Chicago: Ultimate City Attractions Bike Tour
Kinzies Addition, Chicago
See world's most beautiful skyline and Chicago's lovely lakefront on a guided cycle through the green spaces and monuments of Millennium and Grant Parks, Museum Campus and Northerly Island. See why they say Chicago is "cooler by the lake."
Chicago Ultimate City Bike Tour – Suitable for All Ages and Skill Levels
Explore Chicago’s iconic sights, lakefront, and historic parks on an easy, guided bike tour with included equipment and expert local insight.
Highlights
- View Chicago’s skyline and lakefront on a relaxed bike ride
- See Millennium Park’s modern art, including Cloud Gate (“The Bean”)
- Learn Chicago history from certified local guides
- Bike through Museum Campus, Buckingham Fountain, and Northerly Island
- Bikes, helmets, and child equipment included
Description
This guided bike tour offers an up-close experience of Chicago’s major attractions and scenic lakefront on mostly flat terrain suitable for all ages and fitness levels. Ride at a comfortable pace through parks, plazas, and waterfront paths while enjoying views of the city’s skyline along Lake Michigan.
The route starts along the Lakefront Trail, widely regarded as one of the world’s most beautiful urban bike paths. Highlights include Buckingham Fountain, one of the largest fountains globally, set against Chicago’s skyline. You’ll also pass through Grant Park and Millennium Park, home to iconic landmarks like Cloud Gate, known as “The Bean,” a reflective sculpture popular among visitors.
Continue your ride through Museum Campus, passing the Field Museum, Shedd Aquarium, and Adler Planetarium, while your guide shares engaging stories about Chicago’s architecture, sports, culture, and history. The local guides add depth with insider knowledge and entertaining narration.
All bikes, helmets, and child equipment are provided, making the tour accessible and stress-free for families, couples, and solo travelers. Operated by Bobby’s Bike Hike, America’s first city bike tour company, this tour has been recognized by USA Today, TripAdvisor, and Yelp.
This bike tour offers a comprehensive way to experience Chicago’s attractions and lakefront in a relaxed, memorable format.
Includes
- Certified local expert guide
- Bikes and helmets
- Child bike equipment
Excludes
- Tour guide gratuity (15–20% suggested)
- Water (available for purchase at the bike shop)
Important Information
- Arrive at least 15 minutes before tour start time
- Wear comfortable clothing and shoes suitable for cycling
- Water purchase available on-site
- Suggested gratuity for guides if satisfied: 15–20%
- Tours run rain or shine; ponchos available if needed
Cancellation Policy
Full refunds available if canceled at least 24 hours before the tour.
For the best experience, book in advance and bring a water bottle and weather-appropriate clothing.