
Flat Fall Bike Rides on Chicago's Lakefront
Pedal past tree-lined blocks and the waterfront with a guide, pausing for deep-dish pizza and Italian beef between views.
🚲 A Rolling Fall Tasting Tour
Cool fall mornings suit a slow ride along the lake. Bobby's Bike Hike, the city's longest-running tour operator, leads guided rides that keep to a flat, easy-paced route through tree-lined residential streets and along the waterfront, with the skyline stacked up across the water.
Food itineraries turn the ride into a rolling tasting menu of deep-dish pizza, Chicago hot dogs, Italian beef, and bakery sweets. Walking tours cover the same appetite on foot.
The shop sits at 540 N Lake Shore Dr, opening at 9:00 AM Monday through Thursday and 8:30 AM Friday through Sunday. Reviewers rate it 4.9 from more than 2,300 reviews.






