There are 11 ways to get from Chicago to Orillia 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)plane ORD - YYZ
- Take the bus from Vaughan - Hwy 407 to Orillia Transitbus
7h 19m$271–699Bus via Kitchener
cheapest- Take the bus from Chicago Bus Station to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Kitchenerbus
- Take the bus from Kitchener GO Bus to Hwy 407 Bus Terminalbus 30
- Take the bus from Vaughan - Hwy 407 to Orillia Transitbus
16h 44m$116–265Train
- Take the train from Chicago Union Station to Detroittrain
- Take the train from Windsor to Toronto Union Stationtrain
- Take the train from Union Station GO to Allandale Waterfront GOtrain Br
15h 3m$145–335Bus
- Take the bus from Chicago Bus Station to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Toronto Pearson Airportbus
- Take the bus from Vaughan - Hwy 407 to Orillia Transitbus
16h 12m$125–223Drive 882.7 km
- Drive from Chicago to Orilliacar 882.7 km
10h 37m$171–246Fly Chicago Midway International Airport to Buffalo Niagara International Airport, shuttle, bus
- Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane MDW - BUF
- Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1
- Take the bus from Vaughan - Hwy 407 to Orillia Transitbus
8h 18m$381–1,609Fly 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)plane ORD - BUF
- Take a shuttle bus from Buffalo Airport to Pearson International Airport Terminal 1
- Take the bus from Vaughan - Hwy 407 to Orillia Transitbus
8h 48m$311–1,209Fly Chicago O'Hare International Airport to Erie International Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Erie International Airport (ERI)plane ORD - ERI
- Drive from Erie-Airport-ERI to Orilliacar
8h 3m$143–507Fly Chicago O'Hare International Airport to Toronto Island Airport, train
- Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane ORD - YTZ
- Take the train from Union Station GO to Allandale Waterfront GOtrain
9h 19m$296–716Fly Chicago Midway International Airport to Toronto Island Airport, train
- Fly from Chicago Midway International Airport (MDW) to Toronto Island Airport (YTZ)plane MDW - YTZ
- Take the train from Union Station GO to Allandale Waterfront GOtrain
9h 4m$186–716Train, bus
- Take the train from Chicago Union Station to Buffalo Depew Stationtrain
- Take the train from Buffalo to Toronto Union Stationtrain
- Take the bus from Union Station Bus Terminal to Orillia Transitbus
19h 1m$132–388
Chicago to Orillia by train, car, and bus
Questions & Answers
The cheapest way to get from Chicago to Orillia is to bus which costs $120 - $230 and takes 16h 12m.
The fastest way to get from Chicago to Orillia is to fly and bus which takes 7h 19m and costs $270 - $700.
No, there is no direct bus from Chicago station to Orillia. However, there are services departing from Chicago Bus Station and arriving at Orillia Transit via Detroit Bus Station, Pearson International Airport Terminal 1 and Vaughan - Hwy 407. The journey, including transfers, takes approximately 16h 12m.
The distance between Chicago and Orillia is 858 km. The road distance is 882.7 km.
The best way to get from Chicago to Orillia without a car is to bus which takes 16h 12m and costs $120 - $230.
It takes approximately 7h 19m to get from Chicago to Orillia, including transfers.
Chicago to Orillia bus services, operated by Greyhound USA, depart from Chicago Bus Station.
The best way to get from Chicago to Orillia is to train which takes 15h 3m and costs $140 - $340. Alternatively, you can bus, which costs $120 - $230 and takes 16h 12m.
Chicago to Orillia bus services, operated by Greyhound USA, arrive at Detroit Bus Station.
Orillia is 1h ahead of Chicago. It is currently 7:37 AM in Chicago and 8:37 AM in Orillia.
What companies run services between Chicago, IL, USA and Orillia, ON, Canada?
You can take a train from Chicago Union Station to Orillia Transit via Detroit, Windsor, Union Station GO, Allandale Waterfront GO, and Barrie Allandale Terminal in around 15h 3m. Alternatively, 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 12m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $50–320
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $160–1,000
Flights from Chicago O'Hare International Airport to Erie International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $60–380
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $55–350
- Website
- aircanada.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $50–320
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 43m
- When
- Every day
- Estimated price
- $160–1,000
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $55–350
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $50–320
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $160–1,000
Flights from Chicago O'Hare International Airport to Erie International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $60–380
- Website
- flyporter.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 46m
- When
- Every day
- Estimated price
- $50–320
Flights from Chicago Midway International Airport to Toronto Island Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $150–550
- Website
- southwest.com
Flights from Chicago Midway International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $230–1,400
- Website
- delta.com
Flights from Chicago Midway International Airport to Buffalo Niagara International Airport via Detroit
- Ave. Duration
- 3h 29m
- When
- Monday to Friday
- Estimated price
- $230–1,400
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport via Detroit
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $160–1,000
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
- $60–160
- 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
- $75–230
- 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
- +1 888-438-6646
- Website
- gotransit.com
Train from Union Station GO to Allandale Waterfront GO
- Ave. Duration
- 1h 44m
- Frequency
- Every 4 hours
- Estimated price
- $17–22
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $17–22
- Phone
- 1.800.461.8558
- info@ontarionorthland.ca
- Website
- ontarionorthland.ca
Bus from Vaughan - Hwy 407 to Orillia Transit
- Ave. Duration
- 1h 21m
- Frequency
- 4 times a day
- Estimated price
- $23–35
- Website
- https://www.ontarionorthland.ca/en
- Adult
- $23–35
Bus from Union Station Bus Terminal to Orillia Transit
- Ave. Duration
- 2h 19m
- Frequency
- 3 times a day
- Estimated price
- $26–40
- Website
- https://www.ontarionorthland.ca/en
- Adult
- $26–40
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
- $45–80
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 55m
- Frequency
- Twice daily
- Estimated price
- $50–95
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Toronto Pearson Airport
- Ave. Duration
- 6h 15m
- Frequency
- Twice daily
- Estimated price
- $50–90
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Kitchener
- Ave. Duration
- 4h 55m
- Frequency
- 3 times a week
- Estimated price
- $30–120
- Schedules at
- flixbus.com
- Adult
- $30–120
- 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
- $120–160
- Website
- https://www.niagaraairbus.com
- Schedules at
- https://www.niagaraairbus.com
- Book at
- https://www.niagaraairbus.com
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Bus from Kitchener GO Bus to Hwy 407 Bus Terminal
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $16–19
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $16–19
Want to know more about travelling around Canada
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More Questions & Answers
Yes, the driving distance between Chicago to Orillia is 883 km. It takes approximately 10h 37m to drive from Chicago to Orillia.
There are 66+ hotels available in Orillia.


















