About Us

Who We Are

My name is Dan O’Connell and I am the founder of Chicago’s Finest Tours. I began this business seven summers ago for one reason – to tell “the” story. In short, to tell the amazing story of Chicago – how a mere swampland located at the intersection of a lazy prairie river and Lake Michigan became one of the world’s leading “Alpha Cities!” Like any great novel, the “Chicago Story” has many chapters and each one of our tours are thoughtfully designed to tell one or many chapters of this incredible saga!

The tour guides of Chicago’s Finest Tours love to narrate this inimitable account of the “Windy City.” Our tour guides are enthusiastic, energetic, and above all, entertaining. If you think a history tour and entertaining are contradictory, I encourage you to try one of our Chicago walking tours. Like the thousands of guests we have entertained thus far, you too will find that a history tour can be both informative and entertaining. If you don’t believe me, please check out what hundreds of our guests have to say about their tour experience with us on TripAdvisor. I hope you join us soon on one of our amazing journeys!


Dan O’Connell

Dan O'Connell