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 $66

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

Frontier Airlines
Sat, Jul 11 - Sat, Jul 18
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$66 Roundtrip, found 3 hours ago
$66
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Jul 11 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Sat, Jul 18, priced at $66 found 3 hours ago
Frontier Airlines
Fri, May 1 - Sat, May 2
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$68 Roundtrip, found 5 hours ago
$68
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Fri, May 1 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Sat, May 2, priced at $68 found 5 hours ago
Spirit Airlines
Wed, Apr 15 - Mon, Apr 20
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$77 Roundtrip, found 17 hours ago
$77
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Wed, Apr 15 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Mon, Apr 20, priced at $77 found 17 hours ago
Frontier Airlines
Wed, Apr 22 - Tue, May 5
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$77 Roundtrip, found 14 hours ago
$77
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Wed, Apr 22 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Tue, May 5, priced at $77 found 14 hours ago
Frontier Airlines
Wed, Apr 15 - Mon, Apr 20
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$78 Roundtrip, found 17 hours ago
$78
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Wed, Apr 15 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Mon, Apr 20, priced at $78 found 17 hours ago
Spirit Airlines
Wed, Apr 22 - Tue, Apr 28
BOS
Logan Intl.
DTW
Detroit Metropolitan Wayne County
$99 Roundtrip, found 5 hours ago
$99
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Wed, Apr 22 from Logan Intl. to Detroit Metropolitan Wayne County, returning Tue, Apr 28, priced at $99 found 5 hours ago
Spirit Airlines
Thu, Apr 16 - Tue, Apr 21
MCO
Orlando Intl.
DTW
Detroit Metropolitan Wayne County
$115 Roundtrip, found 5 hours ago
$115
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Thu, Apr 16 from Orlando Intl. to Detroit Metropolitan Wayne County, returning Tue, Apr 21, priced at $115 found 5 hours ago
Delta
Sat, Jul 11 - Sat, Jul 18
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$139 Roundtrip, found 3 hours ago
$139
Roundtrip
found 3 hours ago
Select Delta flight, departing Sat, Jul 11 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Sat, Jul 18, priced at $139 found 3 hours ago
Frontier Airlines
Thu, Apr 16 - Mon, Apr 27
SEA
Seattle - Tacoma Intl.
DTW
Detroit Metropolitan Wayne County
$187 Roundtrip, found 5 hours ago
$187
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Apr 16 from Seattle - Tacoma Intl. to Detroit Metropolitan Wayne County, returning Mon, Apr 27, priced at $187 found 5 hours ago
American Airlines
Wed, Apr 22 - Fri, May 8
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$187 Roundtrip, found 9 hours ago
$187
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Wed, Apr 22 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Fri, May 8, priced at $187 found 9 hours ago
United
Sat, Jul 11 - Sat, Jul 18
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$197 Roundtrip, found 3 hours ago
$197
Roundtrip
found 3 hours ago
Select United flight, departing Sat, Jul 11 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Sat, Jul 18, priced at $197 found 3 hours ago
JetBlue Airways
Sat, May 2 - Tue, May 12
BOS
Logan Intl.
DTW
Detroit Metropolitan Wayne County
$216 Roundtrip, found 5 hours ago
$216
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Sat, May 2 from Logan Intl. to Detroit Metropolitan Wayne County, returning Tue, May 12, priced at $216 found 5 hours ago
American Airlines
Tue, Apr 21 - Tue, May 5
ILM
Wilmington Intl.
DTW
Detroit Metropolitan Wayne County
$291 Roundtrip, found 5 hours ago
$291
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Apr 21 from Wilmington Intl. to Detroit Metropolitan Wayne County, returning Tue, May 5, priced at $291 found 5 hours ago
Alaska Airlines
Tue, Apr 28 - Sat, May 2
SEA
Seattle - Tacoma Intl.
DTW
Detroit Metropolitan Wayne County
$408 Roundtrip, found 12 hours ago
$408
Roundtrip
found 12 hours ago
Select Alaska Airlines flight, departing Tue, Apr 28 from Seattle - Tacoma Intl. to Detroit Metropolitan Wayne County, returning Sat, May 2, priced at $408 found 12 hours ago
Alaska Airlines
Tue, Apr 21 - Mon, Apr 27
PAE
Seattle Paine Field Intl. Airport
DTW
Detroit Metropolitan Wayne County
$510 Roundtrip, found 5 hours ago
$510
Roundtrip
found 5 hours ago
Select Alaska Airlines flight, departing Tue, Apr 21 from Seattle Paine Field Intl. Airport to Detroit Metropolitan Wayne County, returning Mon, Apr 27, priced at $510 found 5 hours ago
Hawaiian Airlines
Sun, Apr 12 - Tue, Apr 14
SEA
Seattle - Tacoma Intl.
DTW
Detroit Metropolitan Wayne County
$625 Roundtrip, found 3 hours ago
$625
Roundtrip
found 3 hours ago
Select Hawaiian Airlines flight, departing Sun, Apr 12 from Seattle - Tacoma Intl. to Detroit Metropolitan Wayne County, returning Tue, Apr 14, priced at $625 found 3 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 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 $66, 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 $66 right now, why wait?

