CO → IL · about 955 miles
Winter Park to Chicago train schedule
Amtrak runs 7 direct trains a week from Winter Park to Chicago. The fastest takes 22 hours 11 minutes; the first train leaves at 3:19 PM and the last at 3:28 PM.
Timetable data from · Schedule last changed
- Trains a week
- 7
- Fastest trip
- 22h 11m
- First train
- 3:19 PM
- Last train
- 3:28 PM
Timetable
Every train leaves from Winter Park/Fraser 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 |
|---|---|---|---|---|
| 3:19 PM New | 2:39 PM +1 day | 22h 20m | Daily from Dec 8 | Amtrak Full timetable |
| 3:28 PM | 2:39 PM +1 day | 22h 11m | Daily | Amtrak Full timetable |
Route map
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Where to board in Winter Park Where you get off in Chicago The route of the busiest trip
Where to catch the train in Winter Park
- Winter Park/Fraser Map of Winter Park/Fraser (Google Maps)
Where the train stops in Chicago
Return trip: Chicago to Winter Park
Questions
How long is the train from Winter Park to Chicago?
The fastest direct train takes 22 hours 11 minutes.
What time is the first train from Winter Park to Chicago?
The earliest departure is at 3:19 PM (Daily) and the last at 3:28 PM (Daily).
Which rail companies go from Winter Park to Chicago?
Amtrak runs direct trains on this route.
Where do I catch the train in Winter Park?
Trains to Chicago leave from Winter Park/Fraser.