There are 9 ways to get from Oshawa to Wisconsin by train (Amtrak), bus (Flixbus), car, train, 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.
Train via Detroit
best- Take the train from Durham College Oshawa GO to Toronto Union StationLe
- Take the train from Toronto Union Station to Windsor
- Take the train from Detroit to Chicago Union Station
- Take the train from Chicago Union Station to Milwaukee
15h 10m$111–350Bus
cheapest- Take the bus from Simcoe St. N. @ Richmond St. E. to Square One56
- Take the bus from Mississauga to Detroit Bus Station
- Take the bus from Detroit Bus Station to Milwaukee Intermodal Station
18h 24m$98–190Drive 631.1 mi
- Drive from Oshawa to Milwaukee631.1 mi
10h 48m$145–209Train to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport, train
- Take the train from Durham College Oshawa GO to Toronto Union Station
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)YYZ - ORD
- Take the train from Clybourn to Kenosha
9h 12mTrain
- Take the train from Durham College Oshawa GO to Toronto Union StationLe
- Take the train from Toronto Union Station to Buffalo
- Take the train from Buffalo Depew Station to Chicago Union Station
- Take the train from Chicago Union Station to Milwaukee
20h 55m$119–412Train to Toronto Island Airport, fly to Chicago Midway International Airport, train
- Take the train from Durham College Oshawa GO to Toronto Union Station
- Fly from Toronto Island Airport (YTZ) to Chicago Midway International Airport (MDW)YTZ - MDW
- Take the train from Chicago OTC to Kenosha
8h 59m$136–522Train, shuttle to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the train from Durham College Oshawa GO to Toronto Union Station
- 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
- Take the train from Chicago OTC to Kenosha
10h 33m$203–809Train to Toronto Island Airport, fly to Chicago O'Hare International Airport, train
- Take the train from Durham College Oshawa GO to Toronto Union Station
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)YTZ - ORD
- Take the train from Clybourn to Kenosha
9h 3mTrain, shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport
- Take the train from Durham College Oshawa GO to Toronto Union Station
- 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
- Take the train from Clybourn to Kenosha
10h 46m
Oshawa to Wisconsin by train and car
Questions & Answers
The cheapest way to get from Oshawa to Wisconsin is to bus which costs $95 - $190 and takes 18h 24m.
The fastest way to get from Oshawa to Wisconsin is to train and fly which takes 8h 59m and costs $130 - $550.
No, there is no direct bus from Oshawa to Wisconsin station. However, there are services departing from Simcoe St. N. @ Richmond St. E. and arriving at Milwaukee Intermodal Station via Mississauga and Detroit Bus Station. The journey, including transfers, takes approximately 18h 24m.
The distance between Oshawa and Wisconsin is 629 miles. The road distance is 634.8 miles.
The best way to get from Oshawa to Wisconsin without a car is to bus which takes 18h 24m and costs $95 - $190.
It takes approximately 15h 10m to get from Oshawa to Wisconsin, including transfers.
Oshawa to Wisconsin bus services, operated by GO Transit, depart from Simcoe St. N. @ Richmond St. E. station.
The best way to get from Oshawa to Wisconsin is to train via Detroit which takes 15h 10m and costs $110 - $350. Alternatively, you can bus, which costs $95 - $190 and takes 18h 24m.
Oshawa to Wisconsin bus services, operated by GO Transit, arrive at Square One station.
Wisconsin is 1h behind Oshawa. It is currently 11:24 PM in Oshawa and 10:24 PM in Wisconsin.
What companies run services between Oshawa, ON, Canada and Wisconsin, USA?
You can take a train from Durham College Oshawa GO to Milwaukee via Toronto Union Station, Windsor, Detroit, and Chicago Union Station in around 15h 10m. Alternatively, you can take a bus from Simcoe St. N. @ Richmond St. E. to Milwaukee Intermodal Station via Square One, Mississauga, and Detroit Bus Station in around 18h 24m.
- Website
- united.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $40–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Monday to Friday
- Estimated price
- $40–240
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $75–440
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 51m
- 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 3m
- When
- Every day
- Estimated price
- $40–250
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Monday to Friday
- Estimated price
- $40–240
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $75–440
- Website
- aa.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $75–440
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 4h 43m
- When
- Saturday
- Estimated price
- $110–550
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $110–550
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- 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
- $120–400
- Website
- delta.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 10m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 3h 39m
- When
- Every day
- Estimated price
- $100–600
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 47m
- When
- Every day
- Estimated price
- $75–440
- Website
- southwest.com
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $100–600
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 20m
- When
- Saturday
- Estimated price
- $140–750
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Train from Durham College Oshawa GO to Toronto Union Station
- Ave. Duration
- 1h 3m
- Frequency
- Every 30 minutes
- Estimated price
- $7–10
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $7–10
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Durham College Oshawa GO to Toronto Union Station
- Ave. Duration
- 52 min
- Frequency
- Every 2 hours
- Estimated price
- $13–80
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $13–80
- Economy Adult - Advanced Booking
- $13–60
- Economy Escape Advanced Booking - Adult
- $13–25
Train from Toronto Union Station to Windsor
- Ave. Duration
- 4h 18m
- Frequency
- 4 times a day
- Estimated price
- $35–100
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $40–100
- Economy Adult - Advanced Booking
- $40–80
- Economy Escape Advanced Booking - Adult
- $35–55
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $23–90
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $26–90
- 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
- $45–130
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $22–40
- 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
- $65–200
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 312-322-6777
- Website
- metra.com
Train from Clybourn to Kenosha
- Ave. Duration
- 1h 35m
- Frequency
- Every 3 hours
- Website
- https://metra.com
Train from Chicago OTC to Kenosha
- Ave. Duration
- 1h 43m
- Frequency
- Every 3 hours
- Estimated price
- $3–7
- Website
- https://metra.com
- Phone
- +1 888-438-6646
- Website
- gotransit.com
Bus from Simcoe St. N. @ Richmond St. E. to Square One
- Ave. Duration
- 2h 16m
- Frequency
- Hourly
- Estimated price
- $12–15
- Website
- https://www.gotransit.com/
- Website
- https://www.gotransit.com/en/see-schedules
- Passenger
- $12–15
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Mississauga to Detroit Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 5 times a week
- Estimated price
- $35–65
- Schedules at
- flixbus.com
Bus from Detroit Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 7h 55m
- Frequency
- 4 times a week
- Estimated price
- $50–110
- Schedules at
- flixbus.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 Oshawa to Wisconsin is 635 miles. It takes approximately 10h 48m to drive from Oshawa to Wisconsin.
There are 292+ hotels available in Wisconsin.

















