There are 8 ways to get from Simcoe to Chicago by taxi, bus, train, car, plane, 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.
Taxi, bus
best- Take the taxi from Simcoe to Woodstock
- Take the bus from Woodstock to Detroit Bus Station
- Take the bus from Detroit Bus Station to Chicago Bus Station
12h 40m$152–286Bus, train
cheapest- Take the bus from Simcoe, ON, Library to Brantford, ON, Bus Terminal
- Take the bus from Brantford Bus Terminal to Aldershot GO Bus15
- Take the train from Aldershot to Windsor
- Take the train from Detroit to Chicago Union Station
13h 18m$88–244Drive 444.7 mi
- Drive from Simcoe to Chicago444.7 mi
7h 58m$102–147Bus, bus to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Simcoe, ON, Library to Brantford, ON, Bus Terminal
- Take the bus from Dundas St. @ Hwy. 407 Park & Ride to Pearson International Airport Terminal 1
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)YYZ - ORD
8h 20m$183–485Bus, train to Toronto Island Airport, fly to Chicago Midway International Airport
- Take the bus from Simcoe, ON, Library to Brantford, ON, Bus Terminal
- Take the bus from Brantford Bus Terminal to Aldershot GO Bus
- Take the train from Aldershot GO to Exhibition GO
- Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)YTZ - MDW
8h 29m$134–485Bus, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the bus from Simcoe, ON, Library to Brantford, ON, Bus Terminal
- Take the bus from Dundas St. @ Hwy. 407 Park & Ride to Pearson International Airport Terminal 1
- 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)BUF - MDW
9h 34m$208–745Bus, shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Simcoe, ON, Library to Brantford, ON, Bus Terminal
- Take the bus from Dundas St. @ Hwy. 407 Park & Ride to Pearson International Airport Terminal 1
- 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)BUF - ORD
9h 53m$183–555Bus, train to Toronto Island Airport, fly to Chicago O'Hare International Airport
- Take the bus from Simcoe, ON, Library to Brantford, ON, Bus Terminal
- Take the bus from Brantford Bus Terminal to Aldershot GO Bus
- Take the train from Aldershot GO to Exhibition GO
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)YTZ - ORD
8h 41m$204–505
Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Simcoe to Chicago is to drive which costs $100 - $150 and takes 7h 58m.
The fastest way to get from Simcoe to Chicago is to drive which takes 7h 58m and costs $100 - $150.
The distance between Simcoe and Chicago is 477 miles. The road distance is 447.3 miles.
The best way to get from Simcoe to Chicago without a car is to taxi and bus which takes 12h 40m and costs $150 - $290.
It takes approximately 12h 40m to get from Simcoe to Chicago, including transfers.
Chicago is 1h behind Simcoe. It is currently 5:07 AM in Simcoe and 4:07 AM in Chicago.
Yes, the driving distance between Simcoe to Chicago is 447 miles. It takes approximately 7h 58m to drive from Simcoe to Chicago.
There are 1240+ hotels available in Chicago.
What companies run services between Simcoe, ON, Canada and Chicago, IL, USA?
There is no direct connection from Simcoe to Chicago. However, you can take the taxi to Woodstock, take the bus to Detroit Bus Station, then take the bus to Chicago Bus Station. Alternatively, you can take a bus from Simcoe, ON, Library to Chicago Union Station via Brantford Bus Terminal, Aldershot GO Bus, Aldershot, Windsor, and Detroit in around 13h 18m.
Transport is disrupted due to the Russia-Ukraine war. Read more
- Website
- aircanada.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $70–410
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 36m
- When
- Monday and Saturday
- Estimated price
- $55–300
- Website
- united.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 4m
- When
- Every day
- Estimated price
- $70–410
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 36m
- When
- Monday and Saturday
- Estimated price
- $55–300
- Website
- aa.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $70–410
- Website
- southwest.com
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $95–600
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 20m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $140–700
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $40–250
Flights from Toronto Island Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $110–410
- Website
- delta.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 52m
- When
- Friday
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 54m
- When
- Every day
- Estimated price
- $95–600
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 17m
- When
- Tuesday to Saturday
- Estimated price
- $70–410
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Aldershot to Windsor
- Ave. Duration
- 3h 37m
- Frequency
- 4 times a day
- 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
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
- $45–130
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Train from Aldershot GO to Exhibition GO
- Ave. Duration
- 1h 1m
- Frequency
- Every 20 minutes
- Estimated price
- $7–10
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $7–10
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Woodstock to Detroit Bus Station
- Ave. Duration
- 4h 40m
- Frequency
- 5 times a week
- Estimated price
- $19–85
- Schedules at
- flixbus.com
- Adult
- $19–85
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 50m
- Frequency
- Twice daily
- Estimated price
- $35–85
- 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
- $35–75
- Website
- https://www.greyhound.com/
- Phone
- 519-428-3178
- transit@norfolkcounty.ca
- Website
- norfolkcounty.ca
Bus from Simcoe, ON, Library to Brantford, ON, Bus Terminal
- Ave. Duration
- 50 min
- Frequency
- Every 30 minutes
- Estimated price
- $4–7
- Website
- https://www.norfolkcounty.ca/transit/
- Schedules at
- https://www.norfolkcounty.ca/home-property-and-neighbourhood/public-transit-ride-norfolk/on-demand-booking-stops-and-routes/
- Adult
- $4–7
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Bus from Brantford Bus Terminal to Aldershot GO Bus
- Ave. Duration
- 1h
- Frequency
- Hourly
- Estimated price
- $7–9
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $7–9
Bus from Dundas St. @ Hwy. 407 Park & Ride to Pearson International Airport Terminal 1
- Ave. Duration
- 54 min
- Frequency
- Every 20 minutes
- Estimated price
- $6–9
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $6–9
- 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
- $90–110
- Website
- https://www.niagaraairbus.com
- Schedules at
- https://www.niagaraairbus.com
- Book at
- https://www.niagaraairbus.com
- Ave. Duration
- 55 min
- Estimated price
- $95–120
Premium Greenline Taxi
Norfolk Taxi & Delivery Service
- Phone
- +1 519 428 3131
- Website
- norfolktaxianddelivery.ca
Courtesy Cab
- Phone
- +1 519 426 9911
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