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
(233 Ratings)
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Kevin_h
Nov 2, 2025
Great 4 hours cycling around Chicago - Great experience. 4 hours cycling around Chicago at a leisurely pace.Our guide York was good fun and very knowledgeable about the city.Would highly recommend this tour!
Review provided by Viator
Louise_h
Nov 1, 2025
York bike ride - Very informative, relaxed and fun bike ride with York. He was great. Easy pace and very flat . Great even for novice cyclists .
Review provided by Viator
Richarde2217
Oct 22, 2025
Bike tour of Chicago - Very easy to organise and an excellent way to explore downtown Chicago. Our guide, Gabe was very friendly and extremely knowledgeable leading us on a three hour tour of many of the notable sights. Well worth a try.
Review provided by Tripadvisor
Culture569976
Oct 21, 2025
Excellent Exploration of Chicago! - This was One of the high lights of my Chicago trip! Exceptional experience! Our guide was the absolute best! Learned so much!
Review provided by Tripadvisor
Fmandan
Oct 16, 2025
Fun way to experience Chicago and a great value too! - My daughter and I decided to visit Chicago and wanted a fun way to see the city. We couldn't have picked a more ideal day or way to achieve that. We arrived at Bobby's Bike Hike, which was easy to find and in a great location. Our guide, Lillian (I believe was her name) was fantastic. She really knew the city and the history, but more impressive was her kind nature and ability to keep everyone together and safe during the ride. If you're in moderately good shape, this is a very "do-able" ride and the bikes are excellent. It was a great way to see the beauty of Chicago and get a little exercise at the same time!
Review provided by Tripadvisor
H1821yssandrar
Oct 15, 2025
Loved it! - We had a great morning touring Chicago with our guide, Joe. He shared loads of local knowledge in a fun & informative way. We were a big group but he kept us all safe on the busy city roads then further out towards parkland. We were all able to hear him clearly and it was good group of people from all over. Joe took loads of pictures for us. It was a fun way to discover Chicago and we totally recommend it. Mostly flat and not demanding. 5 stars 🤩
Review provided by Tripadvisor
Maria_d
Oct 14, 2025
Fun and educational - Isfun , is also historical and get to know some parts of the city that you would not have visited on your own .
Review provided by Viator
Nschlepphorst
Oct 13, 2025
Great bike tour! - AJ was our tour guide and did a fantastic job! He is very friendly and knowledgeable about the Chicago area. I highly recommend this tour. We would do it again.
Review provided by Tripadvisor
Topochica14
Oct 6, 2025
Great for me and my sons - I scheduled the bike tour for our first day in the city and it was so great! I had been to Chicago a couple times but it was the first time for my two sons, ages 10 and 13. Everyone had a great time. It was a good pace and great overview of top attractions in Chicago. It gave us a good idea of places we wanted to hit again on the trip to spend more time. Our guide Joe gave us great tips to other places to check out and where to eat. Highly recommend!
Review provided by Tripadvisor
Tarac209
Oct 1, 2025
Perfect way to see Chicago!! - As a solo traveler it was great way to see the city!! Meredith was so knowledgeable and brought great energy to the tour. It was a great combination of city sights and the beautiful parks & lake front
Review provided by Tripadvisor
From $59
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).