Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | Downtown Greyhound Station | Pittsfield (Joseph Scelsi Intermodal) | Cheapest | ||||
FlixBus + Greyhound Lines, Inc. | Bus | Downtown Greyhound Station | Pittsfield (Joseph Scelsi Intermodal) | Fastest | ||||
| Bus | 537-517 W. Jackson Blvd | Pittsfield (Joseph Scelsi Intermodal) | No tags | ||||
FlixBus + Greyhound Lines, Inc. | Bus | Chicago 95Th & Dan Ryan | Pittsfield (Joseph Scelsi Intermodal) | No tags | ||||
| Bus | 537-517 W. Jackson Blvd | Pittsfield (Joseph Scelsi Intermodal) | No tags |
Last refresh of the prices: Last Sunday at 6:15 PM CST.
Compare 2 ways to go from Chicago to Pittsfield
Among the sustainable travel choices, the train stands out as a good way to reach Pittsfield. The journey takes about 18 hours, and with fares starting at just $183, 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 87422 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 WiFi. Greyhound ticket prices on this trip start at $192
Frequently asked questions about travelling from Chicago to Pittsfield by bus
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the bus ticket from Chicago to Pittsfield?
The cheapest bus tickets from Chicago to Pittsfield start from $183. The average price for this route is around $236. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Chicago to Pittsfield?
The average bus travel time from Chicago to Pittsfield is 1d 10h, covering a distance of 1188 km. The quickest bus can get you there in 1d 6h and is operated by Greyhound.
Which bus companies service the Chicago to Pittsfield route?
Several major bus companies operate on this route with 4 buses available per day.
What are the earliest and latest departure times for the bus from Chicago to Pittsfield?
The earliest bus departs from Chicago to Pittsfield at 5:25am. And the latest bus departs at 11:50pm.
What are the CO₂ emissions for the bus trip from Chicago to Pittsfield?
A bus trip from Chicago to Pittsfield generates an estimated 30 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.
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 Dec 12, 2025 with a price of $191To 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 $191 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 $191 which is on 2025-12-12.
