Bus Tickets from Chicago to Windsor, ON, CA

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TodaySep 1
from $74
TomorrowSep 2
from $50
WedSep 3
ThuSep 4
FriSep 5
SatSep 6
SunSep 7
MonSep 8

Cheap buses leaving tomorrow

One passenger / one way

  • This trip is recommended because it is: Cheapest
    Departure time: September 2 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: September 2 at
    Destination city: Windsor
    Destination location: Windsor (International Transit Centre)
    Operated by: Greyhound Lines, Inc. + FlixBus
    Greyhound Lines, Inc. + FlixBus
    Vehicle: BusDuration:
  • This trip is recommended because it is: Fastest
    Departure time: September 2 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: September 3 at
    Destination city: Windsor
    Destination location: Windsor (International Transit Centre)
    Operated by: Greyhound Lines, Inc. + FlixBus
    Greyhound Lines, Inc. + FlixBus
    Vehicle: BusDuration:
  • Departure time: September 2 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: September 3 at
    Destination city: Windsor
    Destination location: Windsor (International Transit Centre)
    Operated by: Greyhound Lines, Inc. + FlixBus
    Greyhound Lines, Inc. + FlixBus
    Vehicle: BusDuration:
  • Departure time: September 2 at
    Departure city: Chicago
    Departure location: Downtown Greyhound Station
    Arrival time: September 3 at
    Destination city: Windsor
    Destination location: Windsor (International Transit Centre)
    Operated by: Greyhound Lines, Inc. + FlixBus
    Greyhound Lines, Inc. + FlixBus
    Vehicle: BusDuration:
  • Departure time: September 2 at
    Departure city: Chicago
    Departure location: 537-517 W. Jackson Blvd
    Arrival time: September 3 at
    Destination city: Windsor
    Destination location: Windsor (International Transit Centre)
    Operated by: Greyhound Lines, Inc. + FlixBus
    Greyhound Lines, Inc. + FlixBus
    Vehicle: BusDuration:

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Bus Chicago to Windsor, ON, CA: Trip Overview

Average ticket price$72
Average bus trip duration9h 20m
Number of daily buses9
Earliest bus departure5:45am
Distance238 miles (383 km)
Latest bus departure10:10pm

Chicago to Windsor Bus

With Busbud, comparing and booking tickets for a bus from Chicago to Windsor is a breeze. Browse through an extensive selection of bus fares and bus schedules to find the best deals.

Bus service from Chicago to Windsor will be provided by the most trusted bus companies.

From cheap bus tickets to more luxurious buses traveling from Chicago to Windsor, we offer a wide range of bus services to best suit your needs depending on how much your budget is.

Frequently asked questions for your trip Chicago - Windsor, ON, CA

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
08/30
No data
08/31
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Today
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09/02
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09/03
No data
09/04
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09/05
$36
09/06
No data
busbud logoThe cheapest trip from Chicago to Windsor, ON, CA was searched and found on Sep 5, 2025 with a price of $36

To 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 $36 to $58 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 $36 which is on 2025-09-05.

About Bus Travel

Bus Travel Tips

Meet and talk to locals at the bus stations while traveling from Chicago to Windsor.There is no better way to get inside travel information while exploring a new city than to go straight to its people.

Much more than a mere vehicle taking you from Chicago to Windsor, riding the bus will expose you to some of the most stunning panoramas while enroute to your final bus stop.

Taking the bus creates the smallest carbon footprint compared to other modes of transport. Not to mention that buses will allow you to discover scenic gems from Chicago to Windsor that are otherwise impossible to come by with a plane.

Create your own real life musical score by curating a personalized bus travel playlist - the perfect accompaniment to your bus ride from Chicago to Windsor.

Did you know?

The Superbus, created by a Dutch engineer is the world's fastest bus with 250 km/h. Too bad it's only a prototype for now.

9.2% of ground transportation in Europe is done by bus versus 7.4% by train.

It takes 27 hours to go by bus from Lima to Cusco, one of the craziest bus trips on the world. This route is used daily by locals and backpackers.

Will you be returning to Chicago by bus?

Bus from Windsor, ON, CA to Chicago

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