This is not a bus tour, 90% of our tours are 11 people or less, as we specialize in small, personalized group tours. This gives us the space and time to take pictures and have great conversation! The personal, small tour approach ... More

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

Get ready to explore Chicago Chinatown landmarks, hotspots, and popular restaurants all while playing the role of a brave Imperial Advisor to the Emperor of China. As you solve challenges, the story unfolds and exact directions ... More

Nightly Spirits’ Haunts and Hooligans Tour will illustrate Chicago’s haunted history of secret parlors, underground tunnels, murderous movie theaters and supernatural speakeasies. Whether you’re a recent transplant to Chicag... More

Chicago's original Millionaire's Row, meet the ghosts of the Gilded Age. Marshall Field, George Pullman, Philip Armour, and many more used to live in this amazing area, the most desirable address in the city before the fire. Man... More

Embark on a captivating walking tour that delves into the intriguing legacy of the Midwest's most notorious mobsters and gangs. Immerse yourself in the rich history of the Windy City as you stroll through its vibrant streets, wher... More

Want a quick introduction to Chicago’s magnificent architecture? This 90-minute tour takes a comprehensive look at the city’s architectural history by viewing buildings in chronological order, from early skyscrapers to new sup... More

In the heart of downtown Chicago, the American Writers Museum celebrates all genres of writing through interactive exhibits and programming. From Twain to Tupac, there's a story here for everyone. Discover for yourself and visit t... More

Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating self-guided audio tour of hidden historical spots in Chicago's gilded Gold Coast. Peep behind the gates of the original Playboy Mansi... More

The city sparkles with steel, glass and stolen art. You’ve just pulled off the heist of a lifetime, walking the streets of Chicago with Edward Hopper’s Nighthawks tucked in your bag. Now all you need is to disappear into the c... More

Roam the lively heart of Lincoln Square with its cafés, delis, and other fun and fascinating stores; stand beside the Berlin Wall; take in ghastly history, gorgeous murals, and 300-year-old oak trees; and, at your journey’s end... More

Looking for a convenient way to see Chicago rain or shine? Discover Chicago in a unique way with a private tour designed just for you. Enjoy the comfort of a private car as a friendly local guide takes you through the city’s i... More

What do the artists Picasso, Chagall, Miro, and Kapoor all have in common? Incredible public art hiding in plain sight amidst world famous architecture. This 2.5 hour semi-private (12 Guest Maximum) guided walking tour is perfect ... More

Learn the history that makes the Chicago River and its recently updated Riverwalk historically unique.   Chicago is home to one of the world’s most recognizable and celebrated skylines and the Riverwalk’s intimate vantage pr... More

Join Chicago Movie Tours on the Midway, and discover the city's film history in an entirely new way! On this leisurely 75-minute walking tour led by a Ph.D. in film, you'll visit 5 spots on the historic Midway Plaisance, once th... More

Explore the new Old Post Office Building, whose early 20th-century design has been adaptively reused into a beautiful, modern Class A Office building. It once seemed as though the stunning architectural details of Chicago's Old P... More

This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you discover the city thro... More

Get to know the city through the eyes of a local guide. With no set itinerary, you can customize the tour or leave it to the local for an enlightening introduction to the city. With our private walking tours, you'll skip the munda... More

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about th... More

Looking for a unique Chicago tour? Glide into the city’s dark past with our unique Segway tour, where ghosts, gangsters, and true crime come to life. Cruise to eerie sites like the Iroquois Theater Fire, one of the deadliest di... More