Chicago Bike Tour: Explore Top Attractions at Your Pace

Discover Chicago’s top attractions on a half-day bike rental. Explore at your own pace, pedal along Lake Michigan, and visit iconic landmarks like Navy Pier and Millennium Park. Perfect for families and adventure seekers!

Duration: 4 hours
Cancellation: 24 hours
Highlights

You’ll receive a helmet, bike lock, and a detailed map to help you easily navigate the city.
This half-day bike rental allows you to explore Chicago at your own pace. Choose from a variety of attractions and create your own sightseeing itinerary to fit your whole family’s interests and preferences.
Start cycling along the shores of Lake Michigan for…

What's Included
  • Complete city map provided
  • Bicycle and helmet included
  • Bike lock for security
What's Not Included
  • Guide
  • Food and drinks
Additional Information

Embark on a self-guided bike journey through Chicago. With a bike rental for half a day, cycle around Lake Michigan and explore popular Chicago landmarks like Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is an enjoyable and energetic approach to discover the city with your loved ones, offering the freedom to…

Location
540 N Lake Shore Dr
North Lake Shore Drive
Through the driveway (tunnel) to our entrance
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(8 Ratings)
5 stars
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1 star
T5121wcjimb
Sep 11, 2025
Great way to spend time around the lake - We typically go into Chicago a couple times a year to jazz clubs, restaurants or shows and always enjoy doing something around the lake. This trip we rented bikes from Bobby's Bike Rental. It's tucked in just west of Lakeshore at Ohio St. so a little tricky to find but just follow the signs. They are friendly and low-key and included in the rental is a tire repair kit and locks so you can stop. We rented for the whole day since the cost was only about $5 more per person than half day. We had a great time, the weather was terrific. We went north as far as the lakeshore trail goes, then came back south and stopped at the Lincoln Park Zoo for a while, then continued on south to the Museum campus. All told took about 5 hours and covered 20 miles or so. Highly recommend it as a great way to spend time and get a little exercise,
Review provided by Tripadvisor
Anuja_c
Sep 1, 2025
Very fun family friendly... - Very fun family friendly activity on lake Michigan’s waterfront. Easy to find Bobby’s bike hike. Easy path for all types of riders.
Review provided by Viator
Potomac_11
Oct 15, 2024
Great time - Riding our rented bikes along the lakefront was a great experience. Staff was very friendly and helpful, and the bike provided 100% met our needs.
Review provided by Tripadvisor
Markwalter
Jul 4, 2023
Tourist-friendly bike rental in Streeterville - My wife and I really enjoyed the half-day bike rental, which was enough time to pedal along the lake up to Montrose Beach (about 45 minutes to reach that beach), and to stop for lunch and a stroll in Lincoln Park Zoo on the way back. Appreciated the 7 speeds of the comfort bikes compared to the 1-speed of some city bike shares or a Jersey shore boardwalk rental. The staff is knowledgeable, and Bobby's is a working bike shop that keeps the bikes in good repair and gets you outfitted for your ride.
Review provided by Tripadvisor
Iroj803
Jun 23, 2023
Easygoing and fun ride! - If you’re thinking about renting some bikes and riding about through Lakefront, do it! It’s so much fun and the sights are awesome! We happened to walk in without a time reserved and were able to rent out some bikes easily!
Review provided by Tripadvisor
Grkislandgirl
May 31, 2022
Great bike rental - People were very friendly, informative and professional. Great location to do the lake shore trail. Bobby’s has plenty of selections of bikes
Review provided by Tripadvisor
Levinsongedera
May 16, 2022
Good company. - I spent a great afternoon biking up and down the lakeshore of Chicago. The staff are polite and friendly. The bike was a basic city bike with no suspension. Good job guys, thanks.
Review provided by Tripadvisor
Peggy_a
Jun 25, 2025
Good customer service - Group of 11 rented bikes. One bike half way had a mechanical issue and they were excellent in helping us.
Review provided by Viator
From $20
up to 15 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).