Bus routes from Chicago, IL to Windsor, ON
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What to expect of your trip
Fast, easy, and affordable options from Chicago, IL to Windsor, ON
Avg. trip duration
10hr20mins
Avg. distance
545 km
Cheapest trip
From $57.97
3
Avg. trips a day
On this page
Bus stations and stops in Chicago, IL
Chicago Bus Station
630 W Harrison St
Chicago, IL 60607
United States
Chicago, IL 60607
United States
View this address on Google Maps
Terminal is on Howard St. between S. Desplaines St and S. Jefferson St.
Chicago Train Station
537- 517 W. Jackson Blvd.
Chicago, IL 60606
United States
Chicago, IL 60606
United States
View this address on Google Maps
Due to construction, the stop has been moved. Stop is on Southside of Jackson in the red bus lane. The approximate address is 537-517 W. Jackson Blvd just east of S. Clinton St. The counter remains in the same place inside Union Station.
Chicago (Cumberland Farms)
5800 N Cumberland Ave
Chicago, IL 60631
United States
Chicago, IL 60631
United States
View this address on Google Maps
The bus will stop in a bus bay of the Cumberland Farms CTA station.
Best service on board
Available options you can find for a more comfortable trip:
Free WiFi
Stay connected throughout your journey
Power Outlets
Keep your devices charged on the go
Comfortable seats
Relax with extra legroom and reclining seats
Luggage storage
Space to safely stow your belongings
Toilets
Conveniently available on every FlixBus
First time travelling with us?
More on our service
Frequently asked questions
Where can I see if my bus from Chicago to Windsor is on time?
How long does it take from Chicago to Windsor by bus?
What is the distance between Chicago and Windsor?
How much is the bus ticket between Chicago and Windsor?
How can I pay for the bus from Chicago to Windsor?
When is the cheapest time to book a bus ticket from Chicago to Windsor?
Buses from Chicago to Windsor
Find the cheapest buses from Chicago to Windsor
It couldn’t be easier to book your travel from Chicago to Windsor with FlixBus - and when you book in advance, you can save money too!
FlixBus operates in 46 countries connecting 5000 destinations. So no matter where you want to go, we can take you there!
Ticket prices cost as little as $57.97, with an average price of $57.98. To get the cheapest tickets, book online in advance and avoid busy times like weekends and public holidays.
The distance between Chicago and Windsor is 471 km, which takes as little as 8 hours 30 minutes with our fastest rides.
Make your journey even easier with the FlixBus app. All your information will be saved for the next time you travel.
Traveling from Chicago to Windsor
No matter whether you want to travel first thing in the morning or late at night, you’ll find a journey to suit you with 4 ridesbetween Chicago and Windsor.
The first bus is at 6:55 am with the last bus leaving at 10:10 pm. The rides from Chicago to Windsor take a minimum of 8 hours 30 minutes; what’s more, when you travel by bus, you don’t need to worry about traffic or delays en route. Just relax and enjoy the journey with free WiFi and plenty of legroom.
You can pick up a bus ticket for just $57.97 - that’s way cheaper than traveling by any other method.
Buses are also a great choice for environmentally-conscious travelers. We’re working towards being 100% carbon neutral and offer all travelers the opportunity to offset their carbon emissions when booking their tickets. Simply select the “CO2 compensation" box when paying online and we’ll use all of the money to make a direct impact on the future of sustainable mobility.
Taking the bus from Chicago
Ready for your journey from Chicago?
Chicago has 3 stations and is well connected with buses to 113 destinations across the country.
No matter where you’re traveling from, you can find plenty of information on our website or by contacting FlixBus directly for travel information. We’ll do our best to make sure you’re well-equipped for your journey, so you can experience everything the trip has to offer.
Arrival in Windsor
Start planning your trip to Windsor now. Never visited before? Here’s all you need to know.
Windsor is one of the best-connected cities, so you’re not short on choices of how to get here.
FlixBus has one bus stop in Windsor, connecting 16 cities.
Never miss a beat as you sample the sights and culture synonymous with this city. Now is the time to hop aboard FlixBus and explore!
What to expect onboard the FlixBus bus from Chicago to Windsor
Traveling from Chicago to Windsor is quick, clean and comfortable - and it couldn’t be easier to book a ticket. You can book online via the website, on our app, in person at a FlixShop or using Google Assistant.
We accept card payment as well as Paypal, Google Pay, and Apple Pay, but there are many more payment options that you can choose from.
The easiest way to book your ticket is using our app. You’ll be able to make your reservation within seconds and there’s no need to print and carry the ticket with you, as your phone will be your ticket.
Want to sit beside family or friends or keep the space beside you free? Need easy access to the toilet or a table to get on with some work whilst traveling? You can reserve a seat when you book on the app or website, and you can choose from a variety of seat options including a table seat, panorama seat or extra seat.
Once you’re settled in your seat, you can sit back and relax with plenty of onboard services to help you make the most of your trip. Most of our buses have onboard Wifi and an entertainment system so you can catch up on your favorite shows or listen to audiobooks. We’ve also got toilets onboard, as well as power outlets.
What’s more, you get a generous luggage allowance when you travel with FlixBus with one carry-on bag and one checked bag, so you can bring everything you need for your trip.
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Onboard services are subject to availability