The Chicago Lakefront Bicycle Trail is roughly 22 miles of bike paths, stretching from Indiana border up to Evanston. The trail rides through many parks including Jackson Park (including U of Chicago), Grant Park (including Buckingham Fountain/Museum Campus) Millennium Park, and Lincoln Park with its Free Zoo. Plenty of beaches and bike rentals available at Bobby’s Bike Hike – 540 N. Lake Shore Drive, Chicago IL 60611 (free maps, helmets).
Popular things to do in Lakefront Trail
Bike Tour of Chicago's Lakefront Neighborhoods

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Chicago's Ultimate City Bike Tour

Amazing Lakefront Segway Tour in Chicago

Tike Hike: Chicago Family Bike Tour
