There are 8 ways to get from Woodridge to Windsor by train (Amtrak), bus (Greyhound, Flixbus), car, bus, train, subway, plane, or bus (Amtrak)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train (Amtrak)
best- Take the train from Chicago Union Station to Detroittrain Wolverine
8h 30m$104–242Bus
cheapest- Take the bus from Chicago Bus Station to Detroit Bus Stationbus Greyhound US0160
9h 4m$69–112Drive 482.8 km
- Drive from Woodridge to Windsorcar 482.8 km
5h 7m$98–141Line 834 bus, train, subway to Chicago Midway International Airport, fly to Detroit
- Take the bus from Janes Ave & Crabtree Ave to Downers Grove Metrabus
- Take the train from Downers Grove 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 8m$205–673Bus via Dearborn Transit Center (Amtrak)
- Take the bus from Chicago Union Station to Dearbornbus Amtrak Thruway Connecting Service
9h 51m$101–153Bus to Chicago O'Hare International Airport, fly to Detroit
- Take the bus from Downers Grove to O'Hare International Terminal 2bus
- Fly from Chicago O'Hare International Airport (ORD) to Detroit (DTW)plane ORD - DTW
5h 54m$255–1,041Bus to Chicago O'Hare International Airport, fly to Bishop International Airport, bus
- Take the bus from Downers Grove to O'Hare International Terminal 2bus
- 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
7h 1m$125–488Line 834 bus, train, train to General Mitchell International Airport, fly to Detroit
- Take the bus from Janes Ave & Crabtree Ave to Downers Grove Metrabus
- Take the train from Downers Grove to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Milwaukeetrain
- Fly from General Mitchell International Airport (MKE) to Detroit (DTW)plane MKE - DTW
8h 18m$1,044–1,605
Woodridge to Windsor by bus, train, and tram (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Woodridge to Windsor is to bus which costs $65 - $120 and takes 9h 4m.
The fastest way to get from Woodridge to Windsor is to drive which takes 5h 7m and costs $95 - $150.
No, there is no direct bus from Woodridge to Windsor station. However, there are services departing from Janes Ave & Crabtree Ave and arriving at Detroit Bus Station via Chicago Bus Station. The journey, including transfers, takes approximately 9h 4m.
No, there is no direct train from Woodridge to Windsor. However, there are services departing from Downers Grove and arriving at Congress St via Chicago Union Station and Baltimore St - Southbound. The journey, including transfers, takes approximately 8h 30m.
The distance between Woodridge and Windsor is 499 km. The road distance is 482.8 km.
The best way to get from Woodridge to Windsor without a car is to train which takes 8h 30m and costs $100 - $250.
It takes approximately 8h 30m to get from Woodridge to Windsor, including transfers.
Woodridge to Windsor bus services, operated by Greyhound USA, depart from Chicago Bus Station.
Woodridge to Windsor train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Woodridge to Windsor is to train which takes 8h 30m and costs $100 - $250. Alternatively, you can bus, which costs $65 - $120 and takes 9h 4m.
What companies run services between Woodridge, DuPage County, IL, USA and Windsor, ON, Canada?
Amtrak operates a train from Chicago Union Station to Detroit 3 times a day. Tickets cost $95–230 and the journey takes 5h 20m. Alternatively, Greyhound USA operates a bus from Chicago Bus Station to Detroit Bus Station 3 times a day. Tickets cost $60–100 and the journey takes 6h 15m. Flixbus USA also services this route twice daily.
- Website
- delta.com
Flights from Chicago Midway International Airport to Detroit
- Ave. Duration
- 1h 12m
- When
- Every day
- Estimated price
- $100–750
Flights from Chicago O'Hare International Airport to Detroit
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $70–550
Flights from General Mitchell International Airport to Detroit
- Ave. Duration
- 1h 13m
- When
- Every day
- Estimated price
- $110–800
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
- $95–230
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $29–70
- 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
- $60–100
- Website
- Greyhound
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Booking & Getting There
Woodridge to Windsor bus services, operated by Greyhound USA, arrive at Detroit Bus Station.
Windsor is 1h ahead of Woodridge. It is currently 8:40 AM in Woodridge and 9:40 AM in Windsor.
Woodridge to Windsor train services, operated by Amtrak, arrive at Detroit station.
Yes, the driving distance between Woodridge to Windsor is 483 km. It takes approximately 5h 7m to drive from Woodridge to Windsor.
There are 440+ hotels available in Windsor.





