These are not your grandma’s architecture walking tours! Led by passionate, expert tour guides, our fun and educational walking tours will give you new perspectives of Chicago architecture and history. These day and evening tours visit both Chicago highlights and off-the-beaten path tour sites. Some mostly indoor tours also incorporate food and drink.
Come see why we were voted Best Tour of Chicago 2019!
We know that history is best told with a creative approach. In order to present various voices and stimulate your imagination, tours may share different media, like historic quotes, old photographs, and documentary film clips.
Reservations are required. Book your Chicago walking tour now! Since many of our architectural walking tours stay mostly indoors, they are great for any kind of weather.
For groups of nine or more, we suggest our private group walking tours and bus tours.
Indoor Walking Tours
Our Chicago architecture walking tours are great for any time of year! These tours take you inside the buildings to explore Chicago history while staying warm. With Chicago Detours, you’ll explore stories and places locals don’t even know. Beyond dates and names, your professional tour guide will tell the personal and forgotten stories behind Chicago architecture. On these mostly indoor walking tours, you will go off-the-beaten path and stay inside at least 80% of the time.
Loop Interior Architecture Walking Tour with Pedway
Historic Chicago Walking Bar Tour
1893 World’s Fair Tour with Bars
“What a delight… we did an indoor walking tour on a cold, windy day in Chicago. This was a great way to get out & explore without freezing. We utilized the Pedway, lobbies & buildings to walk inside downtown in the Loop.” –marial, TripAdvisor
Special Tours and Architectural Events
Explore Chicago’s culture and history through one-time-only tours and events that share stories and places locals don’t even know.
“Badass Women of Chicago History” Storytelling Event – Mar 20
Date Night Historic Walking Bar Tour – Feb 15
Chicago Jazz, Blues and Beyond Bus Tour – June 6
Best Neighborhood Tours in Summer
Offered April to October, our summer season Chicago architecture walking tours are a fun way to learn and connect with like-minded curious people! For our Chicago food tours, you will get a reasonable (not excessive) amount of food and we use food to tell the stories of Chicago history. Plus these off-the-beaten path historical tours integrate a visual experience of architectural exteriors and interiors. These are rated the best neighborhood tours!
Factories to Calories Fulton Market Food Tour
Old Polonia and Wicker Park Tour with Food
Best Architecture Walking Tour for Design Lovers
New in ’20! Century of Contrasts South Loop Walking Tour
New in ’20! Architecture of Money and Power Financial District Walking Tour
PUBLIC WALKING TOUR FAQs
Read our Public Tour FAQs page for questions about booking a tour, distance, mobility, and anything else!