Next bus departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | Windsor (International Transit Centre) | Downtown Greyhound Station | Cheapest | ||||
FlixBus + Greyhound Lines, Inc. | Bus | Windsor (International Transit Centre) | Downtown Greyhound Station | Fastest | ||||
FlixBus + Greyhound Lines, Inc. | Bus | Windsor (International Transit Centre) | Downtown Greyhound Station | No tags | ||||
| Bus | Windsor (International Transit Centre) | Chicago 95Th & Dan Ryan | No tags | ||||
FlixBus + Greyhound Lines, Inc. | Bus | Windsor (International Transit Centre) | Chicago 95Th & Dan Ryan | No tags | ||||
FlixBus + Greyhound Lines, Inc. + FlixBus | Bus | Windsor (International Transit Centre) | Chicago 95Th & Dan Ryan | No tags |
Last refresh of the prices: Last Friday at 2:10 PM EDT.
Get from Windsor to Chicago
The journey takes about 9 hours 50 minutes and with fares starting at just $41, it presents an excellent value for a comfortable ride.
Bus stations and stops in Windsor and Chicago
Stops in Windsor
- A
181 Goyeau St
181 Goyeau St, Windsor, ON N9A 2W3, Canada - B
300 Chatham St W
300 Chatham St W, Windsor, ON N9A 0A8, Canada
Stops in Chicago
- A
Downtown Greyhound Station
630 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
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 Windsor, ON, CA to Chicago 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 Windsor to Chicago?
The cheapest bus tickets from Windsor to Chicago start from $41. The average price for this route is around $59. 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 Windsor to Chicago?
The average bus trip duration from Windsor to Chicago is 9h 50m, covering a distance of 238 miles (384 km). The quickest bus can get you there in 7h 15m and is operated by FlixBus.
Which bus companies service the Windsor to Chicago route?
Several major bus companies operate on this route with 12 buses available per day.
What is the earliest and latest departure time for the bus from Windsor to Chicago?
The earliest bus departs from Windsor to Chicago at 5:00am. And the latest bus departs at 8:35pm.
What are the CO₂ emissions for the bus trip from Windsor to Chicago?
A bus trip from Windsor to Chicago generates an estimated 9.586275000000002 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 Windsor, ON, CA to Chicago was searched and found on Jul 29, 2026 with a price of $40To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Windsor, ON, CA to Chicago, as early as possible.
You can expect to pay from $40 to $75 for a bus ticket from Windsor, ON, CA to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $40 which is on 2026-07-29.
