There are 8 ways to get from Ancaster to Chicago by train (Amtrak), car, bus, plane, 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.
Train
best- Take the train from Aldershot to Windsortrain VIA Rail
- Take the train from Detroit to Chicago Union Stationtrain Wolverine
10h 13m$139–307Drive to Erie International Airport, fly to Chicago O'Hare International Airport
cheapest- Drive from Ancaster to Erie-Airport-ERIcar
- Fly from Erie International Airport (ERI) to Chicago O'Hare International Airport (ORD)plane ERI - ORD
5h 52m$91–401Drive 466.1 mi
- Drive from Ancaster to Chicagocar 466.1 mi
7h 45m$107–155Bus to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Hamilton GO Centre Bus to Pearson International Airport Terminal 1bus
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
6h 54m$193–479Bus, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the bus from Hamilton GO Centre Bus to Pearson International Airport Terminal 1bus
- 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
8h$208–789Train to Toronto Island Airport, fly to Chicago O'Hare International Airport
- Take the train from West Harbour GO to Union Station GOtrain
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
7h 43m$226–623Bus, shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Hamilton GO Centre Bus to Pearson International Airport Terminal 1bus
- 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
8h 23m$183–609Train to Toronto Island Airport, fly to Chicago Midway International Airport
- Take the train from West Harbour GO to Union Station GOtrain
- Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)plane YTZ - MDW
7h 32m$116–573
Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Ancaster to Chicago is to drive which costs $100 - $160 and takes 7h 45m.
The fastest way to get from Ancaster to Chicago is to drive and fly which takes 5h 52m and costs $90 - $410.
The distance between Ancaster and Chicago is 489 miles. The road distance is 468.8 miles.
It takes approximately 10h 13m to get from Ancaster to Chicago, including transfers.
Chicago is 1h behind Ancaster. It is currently 6:01 AM in Ancaster and 5:01 AM in Chicago.
Yes, the driving distance between Ancaster to Chicago is 469 miles. It takes approximately 7h 45m to drive from Ancaster to Chicago.
There are 2055+ hotels available in Chicago.
What companies run services between Ancaster, ON, Canada and Chicago, IL, USA?
You can take a vehicle from Ancaster to Chicago Union Station via Aldershot, Windsor, and Detroit in around 10h 13m.
- Website
- united.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $35–240
Flights from Erie International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $50–340
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Monday to Friday
- Estimated price
- $40–260
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 38m
- When
- Monday and Saturday
- Estimated price
- $65–340
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $75–470
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $110–600
- Website
- aircanada.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $35–240
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Monday to Friday
- Estimated price
- $40–260
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Ottawa
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $65–330
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 38m
- When
- Monday and Saturday
- Estimated price
- $65–340
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 59m
- When
- Every day
- Estimated price
- $75–470
- Website
- southwest.com
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $100–650
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 10m
- When
- Monday, Thursday, and Friday
- Estimated price
- $160–850
- Website
- aa.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $35–240
Flights from Erie International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $50–340
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $75–470
- Website
- delta.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 56m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $40–240
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 40m
- When
- Every day
- Estimated price
- $100–650
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 13m
- When
- Every day
- Estimated price
- $75–470
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 7m
- When
- Every day
- Estimated price
- $35–240
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $180–550
Flights from Toronto Island Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $100–460
- Phone
- +1 888 842-7245
- 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
- $30–50
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
- $75–170
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Train from West Harbour GO to Union Station GO
- Ave. Duration
- 1h 21m
- Frequency
- Hourly
- Estimated price
- $8–12
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $8–12
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Bus from Hamilton GO Centre Bus to Pearson International Airport Terminal 1
- Ave. Duration
- 1h 20m
- Frequency
- Every 30 minutes
- Estimated price
- $8–11
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $8–11
- 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
- $95–120
- Website
- https://www.niagaraairbus.com/
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