Cycling in Chicago, IL

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About Chicago Cycling

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10 reviews

Displaying all 10 results within 100 miles
  1. The jewel of Chicago, this 18.5-mile paved bike path offers riders amazing views of Lake Michigan and the city skyline.

    Difficulty
    1 of 5 diamonds
    From Downtown
    1.1 miles
    Duration
    2-4 hours
  2. Both the east and west branches of the DuPage River feature an ever-growing trail system that is becoming one of the best in the area.

    Difficulty
    1 of 5 diamonds
    From Downtown
    27.5 miles
    Duration
    5 Hours
  3. This long trail that begins in Cook County and stretches across Lake County offers a wide variety of options for cyclists nearly all the way to the Wisconsin border.

    Difficulty
    1 of 5 diamonds
    From Downtown
    10.5 miles
    Duration
  4. The paved roads of the Morton Arboretum are a beautiful, hilly place to get enjoy road cycling—especially in the winter when the trails are covered in snow.

    Difficulty
    3 of 5 diamonds
    From Downtown
    23.0 miles
    Duration
  5. The I&M Canal Trail offers nearly 70 scenic miles along the canal, providing a great destination for cyclists who enjoy easy miles and a bit of history.

    Difficulty
    1 of 5 diamonds
    From Downtown
    35.8 miles
    Duration
  6. This popular 27-mile trail will take you from Highland Park all the way to Wisconsin

    Difficulty
    1 of 5 diamonds
    From Downtown
    19.9 miles
    Duration
    3 Hours
  7. The site of what was once the world’s second largest particle accelerator is a good destination for west-suburban cyclists looking for a natural escape.

    Difficulty
    1 of 5 diamonds
    From Downtown
    35.1 miles
    Duration
  8. This 7-mile paved trail along the Salt Creek connects Western Springs to the Brookfield Zoo.

    Difficulty
    1 of 5 diamonds
    From Downtown
    14.6 miles
    Duration
  9. This 33-mile road route around Whitewater, Wis., is a good taste of the open roads that Wisconsin has to offer

    Difficulty
    2 of 5 diamonds
    From Downtown
    86.2 miles
    Duration
    2 to 3 Hours
  10. This natural setting is a world away from Chicago—and yet just a few minutes from downtown.

    Difficulty
    1 of 5 diamonds
    From Downtown
    2.0 miles
    Duration
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