Chicago Bike Tour: Lakefront Neighborhoods Ride

Join Bobby’s Bike Hike on a 3-hour adventure through Chicago’s Lakefront Neighborhoods. Explore iconic landmarks, charming villages, and scenic bike paths. Book now!

Duration: 3 hours
Cancellation: 24 hours
Highlights
  • Museum of Contemporary Art - Opened in 1967, The Museum of Contemporary Art, or MCA, is home to one of the largest collections of post-WWII visual art in the world.
What's Included
  • Local tour guide
  • Bicycle
  • Helmet
What's Not Included
  • Food and drinks
  • $10 per person suggested guide gratuity. (via Cash, Venmo and PayPal)
Additional Information

Bobby’s Bike Hike, a celebrated and long-standing American city bicycle tour company, is the tour that catapulted Bobby to fame. It has repeatedly received recognition from renowned platforms such as National Geographic, USA Today, The Associated Press, Conde Nast Traveler, among others! Bobby now offers a range of over a dozen specialized tours, with…

Location
540 N Lake Shore Dr
North Lake Shore Drive
Through the driveway (tunnel) to our entrance
Cancellation Policy

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

Customer Ratings
4.9
(240 Ratings)
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1 star
Shannonl514
Oct 6, 2025
Old town neighborhood in Lakeside Trail - Liam was our tour guide and he did a great job taking pictures and showing us the area. We went to the zoo, old town and Lakeside Trail tour was three hours and very good. One of my favorite pictures of my family from this trip is one he took of us along the Lakeside Trail
Review provided by Tripadvisor
Sholaoyewole
Sep 24, 2025
Smooth pacing, safe routes, zero fluff—just the right mix of scenery, substance, and smiles. - I’ve been coming to Chicago for 30+ years, and this was the most informative, flat-out fun tour I’ve taken. We cruised from the city to Old Town, stopped at the zoo, and rode along Lake Michigan’s breeze-cooled paths while Liam stitched the city’s story together—from rising out of the Great Fire’s ashes to the audacious engineering feat of reversing the Chicago River (yes, really), much to the neighboring city's chagrin. His passion for the city’s past and its wildly original residential architecture shows in every stop and side note; you feel like you’re riding with a historian who happens to be an excellent guide. Smooth pacing, safe routes, zero fluff—just the right mix of scenery, substance, and smiles. Kudos to Liam for turning familiar streets into a fresh discovery. Five stars, no hesitation.
Review provided by Tripadvisor
P2t2
Sep 22, 2025
Best way to experience Chicago!!! - Excellent tour company. Organized, efficient and friendly. We took two tours. Both were great. Liam was our tour guide for one of our tours and he is personable, friendly, knowledgeable and made sure everyone had a great time. This is a wonderful way to see and experience Chicago. Five star!!!
Review provided by Tripadvisor
Tiffany_s
Sep 21, 2025
Great experience - Great tour. Liam was a knowledgeable and enthusiastic guide and we learned lots on this tour. Definitely recommend to everyone!
Review provided by Viator
Rita_k
Sep 18, 2025
Nice view of Chicago - Relaxed bike ride through so beautiful neighborhoods in Chicago. Local history a bonus! Liam, our guide was very knowledgeable.
Review provided by Viator
Darien
Sep 14, 2025
BEST A++ - HIGHLY RECOMMEND - This was the best thing we did in Chicago, and we did a lot of great things! The pace was perfect and we saw so much of Chicago we would never have seen otherwise. Liam our guide was AWESOME, incredibly knowledgeable, entertaining and fun! A few of us hadn’t ridden a bike in many years but Liam made us feel very safe.
Review provided by Tripadvisor
Orizzo
Sep 10, 2025
Nice and original way to discover the city - I had the best bike tour with Bobby’s bike hike! Our guide, Gabe, was super nice and funny and I had a great time wandering around different neighborhoods of Chicago and the lakefront trail. Nice and original way to discover the city
Review provided by Tripadvisor
Marlenepk2271fr
Aug 30, 2025
Must do! - We had an amazing time on this bike tour. Liam was a great tour guide, I would recommend this tour to everyone. Will do again when we return to Chicago.
Review provided by Tripadvisor
Adriana
Aug 29, 2025
Unmissable experience in Chicago - Beautiful tour around the streets of xhicago. It allowed us to know places we would never have known otherwise. Beautiful return by the shore of Lake Michigan. York explained in great detail every part we visited even stopped for a few minutes at the zoo. The bikes very simple and comfortable to handle
Review provided by Tripadvisor
Christina_l
Aug 13, 2025
Great tour! - Excellent neighborhood exploration. Been to Chicago many times but have never seen the places we rode to. Very informative! Liam was our very flexible guide as 1/2 way through it began to lightening with torrential rain!! We made it back wet but safe. Highly recommend!
Review provided by Viator
From $59
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).