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 Friday at 4:35 AM CDT.
Get from Chicago to Windsor
The journey takes about 10 hours 10 minutes and with fares starting at just ₹4,078, 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
Flixbus is a European bus operator that offers intercity and bus travel in over 38 countries. Known for their easy-to-spot lime green buses and for offering affordable transportation between cities in Europe and the Americas, Flixbus is a good option for those looking for an affordable, reliable bus company. In their buses, you'll find free WiFi, bathrooms, and power outlets. You can also pay extra to choose your seat and get extra legroom, or even buy a snack or drink onboard directly from the driver. You can reschedule your ticket for a small fee, which varies from $1 to $5, depending on how close you are to the departure date.
Frequently asked questions about traveling 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 ₹4,078. The average price for this route is around ₹5,851. 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 trip duration from Chicago to Windsor is 10h 10m, covering a distance of 238 miles (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 is the earliest and latest departure time 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 recommended mode of travel 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 ₹4,511To 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 ₹4,511 to ₹8,042 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 ₹4,511 which is on 2026-05-30.
