There are 8 ways to get from Milwaukee to Windsor by plane, car, bus (Flixbus), train (Amtrak), 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, drive
best- Fly from General Mitchell International Airport (MKE) to Detroit (DTW)plane MKE - DTW
- Drive from Cass & Michigan to Windsorcar
4h 7m$1,007–1,508Bus (Flixbus)
cheapest- Take the bus from Milwaukee Intermodal Station to Detroit Bus Stationbus FlixBus 2550
7h 34m$83–123Train (Amtrak)
- Take the train from Milwaukee to Chicago Union Stationtrain Hiawatha Service / ...
- Take the train from Chicago Union Station to Detroittrain Wolverine
8h 29m$287–444Drive 600.6 km
- Drive from Milwaukee to Windsorcar 600.6 km
6h 26m$121–175Bus 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 45m$248–1,013Train, 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
6h 6m$263–765Bus 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 20m$130–714Bus to Appleton International Airport, fly
- Take the bus from Milwaukee to Oshkoshbus
- Fly from Appleton International Airport (ATW) to Detroit (DTW)plane ATW - DTW
6h 1m$188–767
General Mitchell International Airport (MKE) to Detroit (DTW) flights
Comparing Your Travel Options
The cheapest way to get from Milwaukee to Windsor is to bus which costs $80 - $130 and takes 7h 34m.
The fastest way to get from Milwaukee to Windsor is to fly and drive which takes 4h 7m and costs $1,000 - $1,600.
No, there is no direct bus from Milwaukee station to Windsor station. However, there are services departing from Milwaukee Intermodal Station and arriving at Detroit Bus Station via . The journey, including transfers, takes approximately 7h 34m.
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 29m.
The distance between Milwaukee and Windsor is 436 km. The road distance is 600.6 km.
It takes approximately 4h 7m 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 bus which takes 7h 34m and costs $80 - $130. Alternatively, you can train, which costs $280 - $450 and takes 8h 29m.
Milwaukee to Windsor bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
What companies run services between Milwaukee, WI, USA and Windsor, ON, Canada?
Flixbus USA operates a bus from Milwaukee Intermodal Station to Detroit Bus Station 4 times a week. Tickets cost $80–130 and the journey takes 7h 25m. Alternatively, you can take a train from Milwaukee to Windsor via Chicago Union Station, Detroit, Baltimore St - Southbound, and Congress St in around 8h 29m.
- Website
- delta.com
Flights from General Mitchell International Airport to Detroit
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $110–800
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $70–500
Flights from Chicago Midway International Airport to Detroit
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $100–750
Flights from Dane County Regional Airport-Truax Field to Detroit
- Ave. Duration
- 1h 19m
- When
- Every day
- Estimated price
- $95–650
Flights from Appleton International Airport to Detroit
- Ave. Duration
- 1h 23m
- When
- Every day
- Estimated price
- $90–650
- Website
- southwest.com
Flights from General Mitchell International Airport to Detroit via Chicago Midway International Airport
- Ave. Duration
- 3h 5m
- When
- Every day
- Estimated price
- $120–850
Flights from Chicago Midway International Airport to Detroit
- Ave. Duration
- 1h 8m
- When
- Every day
- Estimated price
- $100–750
- Website
- united.com
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $70–500
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $70–500
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $65–110
- Website
- Amtrak
Train from Chicago Union Station to Detroit
- Ave. Duration
- 5h 20m
- Frequency
- 3 times a day
- Estimated price
- $220–340
- Website
- Amtrak
Train from Milwaukee to Chicago Union Station
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $65–110
- Website
- Amtrak
- Phone
- +1 888-968-7282
- Website
- Chicago Transit Authority
Subway from LaSalle/Van Buren to Midway
- Ave. Duration
- 33 min
- Frequency
- Every 15 minutes
- Estimated price
- $3–8
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $3–8
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Milwaukee Intermodal Station to Detroit Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- 4 times a week
- Estimated price
- $80–130
- Schedules at
- Flixbus USA
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 40m
- Frequency
- Once daily
- Estimated price
- $17–26
- Schedules at
- Flixbus USA
- 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
- Hourly
- Estimated price
- $54–59
- Website
- coachusa.com
- Phone
- +1 414-266-4409
- ticketinfo@badgerbus.com
- Website
- Badger Bus
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 35m
- Frequency
- 5 times a day
- Estimated price
- $30–45
- Website
- Badger Bus
- 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
- $40–60
- Book at
- Jefferson Lines
- Adult
- $40–60
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 30m
- Frequency
- Once daily
- Estimated price
- $19–29
- Website
- Greyhound
- Phone
- 920 496 3600
- Website
- example.com
Bus from Milwaukee, WI - Amtrak to Madison, WI-Lake St.
- Ave. Duration
- 1h 45m
- Frequency
- Once daily
- Estimated price
- $28–31
- Schedules at
- golamers.com
Bus from Milwaukee to Oshkosh
- Ave. Duration
- 1h 40m
- Frequency
- Once daily
- Estimated price
- $29–33
- Schedules at
- golamers.com
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Booking & Getting There
Windsor is 1h ahead of Milwaukee. It is currently 12:06 AM in Milwaukee and 1:06 AM 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 26m to drive from Milwaukee to Windsor.
Book your Milwaukee to Windsor bus tickets online with Omio.
There are 451+ hotels available in Windsor.

















