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Trailways Bus Tickets
from Chicago, IL to Windsor, ON

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Overview

About buses from Chicago, IL to Windsor, ON

Buses from Chicago, IL to Windsor, ON travel the 336mi (540.74km) journey, taking approximately 9h, 5m. Usually, there are 10 buses operating per day including direct routes. While the average ticket price for this journey is around $61.93, you can find the cheapest bus tickets for as low as $52.46.

  • Distance
    336mi (540.74km)
  • Average bus duration
  • Average bus ticket price
    $61.93
  • Trips per day
    10
  • Direct routes
    1
  • Top Carriers
    FlixBus, Greyhound Lines, Barons Bus Lines

Bus Station Information for Windsor, ON

Windsor (International Transit Centre)

Bus Station, use arrow keys or tab to explore more about this bus station

Windsor, ON N9A 0A8

Trailways Bus Station
Address
300 Chatham St. W 
Windsor, ON N9A 0A8
Phone Number
(800) 858-8555
More Detailsabout Windsor (International Transit Centre) Bus Station

Windsor (Goyeau Street)

Curbside Stop, use arrow keys or tab to explore more about this bus station

Windsor, ON N9A 2W3

Curbside Stop
Address
181 Goyeau Street 
Windsor, ON N9A 2W3
Phone Number
(800) 231-2222
More Detailsabout Windsor (Goyeau Street) Curbside Stop

City InformationforChicago, IL

There’s so much to see in the Windy City, you’ll be booking your next bus to Chicago before your trip is over. No matter the season, there’s plenty to do, from lounging on lakeside beaches in the summer to ice skating in Millennium Park.

Chicago’s famous for its dogs and its deep dish, if you’re looking for eats. Museums dot the map, including The Art Institute of Chicago, Field Museum, and Griffin Museum of Science and Industry. Catch a game if your sport’s in season – Bulls or Bears, Cubs or White Sox.

If you ask a local – which we always do – an Architecture Tour is on the don’t miss list. And if you’re on a budget, just go for a stroll on the Riverwalk, Navy Pier, or by “the bean” - Millennium Park’s famed Cloud Gate sculpture.

Whatever mood strikes you, Chi-town's got something to keep you busy.

Scenic photo of Chicago, ILScenic photo of Chicago, ILScenic photo of Chicago, IL
Scenic photo of Chicago, IL
Scenic photo of Chicago, IL
Scenic photo of Chicago, IL

City InformationforWindsor, ON

Take a journey to the heart of Essex County aboard a bus to Windsor, ON, where Canadian charm meets a multicultural vibe. This “Rose City” is more than just picturesque kayaking spots on the Detroit River. It's a dynamic blend of history, arts, and irresistible eats, offering plenty to keep you entertained all day.

Stroll through the expansive Windsor Sculpture Park where art meets nature along a scenic waterfront. If you’re a history buff, Hiram Walker's legacy lives on at the Canadian Club Brand Centre, showcasing the town's rich whisky heritage. For car enthusiasts, the Automotive Hall of Fame is pure nostalgia on wheels. Not to be missed, a trip to Little Italy’s Via Italia will satisfy any cravings, thanks to local favorites like Windsor-style pizza and aromatic espresso.

With its unique local buzz, Windsor proves you don’t need endless funds to make fabulous memories. So why not bag those bus tickets and hit the road? The lively streets of Windsor, ON are waiting to be explored.

Scenic photo of Windsor, ONScenic photo of Windsor, ON
Scenic photo of Windsor, ON
Scenic photo of Windsor, ON

Frequently Asked Questions about the Bus Ride

Enjoy an effortless bus journey from Chicago to Windsor. We have daily departures from Chicago to Windsor starting as low as $52.46. Buy your bus ticket to Windsor on our website.

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