ann Arbor
Sheraton Detroit Metro Airport
Sheraton Detroit Metro Airport
3.5 out of 5
8000 Merriman Rd, Romulus, MI
Stay at this 3.5-star business-friendly hotel in Romulus. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,007 reviews)
"Love my stay . I’m a regular"

Reviewed on Jun 14, 2025

Sheraton Detroit Metro Airport
La Quinta Inn & Suites by Wyndham Detroit Metro Airport
La Quinta Inn & Suites by Wyndham Detroit Metro Airport
3 out of 5
30847 Flynn Drive, Romulus, MI
Stay at this 3-star business-friendly hotel in Romulus. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.2/10 Very Good! (2,162 reviews)
"staff was great and friendly, left some items behind and returned one week later and staff found my items in a short amount of time"

Reviewed on Jun 17, 2025

La Quinta Inn & Suites by Wyndham Detroit Metro Airport
Skyline Hotel Detroit Airport, SureStay Collection by BW
Skyline Hotel Detroit Airport, SureStay Collection by BW
2.5 out of 5
31500 Wick Rd, Romulus, MI
Book a stay at this business-friendly hotel in Romulus. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
8/10 Very Good! (1,002 reviews)
Great value and comfortable room
"Room was quiet and comfortable, excellent value for the length of time (4 days). Customers should be aware you will hear airport traffic from time to time but did not distract from my stay."

Reviewed on Jun 17, 2025

Skyline Hotel Detroit Airport, SureStay Collection by BW
The Kensington Hotel
The Kensington Hotel
3.5 out of 5
3500 South State Street, Ann Arbor, MI
Stay at this 3.5-star business-friendly hotel in Ann Arbor. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,009 reviews)
"Thank y’all for the stay good staff and nice area"

Reviewed on Jun 16, 2025

The Kensington Hotel
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.