The average bus between Chicago and Orillia takes 22h 16m and the fastest bus takes 18h 40m. The bus service runs several times per day from Chicago to Orillia. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Buses run twice daily between Chicago and Orillia. The earliest departure is at 3:55 PM in the afternoon, and the last departure from Chicago is at 11:35 PM which arrives into Orillia at 1:51 AM. All services require a transfer at Detroit Bus Station and take an average of 22h 16m. The schedules shown below are for the next available departures.
Arrives next day



19h 40m • 3 changes
Arrives +2 days



26h 16m • 3 changes
Arrives next day



19h 40m • 3 changes
Arrives +2 days



26h 16m • 3 changes
Arrives next day



19h 40m • 3 changes
Arrives +2 days



26h 16m • 3 changes
Want to know about travelling from Chicago to Orillia? 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 bus from Chicago to Orillia. However, there are services departing from Chicago station and arriving at Orillia station via Detroit Bus Station station. The journey, including transfers, takes approximately 22h 16m.
Chicago to Orillia bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Orillia bus services, operated by Greyhound USA, arrive at Orillia Transit station.
The distance between Chicago and Orillia is 730.5 km. The road distance is 963 km.
You can take a bus from Chicago Bus Station to Orillia Transit via Detroit Bus Station, Toronto Pearson Airport, Pearson International Airport Terminal 1, Hwy 407 Bus Terminal, and Vaughan - Hwy 407 in around 16h 6m.