Chicago's Finest Tours

The Best Walking, Bus & Car Tours in Chicago


Chicago's #1 History Walking Tours!

        HALL OF FAME

Chicago's #1 Bus Tours!

From $30

Come with us on this bus and walking tour and experience the sites of the 1893 “Columbian Exposition” and the 1933 “Century of Progress”. Relive the fairs by walking the grounds and listening to gripping…

From $30

This unique excursion digs deep into Chicago’s past. Learn how the city’s depravity amassed wayward souls and became perfectly suited for criminals like Al Capone. Visit sites with a history of crime and corruption, including…

We are Chicago tourism at its finest!

Our Chicago walking and bus tours include highly informative, fun, and entertaining stories about Chicago’s history and architecture. Whether you’re a life-long resident or first-time visitor, you can expect captivating stories and infectious enthusiasm from your tour guide, who loves to throw in pop culture trivia to add a little flavor! Our mission is to ensure each guest walks away with a smile on their face and a better understanding of Chicago history.

As Seen On:

5 out of 5 stars on both TripAdvisor and Yelp!

The number 1 choice of exploring Chicago!!!

"We made a private bus tour and it was the best experience. Our tour guide Dan was the best. He knows everything and almost everyone in Chicago. He is also very flexible and spontaneous, because we made some small ad hoc changes and in the end, it was the best decision."

– TripAdvisor
The Chicago #1 History tour was fantastic!

“I live in Chicago and decided to take one of their walking tours this past Saturday. It was very informational and our tour guide was very engaging with our group. I used to think that the architectural boat tour was the one for visiting friends and family but this tour has now replaced it as my favorite tour. It follows the riverwalk and includes a water taxi ride to where the Chicago Fire started. Definitely need to take this one—whether you’re a visitor or a local Chicagoan, it is worth the money and time.”

– Lisa T. Chicago, IL
"Chicago’s Finest Tours are the Best!"

This is my 5th tour with Dan and it was absolutely astounding. I am the organizer for a Single Seniors group and while a lot of us are repeat attendees, everyone who attends one of his tours is amazed by his knowledge of the city of Chicago and all the hidden gems he shows us plus the incredible stories he shares with us. I highly recommend Chicago’s Finest Tours to anyone contemplating this type of activity.

– TripAdvisor