Next train departures
| 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 | CheapestFastest | ||||
| Train | Joseph Scelsi Intermodal Transportation Center | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 06:13 EST.
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, 6 hours 5 minutes and with fares starting at just £84, 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 5680 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 £82
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 vary at the time of your journey.
How much does a train ticket cost from Pittsfield to Chicago?
The cheapest train tickets from Pittsfield to Chicago start from £82. The average price for this train route is around £170. Busbud recommends booking your tickets in advance for the best chance of getting 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 736 miles. The fastest train gets 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 27 Dec 2025 with a price of £211To 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 £211 to £552 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 £211, which is on 2025-12-27.
