Chicago Landmarks: Guided Bicycle Tour

Embark on a thrilling 3-hour bike tour of Chicago’s iconic landmarks with Bobby’s Bike Hike. Explore Museum Campus, Grant Park, Millennium Park, and more. Perfect for first-time visitors and returning guests!

Duration: 3 hours
Cancellation: 24 hours
Highlights
  • Lakefront Trail - The 18-mile Lakefront Trail has been contributing to Chicago’s cycle success since 1963. The paved path provides walkers, runners, and bicyclists with a safe and fun way to travel along the Lake Michigan, for both recreation and commuting.
  • Field Museum - The Field Museum of Natural History is one of the largest museums in…
What's Included
  • Bicycle rental included
  • Complimentary helmet provided
  • Experienced tour guide accompanies the group
What's Not Included
  • $10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
  • Food and drinks
Additional Information

Experience the most famous sites of Chicago on a lively guided bike tour! Embark on an exhilarating and educational journey with the professional tour guides of Bobby’s Bike Hike, the oldest city bike tour company in the US. Over a relaxed 3-hour bike ride, you’ll get an intimate look at Chicago’s renowned Museum Campus, Grant Park, and Millennium Park….

Location
Bobby's Bike Hike - Chicago Bike, Walking & Food Tours
North Lake Shore Drive
Walk through the driveway (tunnel) to enter our location.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(173 Ratings)
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Elise_w
Mar 26, 2025
Memorable chicago tour with Gabe - The experience with our tour guide, Gabe, was fantastic!! Gabe knew the city by heart and was able to show us the treasures of Chicago. He was passionate and didn’t hesitate to adapt the tour according to our wishes, mostly focused on architecture and art. We saw all the iconic landmarks and masterpieces even the most hidden ones. Thank you Gabe for this memorable tour!
Review provided by Viator
Julie
Mar 10, 2025
Wonderful tour - Our guide Lillian was very knowledgeable. The experience was fun for the whole family. Lillian explained history and significance of each place we stopped. The route was very scenic and beautiful as well.
Review provided by Tripadvisor
W9691tdjm
Mar 8, 2025
Great experience! - Great experience despite miserable weather. Very good communication from Bobby's Bike prior to the tour. We were thankful they carried on the tour even though only 2 of us signed up. Tour guide Dan was very knowledgeable and attentive to our needs throughout the tour. The bikes were fantastic and our 8 mile ride felt like just the right pace. We learned many things during the trip that helped us during the rest of this trip and will be helpful next time we're back. Highly recommended!
Review provided by Tripadvisor
Kjanosek
Dec 17, 2024
Great tour - This was a fun way to get around the city and learn about the history of Chicago. Jay was great! I enjoyed seeing the Millennium Park, the Picasso art piece, Lake Michigan, and the museum campus
Review provided by Tripadvisor
Arnottdavies
Nov 9, 2024
Brilliant way to see a big city like Chicsgo - Cycle trips always give you an insight into a city and a chance to cover much more ground than walking tours. This tour of Chicago was no exception. Allow a little extra time to find Bobby’s base as it is a bit hidden away. Our guide was excellent and we covered a great deal of space in distance with amusing anecdotes and a guide who had the courage to admit when he didn’t know the answer to one of our very weird questions! In three hours, we saw so much more of Chicago then we could’ve otherwise, felt safe, and hardly encountered anything that could be called a hill !
Review provided by Tripadvisor
901connieh
Sep 27, 2024
Great bike tour! - Very nice tour, York is an excellent guide! We had lots of fun, and a good opportunity of visiting the city. Had some very nice views plus interesting info York gave us.Not difficult at all.
Review provided by Tripadvisor
David_w
Sep 27, 2024
Great Way to See the City - York was an excellent tour guide. He was very knowledgeable and gave us a thorough overview of the city
Review provided by Viator
Jan_w
Sep 24, 2024
Fun way to tour Chicago - Our guide Vos was very helpful and knowledgeable about Chicago history. The tour was done at a reasonable pace and filled with memorable sights. The bikes are comfortable, even having a front pouch for valuables. We highly recommend this bike tour company!
Review provided by Viator
Gpetestravel
Sep 19, 2024
Great tour! - We had a great time learning more about the city and what the magnificent architecture is around it. Brenna was an excellent guide and I would 1,000% recommend if you have time in Chicago see this tour.
Review provided by Tripadvisor
Eric_r
Sep 12, 2024
Worth the price - I had a great time. I felt well taken care of. The guide was very friendly and informative. I feel I hit most of the highlights of Chicago.
Review provided by Viator
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up to 15 guests
1 Adult
April 2025
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