Chicago Bike Adventures: Custom Neighborhood Bike Rides

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Discover the Windy City on a custom 4-hour bike tour. Explore the city's neighborhoods, the historic "L" train, and skyscrapers. See a wide range of neighborhood architectural styles and oddities.


  • Experience a custom tour that is adjusted for your interests and comfy distance
  • Discover the city's neighborhood history, architectural styles and oddities
  • Enjoy views of the historic 'L' train, downtown skyscrapers, and street art
  • Explore the city's parks, movie/tv/lit locations and gangster-related sites
  • Get a taste of Chicago's craft beer scene (if requested)


Explore Chicago on a 4-hour bike tour that is customized to your interests. See the city's diverse neighborhoods, a wide range of architectural styles and oddities, the historic 'L' train, 1920s gangster-related sites, great skyscraper views, movie locations, parks and street art. Get a taste of Chicago's craft beer scene if you like. No tour will be the same as it will be adjusted for distance and direction according to your responses to a pre-ride questionnaire sent to you at booking. Meet at the bike loaner HQ in the heart of Chicago's Wicker Park. Discuss the day's ride and get comfortable riding together. If you don't have a bike, use one of the older model loaner bikes available. If you prefer to rent newer bikes, the guide can offer some suggestions. **Self-contained groups larger than 4 contact me directly. We can set it up.**


Helmets and loaner bikes included Advice on rental options for people who want a bike for longer term

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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