There are 8 ways to get from Milwaukee to Windsor by plane, bus (Flixbus), train (Amtrak), car, bus, train, or subway
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly from General Mitchell International Airport
best- Fly from General Mitchell International Airport (MKE) to Detroit (DTW)plane MKE - DTW
4h 1m$436–913Bus (Flixbus)
cheapest- Take the bus from Milwaukee Intermodal Station to Detroit Bus Stationbus FlixBus 2550
7h 50m$65–170Train (Amtrak)
- Take the train from Milwaukee to Chicago Union Stationtrain Hiawatha Service / ...
- Take the train from Chicago Union Station to Detroittrain Wolverine
8h 21m$101–252Drive 600.5 km
- Drive from Milwaukee to Windsorcar 600.5 km
6h 28m$119–171Bus to Chicago O'Hare International Airport, fly
- Take the bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departuresbus
- Fly from Chicago O'Hare International Airport (ORD) to Detroit (DTW)plane ORD - DTW
5h 29m$212–525Train, subway to Chicago Midway International Airport, fly
- Take the train from Milwaukee to Chicago Union Stationtrain
- Take the subway from LaSalle/Van Buren to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Detroit (DTW)plane MDW - DTW
5h 55m$107–532Bus to Dane County Regional Airport-Truax Field, fly
- Take the bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.bus
- Fly from Dane County Regional Airport-Truax Field (MSN) to Detroit (DTW)plane MSN - DTW
6h 9m$111–681Bus to Green Bay, fly
- Take the bus from Milwaukee to Green Bay - De Pere Amtrak Bus Stopbus
- Fly from Green Bay (GRB) to Detroit (DTW)plane GRB - DTW
6h 41m
Milwaukee to Windsor by bus (Flixbus)
Questions & Answers
The cheapest way to get from Milwaukee to Windsor is to bus which costs $65 - $170 and takes 7h 50m.
The fastest way to get from Milwaukee to Windsor is to fly which takes 4h 1m and costs $430 - $950.
Yes, there is a direct bus departing from Milwaukee Intermodal Station station and arriving at Detroit Bus Station station. Services depart four times a week, and operate Monday, Friday, Saturday and Sunday. The journey takes approximately 7h 50m.
No, there is no direct train from Milwaukee to Windsor. However, there are services departing from Milwaukee and arriving at Congress St via Chicago Union Station and Baltimore St - Southbound. The journey, including transfers, takes approximately 8h 21m.
The distance between Milwaukee and Windsor is 430 km. The road distance is 600.5 km.
The best way to get from Milwaukee to Windsor without a car is to bus which takes 7h 50m and costs $65 - $170.
It takes approximately 4h 1m to get from Milwaukee to Windsor, including transfers.
Milwaukee to Windsor bus services, operated by Flixbus USA, depart from Milwaukee Intermodal Station.
Milwaukee to Windsor train services, operated by Amtrak, depart from Milwaukee station.
The best way to get from Milwaukee to Windsor is to fly which takes 4h 1m and costs $430 - $950. Alternatively, you can bus, which costs $65 - $170 and takes 7h 50m, you could also train, which costs $100 - $260 and takes 8h 21m.
What companies run services between Milwaukee, WI, USA and Windsor, ON, Canada?
Delta flies from General Mitchell International Airport (MKE) to Detroit (DTW) 4 times a day. Alternatively, Flixbus USA operates a bus from Milwaukee Intermodal Station to Detroit Bus Station 4 times a week. Tickets cost $65–170 and the journey takes 7h 50m.
- Website
- delta.com
Flights from General Mitchell International Airport to Detroit
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $100–700
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $55–370
Flights from Chicago Midway International Airport to Detroit
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $70–470
Flights from Dane County Regional Airport-Truax Field to Detroit
- Ave. Duration
- 1h 22m
- When
- Every day
- Estimated price
- $95–600
Flights from Green Bay to Detroit
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $65–430
- Website
- united.com
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 34m
- When
- Every day
- Estimated price
- $55–370
Flights from Dane County Regional Airport-Truax Field to Detroit via Chicago O'Hare International Airport
- Ave. Duration
- 3h 38m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $95–650
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $55–370
- Website
- southwest.com
Flights from Chicago Midway International Airport to Detroit
- Ave. Duration
- 1h 8m
- When
- Every day
- Estimated price
- $70–470
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $30–55
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Detroit
- Ave. Duration
- 5h 20m
- Frequency
- 3 times a day
- Estimated price
- $70–200
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-968-7282
- Website
- transitchicago.com
Subway from LaSalle/Van Buren to Midway
- Ave. Duration
- 33 min
- Frequency
- Every 15 minutes
- Estimated price
- $3–7
- Website
- https://www.transitchicago.com
- Schedules at
- https://www.transitchicago.com/schedules/
- Adult
- $3–7
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Milwaukee Intermodal Station to Detroit Bus Station
- Ave. Duration
- 7h 50m
- Frequency
- 4 times a week
- Estimated price
- $65–170
- Schedules at
- flixbus.com
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 45m
- Frequency
- Twice daily
- Estimated price
- $29–45
- Schedules at
- flixbus.com
- Phone
- (866) 912 6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from Milwaukee Intermodal/Amtrak Station to O'Hare International Airport - Terminal 2 Departures
- Ave. Duration
- 1h 50m
- Frequency
- Every 2 hours
- Estimated price
- $48–53
- Schedules at
- coachusa.com
- Phone
- +1 414-266-4409
- ticketinfo@badgerbus.com
- Website
- badgerbus.com
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a day
- Estimated price
- $30–45
- Website
- https://badgerbus.com
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 15m
- Frequency
- Once daily
- Estimated price
- $10–75
- Book at
- https://www.jeffersonlines.com
- Phone
- +1 800-236-1240
- Website
- golamers.com
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 50m
- Frequency
- Once daily
- Estimated price
- $29–70
- Website
- https://www.golamers.com/
- Schedules at
- https://www.golamers.com/
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Bus from Milwaukee to Green Bay - De Pere Amtrak Bus Stop
- Ave. Duration
- 2h 56m
- Frequency
- Twice daily
- Website
- https://www.amtrak.com/home.html
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More Questions & Answers
Milwaukee to Windsor bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Windsor is 1h ahead of Milwaukee. It is currently 11:21 AM in Milwaukee and 12:21 PM in Windsor.
Milwaukee to Windsor train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Milwaukee to Windsor is 601 km. It takes approximately 6h 28m to drive from Milwaukee to Windsor.
Book your Milwaukee to Windsor bus tickets online with Omio and FlixBus.
There are 421+ hotels available in Windsor.

















