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Register now for afternoon virtual tours and evening happy hour talks!

Public Tours

Day and evening walking tours of Chicago architecture and history.


Virtual Talks and Tours

Instead of the real life walking tours we usually offer, right now you can join us on 20-minute talks as a “Historic Happy Hour for Curious People” on weekdays and 40-minute live, virtual tours on weekends. These online talks and tours are free, with a $5-15 suggested donation to support our small business. Public tours are currently suspended. Past talks are viewable on Youtube for a limited time. 

Registration is required. Space via Zoom platform is limited. 

tour guide on virtual tour in chicago


Thurs, Mar. 26 – “10 Big Ideas that Make Chicago its Own Kind of Town” button for Chicago Detours YouTube channel

Fri, Mar. 27 – “Da Beers: Chicago Drinking History” – Due to demand, will do this one again!

Mon, Mar. 30 – “Chicago History Crash Course in 20 Minutes” button for Chicago Detours YouTube channel

Tues, Mar. 31 – “Five Badass Women of Chicago History” button for Chicago Detours YouTube channel

Wed, Apr. 1 – “Chicago Sports History From Street Brawls to the World Series” – Register now

Thurs, Apr. 2 – “Chicago Parks From the Past to Post-Pandemic” – Register now

Fri, Apr. 3 – “LGBT History of Chicago Before Boystown” – Register now

Mon, Apr. 6 – “Chicago Architecture Crash Course in 20 Minutes” – Register now

Tues, Apr. 7 – “Demystifying the Chicago Pedway” – Register now

LIVE, VIRTUAL TOURS – 1:00pm-1:50pm

Sat, Mar. 28 – “Chicago Building Types in Four Neighborhoods” button for Chicago Detours YouTube channel

Sun, Mar. 29 – “Architecture of Money and Power in Downtown Tour” button for Chicago Detours YouTube channel

Sat, Apr. 4 –  “Neighborhood Detour Pt.1: Bridgeport, Bronzeville, Armour Square, Grand Boulevard” – Register now

Sun, Apr. 5 –  “Hidden Neighborhood Architecture in Two Blocks” – Register now


About Public Tours

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.

Since many of our architectural walking tours stay mostly indoors, they’e great for any kind of weather. Some tours also incorporate food and drink.

Come see why we were voted Best Tour of Chicago 2019!

Reservations are required. Book your Chicago walking tour now!

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.

tripadvisor five bubble review
“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

10th Anniversary Special Events & Tours

Chicago Detours turns 10 this year! Explore Chicago’s culture and history through one-time-only tours and events that share stories and places locals don’t even know. We hope you’ll celebrate this milestone for our small, woman-owned business with us!


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!


Read our Public Tour FAQs page for questions about booking a tour, distance, mobility, and anything else!


Call: 312.350.1131
E-Mail: [email protected]