in-person and Virtual tours

virtual team building bessie coleman
Best tour of Chicago

Are you looking to learn and explore Chicago? We are a boutique tour company that tells Chicago stories through in-person tours, virtual tours, and custom content for corporate and social events.


Dates are filling up for the “Detours Holiday Walking Tour,” a mostly indoor experience of classic holiday sites and forgotten stories. Public and private tour dates are available. 

Come see why Chicagoans have voted our tour company as “Best Tour of Chicago” runner-up for the second year in a row among all the giant tour companies in the city! We have many private tour options for downtown or neighborhoods.  

virtual TOURS for team-building

With our virtual tours, guests see stunning visuals and hear stories across time of  women’s history, the 1893 World’s Fair, Chicago food and drink, the Chicago River and more. Entrepreneur Magazine recently featured our innovation with virtual tours for special events. 


Live tour guides recount the big ideas and personalities across Chicago history.


Guests virtually travel through time and space via historic illustrations, 360-degree photos, and other beautiful visuals.

Team Building

Creative challenges, competitive games and reflection exercises help your team collaborate and connect.

custom tours and content

chicago neighborhood video production amanda with camera on shoot

Our passionate storytellers work with corporations, non-profits, and marketing agencies to design and produce hyperlocal stories via visual, written and experiential media. What in the world does that mean? Click to learn more. 

Our corporate Clients

"I wasn't sure what to expect with a virtual event, but WOW! Chicago Detours blew us away."
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Kristin B
"This was a really good team bonding experience--a fun way to 'get to know each other' in a non-traditional way.

Our Story

Chicago Detours is a team of educators, historians, journalists, and creators. We are passionate about connecting people to places and each other through the power of storytelling. Originally a tour company, we built a reputation for being not just tour guides but also Chicago experts. We have expanded beyond tours to produce hyperlocal digital content like virtual tours and documentary video. 

food tour gyro sandwich on a private custom tour

ready to brainstorm with us?