There are 10 ways to get from Chicago to Parry Sound by plane, bus, train (Amtrak), bus (Greyhound, Flixbus), car, shuttle, or train
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 Parry Sound
8h 15m$259–1,227Bus
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 Parry Sound
17h 5m$123–311Train via Detroit
- Take the train from Chicago Union Station to Detroit
- Take the train from Windsor to Toronto Union Station
- Take the train from Toronto Union Station to South Parry
16h 16m$152–450Drive 968.4 km
- Drive from Chicago to Parry Sound968.4 km
11h 27m$194–280Fly 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 Parry Sound
9h 42m$379–1,677Fly 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 Parry Sound
9h 17m$439–2,077Fly Chicago Midway International Airport to Toronto Island Airport, train
- Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)MDW - YTZ
- Take the train from Toronto Union Station to South Parry
10h 18m$203–856Fly Chicago O'Hare International Airport to Toronto Island Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)ORD - YTZ
- Take the train from Toronto Union Station to South Parry
10h 30m$313–806Bus via Vaughan
- 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 VAUGHAN - HWY 407 terminal to Parry Sound
17h 15m$138–258Train
- Take the train from Chicago Union Station to Buffalo Depew Station
- Take the train from Buffalo to Toronto Union Station
- Take the train from Toronto Union Station to South Parry
21h 9m$143–469
Chicago to Parry Sound by train and car
Questions & Answers
The cheapest way to get from Chicago to Parry Sound is to bus which costs $120 - $320 and takes 17h 5m.
The fastest way to get from Chicago to Parry Sound is to fly and bus which takes 8h 15m and costs $250 - $1,300.
No, there is no direct bus from Chicago station to Parry Sound. However, there are services departing from Chicago Bus Station and arriving at Parry Sound via Detroit Bus Station and Toronto Pearson Airport. The journey, including transfers, takes approximately 17h 5m.
No, there is no direct train from Chicago station to Parry Sound. However, there are services departing from Chicago Union Station and arriving at South Parry via Buffalo and Toronto Union Station. The journey, including transfers, takes approximately 21h 9m.
The distance between Chicago and Parry Sound is 954 km. The road distance is 968.4 km.
The best way to get from Chicago to Parry Sound without a car is to bus which takes 17h 5m and costs $120 - $320.
It takes approximately 8h 15m to get from Chicago to Parry Sound, including transfers.
Chicago to Parry Sound bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Parry Sound train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Parry Sound is to train via Detroit which takes 16h 16m and costs $150 - $450. Alternatively, you can bus, which costs $120 - $320 and takes 17h 5m.
What companies run services between Chicago, IL, USA and Parry Sound, ON, Canada?
You can take a train from Chicago Union Station to South Parry via Detroit, Windsor, and Toronto Union Station in around 16h 16m. Alternatively, you can take a bus from Chicago Bus Station to Parry Sound via Detroit Bus Station and Toronto Pearson Airport in around 17h 5m.
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 43m
- When
- Every day
- Estimated price
- $70–430
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $230–1,400
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $65–420
- Website
- united.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $70–430
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $230–1,400
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $65–420
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $70–430
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 39m
- When
- Every day
- Estimated price
- $230–1,400
- Website
- flyporter.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $70–430
Flights from Chicago Midway International Airport to Toronto Island Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $150–700
- Website
- southwest.com
Flights from Chicago Midway International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $290–1,800
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport via Detroit
- Ave. Duration
- 3h 39m
- When
- Every day
- Estimated price
- $70–440
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
- $65–180
- 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
- $75–220
- 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 Toronto Union Station to South Parry
- Ave. Duration
- 4h 32m
- Frequency
- Twice a week
- Estimated price
- $35–130
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $40–130
- Economy Adult - Advanced Booking
- $40–100
- Economy Escape Advanced Booking - Adult
- $35–55
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 Parry Sound
- Ave. Duration
- 2h 50m
- Frequency
- 5 times a week
- Estimated price
- $25–120
- Schedules at
- flixbus.com
- Adult
- $25–120
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 55m
- Frequency
- Twice daily
- Estimated price
- $50–100
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Toronto Pearson Airport
- Ave. Duration
- 6h 10m
- Frequency
- Once daily
- Estimated price
- $50–95
- Schedules at
- flixbus.com
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
- $45–85
- 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
- Phone
- 1.800.461.8558
- info@ontarionorthland.ca
- Website
- ontarionorthland.ca
Bus from VAUGHAN - HWY 407 terminal to Parry Sound
- Ave. Duration
- 2h 35m
- Frequency
- 3 times a day
- Estimated price
- $35–60
- Website
- https://www.ontarionorthland.ca/en
- Adult
- $35–60
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
Chicago to Parry Sound bus services, operated by Greyhound USA, arrive at Detroit Bus Station.
Parry Sound is 1h ahead of Chicago. It is currently 7:40 PM in Chicago and 8:40 PM in Parry Sound.
Chicago to Parry Sound train services, operated by Amtrak, arrive at Buffalo Depew Station.
Yes, the driving distance between Chicago to Parry Sound is 968 km. It takes approximately 11h 27m to drive from Chicago to Parry Sound.
Book your Chicago to Parry Sound train tickets online with Omio.
Book your Chicago to Parry Sound bus tickets online with FlixBus.
There are 27+ hotels available in Parry Sound.


















