Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
Greyhound Lines, Inc. + FlixBus | Bus | Downtown Greyhound Station | Windsor (International Transit Centre) | Cheapest | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Downtown Greyhound Station | Windsor (International Transit Centre) | Fastest | ||||
 | Bus | Downtown Greyhound Station | Windsor (International Transit Centre) | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | Downtown Greyhound Station | Windsor (International Transit Centre) | No tags | ||||
Greyhound Lines, Inc. + FlixBus | Bus | 537-517 W. Jackson Blvd | Windsor (International Transit Centre) | No tags |
Last refresh of the prices: Last Saturday at 8:13 PM CDT.
Get from Chicago to Windsor
The journey takes about 10 hours 10 minutes, and with fares starting at just CLP 38,107, 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 with the Wi‑Fi. FlixBus ticket prices on this trip start at CLP 42,177
Frequently asked questions about travelling from Chicago to Windsor, ON, CA by bus
Please note that schedules, routes, or operator details shown here may be updated or vary 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 from CLP 38,107. The average price for this route is around CLP 54,672. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Chicago to Windsor?
The average bus travel time from Chicago to Windsor is 10h 10m, covering a distance of 384 km. The quickest bus can get 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 are the earliest and latest departure times for the bus from Chicago to Windsor?
The earliest bus departs from Chicago to Windsor at 5:25am. And the latest bus departs at 11:35pm.
What are the CO₂ emissions for the bus trip from Chicago to Windsor?
A bus trip from Chicago to Windsor generates an estimated 9.58285 kg of CO₂, making it a highly eco-friendly travel option and a mode of travel recommended by Busbud.
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 May 30, 2026 with a price of CLP 42,150To 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 CLP 42,150 to CLP 70,567 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 CLP 42,150 which is on 2026-05-30.
