Chicago History Tour inside the cozy Pedway
Chicago History Tour inside the cozy Pedway

Learn the real “story” of Chicago - how a swampland located at the intersection of a lazy prairie river and Lake Michigan transformed into one of the world’s leading “Alpha” cities.

Chicago History Tour inside the cozy Pedway Details Book Now
Pedway Tour
Pedway Tour

Explore Chicago’s secretive Pedway while learning about Chicago’s history, architecture and pop culture!

Pedway Tour Details Book Now

Prepaid Vouchers

Have a prepaid voucher? Give us a call 312-202-0745 to make a reservation.

Gift Cards Available

Surprise your family and friends by sending them on an adventure throughout Chicago by using our new gift card program.

Chicago’s Finest Tours Online Reservations

​Please check tour availability, dates and times.

    About Chicago’s Finest Tours

    We provide the most dynamic and fun year-round activities in the city including our premier Chicago History and Bus Tours!

    • From walking tours to bus tours all our activities are highly informative, fun and entertaining!
    • Check out all of our reviews on by clicking on the "read reviews" link on the top right of this homepage.
    • We distinguish ourselves by providing our guests captivating storytelling, keen visualizations and infectious enthusiasm!
    • Our mission is to ensure each guest walks away with a smile on their face and better understanding of our amazing city!
    • On our River Walk or Pedway Walk Tours, guest’s burn calories learning about Chicago’s rich history, its tragedies and triumphs while viewing some of its architectural wonders.
    • On our Exclusive Bus Tours, our guests not only hear about fascinating Chicago History but are taken to the site in which these incredible moments in time unfolded!
    • All tours are all highly entertaining and interactive journeys that are designed for both life-long residents as well as first time visitors to Chicago.

    • Our tour narratives are filled with interesting facts and stories about Chicago’s History, buildings and an abundance of trivia and pop culture are thrown in to add flavor.

    • As the great Marshall McLuhan often expressed; "Anyone who tries to make a distinction between education and entertainment doesn't know the first thing about either".

    Currently, our tours are ranked 7th best tour (out of 164) in Chicago according to

    Our tours have been featured on both CBS and Fox News!!!

    "Come ready to learn, laugh and be entertained!"

    Photography credits - Feygin Foto