Search Cheap Flights to
Pittsfield

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

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 , 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  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 , 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  right now, why wait?

Pittsfield Flight Information
Destination airport
Pittsfield
Destination airport IATA code
DTT

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
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 pool in ...
8.8/10 Excellent! (1,310 reviews)
Cleanliness, friendly staff

Reviewed on Jan 7, 2026

Ann Arbor Regent Hotel & Suites
Days Inn by Wyndham Ann Arbor

Days Inn by Wyndham Ann Arbor

2 out of 5
2380 Carpenter Road 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 ...
4.6/10 (1,002 reviews)
Staff was more than courteous! The room was very comfortable

Reviewed on Jan 5, 2026

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
Book a stay at this 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! (2,256 reviews)
Only one bar of soap in room for both bath and sink. No shower body wash. Staff was very good.

Reviewed on Jan 7, 2026

La Quinta Inn & Suites by Wyndham Detroit Metro Airport
Graduate by Hilton Ann Arbor

Graduate by Hilton Ann Arbor

4 out of 5
615 E Huron Street Ann Arbor MI
Book a stay at this business-friendly hotel in Ann Arbor. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9/10 Wonderful! (1,005 reviews)
Clean room very nice staff

Reviewed on Jan 3, 2026

Graduate by Hilton Ann Arbor
Hampton Inn & Suites Detroit / Airport - Romulus

Hampton Inn & Suites Detroit / Airport - Romulus

2.5 out of 5
31700 Smith Road Romulus MI
Book a stay at this business-friendly hotel in Romulus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,177 reviews)
Room was clean and the staff was very helpful

Reviewed on Jan 4, 2026

Hampton Inn & Suites Detroit / Airport - Romulus
The Westin Detroit Metropolitan Airport

The Westin Detroit Metropolitan Airport

4 out of 5
2501 Worldgateway Pl Detroit MI
Book a stay at this business-friendly hotel in Detroit. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
9/10 Wonderful! (1,012 reviews)
Bathroom needs painting. Shower water sparse. Quiet rom. Front desk staff was friendly and helpful.

Reviewed on Jan 6, 2026

The Westin Detroit Metropolitan 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 breakfast (surcharge). Popular attractions Gateway Golf Club and Wayne ...
6.6/10 (1,008 reviews)
There was not a breakfast, the parking was very convenient, and the staff is very friendly. However, renovations were going on past 9:00 p.m. which echoed into my room. This I could have done without, considering I had a 4:00 a.m. Wake up time for my flight out to Las Vegas. Other than that, I was ...

Reviewed on Jan 2, 2026

Radisson Hotel Detroit Metro Airport
Splash Universe Resort

Splash Universe Resort

3 out of 5
100 Whitetail Drive Dundee MI
Book a stay at this family-friendly hotel in Dundee. Enjoy free WiFi, free parking, and water park access (surcharge). Our guests praise the helpful staff in ...
6.6/10 (379 reviews)
Fridge was gross! Reported to desk! Kids found broken glass on carpet! Also found a pair of socks next to bed! Needs better housekeeping staff! Other than that great stay!

Reviewed on Jan 4, 2026

Splash Universe Resort
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.