Private Tours


Interested in a personal tour of Chicago? Any of our published guided tours can be booked privately. Private tours run between 1-2 hours depending on the selected tour and can comfortably accommodate up to 12 people. Private tours are available between April and October.

Private Tour pricing starts at $400.

Customized TOURS
Looking for something even more personalized, have a larger group or need specific dates or times? No problem! We can create a custom tour for your group that will wow your group and show you the best Chicago has to offer.  
Please inquire for more information and pricing.

What People are Saying

Review of Chicago Art Deco Madness Walking Tour

"Ronnie's walking tour has officially become my 'go to event' when I travel to Chicago. There is no better way to get up close and personal with the amazing architecture in the city. Ronnie is not only an exceptional guide, his love of what he does is evident in every detail he expresses. This is a perfect adventure for newcomers to the city, groups, seasoned travelers or residents who think they've seen it all. Ronnie knows how to bring the beauty, history and decadence of Art Deco to life, leaving you with a truly unique Chicago experience that you are guaranteed to cherish."
Sandy B., Market Manager StudioTK

"Spectacular Private Tour!"

My company (Brizo and Delta Chicago at theMerchandise Mart) has done two corporate events featuring private guided walking tours with Doorways of Chicago and Ronnie Frey. Our first was the Worker's Cottage tour and most recently his Art Deco Madness tour. As someone who has lived in Chicago over 20 years, I'm amazed at all the little details and hidden gems that Ronnie reveals along these routes that I have walked a million times and never noticed before. We couldn't have been more pleased and enjoyed every minute of these highly informative and entertaining journeys. I highly recommend that you experience Chicago through the eyes of Ronnie Frey and Doorways of Chicago, particularly as a private tour!"
Bill R.

"Insightful" Tour for Four Sisters' Chicago Weekend

Ronnie couldn’t have been nicer in arranging to accommodate our 4 sisters' long weekend in Chicago. We only had a narrow window on our day of departure, but he managed to schedule the walking tour to fit our schedule. He did a great job of zeroing in on the details (who knew Italianate style was so in vogue?) and he pointed out so many details that would have been missed had we been walking by these homes on our own. His delivery of information is well researched and we highly recommend his insightful take on a microcosm of Chicago’s history.
Trautmann Family Sisters - Massachusetts

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