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Owen Sound to Chicago buses

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Trip Overview

The average bus between Owen Sound and Chicago takes 34h 26m and the fastest bus takes 28h 45m. The bus runs, on average, 6 times per week from Owen Sound to Chicago. The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.

34h 26m
Duration
583 mi
Distance
6 times a week
Frequency

Owen Sound to Chicago bus times

Buses run 6 times a week between Owen Sound and Chicago. The service departs Owen Sound at 7:30 AM in the morning, which arrives into Chicago at 11:15:00. All services require a transfer at Guelph and take an average of 34h 26m. The schedules shown below are for the next available departures.

Departing Friday, November 6, 2026

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    Arrives next day

    Owen Sound TransitFlixbus USAFlixbus USAFlixbus USA28h 45m • 3 changes

Departing Saturday, November 7, 2026

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    Arrives next day

    Owen Sound TransitFlixbus USAFlixbus USAFlixbus USA28h 45m • 3 changes

Departing Sunday, November 8, 2026

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    Arrives next day

    Owen Sound TransitFlixbus USAFlixbus USAFlixbus USA28h 45m • 3 changes

Departing Monday, November 9, 2026

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    Arrives +2 days

    Owen Sound TransitFlixbus USAFlixbus USAGreyhound USA46h 55m • 3 changes

Departing Tuesday, November 10, 2026

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    Arrives next day

    Owen Sound TransitFlixbus USAFlixbus USAGreyhound USA38h 55m • 3 changes

Departing Wednesday, November 11, 2026

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    Arrives next day

    Owen Sound TransitFlixbus USAFlixbus USAFlixbus USA34h 35m • 3 changes

Frequently asked questions

Want to know about travelling from Owen Sound to Chicago? 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 Owen Sound to Chicago.ExpandLaunch map view
  • Distance: 583 mi
  • Duration: 34h 26m

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

You can take a bus from Owen Sound to Chicago Bus Station via Guelph, London, and Detroit Bus Station in around 17h 27m.

Operators