There are 9 ways to get from Chicago to Orillia by plane, bus, train, bus (Greyhound, Flixbus), car, or bus (Amtrak, Flixbus)
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 Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus
7h$570–1,431Bus
cheapest- 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 Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus
16h 5m$127–199Train, bus via Detroit
- Take the train from Chicago Union Station to Detroittrain
- Take the train from Windsor to Toronto Union Stationtrain
- Take the bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus
13h 56m$196–560Drive 917.2 km
- Drive from Chicago to Orilliacar 917.2 km
9h 36m$186–268Fly Chicago O'Hare International Airport to Toronto Island Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Toronto Island Airport (YTZ)plane ORD - YTZ
- Take the bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus
7h 54m$280–1,931Fly Chicago O'Hare International Airport to Buffalo Niagara International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Buffalo Niagara International Airport (BUF)plane ORD - BUF
- Take the bus from Buffalo Niagara International Airport to Toronto Pearson Airportbus
- Take the bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus
11h 5m$284–501Fly Chicago Midway International Airport to Buffalo Niagara International Airport, bus
- Fly from Chicago Midway International Airport (MDW) to Buffalo Niagara International Airport (BUF)plane MDW - BUF
- Take the bus from Buffalo Niagara International Airport to Toronto Pearson Airportbus
- Take the bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stopbus
10h 44m$264–511Bus via Kitchener
- Take the bus from Chicago Union Station to Detroitbus
- 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 36m$163–256Train, 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 Toronto to Orillia Downtown Terminal Bus Stopbus
18h 47m$244–706
Chicago to Orillia by train, car, and bus
Comparing Your Travel Options
The cheapest way to get from Chicago to Orillia is to bus which costs $120 - $200 and takes 16h 5m.
The fastest way to get from Chicago to Orillia is to fly and bus which takes 7h and costs $550 - $1,500.
No, there is no direct bus from Chicago station to Orillia. However, there are services departing from Chicago Bus Station and arriving at Orillia Downtown Terminal Bus Stop via Detroit Bus Station and Toronto Pearson Airport. The journey, including transfers, takes approximately 16h 5m.
The distance between Chicago and Orillia is 854 km. The road distance is 917.2 km.
The best way to get from Chicago to Orillia without a car is to bus which takes 16h 5m and costs $120 - $200.
It takes approximately 7h to get from Chicago to Orillia, including transfers.
Chicago to Orillia bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Chicago to Orillia bus services, operated by Greyhound USA, arrive at Detroit Bus Station.
Orillia is 1h ahead of Chicago. It is currently 5:28 AM in Chicago and 6:28 AM in Orillia.
Yes, the driving distance between Chicago to Orillia is 917 km. It takes approximately 9h 36m to drive from Chicago to Orillia.
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.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Toronto Pearson International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $60–390
Flights from Chicago O'Hare International Airport to Toronto Island Airport
- Ave. Duration
- 1h 41m
- When
- Every day
- Estimated price
- $65–400
Flights from Chicago O'Hare International Airport to Buffalo Niagara International Airport
- Ave. Duration
- 1h 37m
- When
- Every day
- Estimated price
- $100–650
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Detroit
- Ave. Duration
- 5h 20m
- Frequency
- 3 times a day
- Estimated price
- $95–240
- Website
- Amtrak
Train from Chicago Union Station to Buffalo Depew Station
- Ave. Duration
- 10h 23m
- Frequency
- Twice daily
- Estimated price
- $180–440
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stop
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a week
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
Bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stop
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a week
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $60–90
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Toronto Pearson Airport
- Ave. Duration
- 6h 15m
- Frequency
- Twice daily
- Estimated price
- $50–75
- Schedules at
- Flixbus USA
Bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stop
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a week
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
Bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stop
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a week
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
Bus from Buffalo Niagara International Airport to Toronto Pearson Airport
- Ave. Duration
- 4h 10m
- Frequency
- 5 times a week
- Estimated price
- $24–40
- Schedules at
- Flixbus USA
Bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stop
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a week
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
Bus from Buffalo Niagara International Airport to Toronto Pearson Airport
- Ave. Duration
- 4h 10m
- Frequency
- 5 times a week
- Estimated price
- $24–40
- Schedules at
- Flixbus USA
Bus from Toronto Pearson Airport to Orillia Downtown Terminal Bus Stop
- Ave. Duration
- 1h 35m
- Frequency
- 4 times a week
- Estimated price
- $16–24
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Kitchener
- Ave. Duration
- 4h 55m
- Frequency
- 3 times a week
- Estimated price
- $40–65
- Schedules at
- Flixbus USA
Bus from Toronto to Orillia Downtown Terminal Bus Stop
- Ave. Duration
- 2h 10m
- Frequency
- 4 times a week
- Estimated price
- $19–30
- Schedules at
- Flixbus USA
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Booking & Getting There
Book your Chicago to Orillia bus tickets online with Omio and FlixBus.
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