Self-Guided Bike Tour

Chicago Self-Guided Bike Tour

Come see for yourself what Chicago has to offer on a self-guided bike tour! With plenty of great points of interest like the Chicago Riverwalk, Navy Pier, North Avenue Beach, Foster Beach, Lincoln Park, The Magnificent Mile, and more! This popular city has activities for everyone to enjoy; we’ve got your tour map ready and your ride covered!

Get an insider’s look into the Windy City! From beautiful parks and breathtaking scenery to the famous statues and other exciting stops, there’s no better way to explore Chicago’s rich scenery than on a self-guided bike tour! You’ll leisurely ride along the Chicago waterfront! See popular attractions like the Navy Pier, the Lincoln Monument, North Avenue Beach, the Chicago History Museum, and much more!

You’ll cover more ground than you would on a walking tour, and see so much more than you would out a bus window! Be awed on an unforgettable journey. The tour is an easy ride that all rider levels can enjoy. Before heading out, bikes are adjusted and seat heights modified to fit each rider ensuring a comfortable fit. Additionally, we’ll get you caught up on the rules of the road and general safe riding information for a safe and enjoyable journey.

So what are you waiting for!? Drink in the majestic sights of the Chicago skyline, get some exercise, enjoy the great outdoors, and have a blast!

Starting at $25

Skill Level

Approx. Time

3 - 4 Hours


17 Miles
Wheel Fun Rentals Chicago Guided Bike Tour
Lake Point Tower

Its undulating glass façade makes Lake Point Tower one of the most visible Chicago landmarks. This residential high-rise is well-known for creating and popularizing the “Park in the City” concept. The entire third floor of Lake Point Tower is a two and a half acre park, complete with playground and duck pond. Notable residents include Goldie Hawn, Kurt Russell, and Alice Cooper.

Chicago Guided Bike Tour Lake Point Tower
Wrigley Field

Home to the Chicago Cubs, this historic baseball field was constructed in 1914 and is known as the oldest ballpark in the United States. Its ivy-covered outfield walls are well-known, and balls frequently are lost within the ivy. Make sure to stop and visit Wrigley Field’s front entrance, for there you’ll find the field’s famous red marquee.

Chicago Guided Bike Tour Wrigley Field
Lincoln Park

This 1,208 acre park is Chicago’s largest public park. With over 20 million visitors per year, this waterfront park is the second most visited park in the United States. Known for its world-class zoo, conservatory, statues, and wildlife, make sure to visit the famous Abraham Lincoln statue located just east of the History Museum. Sculpted by Augustus Saint-Gaudens using Lincoln’s 1860 life mask, replicas of the statue can be found at Lincoln’s Tomb and all over the world.

Chicago Guided Bike Tour Lincoln Park
The Magnificent Mile

Sometimes known as The Mag Mile, The Magnificent Mile is a shopping addict’s dream. Holding its own with Rodeo Drive and 5th Avenue, The Mag Mile is saturated with designer boutiques, office buildings, restaurants, upscale hotels and museums. The Magnificent Mile is the largest shopping district in Chicago, spanning more than 3.1 million square feet.

Chicago Guided Bike Tour Magnificent Mile
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Included with this

Self-Guided Tour


Gear up for the trip

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What to bring & wear

  • comfortable clothes and shoes
  • sunglasses
  • sunscreen
  • water
  • A camera
  • some cash for lunch or a snack along the way!
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