Chicago City Bike Tour: Iconic Landmarks Exploration
4.9
147 Ratings
Chicago
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: 1 day learn more
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.
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. You’ll become well-versed in the history of Soldier Field, The Adler Planetarium, Buckingham Fountain, The Pritzker Pavilion, and Cloud Gate (the proper name for the beloved ‘Bean’ of Chicago). This tour is ideal not only for first time tourists looking to visit all the top attractions but also for returning visitors who want to delve deeper into the history of these famous locations. So, mount a bike and come create unforgettable experiences!

  • This tour is appropriate for most ages and fitness levels. Professional guides blend quality information, group interaction, and most of all, fun, to create an unforgettable Chicago experience. Bikes are provided
  • TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.
  • Operates rain or shine, please dress appropriately. If extreme weather forces cancellation there will be options to change tours or refund.
  • Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund.
  • Please note: children must be strong, capable riders and be able to bike for 9 miles
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
(147 Ratings)
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Jody_m
Jun 17, 2024
Great morning ride - Our guide, Daisy, was an excellent ambassador for Chicago! She was fun to be with, shared interesting info about the city and took us on a great tour! We went right thru the busy loop and then out along the shore. She was very aware of the traffic and kept us safe! We stopped several times to break up the ride and to explore interesting areas! Highly recommend this tour! Btw, the bikes were well maintained!
Review provided by Viator
Deonna_m
Jun 13, 2024
Nice, casual paced bike tour. - Dan the Man was a great tour guide. He had great knowledge of the history and architecture of the city and picked a comprehensive route with lots of nice vistas. Great way to spend a sunny summer morning.
Review provided by Viator
I6419ciandrewr
Jun 12, 2024
Fun, chill, vibey and memorable! - Gabe was a terrific host for our company bike outing along Lake Shore Drive and throughout downtown. Great bikes, and a more robust and joyful ride than I was expecting. The special Northerly Island side trip/photo op was a definite highlight! Go ride a bike with Gabe and Bobby’s Bike Hike!
Review provided by Tripadvisor
Nancyjfinn
Jun 9, 2024
Loved this bike tour! - A great way to get around the city with a seasoned tour guide. We loved our bike tour with York. We were able to bike to many interesting sites. The route he chooses is very safe and 'bikeable.' We were pleasantly surprised to see such an extensive bike infrastructure in the city; well planned and safe. We took the 3-hour bike tour; if that isn't long enough, you can always extend your day and explore independently for just $10 more. This was one of our favorite activities in Chicago! Thank you, York!
Review provided by Viator
Johninkennington
Jun 7, 2024
The best way to see Chicago - A great, three-hour bike ride that takes in all the best sites, accompanied by York, who is a wonderfully knowledgeable guide. Chicago is a very bikeable city and York takes you through tranquil streets and dedicated cycle paths so you always feel safe. Then you get the thrill of hitting top gear as you bike along the lake shore cycle path, seeing this incredibly beautiful city from new angles. On a sunny day in Chicago there's no better tour, and you even feel like you've earned an enormous lunch after. Top tip: if you take the morning tour and get bitten by the cycling bug, you can cheaply keep the bikes for the rest of the day and explore more of the city at your leisure.
Review provided by Tripadvisor
S9211nttiffanyc
Jun 5, 2024
Bobby’s Bike Tour Rocks!!! - Jay from Bobby‘s bike tour was fantastic. He was funny, friendly and knowledgeable. He took us to parts of the city and parks that we’ve never been to before.
Review provided by Tripadvisor
Joseignacioe918
Jun 1, 2024
Fun way to get to know the city - Great experience. Daisy was a tremendous guide. Despite the rain, he never lost his good spirits. A beautiful way to get to know the city
Review provided by Tripadvisor
Lianna_s
May 18, 2024
Unique experience of seeing Chicago sites - Got to see the sites of Chicago and experience it on a bike, which I’ve never done before. We also had beautiful weather (completely sunny and warm). York was the best tour guide and made sure we got our photo ops!
Review provided by Viator
Israel_n
May 14, 2024
Great Tour - It was a great bike tour. York was an excellent tour guide in companion with another new tour guide member (I forgot his name).
Review provided by Viator
R1197odandyc
May 5, 2024
Don't miss it! - Fantastic tour - we visited diverse parts of the city and even went off the beaten track to a nature reserve you would never know about otherwise. Our guide Jay was really engaging and we had a good overview of everything we saw. Really easy and safe riding on the flat. Great views of the Lake as well. Highly recommended.
Review provided by Tripadvisor
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up to 15 guests
1 Adult
June 2024
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