IL → CO · about 955 miles
Chicago to Winter Park train schedule
Amtrak runs 7 direct trains a week from Chicago to Winter Park. The fastest takes 21 hours 47 minutes; every train leaves at 2:00 PM.
Timetable data from · Schedule last changed
- Trains a week
- 7
- Fastest trip
- 21h 47m
- Leaves at
- 2:00 PM
Timetable
Every train leaves from Chicago Union Station and arrives at Winter Park/Fraser. 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 |
|---|---|---|---|---|
| 2:00 PM | 10:47 AM +1 day | 21h 47m | Daily from Dec 7 | Amtrak Full timetable |
| 2:00 PM | 10:48 AM +1 day | 21h 48m | Daily | Amtrak Full timetable |
Route map
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Where to board in Chicago Where you get off in Winter Park The route of the busiest trip
Where to catch the train in Chicago
Where the train stops in Winter Park
- Winter Park/Fraser Map of Winter Park/Fraser (Google Maps)
Return trip: Winter Park to Chicago
Questions
How long is the train from Chicago to Winter Park?
The fastest direct train takes 21 hours 47 minutes.
What time is the first train from Chicago to Winter Park?
Every departure is at 2:00 PM (Daily).
Which rail companies go from Chicago to Winter Park?
Amtrak runs direct trains on this route.
Where do I catch the train in Chicago?
Trains to Winter Park leave from Chicago Union Station.