CHICAGO CITY TOUR FIELD GUIDE
Four Hours on Chicago’s Lakefront: Pedal the 20‑Mile Trail from Navy Pier to Michigan Avenue
A four‑hour bike rental from Bobby's Bike Hike puts you directly on the Lakefront Bicycle Path with complimentary maps, helmets and locks to navigate Chicago’s 150 miles of bike lanes.
Four Hours on Chicago’s Lakefront: Pedal the 20‑Mile Trail from Navy Pier to Michigan Avenue.
This half‑day rental places you in the heart of Chicago’s famed lakefront, steps from the 20‑Mile Lakefront Trail and blocks from Michigan Avenue and Navy Pier — an ideal base for self‑directed exploration of the city’s lakefront, parks and protected bike lanes.
Highlights
Outing Highlights
Direct access to the 20‑Mile Lakefront Trail
The rental location sits in the heart of the 20‑Mile Lakefront Trail, giving immediate entry to Chicago’s Lakefront Bicycle Path for long, uninterrupted stretches alongside the water.
Navigate 150 miles of protected bike lanes
Beyond the lakefront, Chicago offers an extensive network—around 150 miles—of bike lanes that let you safely stitch together routes through neighborhoods and parks.
Complimentary maps, helmets and locks
Rentals include free maps, helmets and locks plus personalized service from the shop so you can focus on the ride and not the logistics.
What the day feels like
What Four Hours on Two Wheels Feels Like
Expect a flexible, self‑directed half‑day: collect your bike at Bobby’s Bike Hike near the lakefront, pick up a map and helmet, then head out along the Lakefront Bicycle Path and into the city to sample parks, piers and shoreline vistas over the course of a four‑hour rental.
THE TRAIL
Direct access to the 20‑Mile Lakefront Trail
The rental location sits in the heart of the 20‑Mile Lakefront Trail, giving immediate entry to Chicago’s Lakefront Bicycle Path for long, uninterrupted stretches alongside the water.
THE CITY
Navigate 150 miles of protected bike lanes
Beyond the lakefront, Chicago offers an extensive network—around 150 miles—of bike lanes that let you safely stitch together routes through neighborhoods and parks.
THE GEAR
Complimentary maps, helmets and locks
Rentals include free maps, helmets and locks plus personalized service from the shop so you can focus on the ride and not the logistics.
Suitability
Who it's for
Who this rental works best for — and who may want a different option.
Practical planner
Details to review before reserving
This is a half‑day rental — four hours per rental; pricing begins at $29.99 per hour.
Bring comfortable clothes, shoes for pedaling and any personal items; the operator provides complimentary helmets, maps and locks.
The shop is located in the heart of the 20‑Mile Lakefront Trail, blocks from Michigan Avenue and Navy Pier with direct access to the Lakefront Bicycle Path.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
How long is the rental period?
The Half Day Bike Rental is four hours long.
What comes with the bike rental?
Rentals include complimentary helmets, maps and locks as well as personalized service from the shop to help you navigate.
Where is the rental shop located?
Bobby's Bike Hike is located in the heart of the 20‑Mile Lakefront Trail, just blocks from Michigan Avenue and Navy Pier with direct access to the Lakefront Bicycle Path.
Is the ride guided?
The offering is a rental; you receive maps and personalized service from the shop to safely navigate the city and parks, allowing for self‑guided exploration.
Are helmets provided?
Yes — helmets are provided complimentary with the rental.
How extensive are the bike lanes I can ride on?
Chicago offers about 150 miles of bike lanes that you can use to connect the lakefront path with neighborhood routes.