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. We do day and evening tours, drinking and food tours, and architectural tours. Some tours visit Chicago highlights, and all share an off-the-beaten path ethos for your Chicago explorations.
We know that history is best told with a creative approach, so we wield an interdisciplinary approach to tour design. Tours may share different media, like historic quotes, old photographs, and documentary film clips, to stimulate your imagination and present various perspectives.
Reservations are required to secure your Chicago walking tour. Since many of our tours stay mostly indoors, they are great for any kind of weather.
For parties of more than eight, we suggest our private group walking tours or bus tours.
Architecture and History Tours
Our architectural walking tours will bring you to explore stories and places locals don’t even know. Beyond dates and names, your professional tour guide will tell the personal and historical stories behind the buildings in both downtown and Chicago neighborhoods. All our indoor walking tours run year-round, and the seasonal Design Lovers Walking Tour takes advantage of outdoor architectural exploration.
Best Architecture Walking Tour for Design Lovers
Loop Interior Architecture Walking Tour with Pedway
Food and Drinking Tours with Architecture
Our Chicago walking tours with food and drinks are a fun way to learn about Chicago architecture and history and connect with like-minded curious people! These tours are not your typical pub crawl or Chicago food tour. We curate our educational tour experiences and you will get a reasonable (not excessive) amount of food or drink. Plus, all these day and evening tours integrate a visual experience of architectural exteriors and interiors. And then the food or drink enhance the tour experience.
Factories to Calories Fulton Market Food Tour
Old Polonia and Wicker Park Tour with Food
Historic Chicago Walking Bar Tour
1893 World’s Fair Tour with Bars
Special Events and Tours
Explore Chicago’s culture and history through one-time-only tours and events that share stories and places locals don’t even know.
PUBLIC WALKING TOUR FAQs
Read our Public Tour FAQs page for questions about booking a tour, distance, mobility, and anything else!