There are 9 ways to get from Chicago to Owen Sound by plane, bus, train, bus (Greyhound, Flixbus), car, or shuttle
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Chicago O'Hare International Airport to Toronto Pearson International Airport, bus
best- Fly from Chicago O'Hare International Airport (ORD) to Toronto Pearson International Airport (YYZ)ORD - YYZ
- Take the bus from Toronto Pearson Airport to Owen Sound
8h 40m$257–777Bus
cheapest- Take the bus from Chicago Bus Station to Detroit Bus Station
- Take the bus from Detroit Bus Station to Toronto Pearson Airport
- Take the bus from Toronto Pearson Airport to Owen Sound
17h 30m$123–331Train, bus via Detroit
- Take the train from Chicago Union Station to Detroit
- Take the train from Windsor to Toronto Union Station
- Take the bus from Toronto Pearson Airport to Owen Sound
15h 33m$141–483Drive 789.9 km
- Drive from Chicago to Owen Sound789.9 km
9h 15m$158–228Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle, bus
- Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)MDW - BUF
- Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1
- Take the bus from Toronto Pearson Airport to Owen Sound
9h 42m$397–1,777Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, shuttle, bus
- Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)ORD - BUF
- Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1
- Take the bus from Toronto Pearson Airport to Owen Sound
10h 6m$357–1,577Fly Chicago Midway International Airport to Toronto Island Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)MDW - YTZ
- Take the bus from Toronto Pearson Airport to Owen Sound
9h 35m$191–796Fly Chicago O'Hare International Airport to Toronto Island Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)ORD - YTZ
- Take the bus from Toronto Pearson Airport to Owen Sound
9h 47m$281–796Train, bus
- Take the train from Chicago Union Station to Buffalo Depew Station
- Take the train from Buffalo to Toronto Union Station
- Take the bus from Toronto to Owen Sound
20h 42m$134–489
Chicago to Owen Sound by train, car, and bus
Questions & Answers
The cheapest way to get from Chicago to Owen Sound is to bus which costs $120 - $340 and takes 17h 30m.
The fastest way to get from Chicago to Owen Sound is to fly and bus which takes 8h 40m and costs $250 - $800.
No, there is no direct bus from Chicago station to Owen Sound. However, there are services departing from Chicago Bus Station and arriving at Owen Sound via Detroit Bus Station and Toronto Pearson Airport. The journey, including transfers, takes approximately 17h 30m.
The distance between Chicago and Owen Sound is 936 km. The road distance is 789.9 km.
The best way to get from Chicago to Owen Sound without a car is to bus which takes 17h 30m and costs $120 - $340.
It takes approximately 8h 40m to get from Chicago to Owen Sound, including transfers.
Chicago to Owen Sound bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Owen Sound bus services, operated by Greyhound USA, arrive at Detroit Bus Station.
Owen Sound is 1h ahead of Chicago. It is currently 11:38 AM in Chicago and 12:38 PM in Owen Sound.
Yes, the driving distance between Chicago to Owen Sound is 790 km. It takes approximately 9h 15m to drive from Chicago to Owen Sound.
What companies run services between Chicago, IL, USA and Owen Sound, ON, Canada?
You can take a bus from Chicago Bus Station to Owen Sound via Detroit Bus Station and Toronto Pearson Airport in around 17h 30m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aircanada.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $55–360
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $210–1,300
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $60–370
- Website
- united.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $55–360
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $210–1,300
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $60–370
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 48m
- When
- Every day
- Estimated price
- $55–360
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $210–1,300
- Website
- southwest.com
Flights from Chicago Midway International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $250–1,500
- Website
- flyporter.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 48m
- When
- Every day
- Estimated price
- $55–360
Flights from Chicago Midway International Airport to Toronto Island Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $160–600
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport via Detroit
- Ave. Duration
- 3h 57m
- When
- Tuesday and Wednesday
- Estimated price
- $210–1,300
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Detroit
- Ave. Duration
- 5h 20m
- Frequency
- 3 times a day
- Estimated price
- $65–220
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Buffalo Depew Station
- Ave. Duration
- 10h 23m
- Frequency
- Twice daily
- Estimated price
- $75–250
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Windsor to Toronto Union Station
- Ave. Duration
- 4h 10m
- Frequency
- 4 times a day
- Estimated price
- $50–140
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $60–140
- Economy Adult - Advanced Booking
- $60–110
- Economy Escape Advanced Booking - Adult
- $50–70
Train from Buffalo to Toronto Union Station
- Ave. Duration
- 4h 14m
- Frequency
- Once daily
- Estimated price
- $30–120
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $35–120
- Economy Adult - Advanced Booking
- $35–95
- Economy Escape Advanced Booking - Adult
- $30–50
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Toronto Pearson Airport to Owen Sound
- Ave. Duration
- 3h 15m
- Frequency
- 5 times a week
- Estimated price
- $23–120
- Schedules at
- flixbus.com
- Adult
- $23–120
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 55m
- Frequency
- Twice daily
- Estimated price
- $50–120
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Toronto Pearson Airport
- Ave. Duration
- 6h 10m
- Frequency
- Once daily
- Estimated price
- $50–100
- Schedules at
- flixbus.com
Bus from Toronto to Owen Sound
- Ave. Duration
- 4h 5m
- Frequency
- 5 times a week
- Estimated price
- $26–120
- Schedules at
- flixbus.com
- Adult
- $26–120
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $50–95
- Website
- https://www.greyhound.com/
- Phone
- 905-374-8111
- airsales@niagaraairbus.com
- Website
- niagaraairbus.com
Shuttle from Buffalo Airport to Pearson International Airport Terminal 1
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $120–150
- Website
- https://www.niagaraairbus.com
- Schedules at
- https://www.niagaraairbus.com
- Book at
- https://www.niagaraairbus.com
Want to know more about travelling around Canada
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide
More Questions & Answers
Book your Chicago to Owen Sound bus tickets online with FlixBus.
There are 16+ hotels available in Owen Sound.















