MA → IL · about 738 miles
Pittsfield to Chicago train schedule
Amtrak runs 7 direct trains a week from Pittsfield to Chicago. The fastest takes 18 hours 30 minutes; every train leaves at 4:42 PM.
Timetable data from · No schedule changes since at least
- Trains a week
- 7
- Fastest trip
- 18h 30m
- Leaves at
- 4:42 PM
Timetable
Every train leaves from Pittsfield Amtrak Station and arrives at Chicago Union 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 |
|---|---|---|---|---|
| 4:42 PM | 10:12 AM +1 day | 18h 30m | Daily | Amtrak Full timetable |
| 4:42 PM | 11:12 AM +1 day | 19h 30m | Sun | Amtrak Full timetable |
Route map
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Where to board in Pittsfield Where you get off in Chicago The route of the busiest trip
Where to catch the train in Pittsfield
- Pittsfield Amtrak Station Map of Pittsfield Amtrak Station (Google Maps)
Where the train stops in Chicago
Return trip: Chicago to Pittsfield
Questions
How long is the train from Pittsfield to Chicago?
The fastest direct train takes 18 hours 30 minutes; the typical trip is 18 hours 30 minutes.
What time is the first train from Pittsfield to Chicago?
Every departure is at 4:42 PM (Daily).
Which rail companies go from Pittsfield to Chicago?
Amtrak runs direct trains on this route.
Where do I catch the train in Pittsfield?
Trains to Chicago leave from Pittsfield Amtrak Station.