Search Cheap Flights toPittsfield
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Pittsfield Flights as Low as $51
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Sep 6 - Sat, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$51 Roundtrip, found 15 hours ago
$51
Roundtrip
found 15 hours ago
Sat, Sep 6 - Sat, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$62 Roundtrip, found 15 hours ago
$62
Roundtrip
found 15 hours ago
Sat, Sep 6 - Sat, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$69 Roundtrip, found 15 hours ago
$69
Roundtrip
found 15 hours ago
Sat, Sep 6 - Sat, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$70 Roundtrip, found 15 hours ago
$70
Roundtrip
found 15 hours ago
Thu, Sep 25 - Mon, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Sat, Sep 6 - Sat, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$77 Roundtrip, found 15 hours ago
$77
Roundtrip
found 15 hours ago
Sat, Sep 6 - Sat, Sep 13
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$81 Roundtrip, found 15 hours ago
$81
Roundtrip
found 15 hours ago
Wed, Aug 27 - Wed, Sep 3
IAH
George Bush Intercontinental
DTW
Detroit Metropolitan Wayne County
$92 Roundtrip, just found
$92
Roundtrip
just found
Tue, Aug 19 - Tue, Aug 19
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$93 Roundtrip, found 10 hours ago
$93
Roundtrip
found 10 hours ago
Fri, Oct 17 - Sun, Oct 26
MCO
Orlando Intl.
DTW
Detroit Metropolitan Wayne County
$100 Roundtrip, found 11 hours ago
$100
Roundtrip
found 11 hours ago
Tue, Sep 30 - Sat, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Tue, Sep 2 - Wed, Sep 3
IAH
George Bush Intercontinental
DTW
Detroit Metropolitan Wayne County
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Fri, Oct 17 - Sat, Oct 25
MCO
Orlando Intl.
DTW
Detroit Metropolitan Wayne County
$173 Roundtrip, found 11 hours ago
$173
Roundtrip
found 11 hours ago
Tue, Sep 30 - Sat, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$246 Roundtrip, found 15 hours ago
$246
Roundtrip
found 15 hours ago
Thu, Aug 7 - Thu, Aug 14
TUS
Tucson Intl.
DTW
Detroit Metropolitan Wayne County
$271 Roundtrip, found 1 hour ago
$271
Roundtrip
found 1 hour ago
Sat, Aug 30 - Mon, Sep 1
HOU
William P. Hobby
DTW
Detroit Metropolitan Wayne County
$323 Roundtrip, found 6 days ago
$323
Roundtrip
found 6 days 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 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 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 $51, 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 $51 right now, why wait?
Destination airport | Detroit Metropolitan Wayne County |
Destination airport IATA code | DTW |
Roundtrip price | $51 |
Last Minute Hotel Deals in Pittsfield
Ann Arbor Regent Hotel & Suites
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! (1,151 reviews)
"It was fine"
Reviewed on Aug 4, 2025
Days Inn by Wyndham Ann Arbor
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 (1,006 reviews)
"This hotel is going a remodel and they are working really hard on getting everything fixed. The beds are comfortable and easy to fall asleep in"
Reviewed on Jul 29, 2025
La Quinta Inn & Suites by Wyndham Detroit Metro Airport
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! (2,187 reviews)
"The staff were friendly, attentive and helpful to their guests. I will revisit this place"
Reviewed on Aug 4, 2025
Radisson Hotel Detroit Metro Airport
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! (1,013 reviews)
"Very nice stay before an early morning flight. Transportation to the airport very easy and parking simple and reasonable priced. Will for sure stay again before flights."
Reviewed on Jul 30, 2025
Wyndham Garden Ann Arbor
2900 Jackson Ave, 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 helpful ...
7.2/10 Good! (1,224 reviews)
"Older property with a funky lobby/atrium"
Reviewed on Aug 2, 2025
Weber's Hotel & Restaurant
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! (1,295 reviews)
"Staff were extremely friendly."
Reviewed on Aug 4, 2025
American Inn Suites Detroit Metro Airport
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 (1,009 reviews)
"Good"
Reviewed on Jul 31, 2025
Skyline Hotel Detroit Airport, SureStay Collection by BW
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! (1,012 reviews)
"Suite was spacious loved the tub, enjoyed the pool. Inside of hotel looks much better than the outside, overall we were pleased with our stay at Skyline BW."
Reviewed on Aug 1, 2025
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.
Nearby Cities
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver
Flights to Our Favorite Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Chicago
- Flights to San Diego
- Flights to Myrtle Beach
- Flights to Panama City Beach
- Flights to Destin
- Flights to Ocean City
- Flights to Los Angeles
- Flights to Miami
- Flights to Boston
- Flights to Nashville
- Flights to Atlantic City
- Flights to Atlanta
- Flights to Pigeon Forge
Top Pittsfield Hotels
- Ann Arbor Regent Hotel & Suites
- Days Inn by Wyndham Ann Arbor
- La Quinta Inn & Suites by Wyndham Detroit Metro Airport
- Radisson Hotel Detroit Metro Airport
- Wyndham Garden Ann Arbor
- Weber's Hotel & Restaurant
- American Inn Suites Detroit Metro Airport
- Skyline Hotel Detroit Airport, SureStay Collection by BW
- Larkspur Landing Ann Arbor
- Comfort Inn Metro Airport
- Sheraton Detroit Metro Airport
- Baymont by Wyndham Detroit Airport/Romulus
- Wingate by Wyndham Detroit Metro Airport
- Hyatt Place Detroit/Livonia
- The Kensington Hotel
- The Westin Detroit Metropolitan Airport