Pittsfield Flight Information
Destination airport
Detroit Metropolitan Wayne County
Destination airport IATA code
DTW
Roundtrip price
$66

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 ...
9/10 Wonderful! (1,350 reviews)
clean room comfortable bed easy parking amenities for kids were great

Reviewed on Mar 30, 2026

Get rates
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 ...
4.8/10 (1,003 reviews)
The first thing was the entrance into the hotel lobby, it was as narrow and the front door of a home. The cement was broken on spots. You could see spots on the fascia that needed repair not to mention the interior of the hotel. It only had 2 luggage carriers and they felt like they were ready to ...

Reviewed on Mar 29, 2026

Get rates
Days Inn by Wyndham Ann Arbor
Weber's Hotel & Restaurant

Weber's Hotel & Restaurant

4 out of 5
3050 Jackson Road Ann Arbor MI
Book a stay at this boutique hotel in Ann Arbor. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. ...
9.4/10 Exceptional! (1,524 reviews)
Highly recommend this hotel. The rooms are spacious and love the connection via stairs to the atrium area that offers pool, hot tub, pool table and ping pong table. There is a poolside bar, but this was not open during our visit. We enjoyed dinner in the restaurant and food/staff were excellent. ...

Reviewed on Mar 30, 2026

Get rates
Weber's Hotel & Restaurant
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 ...
6.4/10 (510 reviews)
Some of the games weren’t working in the arcade, the water was cold, the room had centipedes and old food and wrappers on the floor. Very disappointing for the money that was spent.

Reviewed on Mar 31, 2026

Get rates
Splash Universe Resort
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 ...
8.4/10 Very Good! (2,360 reviews)
One Overnight staff mended member had an attitude and not knowledgable on hotel amenities

Reviewed on Mar 30, 2026

Get rates
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 breakfast (surcharge). Popular attractions Gateway Golf Club and Wayne ...
6.6/10 (1,000 reviews)
Airport shuttle was the best part of the stay. On time friendly driver and runs frequently and FREE

Reviewed on Mar 30, 2026

Get rates
Radisson Hotel Detroit Metro Airport
Wyndham Garden Ann Arbor

Wyndham Garden Ann Arbor

3 out of 5
2900 Jackson Ave 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 helpful staff and the clean ...
7.2/10 Good! (1,403 reviews)
The main amenities were broken, pool and hot tub, which is why we booked this stay. The place didn’t have any carts to use to load our items. Breakfast was great though, i loved the selections and the layout of the place was awesome. The room wasn’t super clean in the bathroom, looked like leftover ...

Reviewed on Mar 30, 2026

Get rates
Wyndham Garden Ann Arbor
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! (1,011 reviews)
Great room, excellent location.

Reviewed on Mar 30, 2026

Get rates
Graduate by Hilton Ann Arbor
See all 841 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.