Top Activities on the Ground in Chicago
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17 results | All Chicago Tours
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Bike Tour of Chicago's Lakefront Neighborhoods
128
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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From
$49.99
From
$49.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour
240
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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From
$84.99
From
$84.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago's Ultimate City Bike Tour
36
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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From
$49.99
Price varies by group size
From
$49.99
Price varies by group size
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Full Day Bike Rental
37
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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From
$24.99
From
$24.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Bikes, Bites, and Brews: Chicago's West Side Foodie Ride
69
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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From
$84.99
From
$84.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Ultimate Chicago Food Tour by Bike
35
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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From
$72.99
From
$72.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

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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From
$69.34
From
$69.34
Face masks required for travelers in public areas
Hand sanitizer available to travelers and staff
Gear/equipment sanitized between use
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Explore Chicago with a Unique Scavenger Hunt by Operation City Quest
Operation City Quest of Chicago is a great way to see the city in a fun way! You'll use an app on your phone to submit photos of items you find around the city. For every photo you submit, you'll get points. You'll be able to see your score on the rankings after compared to all who have played across the country. All our Scavenger hunts have a live remote host to help along the way. Come out and explore with us in Chicago.
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From
$10.00
From
$10.00
Social distancing enforced throughout experience
Contactless payments for gratuities and add-ons
Learn More

Fright Hike: Chicago Halloween Bike Tour
2
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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From
$49.99
From
$49.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Half Day Bike Rental
Explore Chicago at your own pace on an independent bike tour. With your half-day bike rental, pedal along Lake Michigan and visit top Chicago attractions such as Lincoln Park, Navy Pier, Millennium Park, Wrigley Field and the Shedd Aquarium. This is a fun and active way to experience the city with the whole family, and you can enjoy the flexibility to create your own itinerary with the help of your provided map.
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From
$20.99
From
$20.99
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

The Chi-Town Showdown Scavenger Hunt
Alley Kat Adventures is an Austin, TX-based event design company offering city scavenger hunts in 30 cities in the US and Mexico as well as custom events worldwide. Our specially hand-crafted, interactive quests are equal parts tour, cultural experience, creative challenge, detective hunt, & social experiment! Guests get to discover hidden gems off the beaten trail while completing fun missions!
Find an obscure repeating theme in various street art around town, marvel at giant digital art curated just for you, hunt down an iconic and locally famous old elevator, and more!
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From
$23.07
$7.70 savings
From
$23.07
$7.70 savings
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Scavenger Hunt: Chicago's Magnificent Mile
1
Named for the cable car turnarounds and the prominent elevated railway that encircled the area at the end of the 19th century, the Loop is Chicago's commercial and cultural core. On today's epic scavenger hunt of Chicago, you'll uncover the area's best sights and rich history. Along the way, you'll visit Cloud Gate, Art Institute of Chicago, and the Federal Reserve Bank of Chicago. It's time to strap on those walking shoes, round up some friends and book your Chicago Loop scavenger hunt today!
What You'll See: Tiffany Dome, The Bean, Crown Fountain, Art Institute of Chicago
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From
$13.08
From
$13.08

Chicago Scavenger Hunt: Chicago Loop
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
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From
$13.08
From
$13.08
Face masks required for travelers in public areas
Face masks required for guides in public areas
Social distancing enforced throughout experience
Learn More

In the Streets: Milwaukee Ave Guided Bike Tour
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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From
$25.00
From
$25.00
Face masks required for travelers in public areas
Face masks required for guides in public areas
Hand sanitizer available to travelers and staff
Learn More

Chicago Scavenger Hunt: A Day At The Zoo
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
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From
$12.31
From
$12.31

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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From
$20.52
Price varies by group size
From
$20.52
Price varies by group size

Chicago Ghost Hunt: Ghosts of the Chicago River
Let’s Roam is the #1 app-led scavenger hunt company. Walk to all the best landmarks and hidden gems, answering trivia questions and solving challenges. Work with your team or compete against them, as you learn new facts and create memorable experiences. Let’s Roam Scavenger Hunts are great as an everyday activity, or for bachelorette parties, birthday parties, corporate team building events and more! Each player chooses an interactive role, with challenges varying by person.
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From
$12.31
From
$12.31
- Art & Culture
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- Extreme
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- In the Air
- Motor Sports
- Nature and Wildlife
- On the Ground
- Bike Rentals
- Mountain Bike Tours
- Scavenger Hunts
- On the Water
- Seasonal & Special Occasions
- Tickets & Passes
- Tours, Sightseeing & Cruises
- Travel & Transportation Services
- Unique Experiences
- Chicago Cultural Center
- Grant Park
- House of Blues
- Chicago Temple
- Chicago Lakefront Trail
- Adler Planetarium
- American Writers Museum
- Navy Pier
- Chicago Theatre
- Tribune Tower
- Rookery Building
- Chicago Riverwalk
- Museum of Science and Industry
- United Center
- Lincoln Monument
- Driehaus Museum
- Hard Rock Cafe Chicago
- Art Institute of Chicago
- Tommy Gun's Garage
- Second City
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