There are 10 ways to get from Alliston to Chicago by train, plane, train (Amtrak), bus (Flixbus, Greyhound), 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.
Train to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport
best- Take the train from Bradford GO to Union Station GOtrain
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
8h 22m$194–521Bus
cheapest- Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus FlixBus 2701 / ...
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus Greyhound US0160
17h 3m$96–193Train via Detroit
- Take the train from Bradford GO to Union Station GOtrain Br
- Take the train from Toronto Union Station to Windsortrain
- Take the train from Detroit to Chicago Union Stationtrain
14h 41m$128–294Drive 502.6 mi
- Drive from Alliston to Chicagocar 502.6 mi
9h 37m$115–167Train to Toronto Island Airport, fly to Chicago O'Hare International Airport
- Take the train from Bradford GO to Union Station GOtrain
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
8h 3m$224–571Train to Toronto Island Airport, fly to Chicago Midway International Airport
- Take the train from Bradford GO to Union Station GOtrain
- Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane YTZ - MDW
7h 52m$114–771Train, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the train from Bradford GO to Union Station GOtrain
- 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 31m$214–891Train, shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport
- Take the train from Bradford GO to Union Station GOtrain
- 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 54m$174–571Train, train to Rochester, fly to Chicago Midway International Airport
- Take the train from Bradford GO to Union Station GOtrain
- Take the train from Toronto Union Station to Rochestertrain
- Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane ROC - MDW
12h 48m$163–790Train
- Take the train from Bradford GO to Union Station GOtrain Br
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
19h 42m$185–431
Alliston to Chicago by bus, train, and car
Questions & Answers
The cheapest way to get from Alliston to Chicago is to bus which costs $95 - $200 and takes 17h 3m.
The fastest way to get from Alliston to Chicago is to train and fly which takes 7h 52m and costs $110 - $800.
The distance between Alliston and Chicago is 537 miles. The road distance is 505.5 miles.
The best way to get from Alliston to Chicago without a car is to bus which takes 17h 3m and costs $95 - $200.
It takes approximately 8h 22m to get from Alliston to Chicago, including transfers.
The best way to get from Alliston to Chicago is to train via Detroit which takes 14h 41m and costs $120 - $300. Alternatively, you can bus, which costs $95 - $200 and takes 17h 3m.
Chicago is 1h behind Alliston. It is currently 8:49 AM in Alliston and 7:49 AM in Chicago.
Yes, the driving distance between Alliston to Chicago is 506 miles. It takes approximately 9h 37m to drive from Alliston to Chicago.
There are 1275+ hotels available 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 Station, Newmarket Terminal Platform 9, Richmond Hill Centre, Pearson International Airport Terminal 1, Toronto Pearson Airport, and Detroit Bus Station in around 17h 3m.
- Website
- aircanada.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $30–220
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 49m
- When
- Monday and Saturday
- Estimated price
- $55–300
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $70–430
- Website
- united.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $30–220
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 49m
- When
- Monday and Saturday
- Estimated price
- $55–300
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $70–430
- Website
- southwest.com
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $110–750
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 10m
- When
- Monday, Thursday, and Friday
- Estimated price
- $170–950
Flights from Rochester to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $100–650
Flights from Rochester to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 30m
- When
- Every day
- Estimated price
- $140–750
- Website
- aa.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $30–220
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $70–430
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 4h 49m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
- Website
- delta.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 7m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $35–220
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 42m
- When
- Every day
- Estimated price
- $110–750
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 13m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $70–430
Flights from Rochester to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 47m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–650
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $30–220
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $200–550
Flights from Toronto Island Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $100–460
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Train from Bradford GO to Union Station GO
- 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 Rochester
- Ave. Duration
- 5h 3m
- Frequency
- Once daily
- Estimated price
- $30–95
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $35–95
- Economy Adult - Advanced Booking
- $35–75
- Economy Escape Advanced Booking - Adult
- $30–45
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
- $23–40
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
- $80–180
- 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
- $150–330
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Toronto Pearson Airport to Detroit Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- Twice daily
- Estimated price
- $30–55
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 50m
- Frequency
- Twice daily
- Estimated price
- $35–65
- 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
- $50–100
- Website
- https://www.greyhound.com/
- Phone
- +1 905 374 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/
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