Inside Chicago Walking Tours, Chicago

5.0
#11 of 105 in Tours in Chicago
Inside Chicago Walking Tours is a unique walking tour company founded by an experienced tour guide and product development director for a major sightseeing company in Chicago. Given the freedom to research and construct her own tours, she used her experience as a teacher, writer, improv comedian, and tour guide to create tours that tell the story of Chicago in an engaging, educational, and always entertaining way. Inside Chicago Walking Tours combine architecture, history, and storytelling in one powerful experience of the city that no other tour company can match.

What makes us different? It's our ability to find the hidden and fascinating details of buildings and areas that people pass through or pass by every day. It's our emphasis on experiencing architecture as an art, appreciating both the exteriors and interiors of Chicago's gorgeous buildings. It's our passion for showing visitors, whether they be out-of-towners or Chicagoans, a side of Chicago that they haven't noticed before: the second side of the Second City.

Tours average 2 hours and run rain or shine. Please refer to the tour offerings on our website for more details.
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Inside Chicago Walking Tours Reviews
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TripAdvisor Traveler Rating 5.0
1,042 reviews
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  • We booked Hillary of Inside Chicago for a bespoke tour and we had a fantastic time. An expert on her home city, she is also friendly and fun. Chicago is now our new favourite city! We will definitely ...  more »
  • Hillary is a tour guide extraordinaire! Warm, funny insightful and charming - she tailormade a brilliant Chicago Music Tour for us with such flair and enthusiasm. My husband, a huge music fan, had nev...  more »

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