Posted on Tripadvisor  
 
 
 Ben H 
 
27 September 2026
 
 
  
Magical building with an amazing host
Thorough and interactive. Ronnie makes the tour feel personal to both him and the guests. We had a fantastic time.
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Ashleigh M 
 
27 September 2026
 
 
  
More reasons to love Wicker Park
What a great way to spend the morning. His love for the area is contagious. Great for visitors or Chicagoans looking for a fresh view of the neighborhood
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Odyssey762708 
 
25 September 2026
 
 
  
The Fine Arts Building is a Feast for the Senses!
I took Ronnie’s walking tour of Old Town and absolutely loved it. He is beyond knowledgeable about all of the historical tidbits surrounding the neighborhood. So, when I saw that he had a Fine Arts Building tour, I jumped on it. I’ve been curious about the Fine Arts Building and am so happy I toured it with Ronnie. Not only is he an expert on the building and its history, but he is a resident artist! I left wanting to go home and research the various trailblazers we learned about. Whether you’re visiting Chicago or you live here, do yourself a favor and book this tour…or any of Doorways of Chicago tours. It’s a great way to spend a few hours and you’ll leave wanting more.
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Cathie and Rich 
 
8 September 2026
 
 
  
Neighborhood, Architecture and History
Ronnie is personable, knowledgeable and passionate about architecture and Chicago history. It was contagious! Our group totaled 7, all appeared to enjoy as much as my sister and I did. He was concerned about sidewalk safety, made sure we could all hear him, and was open to some spontaneous fun! I highly recommend Ronnie for any tour he gives, he researches what he shares and his app with access to photos was a great addition to what we saw and heard.
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Patty B 
 
7 September 2026
 
 
  
Fun and Informative
This is my second tour with Ronnie. Both the Fine Arts Building and Wicker Park tours were wonderful. Ronnie is very knowledgeable and makes learning about the history and architecture fun. Next stop, Old Town!
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Janet F 
 
7 September 2026
 
 
  
Old Town walking tour
Ronnie Frey is a great, knowledgeable, and personable quide. This is the 4th tour I have done with Doorways of Chicago and I have enjoyed every one and learned new things about my favorite city from Ronnie.
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Spoorthi s 
 
7 September 2026
 
 
  
Stop and notice your city with Ronnie!
Ronnie is the nicest guide and shows you parts of historic Chicago that you probably breezed past. His tours make you stop and notice your city more. HIGHLY RECOMMEND
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 nancy w 
 
6 September 2026
 
 
  
Discover a Secret Side of Chicago
I loved this tour with Ronnie Frey. We saw a side of Chicago new to me. These buildings began as worker's cottages in the 1800's. Now they are charming, elegant private homes and gardens. Ronnie knows his architecture, pointing out specific period details. He fills in historic details too, connecting the past to the present. I am looking forward to checking out his other tours.
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Danielle O 
 
6 September 2026
 
 
  
An absolute masterclass in neighborhood charm!
Ronnie is an absolute gem of a tour guide! If you want to experience Chicago history without even a hint of dry textbook boredom, Doorways of Chicago is an absolute must-book. We have done a few of his neighborhood walks now, including Old Town, and every single one is genuinely amazing. Ronnie brings so much life, wit, and vibrant energy to the history of the streets. He has this wonderful gift for making you look past the modern facades and see the neighborhood through a completely different, much more beautiful lens. He really captures the electric pulse and character of these historic blocks, weaving storytelling with architectural appreciation in a way that feels utterly effortless and fun. You walk away not just deeply entertained, but completely inspired to get involved and advocate for protecting these incredible historic homes. If Ronnie is leading a tour, clear your schedule and just go. Five stars does not even cover it, and as a true cherry on top, I also highly recommend picking up his book Doorways of Chicago to keep the magic going at home!
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Cathy L 
 
3 September 2026
 
 
  
Look Up!
After a day taking two of Ronnie’s tours, Art Deco Madness and the Fine Arts Building, I see Chicago in a whole new light. I have a newfound appreciation for buildings I’ve passed by many times over the years and the beautiful elements of their enduring architecture. These tours are not just for out-of-town visitors, but for those who love their city and want to appreciate its beauty and history in a new way. “Look up,” Ronnie says. You’ll be amazed by what you see and how you take that knowledge with you in every city you visit!
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Travis 
 
23 August 2026
 
 
  
Amazing walking tour in Wicker Park
Thoroughly enjoyed the walking tour around Wicker Park with Ronnie. I learned so much about Wicker Park’s history and the buildings were beautiful. Highly recommend this tour!
  
 
 
 
 
 
 Posted on Tripadvisor  
 
 
 Danielle O 
 
22 July 2026
 
 
  
Absolute best walking tours in Chicago hands down
Stumbled on his Instagram and immediately booked a tour for the next day, and honestly it was the best decision ever. We did both the Wicker Park and the Graceland Cemetery tours and they were incredible. We’ve since gone on another one and at this point we honestly can’t wait to do the rest of them. He is such an incredible storyteller and without a doubt runs the best walking tours in Chicago. We’ve already recommended him to so many people, and everyone we’ve talked to who has gone says the exact same things. We also ended up buying two copies of his Doorways of Chicago book so we could keep one at home and put one in the office, and the patients are totally obsessed with flipping through it. Truly cannot recommend enough!
  
 
 
 
 
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 Tripadvisor rating score: 5.0 of 5, based on 197 reviews