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Wendy B.

Chicago, Illinois, United States

Hi, I'm Wendy and I'd like to welcome you to Chicago!

Allow me to be your personal guide to this beautiful city that I love so much. It would be my pleasure to show you the best that Chicago has to offer.

I've been a tour guide for 25 years and consider it a great joy to do this for a living. I bring passion, knowledge, and humor to my tours. I want to give you the best experience and the most accurate information so that you come away happy . . . and maybe a little in love with Chicago.

Growing up, my family moved between Milwaukee and Chicago. I know and love both cities, but when studying architectural history, I knew I had to be where the architectural action has long been: Chicago. When I had the chance, I made this my forever home.

Chicago is a surprising city. Many of my guests are surprised by the beauty: architectural and natural, others by the cleanliness and the spaciousness. Many people are surprised at what a water-oriented city we are, focused on our inland sea, Lake Michigan, and how we love our boats and beaches, and our Riverwalk. We are a city of world-renowned music, art, food, and museums. We are a big, bustling city that happens to be Midwestern friendly.

I bring a "big picture" approach to my tours. For every story, every building, I provide you with context to enhance its meaning, touching on many aspects of Chicago's story. Indeed, so much of Chicago's history, art, and architecture is connected. I love threading these themes together to give you the full view.

I will customize a tour experience for you, based on your interests and your time. Chicago is easily doable by foot and public transportation, but we can opt for a taxi or Uber/Lyft, or I will definitely arrange for a private car if that makes more sense for your itinerary (with a bit of advance notice). We can relax and enjoy some of the best cuisine and beverages anywhere, focusing on restaurants and bars that have fascinating Chicago history.

I bring along a gallery of historic images and video and music clips on my iPad to enhance your experience of the city. I am also more than happy to photograph you and your group with some of the most stunning backdrops in the city.

I am available 7 days a week including public holidays. I appreciate at least a week's notice of your tour date(s), so I can prepare well for you. I'd be happy to help you plan your itinerary before you come to Chicago, as well. I believe in taking care of my guests with personal customer service.

What a few of my guests have said:

"Never had a better tour.  Wendy knows so much about Chicago and her love for the city shines through. "~Marcia

"It was like walking with a very knowledgeable friend through the streets of Chicago; Wendy really made Chicago come alive for us. " ~Sandi

"We had a wonderful experience. Wendy was an awesome tour guide. Very professional and informative. We were lucky to have a private tour with Wendy. " ~Dudley

Allow me to show you the best of Chicago! I look forward to welcoming you to my city!

A Recent Review of this guide

Wendy was amazing. She provided a funny, fascinating overview of Chicago and completely captivated a bus full of relatives in town for the Northwestern graduation. With an audience ranging from 21 to 90, Wendy was able to appeal to a wide range of interests and attention spans and always had a smile in her face. By the time our full day tour was complete Wendy had become part of the family. She was a highlight of our Chicago experience
Paul Michael Jones

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MA, Art History with focus on Architectural History and Museum Studies
BA, Professional Communication
Tour Guide for 25 years
Certified Chicago Tour Guide
Member of the Chicago Tour-Guide Professionals Association
Trained to be a docent by both Chicago Architecture Foundation and Historic Milwaukee, Inc.
Museum docent at National Historic Landmark Glessner House Museum, Chicago
On staff and docent at National Historic Landmark Ashland, The Henry Clay Estate House Museum, Lexington, KY (2003-2009)


When the itinerary involves a driving tour, I will not do the driving, but will arrange for - and only work with - licensed and insured drivers.

Guide Requirements for United States

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