Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | Pittsfield (Joseph Scelsi Intermodal) | 537-517 W. Jackson Blvd | No tags | ||||
| Bus | Pittsfield (Joseph Scelsi Intermodal) | Chicago 95Th & Dan Ryan | No tags | ||||
| Bus | Pittsfield (Joseph Scelsi Intermodal) | Downtown Greyhound Station | No tags | ||||
| Bus | Pittsfield (Joseph Scelsi Intermodal) | 537-517 W. Jackson Blvd | No tags | ||||
| Bus | Pittsfield (Joseph Scelsi Intermodal) | Chicago 95Th & Dan Ryan | No tags |
Compare 2 ways to go from Pittsfield to Chicago
Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 18 hours 30 minutes, and with fares starting at just $222, it presents an excellent value for a comfortable ride.
Where are the popular stops in Pittsfield and Chicago?
Stops in Pittsfield
- A
Joseph Scelsi Intermodal Transportation Center
1 Columbus Ave, Pittsfield, MA 01201, USA
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
Compare bus companies
Frequently asked questions about travelling from Pittsfield to Chicago 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 Pittsfield to Chicago?
The cheapest bus tickets from Pittsfield to Chicago start from $178. The average price for this route is around $199. 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 Pittsfield to Chicago?
The average bus travel time from Pittsfield to Chicago is 1d 5h, covering a distance of 1188 km. The quickest bus can get you there in 18h 33m and is operated by Amtrak.
Which bus companies service the Pittsfield to Chicago route?
What are the earliest and latest departure times for the bus from Pittsfield to Chicago?
The earliest bus departs from Pittsfield to Chicago at 8:20am. And the latest bus departs at 5:40pm.
What are the CO₂ emissions for the bus trip from Pittsfield to Chicago?
A bus trip from Pittsfield to Chicago generates an estimated 30 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.
What is the best bus company from Pittsfield to Chicago?
According to Busbud customers, the highest-rated bus company on this route is Amtrak, with an average rating of 4.1 out of 5 stars based on 5597 reviews.
Which bus company has the best Wi-Fi from Pittsfield to Chicago?
Based on Busbud reviews, the bus company Amtrak has the highest Wi-Fi rating with a score of 3.6.
Which bus company has the best on-time performance from Pittsfield to Chicago?
According to Busbud traveller reviews, the most punctual bus company on this route is Amtrak, with a punctuality rating of 3.8 out of 5 stars.
Which bus company has the cleanest buses from Pittsfield to Chicago?
According to Busbud traveller reviews, the bus company with the cleanest buses on this route is Amtrak, with a cleanliness rating of 4.5 out of 5 stars.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Pittsfield to Chicago was searched and found on Dec 1, 2025 with a price of $213To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Pittsfield to Chicago, as early as possible.
What's the cheapest way to go from Pittsfield to Chicago?
The bus is the cheapest travel choice for this destination
