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 $50

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

Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Spirit Airlines
Spirit Airlines
Spirit Airlines
Frontier Airlines
Delta
United
JetBlue Airways
American Airlines
Bargain Flight

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 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 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 $50, 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 $50 right now, why wait?

Pittsfield Flight Information
Destination airport
Detroit Metropolitan Wayne County
Destination airport IATA code
DTW
Roundtrip price
$50

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! (1,155 reviews)
"Staff are helpful and the rooms are clean"

Reviewed on Aug 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 Briarwood Mall and Michigan ...
4.4/10 (1,009 reviews)
"We had great service the staff was very friendly and helpful. I would like to say one the that would be help is a handicap ramp into the pool area. it was a little hard getting into with a wheelchair and walker"

Reviewed on Aug 15, 2025

Days Inn by Wyndham Ann Arbor
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! (2,189 reviews)
"Excellent facility for layovers at DTW airport. Nice breakfast, shuttle to and from airport."

Reviewed on Aug 16, 2025

La Quinta Inn & Suites by Wyndham Detroit Metro Airport
Radisson Hotel Detroit Metro Airport

Radisson Hotel Detroit Metro Airport

3 out of 5
8800 Wickham Rd, Romulus, MI
Book a stay at this business-friendly hotel in Romulus. Enjoy free WiFi, free parking, and a free airport shuttle. Popular attractions Gateway Golf Club and ...
7/10 Good! (1,012 reviews)
"Nice property, convenient location close to restaurants and the airport."

Reviewed on Aug 15, 2025

Radisson Hotel Detroit Metro Airport
Weber's Hotel & Restaurant

Weber's Hotel & Restaurant

4 out of 5
3050 Jackson Road, Ann Arbor, MI
Stay at this 4-star boutique hotel in Ann Arbor. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. ...
9.2/10 Wonderful! (1,305 reviews)
"Very friendly and welcoming staff. Room is very clean"

Reviewed on Aug 16, 2025

Weber's Hotel & Restaurant
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 ...
8.2/10 Very Good! (1,014 reviews)
"Very friendly staff clean hotel"

Reviewed on Aug 15, 2025

Skyline Hotel Detroit Airport, SureStay Collection by BW
American Inn Suites Detroit Metro Airport

American Inn Suites Detroit Metro Airport

2 out of 5
9863 Middlebelt Rd, Romulus, MI
Book a stay at this business-friendly hotel in Romulus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.4/10 (1,001 reviews)
"It’s close to gas station and Wendy’s and a great Italian restaurant"

Reviewed on Aug 15, 2025

American Inn Suites Detroit Metro Airport
Comfort Inn Metro Airport

Comfort Inn Metro Airport

3.5 out of 5
31800 Wick Rd, Romulus, MI
Stay at this 3.5-star business-friendly hotel in Romulus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the bar in ...
7.8/10 Good! (1,218 reviews)
"The receptionist provided exceptional customer service."

Reviewed on Aug 16, 2025

Comfort Inn Metro Airport
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.