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CHICAGO Guided Walking Tours

Ronnie’s In-Person guided Tours are back for the 2022 season and one new tour added and another on the way!  Ronnie is an architectural photographer and interior designer.  Having studied architecture and historical homes/buildings for over 30 years he is passionate about historical preservation and that passion shows in his tours.  
"We moved to Chicago eight months ago and Ronnie’s tour was a perfect mix of history, architecture, culture and neighborhood to start to get us acquainted with the beauty of our beautiful new city. Chicago is a city of neighborhoods, and of a million hidden gems. On this tour, you really get to see a few of them most major “best of Chicago” tours would never uncover. Highly recommend! "
TripAdvisor.com User
"Absolutely magical walk through time to discover the amazing worker’s cottages of Chicago. Passionate tour guide Ronnie leads a walk through the history of these wonderful homes in a charming neighborhood you have to see to believe. Ronnie’s enthusiasm and knowledge are endless and his engaging narrative will enchant your experience of discovering these delightful cottages, the neighborhood, and lots of surprises along the way. I highly recommend this tour for any resident or visitor to Chicago!!!"
TripAdvisor.com User

Upcoming Tours

Apr 28
CHICAGO ART DECO MADNESS
Chicago Loop - 231 S. LaSalle St, Chicago, IL 60604
Apr 29
WORKERS COTTAGES OF OLDTOWN TRIANGLE – WALKING TOUR
164 W Eugenie St - 164 West Eugenie Street, Chicago, IL 60614
Apr 30
HISTORIC HOMES, COTTAGES & BUILDINGS OF WICKER PARK – WALKING TOUR
1236 N Hoyne Ave - 1236 North Hoyne Avenue, Chicago, IL 60622

TripAdvisor Reviews

Melissa M
2022-08-18
Verified
Amazing tour right in your own backyard! This was such a fun tour. I’ve lived in Chicago for 6 years now and one of those years I lived right around the corner from where this tour took place. I walked these same streets and had no idea the history. The tour guide is so knowledgeable and kept it fun! Can’t wait to take more of his tours!
Sandra T
2022-08-15
Verified
Excellent, more than I expected Very nice your and it Ronnie was very knowledgeable and interesting to talk to. I will do his tours again for sure!
Warren S
2022-08-14
Verified
Wicker Park is a fascinating hood Fun, informative and insightful tour of a beautiful and historic Chicago neighborhood. Beautiful architecture and a lovely walk
kkorte
2022-08-13
Verified
Such an interesting and fascinating tour! Ronnie was such a genuine and informative tour guide! I am a longtime resident of Chicago and love to learn more about my city by taking tours. Architecture and doorways in particular are a passion of mine, so I had high expectations for this tour - and it did not disappoint! Ronnie is an interior designer and his eye for beautiful architecture was an amazing lens thru which to see all the places he took us to today! I can't wait to take his other 2 tours, and I hope he adds even more tours onto his scope of work! Highly recommend!
Footprints125919
2022-08-13
Verified
Fascinating Tour Absolutely fascinating tour of a unique, charming, and amazing neighborhood and its historic cottages and houses. Ronnie’s knowledge of architecture, design, and history made this a wonderful experience that I would highly recommend to anyone living in or visiting Chicago.
griff
2022-06-05
Verified
Great experience Great experience, great tour guide, he was so friendly and engaging. Learned a ton! Would highly recommend to anyone, local or tourist!
Pegrdh
2022-06-04
Verified
Ron’s knowledge and eye for the architectural design are exceptional. The Old Town tour was a delight as we wandered the neighborhoods and learned about the history of chicago and the early architects and designers who built these beautiful buildings and influenced the design of chicago. The pace of the tour allows you to take in small details, the beautiful gardens and and the mixed design of the various homes. I know I will notice and enjoy the architecture of the many chicago neighborhoods in a new light. Ron is a knowledgeable and friendly host!
Julee W
2022-06-04
Verified
Tales from a walking tour I love big cities and I'm not gonna lie!! But today the windy and second city became much smaller and intimate with Doorways of Chicago’s Old Town walking tour! Ronnie Frey mixed history, humor, and human interest into a 2-mile storybook walk. You could almost hear the clip clop of the horses hoofs, and smell the smoke from the Great Chicago Fire, as he weaved tales from eras gone by! Do yourself a favor and take one of these walking tours by Doorways of Chicago! I promise, you’ll fall in love with the city of Chicago…if not for the first time…all over again!
Stacie S
2022-05-22
Verified
To Spend Time With Ronnie is to Learn. Ronnie's accuracy (historic and design) is commendable. Ronnie is so respected that we were invited inside by one of the home owners.

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