The average train between Naperville and Winnetka takes 1h 52m and the fastest train takes 1h 37m. There is an hourly train service from Naperville to Winnetka. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Trains run hourly between Naperville and Winnetka. The earliest departure is at 4:13 AM at night, and the last departure from Naperville is at 11:16 PM which arrives into Winnetka at 1:10 AM. All services require a transfer at Union Station and take an average of 1h 52m. The schedules shown below are for the next available departures.

1h 54m • 1 change

1h 54m • 1 change

1h 54m • 1 change

1h 54m • 1 change

1h 57m • 1 change

2h 1m • 1 change

1h 51m • 1 change

1h 55m • 1 change

1h 57m • 1 change

2h 1m • 1 change

1h 51m • 1 change

1h 55m • 1 change
Want to know about travelling from Naperville to Winnetka? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct train from Naperville to Winnetka. However, there are services departing from Naperville station and arriving at Winnetka station via Chicago Union Station station. The journey, including transfers, takes approximately 1h 52m.
Naperville to Winnetka train services, operated by Metra, depart from Naperville station.
Naperville to Winnetka train services, operated by Metra, arrive at Winnetka station.
The distance between Naperville and Winnetka is 49.4 km. The road distance is 73 km.
You can take a train from Naperville to Winnetka via Union Station and Chicago OTC in around 2h 11m.