• Bike Tours in Chicago

bike tour through chicago

Bike Tours

We’ll Lead the Way
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bobbys bike hike rental bikes

Bike Rentals

Cruise as you Choose
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chicago food tour

Food Tours

Sample Chicago Classics
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guided walking tour in chicago

Walking Tours

Stroll instead of Roll
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bobbys bike hike team

best tour company in chicago on tripadvisor

Why Take a Guided Chicago Tour?

Good question! Did you know that the Second City is actually first when it comes to bike riding? Chicago consistently ranks at the top for both walking and biking because it’s flat and easy to access (take that NYC!). Plus, all the neighborhoods, parks, and attractions are connected through a network of sidewalks and trails. So it makes sense that the best way to experience life in Chicago is on two wheels (or two feet) alongside fun folks just like yourself.

And while it’s true that anyone can whizz from place to place in a car, bus, or boat, you miss out on soooo much. With a Chicago bike tour or a Chicago walking tour, or even renting a bike, you can actually hear the roar of Buckingham Fountain, touch the iconic lion statues at the Art Institute, and smell the Chicago-style pizza wafting through the air. Join us for a memorable Chicago tour – whether it’s a walking, bike, or food tour!