Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
FlixBus + Greyhound Lines, Inc. | Bus | Chicago 95Th & Dan Ryan | Pittsfield (Joseph Scelsi Intermodal) | CheapestFastest |
Last refresh of the prices: Last Sunday at 20:27 CST.
Compare 2 ways to travel from Chicago to Pittsfield
Among the sustainable travel choices, the bus stands out as a good way to reach Pittsfield. The journey takes about 1 day, 9 hours 45 minutes and with fares starting at just £101, it presents an excellent value for a comfortable ride.
Where are the popular stops in Chicago and Pittsfield?
Stops in Chicago
- A630 W Harrison St, Chicago, IL 60607, USA
- C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA - D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA - E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA - F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA
Stops in Pittsfield
- A
Joseph Scelsi Intermodal Transportation Center
1 Columbus Ave, Pittsfield, MA 01201, USA
Compare bus companies
Based on 87394 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained with the Wi-Fi. Greyhound ticket prices on this trip start at £108
Frequently asked questions about travelling by bus from Chicago to Pittsfield
How far is Pittsfield from Chicago by coach?
The journey from Chicago to Pittsfield by coach covers an approximate distance of 736 miles (1186 km).
Is there a way to reach Pittsfield from Chicago without flying?
To travel from Chicago to Pittsfield without flying, you can take the coaches. The coach provides a comfortable and sustainable journey and allows you to enjoy the sights while reaching your destination. You also have the option of utilising carpooling services.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Pittsfield was searched and found on 30 Nov 2025 with a price of £236To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Pittsfield as early as possible.
You can expect to pay from £236 to £302 for a bus ticket from Chicago to Pittsfield based on the last 2 days. You can expect to find the cheapest price for the trip at £236, which is on 2025-11-30.
What's the cheapest way to go from Chicago to Pittsfield?
The bus is the cheapest travel choice for this destination
