IL → MA · about 738 miles
Chicago to Pittsfield train schedule
Amtrak runs 7 direct trains a week from Chicago to Pittsfield. The fastest takes 18 hours; the first train leaves at 8:30 PM and the last at 9:30 PM.
Timetable data from · Schedule last changed
- Trains a week
- 7
- Fastest trip
- 18h 00m
- First train
- 8:30 PM
- Last train
- 9:30 PM
Timetable
Every train leaves from Chicago Union Station and arrives at Pittsfield Amtrak Station. Times are local to each stop. Timetables published by tds.ai, refreshed October 15, 2026. Schedules change, so check times when you book.
| Departs | Arrives | Duration | Days | Rail company |
|---|---|---|---|---|
| 8:30 PM New | 4:30 PM +1 day | 19h 00m | Sun | Amtrak Full timetable |
| 9:30 PM | 4:30 PM +1 day | 18h 00m | Daily | Amtrak Full timetable |
Route map
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Where to board in Chicago Where you get off in Pittsfield The route of the busiest trip
Where to catch the train in Chicago
Where the train stops in Pittsfield
- Pittsfield Amtrak Station Map of Pittsfield Amtrak Station (Google Maps)
Return trip: Pittsfield to Chicago
Questions
How long is the train from Chicago to Pittsfield?
The fastest direct train takes 18 hours; the typical trip is 18 hours.
What time is the first train from Chicago to Pittsfield?
The earliest departure is at 8:30 PM (Sun) and the last at 9:30 PM (Daily).
Which rail companies go from Chicago to Pittsfield?
Amtrak runs direct trains on this route.
Where do I catch the train in Chicago?
Trains to Pittsfield leave from Chicago Union Station.