Bus Chicago to Windsor, ON and return

Cheap bus and train tickets for trips from Windsor, ON to Chicago and return

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Are you trying to find a bus from Chicago to Windsor, ON or from Windsor, ON to Chicago? Then use our search function to find the ideal option. This route is served by . It isn't hard to find affordable tickets; just make sure not to book last-minute and avoid peak periods, such as spring break or the holidays. Simply click the "Find Now" button and happy travels!

Chicago to Windsor, ON Bus Information

Cheapest Bus$4.99
Fastest Bus5h 20m
Distance237.9 miles
Bus Companiesmegabus US, Greyhound US, OurBus
At the moment, we don’t have intercity buses from Chicago to Windsor, ON. In the following list, you can find the cheapest bus connections near Chicago and Windsor, ON as well as alternative means of transportation.
Departure / Arrival
Date best offer
Company
Best price
  • Chicago
    Detroit
      2:30 PM
      9:00 PM
    19 Feb
    megabus USmegabus US
    from $4.99
  • Chicago
    Detroit
      2:30 PM
      9:00 PM
    23 Jan
    megabus USmegabus US
    from $4.99
  • Chicago
    Detroit
      7:40 AM
      1:50 PM
    6 Feb
    megabus USmegabus US
    from $4.99
  • Chicago
    Detroit
      7:40 AM
      1:50 PM
    3 Feb
    megabus USmegabus US
    from $4.99
  • Chicago
    Ann Arbor, MI
      2:30 PM
      8:10 PM
    23 Jan
    megabus USmegabus US
    from $4.99
  • Chicago
    Ann Arbor, MI
      7:40 AM
      1:00 PM
    27 Jan
    megabus USmegabus US
    from $4.99
  • Chicago
    Ann Arbor, MI
      2:30 PM
      8:10 PM
    28 Jan
    megabus USmegabus US
    from $4.99
  • Chicago
    Ann Arbor, MI
      2:30 PM
      8:10 PM
    26 Feb
    megabus USmegabus US
    from $4.99
  • Chicago
    Detroit
      2:30 PM
      9:00 PM
    5 Mar
    megabus USmegabus US
    from $10.00
  • Chicago
    Ann Arbor, MI
      11:15 PM
      4:40 AM
    19 Mar
    +1
    Greyhound USGreyhound US
    from $19.00
  • Chicago
    Ann Arbor, MI
      11:15 PM
      4:40 AM
    7 Mar
    +1
    Greyhound USGreyhound US
    from $19.00
  • Chicago
    Ann Arbor, MI
      10:35 PM
      4:40 AM
    23 Jan
    +1
    Greyhound USGreyhound US
    from $19.00
  • Chicago
    Detroit
      8:15 AM
      2:15 PM
    3 Feb
    OurBusOurBus
    from $30.00
  • Chicago
    Detroit
      1:00 PM
      7:00 PM
    3 Feb
    OurBusOurBus
    from $34.00
  • Chicago
    Detroit
      3:00 PM
      7:20 PM
    3 Feb
    BlaBlaCarBlaBlaCar
    from $32.16
At the moment, we don’t have intercity buses from Windsor, ON to Chicago. In the following list, you can find the cheapest bus connections near Windsor, ON and Chicago as well as alternative means of transportation.
Departure / Arrival
Date best offer
Company
Best price
  • Detroit
    Chicago
      8:15 AM
      12:45 PM
    19 Feb
    megabus USmegabus US
    from $4.99
  • Detroit
    Chicago
      8:15 AM
      12:45 PM
    22 Jan
    megabus USmegabus US
    from $4.99
  • Detroit
    Chicago
      2:15 PM
      6:45 PM
    27 Jan
    megabus USmegabus US
    from $4.99
  • Ann Arbor, MI
    Chicago
      3:15 PM
      6:45 PM
    10 Feb
    megabus USmegabus US
    from $4.99
  • Ann Arbor, MI
    Chicago
      9:15 AM
      12:45 PM
    24 Feb
    megabus USmegabus US
    from $4.99
  • Ann Arbor, MI
    Chicago
      9:15 AM
      12:45 PM
    22 Jan
    megabus USmegabus US
    from $4.99
  • Ann Arbor, MI
    Chicago
      3:15 PM
      6:45 PM
    26 Feb
    megabus USmegabus US
    from $4.99
  • Ann Arbor, MI
    Chicago
      3:15 PM
      6:45 PM
    2 Mar
    megabus USmegabus US
    from $10.00
  • Ann Arbor, MI
    Chicago
      3:15 PM
      6:45 PM
    12 Mar
    megabus USmegabus US
    from $10.00
  • Detroit
    Chicago
      7:05 PM
      11:35 PM
    17 Mar
    Greyhound USGreyhound US
    from $19.00
  • Detroit
    Chicago
      7:05 PM
      11:35 PM
    24 Mar
    Greyhound USGreyhound US
    from $19.00
  • Detroit
    Chicago
      7:05 PM
      11:35 PM
    16 Mar
    Greyhound USGreyhound US
    from $19.00
  • Detroit
    Chicago
      9:00 PM
      1:00 AM
    3 Feb
    +1
    OurBusOurBus
    from $25.00
  • Ann Arbor, MI
    Chicago
      10:00 PM
      1:00 AM
    3 Feb
    +1
    OurBusOurBus
    from $25.00

Current ticket prices


Bus stops in Chicago and Windsor, ON

  Stations
Cass Ave 1310, 48226 Detroit (USA)
E William St 115, 48104 Ann Arbor, MI (USA)
East Canfield Street (between John R. and Brush St.) 225, 48207 Detroit (USA)
S State StI 48104 2694 , 48104 Ann Arbor, MI (USA)
Howard St 1001, 48226 Detroit (USA)

More on bus features and services


Chicago and Windsor, ON: Useful Info

Chicago
2.70 Million
Windsor, ON
217,188
Taxi
$4.65
$4.11
Chicago
Windsor, ON
A cab ride in Chicago is 12% more expensive than in Windsor, ON.
Local buses
$2.25
$2.10
Chicago
Windsor, ON
A bus fare in Chicago is 7% more expensive than in Windsor, ON.
Beer
$5.00
$3.83
Chicago
Windsor, ON
A large beer in Chicago is 24% more expensive than in Windsor, ON.
Water
$1.90
$1.60
Chicago
Windsor, ON
A bottle of water in Chicago is 16% more expensive than in Windsor, ON.
Meal
$10.74
$9.76
Chicago
Windsor, ON
A meal in Chicago is 10% more expensive than in Windsor, ON.
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