Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
FlixBus + Greyhound Lines, Inc. + FlixBus | Bus | Chicago 95Th & Dan Ryan | Windsor (International Transit Centre) | Cheapest | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Downtown Greyhound Station | Windsor (International Transit Centre) | Fastest | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Downtown Greyhound Station | Windsor (International Transit Centre) | No tags | ||||
 | Bus | Downtown Greyhound Station | Windsor (International Transit Centre) | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Downtown Greyhound Station | Windsor (International Transit Centre) | No tags |
Last refresh of the prices: Today at 8:52 PM CDT.
Get from Chicago to Windsor
The journey takes about 10 hours 10 minutes, and with fares starting at just R 703, it presents an excellent value for a comfortable ride.
Where are the popular stops in Chicago and Windsor?
Stops in Chicago
- A630 W Harrison St, Chicago, IL 60607, USA
- C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA - D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA - E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA - F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA
Stops in Windsor
- A181 Goyeau St, Windsor, ON N9A 2W3, Canada
- B300 Chatham St W, Windsor, ON N9A 0A8, Canada
Compare bus companies
Based on 12715 reviews, the company was rated 3.5 stars on Busbud. Travellers were especially satisfied with the ticket access and the temperature but often complained about the Wi-Fi. FlixBus ticket prices on this trip start at R 778
Frequently asked questions about travelling from Chicago to Windsor, ON, CA by bus
Please note that timetables, routes, or operator details shown here may be updated or differ at the time of your trip.
How much is the bus ticket from Chicago to Windsor?
The cheapest bus tickets from Chicago to Windsor start at R 703. The average price for this route is around R 1 008. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the bus journey from Chicago to Windsor?
The average bus journey time from Chicago to Windsor is 10h 10m, covering a distance of 384 km. The fastest bus gets you there in 8h 45m and is operated by FlixBus.
Which bus companies service the Chicago to Windsor route?
Several major bus companies operate on this route with 10 buses available per day.
What is the earliest and latest departure time for the bus from Chicago to Windsor?
The earliest bus departs from Chicago to Windsor at 05:25. And the latest bus departs at 23:35.
What are the CO₂ emissions for the bus trip from Chicago to Windsor?
A bus trip from Chicago to Windsor produces an estimated 9.58285 kg of CO₂, making it a highly eco-friendly travel option and Busbud’s recommended way to travel.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Chicago to Windsor, ON, CA was searched and found on 01 Jun 2026 with a price of R 777To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Chicago to Windsor, ON, CA as early as possible.
You can expect to pay from R 777 to R 1 301 for a bus ticket from Chicago to Windsor, ON, CA based on the last 2 days. You can expect to find the cheapest price for the trip at R 777, which is on 2026-06-01.
