Previously seen journeys
| 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 travel from Pittsfield to Chicago
Among the sustainable travel choices, the bus stands out as a good way to reach Chicago. The journey takes about 1 day, 5 hours 45 minutes and with fares starting at just R 2 138, 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 5639 reviews, the company was rated 4.1 stars on Busbud. Travellers were especially satisfied with the seats and the ticket access but often complained with the Wi-Fi. Amtrak ticket prices on this trip start at R 3 225
Frequently asked questions about travelling from Pittsfield to Chicago by train
Please note that timetables, routes, or operator details shown here may be updated or differ 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 R 3 225. The average price for this train route is around R 3 869. Busbud recommends booking your tickets in advance for a better chance to secure the lowest possible price.
How long is the train journey from Pittsfield to Chicago?
The average train journey time from Pittsfield to Chicago is 18h 30m, covering a distance of 1187 km. The quickest train can get you there in 18h 30m and is operated by Amtrak.
Which train operators serve the Pittsfield to Chicago route?
Several major train operators run on this route, with 1 trains available per day.
What are the earliest and latest departure times for the train from Pittsfield to Chicago?
The earliest train from Pittsfield to Chicago departs at 16:42. And the latest train departs at 16:42.
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 11 Dec 2025 with a price of R 3 822To 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.
