There are 11 ways to get from Alliston to Chicago by train, plane, train (Amtrak), bus, car, shuttle, or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport
best- Take the train from Bradford GO to Toronto Union Stationtrain
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
8h 19m$194–471Train, bus
cheapest- Take the train from Bradford GO to Toronto Union Stationtrain Br
- Take the bus from Toronto to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus
17h 58m$77–196Train via Detroit
- Take the train from Bradford GO to Toronto Union Stationtrain Br
- Take the train from Toronto Union Station to Windsortrain
- Take the train from Detroit to Chicago Union Stationtrain
14h 41m$88–244Drive 502.6 mi
- Drive from Alliston to Chicagocar 502.6 mi
9h 36m$115–167Train to Toronto Island Airport, fly to Chicago O'Hare International Airport
- Take the train from Bradford GO to Toronto Union Stationtrain
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
8h 22m$197–505Train to Toronto Pearson International Airport, fly to Chicago Midway International Airport
- Take the train from Bradford GO to Toronto Union Stationtrain
- Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane YYZ - MDW
9h 49m$384–871Train to Toronto Island Airport, fly to Chicago Midway International Airport
- Take the train from Bradford GO to Toronto Union Stationtrain
- Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane YTZ - MDW
8h 12m$117–475Train, shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport
- Take the train from Bradford GO to Toronto Union Stationtrain
- Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airport
- Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane BUF - ORD
9h 59m$179–601Train, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the train from Bradford GO to Toronto Union Stationtrain
- Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airport
- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
9h 49m$204–841Bus
- Take the bus from Barrie to Toronto Pearson Airportbus
- Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus
19h 5m$81–266Train
- Take the train from Bradford GO to Toronto Union Stationtrain Br
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
19h 42m$100–311
Alliston to Chicago by bus, train, and car
Questions & Answers
The cheapest way to get from Alliston to Chicago is to train and bus which costs $75 - $200 and takes 17h 58m.
The fastest way to get from Alliston to Chicago is to train and fly which takes 8h 12m and costs $110 - $480.
No, there is no direct bus from Alliston to Chicago station. However, there are services departing from Wellington St at Centre St S and arriving at Chicago Bus Station via Bradford GO Bus, Barrie, Toronto Pearson Airport and Detroit Bus Station. The journey, including transfers, takes approximately 19h 5m.
The distance between Alliston and Chicago is 536 miles. The road distance is 505.5 miles.
The best way to get from Alliston to Chicago without a car is to train and bus which takes 17h 58m and costs $75 - $200.
It takes approximately 8h 19m to get from Alliston to Chicago, including transfers.
Alliston to Chicago bus services, operated by Flixbus USA, depart from Barrie station.
The best way to get from Alliston to Chicago is to train via Detroit which takes 14h 41m and costs $85 - $250. Alternatively, you can bus, which costs $80 - $270 and takes 19h 5m.
Alliston to Chicago bus services, operated by Flixbus USA, arrive at Toronto Pearson Airport station.
Chicago is 1h behind Alliston. It is currently 2:52 AM in Alliston and 1:52 AM in Chicago.
What companies run services between Alliston, ON, Canada and Chicago, IL, USA?
You can take a bus from Wellington St at Centre St S to Chicago Union Station via Bradford GO Station, Bradford GO, Toronto Union Station, Windsor, and Detroit in around 14h 41m. Alternatively, you can take a bus from Wellington St at Centre St S to Chicago Bus Station via Bradford GO Bus, Barrie Transit Terminal, Barrie, Toronto Pearson Airport, and Detroit Bus Station in around 19h 5m.
- Website
- united.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $35–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Monday to Friday
- Estimated price
- $35–230
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 42m
- When
- Monday and Saturday
- Estimated price
- $55–290
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $75–460
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $100–550
- Website
- aircanada.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $35–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Monday to Friday
- Estimated price
- $35–230
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 42m
- When
- Monday and Saturday
- Estimated price
- $55–290
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $75–460
- Website
- aa.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $35–250
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 20m
- When
- Every day
- Estimated price
- $75–460
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $35–250
Flights from Toronto Island Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $100–400
- Website
- delta.com
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $55–350
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $75–460
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 49m
- When
- Every day
- Estimated price
- $100–700
- Website
- southwest.com
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $55–350
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Pittsburgh
- Ave. Duration
- 4h 30m
- When
- Sunday
- Estimated price
- $65–390
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 40m
- When
- Sunday
- Estimated price
- $80–440
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Reagan Washington
- Ave. Duration
- 5h 5m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–450
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–700
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 22m
- When
- Sunday
- Estimated price
- $150–850
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Train from Bradford GO to Toronto Union Station
- Ave. Duration
- 1h 17m
- Frequency
- Every 3 hours
- Estimated price
- $9–12
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $9–12
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Toronto Union Station to Windsor
- Ave. Duration
- 4h 18m
- Frequency
- 4 times a day
- Estimated price
- $35–95
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $40–95
- Economy Adult - Advanced Booking
- $40–80
- Economy Escape Advanced Booking - Adult
- $35–50
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $23–85
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $26–85
- Economy Adult - Advanced Booking
- $26–70
- Economy Escape Advanced Booking - Adult
- $23–35
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Detroit to Chicago Union Station
- Ave. Duration
- 5h 6m
- Frequency
- 3 times a day
- Estimated price
- $40–130
- Website
- https://www.amtrak.com/home.html
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $65–210
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- 3 times a day
- Estimated price
- $35–85
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 50m
- Frequency
- Twice daily
- Estimated price
- $35–95
- Schedules at
- flixbus.com
Bus from Barrie to Toronto Pearson Airport
- Ave. Duration
- 1h
- Frequency
- Twice daily
- Estimated price
- $8–85
- Schedules at
- flixbus.com
- Adult
- $8–85
Bus from Toronto Pearson Airport to Detroit Bus Station
- Ave. Duration
- 6h 25m
- Frequency
- Once daily
- Estimated price
- $35–75
- 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 Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 3 times a day
- Estimated price
- $30–75
- Website
- https://www.greyhound.com/
- Phone
- 905-374-8111
- airsales@niagaraairbus.com
- Website
- niagaraairbus.com
Shuttle from Pearson International Airport Terminal 1 to Buffalo Airport
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $90–120
- Website
- https://www.niagaraairbus.com
- Schedules at
- https://www.niagaraairbus.com
- Book at
- https://www.niagaraairbus.com
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More Questions & Answers
Yes, the driving distance between Alliston to Chicago is 506 miles. It takes approximately 9h 36m to drive from Alliston to Chicago.
There are 1241+ hotels available in Chicago.
















