15 Best Chicago Walking Tours

“Baylor was an excellent guide all around, knowledgeable and funny. This is a nice walking tour around the Loop downtown, takes about 1.5 hours. It was great to see the architecture and an added bonus that we were able to take inspiration of places to…”

“Adam, our tour guide, expertly led us through some of Chicago’s beautiful architectural gems, sharing his keen insight and good humor along the way. Thoroughly enjoyed the memorable journey. Thank you Adam!”

“Dave was great! He is very knowledgeable and cares about his group. We learned a lot! Anticipate a good 3 and a half hour of walking at a slow pace.”

“Grant was an extremely warm, knowledgeable and organized tour guide. He seamlessly lead a group of 15-20 of us from building to building. It was a very cold day but we do spend a good amount of time indoors so the weather felt really manageable.…”

“Great food on this easy walking tour through Chicago’s historic Chinatown. We learned a little about Chinese history, Chicago history, and enjoyed some really great food.”

“Very interesting tour going through very interesting buildings that I would never go into unless this tour took me there. I learned a lot about life in Chicago a decade ago.”

“Had a great tour with Baylor. We were the only ones on this tour so had all of her knowledge directed at us only. Interesting tour and Baylor was very chatty and friendly!”

“We enjoyed learning about a part of Chicago we’d never heard of before despite living in the Chicago area most of our lives.”

“Very interesting tour and the guide was very helpful & adapted to our specific interests. Highly recommend.”

“Great tour, our guide did an incredible job at pointing out the different details about the buildings and creating an interesting narrative as we walked across town.”

“We really enjoyed the Underground Walking Tour with Colleen. She did a great job of pointing out "Hidden treasures in plain site". We'll be looking around Chicago for the "y" for Wolf Point. The Ped Way is a great place to enjoy Chicago away from…”

“Such a fun evening with great stories and yummy drinks. We enjoyed it so much! Katie is a wonderful storyteller. Knowledgeable and funny. We’re planning to visit the bars we stopped by again!”

“Our guide Taka was great. She made the tour an interesting and tasty experience”

“I had the pleasure of joining the tour “Chicago : Treasures of the Golden Age” today, and I just want to take a moment to thank our fantastic guide, Jackeline. Her knowledge and passion for the city’s architecture was truly impressive. From the rich history…”

“Very knowledgeable guide. Super personable and answered all questions the group had. Did not feel rushed nor did it feel too long and dragged on”