There are 9 ways to get from Illinois to Windsor by bus (Amtrak), train (Amtrak), car, subway, plane, bus (Greyhound, Flixbus), train, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Bus via Dearborn Transit Center (Amtrak)
best- Take the bus from Chicago Union Station to Dearbornbus Amtrak Thruway Connecting Service
5h 54mBus
cheapest- Take the bus from Chicago Bus Station to Detroit Bus Stationbus Greyhound US0160
6h 24m$63–107Train (Amtrak)
- Take the train from Chicago Union Station to Detroittrain Wolverine
6h$218–335Drive 457.6 km
- Drive from Chicago to Windsorcar 457.6 km
4h 47m$92–132Subway to Chicago Midway International Airport, fly to Detroit, drive
- Take the subway from Adams/Wabash to Midwaysubway
- Fly from Chicago Midway International Airport (MDW) to Detroit (DTW)plane MDW - DTW
- Drive from Cass & Michigan to Windsorcar
4h 11m$198–442Fly Chicago O'Hare International Airport to Detroit
- Fly from Chicago O'Hare International Airport (ORD) to Detroit (DTW)plane ORD - DTW
4h 39m$198–1,112Train to South Bend, fly to Detroit
- Take the train from Van Buren St. to South Bend Airporttrain
- Fly from South Bend (SBN) to Detroit (DTW)plane SBN - DTW
5h 43m$100–628Train to General Mitchell International Airport, fly to Detroit
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Detroit (DTW)plane MKE - DTW
5h 45m$1,273–1,626Fly Chicago O'Hare International Airport to Bishop International Airport, bus
- Fly from Chicago O'Hare International Airport (ORD) to Bishop International Airport (FNT)plane ORD - FNT
- Take the bus from Flint to Detroit Bus Stationbus
5h 52m$68–389
Chicago Midway International Airport (MDW) to Detroit (DTW) flights
Comparing Your Travel Options
The cheapest way to get from Illinois to Windsor is to bus which costs $60 - $110 and takes 6h 24m.
The fastest way to get from Illinois to Windsor is to subway and fly and drive which takes 4h 11m and costs $190 - $450.
No, there is no direct bus from Illinois station to Windsor. However, there are services departing from Chicago Union Station and arriving at Larned & Griswold via Dearborn Transit Center. The journey, including transfers, takes approximately 5h 54m.
No, there is no direct train from Illinois station to Windsor. However, there are services departing from Chicago Union Station and arriving at Congress St via Baltimore St - Southbound. The journey, including transfers, takes approximately 6h.
The distance between Illinois and Windsor is 465 km. The road distance is 457.6 km.
It takes approximately 5h 54m to get from Illinois to Windsor, including transfers.
Illinois to Windsor bus services, operated by Amtrak, depart from Chicago Union Station.
Illinois to Windsor train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Illinois to Windsor is to bus via Dearborn Transit Center which takes 5h 54m and costs . Alternatively, you can train, which costs $210 - $340 and takes 6h, you could also fly, which costs $190 - $1,200 and takes 4h 39m.
Illinois to Windsor bus services, operated by Amtrak, arrive at Dearborn station.
What companies run services between Illinois, USA and Windsor, ON, Canada?
Amtrak operates a bus from Chicago Union Station to Dearborn twice a week, and the journey takes 4h 47m. Alternatively, Amtrak operates a train from Chicago Union Station to Detroit 3 times a day. Tickets cost $210–340 and the journey takes 5h 20m.
- Website
- united.com
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $70–500
Flights from Chicago O'Hare International Airport to Bishop International Airport
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $50–360
- Website
- delta.com
Flights from Chicago Midway International Airport to Detroit
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $100–750
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $70–500
Flights from South Bend to Detroit
- Ave. Duration
- 1h 7m
- When
- Every day
- Estimated price
- $75–600
Flights from General Mitchell International Airport to Detroit
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $120–850
- Website
- southwest.com
Flights from Chicago Midway International Airport to Detroit
- Ave. Duration
- 1h 8m
- When
- Every day
- Estimated price
- $100–750
Flights from General Mitchell International Airport to Detroit via Chicago Midway International Airport
- Ave. Duration
- 3h 6m
- When
- Every day
- Estimated price
- $130–850
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 33m
- When
- Every day
- Estimated price
- $70–500
Flights from Chicago O'Hare International Airport to Bishop International Airport
- Ave. Duration
- 1h 28m
- When
- Every day
- Estimated price
- $50–360
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Chicago Union Station to Detroit
- Ave. Duration
- 5h 20m
- Frequency
- 3 times a day
- Estimated price
- $210–340
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- 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 Adams/Wabash to Midway
- Ave. Duration
- 23 min
- Frequency
- Every 15 minutes
- Estimated price
- $3–7
- Website
- Chicago Transit Authority
- Schedules at
- Chicago Transit Authority Schedules & Routes
- Adult
- $3–7
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Hourly
- Estimated price
- $20–23
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $20–23
Train from Van Buren St. to South Bend Airport
- Ave. Duration
- 2h 4m
- Frequency
- Every 4 hours
- Estimated price
- $6–23
- Schedules at
- Northern Indiana Commuter Transportation District
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Chicago Union Station to Dearborn
- Ave. Duration
- 4h 47m
- Frequency
- Twice a week
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $70–110
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Chicago Bus Station to Detroit Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $60–95
- Schedules at
- Flixbus USA
Bus from Flint to Detroit Bus Station
- Ave. Duration
- 1h 15m
- Frequency
- Twice daily
- Estimated price
- $13–20
- Schedules at
- Flixbus USA
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Booking & Getting There
Windsor is 1h ahead of Illinois. It is currently 12:04 AM in Illinois and 1:04 AM in Windsor.
Illinois to Windsor train services, operated by Amtrak, arrive at Detroit station.
Yes, the driving distance between Illinois to Windsor is 458 km. It takes approximately 4h 47m to drive from Illinois to Windsor.
There are 407+ hotels available in Windsor.













