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Chicago to Orillia buses

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Trip Overview

The bus between Chicago and Orillia takes 18h 45m. The bus runs, on average, 5 times per week 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.

18h 45m
Duration
968 km
Distance
$155
Average price
5 times a week
Frequency

Chicago to Orillia bus times

Buses run 5 times a week between Chicago and Orillia. The earliest departure is at 3:55 PM in the afternoon, and the last departure from Chicago is at 3:55 PM which arrives into Orillia at 11:40 AM. All services require a transfer at Detroit Bus Station and take an average of 18h 45m. The schedules shown below are for the next available departures.

Departing Friday, October 9, 2026

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    Arrives next day

    Greyhound USAFlixbus USAFlixbus USA18h 45m • 2 changes

Departing Saturday, October 10, 2026

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    Arrives next day

    Greyhound USAFlixbus USAFlixbus USA18h 45m • 2 changes

Departing Sunday, October 11, 2026

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    Arrives next day

    Greyhound USAFlixbus USAFlixbus USA18h 45m • 2 changes

Departing Monday, October 12, 2026

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    Arrives next day

    Greyhound USAFlixbus USAFlixbus USA18h 45m • 2 changes

Departing Tuesday, October 13, 2026

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    Arrives next day

    Greyhound USAFlixbus USAFlixbus USA18h 45m • 2 changes

Frequently asked questions

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.

Map of how to get from Chicago to Orillia.ExpandLaunch map view
  • Distance: 968.4 km
  • Duration: 18h 45m

What companies run services between Chicago, IL, USA and Orillia, ON, Canada?

You can take a bus from Chicago Bus Station to Orillia Downtown Terminal Bus Stop via Detroit Bus Station and Toronto Pearson Airport in around 16h 5m.

Operators