Chicago, Illinois
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3 hours (Approx.)
Mobile ticket
Offered in: English


Pedal past the lakefront neighborhoods of Chicago's North Side on this 3-hour bike tour of the Windy City. Follow a local guide along quiet streets, city parks and scenic beaches, starting at Lake Shore Drive and continuing along Rush Street and the Magnificent Mile. Catch a glimpse of the Playboy Mansion, Oprah’s penthouse and the Victorian houses of Old Town. Select from several departure times in the morning or afternoon.
  • 3-hour bicycle tour through Chicago's lakefront neighborhoods
  • Bike along Rush Street and the Magnificent Mile
  • Glimpse the Gold Coast Mansions, including Oprah's House and the Playboy Mansion
  • See the Historic Old Town District, Lincoln Park Zoo, North Avenue Beach and more!
Start your 3-hour bike tour of Chicago's lakefront neighborhoods at Lake Shore Drive, where you’re outfitted with a stylish bicycle and a helmet. After a safety briefing from your guide, set out to discover the Windy City on two wheels.

Follow your guide off the beaten path through scenic parks and along Lake Michigan’s popular shores to quiet residential neighborhoods on the North Side of Chicago, including Rush Street and the Magnificent Mile. You’ll cycle past North Avenue Beach and the Lincoln Park Zoo, and marvel at the elegant homes and brick mansions of the Gold Coast Historic District.

Your guide shares insights about each neighborhood and points out highlights such as St Michael's Church, the Playboy Mansion, Oprah Winfrey’s penthouse and the historic district of Old Town, lined with charming Victorian houses. You’ll hear interesting factoids about how Chicagoans live and develop an appreciation for one of America’s greatest cities.

This tour covers approx. 9 miles (14.5 km) of generally flat terrain at a leisurely pace. Appropriate for all ages and fitness levels, but children should be capable and comfortable with riding on city streets.

Traveler Photos


Viator Traveler's Reviews

43 Reviews
5 Star
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1 Star
, Nov 2018

Great bike trip around Chicago. Peter the guide was great, really knowledgeable Just book with Bobbys bikes direct, vand save about $20.

, Mar 2018

Great ride. Lots of fun. Unfortunately we never received the pictures that our great guide took during the tour

, Nov 2017

Highly recommend doing this tour, really enjoyed it, nice way to see the city!

, Oct 2017

We had the best time. Our guide Mark was very clear in his explanation on the dos/ do nots of bike riding and was excellent in his information about Chicago.
Highly recommended

, Sep 2017

Very gentle 7.5 mile cycling tour through the city centre, parks and back into the city along the Chicago shoreline. Plenty of stops along the way which included historical highlights. Great mixed group and superb tour guide. Highly recommended tour!

, Sep 2017

Best bike tour ever!

, Aug 2017

This was a great way to see the city and different areas. Daniella was a great guise. She was very. Informative and enthusiastic.

, Jul 2017

What made this a fantastic tour? Our guide ARDARIOUS! He was full of information, but mostly we appreciated his attentiveness to our safety and to making sure we had a great time. He had a lot of good information and we appreciated his enthusiasm. This trip was the highlight of our weekend getaway in Chicago!

, May 2017

This was an excellent tour. I loved the friendliness and enthusiasm of the guides and the whole company of cyclists. We were not many but out for a good time and we got on well. It was a windy and cold day but we saw lots of sights and got the feel of some nieghbourhoods.

, Sep 2016

Ryan was very enthusiastic and knowledgeable guide.well worth the time and money.

Book online or call
(888) 651-9785
(888) 651-9785
Product code: 3332DAY

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