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We’re committed to helping you feel confident as you get back out there. Check out our flexible cancellation policies and learn what steps operators are taking to keep you safe. As conditions evolve, check local regulations for the latest information.

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13 Chicago On the Ground | All Chicago Tours

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Chicago's Ultimate City Bike TourMountain Bike Tours

Chicago's Ultimate City Bike Tour

star-5
Explore Chicago’s most iconic sites on a bike tour that explores Museum Campus, parks, and monuments. Follow your guide along the waterfront as you soak up the city skyline and enjoy the breeze along the easy-going route. Circle the Buckingham Fountain while you learn the history of the city’s public art, parks and museums, and capture unforgettable images of the Windy City.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$45.99
From
US$45.99
Taking safety measures

Chicago Lakefront Electric Bike TourMountain Bike Tours

Chicago Lakefront Electric Bike Tour

This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a different vantage point. It all begins navigating through Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus). As we admire the grounds and perfect location between the iconic skyscrapers and nature. We will then proceed and make our way over to the lakefront path. Riding along we will take you to a magnificent view of the skyline which is the best place for a photo shoot. Afterward, we will take the lakefront bike path over the Chicago River and past Navy Pier. A quick ride back to our starting point ends the tour.
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  • 1 to 2 hours
  • Free Cancellation
From
US$69.34
From
US$69.34

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

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

star-5
Chicago dogs, deep-dish pizza, cupcakes and craft beer are all sampled on this half-day bike tour through the Windy City. Cover about 13 miles (21 km), following an informative guide at a moderate pace through the Chicago neighborhoods of Wrigleyville, the Gold Coast, Old Town, Lakeview and Lincoln Park. Stop along the way at a popular downtown bakery, pizza shop, hot dog stand and two breweries for a taste of local flavors.
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  • 4 hours
  • Taking safety measures
From
US$79.99
From
US$79.99
Taking safety measures

Bike Tour of Chicago's Lakefront Neighborhoods Mountain Bike Tours

Bike Tour of Chicago's Lakefront Neighborhoods

star-5
Pedal past the lakefront neighborhoods of Chicago's North Side on this bike tour of the Windy City. Follow a local guide along quiet streets, city parks and scenic beaches, starting at Lake Shore Drive and continuing along Rush Street and the Magnificent Mile. Catch a glimpse of the Playboy Mansion, Oprah’s penthouse and the Victorian houses of Old Town. Select from several departure times in the morning or afternoon.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$46.99
From
US$46.99
Taking safety measures

Chicago Sites at Night Bike TourMountain Bike Tours

Chicago Sites at Night Bike Tour

star-5
See Chicago light up at night with a 3-hour bicycle tour of the Windy City’s most iconic sights and neighborhoods. Follow your guide along a leisurely route, watch the Buckingham Fountain light show and take in evening views of Millennium Park and the Museum Campus. Pedal through downtown streets, capture unforgettable images of Chicago’s magnificent skyline then finish your tour in the heart of the city.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$46.99
From
US$46.99
Taking safety measures

Tike Hike: Chicago Family Bike TourMountain Bike Tours

Tike Hike: Chicago Family Bike Tour

star-5
Cruise through Chicago on this family-friendly bicycle tour catered to kids. Perfect for kids age 10 and under, this tour mixes fun games and contests in with educational stops at some of Chicago's iconic sights. Parents can ride along with their children on cruiser-style bikes during this safe, enjoyable tour.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
US$44.99
From
US$44.99
Taking safety measures

Bikes, Bites, and Brews: Chicago's West Side Foodie RideMountain Bike Tours

Bikes, Bites, and Brews: Chicago's West Side Foodie Ride

star-5
Taste food from around the world on this half-day cycling and tasting tour of Chicago. Follow your biking guide through the Chicago streets, stopping for views of Chicago’s famous architecture as well as bites like Polish pierogis, locally made chocolates, and Mexican tacos.
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  • 4 hours
  • Taking safety measures
From
US$79.99
From
US$79.99
Taking safety measures

Fright Hike: Chicago Halloween Bike TourHalloween

Fright Hike: Chicago Halloween Bike Tour

star-5
Pedal through Chicago’s scary heritage with a 3-hour Halloween bike tour that includes hauntings, tragedies and overflowing cemeteries. Experience the creepiest parts of the city as you follow your professional actor guides through the Halloween streets, and watch them bring Chicago’s ghosts to life. Learn about the infamous ‘Resurrection Mary,’ figure out why the Levee District is so famously haunted, and hear the story of H.H. Holmes, Chicago’s most notorious serial killer.
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$46.99
From
US$46.99
Taking safety measures

Chicago Scavenger Hunt AdventureSelf-guided Tours & Rentals

Chicago Scavenger Hunt Adventure

Discover Chicago in a fun new way on this 3-hour scavenger hunt. Jump into the middle of an exciting adventure around the Chicago Loop — to the historic buildings, famous streets and plethora of real-life locations around town. Discover both well-known and overlooked sites, solving clues and completing challenges via smartphone while learning the local history of the Windy City. Teams of 2- to 5-people are welcome.
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  • 3 hours
  • Free Cancellation
From
US$20.52
Price varies by group size
From
US$20.52
Price varies by group size

In the Streets: Milwaukee AveMountain Bike Tours

In the Streets: Milwaukee Ave

Not only will you receive a safe and scenic guided tour through the city, your guide is an excellent resource to answer those questions you may have about biking the streets of Chicago or the history of a neighborhood we've cycling through! Finally, an environment where you can explore biking at your own pace, without mad cyclists scorching past.
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  • 2 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
US$25.00
From
US$25.00
Taking safety measures

Chicago Ultimate City and Food Bike TourMountain Bike Tours

Chicago Ultimate City and Food Bike Tour

star-5
Working up an appetite won’t be a problem on this tour! We’ll be sampling from Chicago’s well known food staples -- pizza, hot dogs, and Italian beef. You’ll learn the history behind the foods and also get a taste for some of Chicago’s most popular attractions as we cruise through the Gold Coast, Chicago Riverwalk, Millennium Park, Buckingham Fountain, Navy Pier and Lakefront. VIP Beer add-ons and Veggie options available.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
US$69.99
From
US$69.99
Taking safety measures

Chicago Ride to Wrigley Bike TourMountain Bike Tours

Chicago Ride to Wrigley Bike Tour

Chicago Bike Tour from downtown to Wrigleyville, designed for Cub Fans! This Rideabout explores the Lakefront and the near-north neighborhoods of the Gold Coast, Lincoln Park and Wrigleyville on a leisurely ride to the Friendly Confines and back with programmed stops for fun facts and photos. And no trip to the ballpark would be complete without an authentic Chicago hot dog and cold beer, offered as an add-on to the experience!
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  • 3 hours
  • Free Cancellation
  • Taking safety measures
From
US$47.99
From
US$47.99
Taking safety measures

Chicago Bike RentalBike Rentals

Chicago Bike Rental

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Discover Chicago's many delights from the comfort of two wheels. Simply pick up your full-day bike rental with lock, map and helmet and start exploring, either solo or with friends. Make your way through Millennium Park and to historic Wrigley Field, stop for a visit at Navy Pier or spend a couple hours watching sea turtles, penguins and even a piranha at Shedd Aquarium. You get to tour Chicago independently at your own pace and leisure without having to deal with parking or public transit.
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  • 1 day
  • Free Cancellation
  • Taking safety measures
From
US$25.99
From
US$25.99
Taking safety measures

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Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best On the Ground in Chicago?
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What tours in Chicago are taking additional safety precautions?
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What tours in Chicago are good for avoiding crowds?

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