Find cheap bus tickets from Windsor to Chicago

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TodayApr 25
TomorrowApr 26
from $46
SatApr 27
from $44
SunApr 28
MonApr 29
from $40
TueApr 30
WedMay 1
ThuMay 2

Cheap buses leaving tomorrow

One passenger / one way

  • This trip is recommended because it is: Cheapest + Fastest
    Departure time: April 26 at
    Departure city: Windsor
    Departure location: 181 Goyeau St
    Arrival time: April 26 at
    Destination city: Chicago
    Destination location: Downtown Greyhound Station
    Operated by: FlixBusFlixBus
    Vehicle: BusDuration:
    $75
  • Departure time: April 26 at
    Departure city: Windsor
    Departure location: 181 Goyeau St
    Arrival time: April 26 at
    Destination city: Chicago
    Destination location: Downtown Greyhound Station
    Operated by
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:
    $46
  • Departure time: April 26 at
    Departure city: Windsor
    Departure location: 181 Goyeau St
    Arrival time: April 27 at
    Destination city: Chicago
    Destination location: Downtown Greyhound Station
    Operated by
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:
    $46
  • Departure time: April 26 at
    Departure city: Windsor
    Departure location: 181 Goyeau St
    Arrival time: April 26 at
    Destination city: Chicago
    Destination location: Chicago 95Th & Dan Ryan
    Operated by
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:
    $60
  • Departure time: April 26 at
    Departure city: Windsor
    Departure location: 181 Goyeau St
    Arrival time: April 26 at
    Destination city: Chicago
    Destination location: Chicago 95Th & Dan Ryan
    Operated by
    FlixBus + Greyhound Lines, Inc.
    Vehicle: BusDuration:
    $60
Bus Windsor to Chicago: Trip Overview

Bus Windsor to Chicago: Trip Overview

Average ticket price$65
Average bus trip duration9h 40m
Number of daily buses7
Earliest bus departure5:15 AM
Distance238 miles (383 km)
Latest bus departure8:30 PM

Windsor to Chicago Buses

Information on this bus route

Daily Departures7
Earliest and Latest Bus Departures5:15AM - 8:30PM
Minimum Price$45
Average Ticket Price$65
Minimum Trip Duration8h10m
Average Bus Trip Duration9h40m
Distance238 miles (383 km)
Bus Companies on This RouteFlixBus
Frequently Asked Questions

Frequently asked questions for your trip Windsor - Chicago

The bus is the best choice to get to Chicago without a car. The bus provides a cost-effective, safe, and easy way to travel between the two cities. You also have the choice of using carpooling services.

On average, the trip from Windsor to Chicago takes around 9h 40m, but the fastest bus can get you there in about 8h 10m. This is the time it takes to travel the 240 miles (387 km) that separate the two cities.

About 240 miles (387 km) separate Windsor and Chicago.

You can choose from 7 travel times and travel with FlixBus. Depending on the day of the week, the number of buses available from Windsor to Chicago may vary. Busbud can make your trip from Windsor to Chicago a breeze! Simply check the schedules and pick the bus that matches your needs and budget. It's that easy!

The bus service has you covered with departures starting at 5:15 AM and ending at 8:30 PM.

Most of the buses traveling from Windsor to Chicago leave from 181 Goyeau St and arrive at Downtown Greyhound Station. These are the main pick-up and drop-off locations on this route, but you can also find other options that could better fit your plans.

Go for the bus if you want the most affordable way to travel this route. With prices starting at $39, you won't find a more affordable way to get there.

The average price of a one-way ticket from Windsor to Chicago is $65. In the past 30 days, prices have fluctuated between $39 and $125, so it's best to compare them to make sure you get the best deal.

Once in Chicago, you can start exploring the city and discover its surroundings. The top sights and things to do are Willis Tower (Sears Tower), Museum of Contemporary Art, Auditorium Building and Theatre, Navy Pier and Lincoln Park Zoo.

Yes, you can take a night bus to go from Windsor to Chicago. Remember to bring along essentials like a blanket and some snacks to ensure a cozy and convenient journey.

About Bus Travel

Bus Travel Tips

Make friends with the driver. They usually know a lot about your destination and may even recommend which side of the bus to sit on to get the best views on the road between Windsor and Chicago!

Start sightseeing the minute your bus leaves the station. If you're on the night bus from Windsor to Chicago, get comfy and count the stars.

Buses have one of the smallest carbon footprints of motorized transport modes. A bus going from Windsor to Chicago will emit less CO2 than a car or an airplane.

Make a music playlist for your bus ride from Windsor to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.

Did you know?

The bus driver with the longest career in the world drove more than 2,000,000 miles and is a happy World Record holder.

Did you know there are on average 4,400 intercity bus departures every day in the US only? This number has been growing for 9 years in a row, yay!

One of the longest bus route in the world goes all the way from Ontario to Alberta in Canada (with the same bus). This trip is 3,435 km or 2,135 miles long and the price is a bit under $100.

Will you be returning to Windsor by bus?

Bus from Chicago to Windsor

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