Step into the birthplace of the modern skyscraper on this immersive walking tour through Chicago’s historic Loop. Discover the stories, innovations, and hidden details behind the buildings that shaped the modern city. What makes... More

Explore the vibrant art scene of Chicago on the Offbeat Street Art Tour through Fulton Market. This guided walking tour takes you into a neighborhood where industrial buildings have become canvases for stunning murals and installa... More

Immerse yourself in the fascinating history of how a muddy Midwestern outpost transformed into the global capital of architecture. Experience everything from early, classically inspired European styles to bold American Art Deco an... More

A puzzle adventure from the Bean to the Chicago River. Solve six objectives, walk about a mile, and see downtown Chicago like nobody else does. Six stops. Clues hidden in sculpture, fountains, columns, bridge towers and stone. Ea... More

This private architectural walking tour in Chicago reveals a city shaped by cultural ambition and design excellence. You will begin at the historic Cultural Center, where a grand stained-glass dome reflects artistic heritage. How ... More

Chicago's prettiest neighborhood hides some of its darkest history. This self-guided audio tour takes you through Lincoln Park on your own schedule, with narration on your phone at every stop. Start at the Red Lion Pub on North L... More

Discover how a city of rigid steel and glass skyscrapers transformed its streets into a world-class, democratic art gallery. On this immersive walking tour through Chicago's Loop, you will uncover the dramatic, controversial, and ... More

Trace a century of daring architectural gambles in Chicago's Loop. From six-foot brick walls to soaring glass curtain walls, discover how engineers conquered swamp soil, roaring fires, and howling winds to invent the modern skyscr... More

Winner of 10 Best History Tours by USA Today in 2026, and the "ORIGINAL" Chinatown tour since 2001. Discover the history, culture, and hidden stories of Chicago’s Chinatown on a guided walking tour through one of the city’s ... More

Uncover the chilling history of Chicago's gangsters and ghosts on this thrilling late-night Halloween walking tour. Delve into the dark secrets of the South Loop, once a vice district, as your historian guide shares captivating ta... More

Discover the local shopping scene and its fashion DNA with a professional stylist as you embark on a personalized shopping circuit built to meet your style and wishes. Learn more about the art of styling your body features and ta... More

This is a private walking tour with your group and expert tour guide Dave Lineal. Different tour start times available upon request. I am happy to customize the tour itinerary and content for your group. Discover the amazing hist... More

Bucktown has a knack for keeping secrets - and most of them are deeply unsettling. On this self-guided walking tour, you'll hear the true stories behind the neighborhood's murders, hauntings, and disappearances, encountering a rea... More

Explore Chicago with a passionate local guide on a small-group walking tour that takes you beyond the city's most recognizable landmarks. As you stroll through the heart of the city, you'll uncover fascinating stories, admire worl... More

More than 100 years later, stories of Prohibition-era Chicago still capture the public’s imagination. But the portrayal of that era in popular culture isn't always accurate. On this tour, you’ll hear how the culture in turn-... More

Visit the most beautiful interiors in Chicago with a local guide bringing their stories to life. Step into stunning centuries-old architecture on a guided walking tour of downtown Chicago. We go in buildings no other walking tou... More

Uncover Chicago’s bold spirit through its iconic landmarks, from the Gothic Holy Name Cathedral to the gleaming Cloud Gate. Hear untold stories of resilience, art, and innovation. Optional: see the Chicago Theatre, Cultural Cent... More

On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud Gate.From t... More

This 45-minute self-guided walking tour explores the bizarre history beneath Wicker Park’s elegant surface. Led by a longtime resident, you will discover the neighborhood’s transition from a wealthy enclave to a gritty artist ... More

With over 10 years of birding, Wayne can not only identify birds out in the wild through sight, but also through their many calls! Interested in starting out with birding? Maybe you're visiting for a day and looking for a specific... More