Chicago History Tour in the Pedway
Chicago History Tour in the 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 in the Pedway Details Book Now
Pedway Explorers Tour
Pedway Explorers Tour

Explore the Pedway while learning about Chicago’s history and pop culture inside the city’s secret weapon against “Old Man Winter”!

Pedway Explorers Tour Details Book Now
Taste of the Pedway
Taste of the Pedway

Join us in the Pedway for the original “Taste Tour”! Explore the Pedway, hear great stories about Chicago while sampling delicious treats along the way.

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Pedway Brunch Tour
Pedway Brunch Tour

Our weekend Pedway Brunch tour features a little of everything; a fascinating walking tour featuring history, Chicago Pedway, great stories and of course, a delicious breakfast buffet all for one price.

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“Outstanding” Bus Tour!

Reviewed April 13, 2015 - NEW -This is way more than a bus tour of Chicago! Tour guide gives you history, stories, teaches the culture of different neighborhoods, explains the cycles the city has...

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In addition to our rich offering of River Walk and Pedway Walking Tours, Chicago's Finest Tours is proud to announce it is extending its tour portfolio by adding four new bus tours. For visitors to...

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Prepaid Vouchers

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

Chicago’s Finest Tours Online Reservations

​Please check tour availability, dates and times.

    About Chicago’s Finest Tours

    Chicago's Premier History Walking Tour!!

    • Chicago’s Finest Tours provide some of the most dynamic and fun year-round activities in the city including our premier Chicago History tour!
    • 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 actually 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 Chicagoans as well as first time visitors to Chicago.

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

    Currently, our tours are ranked 6th best tour (out of 131) in Chicago according to

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

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