Walking Tours in Chicago
Top 10 Best Chicago Walking Tours
Found 151 Walking Tours activities in Chicago. Sort by Popularity. - Page 5Instagram Photo Tour and Art Walk at The Art Institute in Chicago
-Ticket included -Only tour in Chicago that's an Art Walk and a Photoshoot at the same time This is a unique opportunity to visit one of the best museums of the world, have a personal photoshop inside, learn stories and history f... More
Private Frida and Friends Tour in Pilsen
Discover Pilsen and its local art, street art, food and people. We will visit a traditional bakery and taqueria and enjoy the art of many great local artists. And then there are the hundreds of cool murals in the neighborhood. We... More
Private Tour
Chicago Gangsters Tour - Colorful History and Dark Past
Fell the tug of history and dive into the breathtaking events of the past. On this intriguing and unusual tour, you will explore another side of famous locations and get acquainted with haunted places filled with a spirit of gangs... More
Private Tour
Marvels & Feats: An Engineer's Tour of Chicago Architecture
Chicago is the birthplace of the skyscraper: imagine what incredible stories of engineering feats it has to tell! Join Inside Chicago Walking Tours on our newest route — it’s Chicago’s ONLY engineering-themed tour! You’ll... More
Private Tour
Chicago Walking Tour: Art Deco Skyscrapers Riverfront
Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and g... More
Private Tour
Chicago Self-Guided Audio Tour
Embark on an exhilarating journey through Chicago, the "City of Big Shoulders," with our comprehensive self-guided audio tour. From the bustling Loop to the serene shores of Lake Michigan, uncover the rich tapestry of history, cul... More
Private Tour
Chicago Half-Day Walking Food Tour with Free Bike or Kayak Rental
Ready for the ultimate day out in Chicago? We’ll embark on an unforgettable Chicago journey, where iconic flavors like Chicago Pizza, Hot Dogs, Italian Beef, Chicago-mix Popcorn, and the original Brownie await. Opt for the VIP C... More
Private Tour
Haunted Chicago Exploration Game and Tour
Discover Chicago’s haunted locations by following clues and solving puzzles on your phone. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. Ready for an adventure... More
Free Cancellation
Private Tour
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Chicago Prairie Ave District Walking Tour: Street of the Elite
This extraordinary tour of the Prairie Ave District is one not to be missed. Get a sense for how Chicago's wealthiest residents lived around the turn of the century and what remains today. This unique Chicago tour begins with an... More
Private Tour
Small Group History And Architecture Walking Tour of Chicago
Explore Chicago's rich history and vibrant culture on a walking tour starting at Millennium Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems. E... More
Private Tour
Chicago History and Architecture Walking Tour with Boat Cruise
Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems. Enjoy breathtaking views on the Chicago Riverwalk, admire the Wrigley Building and Tribune T... More
Private Tour
Chicago Walking Tour: Historic Skyscrapers
Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build them and discover how they transformed Chicago into a center of skyscraper de... More
Private Tour
Chicago Private Walking Food Tour With Secret Food Tours
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over 150 years... More
Private Tour
Walking Tour of Chicago’s Artsy Cultural Landmarks
Dive into "Chicago's Artsy Cultural Landmarks – Walking Tour," a vibrant exploration of the city's iconic artistic and architectural gems. Start at the Chicago Cultural Center, home to the world's largest Tiffany stained-glass d... More
Private Tour
Chicago River Architecture Walking Tour
Immerse yourself along the Chicago River and admire the astonishing architecture and landmarks that have shaped the Windy City and beyond. Our expert guides will show you Chicago through a new lens and explore this city’s histo... More
Private Tour
Chicago’s Festive Lights: A Magical Christmas Journey
“Chicago’s Festive Lights: A Magical Christmas Journey” takes you through the heart of the Windy City during the most wonderful time of the year. Begin your tour at 875 North Michigan Avenue, formerly known as the John Hanco... More
Private Tour
Chicago Riverwalk & Millennium Park Self-Guided Audio Tour Bundle
Explore the surprising beauty and history of the Windy City with this combo tour of Chicago’s Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the city... More
Private Tour
Chicago Food Tour with The Magnificent Mile and Millennium Park
Wander through Chicago downtown exploring and gaining new food experience on this walking trip. Dive into the hospitable and authentic atmosphere of the city encountering interesting sights and visiting the principal city landmark... More
Private Tour
Chicago Food Tour in Devon Ave
In under 2.5 miles, Devon Ave. has over 40 languages spoken. There are over 300 restaurants on Devon’s commercial strip, varying from Indian, Pakistani, Afghan, Kosher, Italian, BBQ, Iraqi, and African. Come taste just a portion... More
Private Tour
Explore Black History on the Southside of Chicago
Learn firsthand about Black History from a 5th generation South Sider in a 2.5-hour walking tour of Bronzeville and beyond. Highlights of the tour include, Barack Obama’s home, Muhammad Ali’s home, Local murals and street art ... More
Private Tour