KY → IL · about 330 miles
South Shore to Chicago train schedule
Amtrak runs 3 direct trains a week from South Shore to Chicago. The fastest takes 11 hours 48 minutes; every train leaves at 11:37 PM.
Timetable data from · No schedule changes since at least
- Trains a week
- 3
- Fastest trip
- 11h 48m
- Leaves at
- 11:37 PM
Timetable
Every train leaves from South Portsmouth Amtrak 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 |
|---|---|---|---|---|
| 11:37 PM | 10:25 AM +1 day | 11h 48m | Wed, Fri, Sun | Amtrak Full timetable |
Route map
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Where to board in South Shore Where you get off in Chicago The route of the busiest trip
Where to catch the train in South Shore
- South Portsmouth Amtrak Map of South Portsmouth Amtrak (Google Maps)
Where the train stops in Chicago
Return trip: Chicago to South Shore
Questions
How long is the train from South Shore to Chicago?
The fastest direct train takes 11 hours 48 minutes.
What time is the first train from South Shore to Chicago?
Every departure is at 11:37 PM (Wed, Fri, Sun).
Which rail companies go from South Shore to Chicago?
Amtrak runs direct trains on this route.
Where do I catch the train in South Shore?
Trains to Chicago leave from South Portsmouth Amtrak.