Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | Joseph Scelsi Intermodal Transportation Center | Chicago (Union Station), IL | No tags | ||||
| Train | Joseph Scelsi Intermodal Transportation Center | Chicago (Union Station), IL | No tags | ||||
| Train | Joseph Scelsi Intermodal Transportation Center | Chicago (Union Station), IL | No tags | ||||
| Train | Joseph Scelsi Intermodal Transportation Center | Chicago (Union Station), IL | No tags | ||||
| Train | Joseph Scelsi Intermodal Transportation Center | Chicago (Union Station), IL | No tags |
Compare 2 ways to go from Pittsfield to Chicago
Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 5 hours 45 minutes and with fares starting at just $124, it presents an excellent value for a comfortable ride.
Where are the popular train stations and stops in Pittsfield and Chicago?
Chicago
- A
Union Station
225 S Canal St, Chicago, IL 60606, USA
Train Companies
Based on 5650 reviews, the company was rated 4.1 stars on Busbud. Travelers were especially satisfied with the seats and the ticket access but often complained with the wifi. Amtrak ticket prices on this trip start at $187
Frequently asked questions about traveling from Pittsfield to Chicago by train
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 train ticket from Pittsfield to Chicago?
The cheapest train tickets from Pittsfield to Chicago start from $187. The average price for this train route is around $224. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the train journey from Pittsfield to Chicago?
The average train ride duration from Pittsfield to Chicago is 18h 30m, covering a distance of 736 miles (1187 km). The quickest train can get you there in 18h 30m and is operated by Amtrak.
Which train operators service the Pittsfield to Chicago route?
Several major train operators operate on this route with 1 trains available per day.
What is the earliest and latest departure time for the train from Pittsfield to Chicago?
The earliest train departs from Pittsfield to Chicago at 4:42pm. And the latest train departs at 4:42pm.
Find cheapest prices for trains
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 13, 2025 with a price of $148To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Pittsfield to Chicago, as early as possible.
You can expect to pay from $148 to $1,947 for a train ticket from Pittsfield to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $215 which is on 2025-12-16.
Top Traveled Train Routes
People from around the world trust Busbud
Popular train departures from Pittsfield
- Find train tickets from Pittsfield to Buffalo
- Pittsfield to New York City train times and fares
- How to travel from Pittsfield to Albany
- Find train tickets from Pittsfield to Springfield
- Pittsfield to Worcester train times and fares
- How to travel from Pittsfield to Framingham
- Find train tickets from Pittsfield to Boston