Do I need to bring my own helmet?

No, helmets are provided free with every rental to ensure rider safety.

What if it rains during my rental period?

Rentals run rain or shine; waterproof gear is recommended, and routes may be adjusted for safety.

Where do I return the bike after 3 days?

All rentals must be returned to Bobby's Bike Hike at 540 N Lake Shore Dr before close of business.

Are the bikes suitable for beginners?

Yes, the bikes are well-maintained and user-friendly, ideal for riders of all skill levels.

How safe is cycling in Chicago?

Chicago offers over 150 miles of dedicated bike lanes designed for safe riding through urban areas.

Can I leave the bike unattended during stops?

Yes, but it is important to use the provided lock to secure your bike whenever you dismount.

Chicago Bike Rentals with Bobby's Bike Hike | City Tour | Sightseeing Tour

Chicago’s Lakefront Trail offers one of the nation’s premier urban cycling experiences, and Bobby's Bike Hike puts you right at its edge with their convenient 3 Day Bike Rental. Operating from a central location near 540 N Lake Shore Dr, just blocks from Michigan Avenue and Navy Pier, this rental service provides riders immediate access to the city’s celebrated 20-mile Lakefront Trail. This trail hugs Lake Michigan’s shoreline, offering a stunning mix of urban skyline views, green parks, and sandy beaches—a unique setting for a city bike tour.

Chicago has invested heavily in cycling infrastructure, boasting over 150 miles of dedicated bike lanes weaving through neighborhoods, parks, and waterfronts. With your Bobby’s Bike Hike rental, you receive not only a reliable, well-maintained bike, but complimentary helmets, locks, and detailed maps. This thoughtful approach enhances safety and confidence, whether you’re cruising past Millennium Park’s open lawn or navigating quieter residential streets.

Bobby’s Bike Hike stands out for its personalized touch—staff members help you plan routes tailored to your pace and interests, supporting both first-timers and seasoned cyclists. The rental package’s three-day duration invites a relaxed exploration of Chicago’s distinctive districts, from the artsy buzz of Wicker Park to the historic charm of Hyde Park.

Beyond the bike lanes, riders might catch glimpses of native urban wildlife and the occasional outdoor event or street festival that animate Chicago during warmer months. The convenience of Bobby’s Bike Hike’s location means you can hop on and off the trail, pair rides with lakefront strolls, or stop for local eats along the route.

Bobby's Bike Hike is more than a rental shop; it’s a gateway to engaging with Chicago on two wheels, blending city culture, waterfront scenery, and active transportation into a memorable outdoor adventure.