Chicago History Tour Plus (River Walk)
Chicago History Tour Plus (River Walk)

Learn the “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 Plus (River Walk) Details Book Now
Roaring 20s Pub Crawl
Roaring 20s Pub Crawl

Join us along the river for a relaxing and entertaining Pub Crawl featuring a Roaring 20s Trivia Challenge! Let’s start off your weekend adventure with an exploration of some of the best “watering holes”!

Roaring 20s Pub Crawl Details
River Walk Brunch Tour
River Walk Brunch Tour

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

River Walk Brunch Tour Details Book Now

2014 Winter Season Announced!!!!

Chicago's Finest Tours is pleased to announce our Fourth Winter Season in Chicago's heated Pedway. Winter season begins November 1 and features 6 tours from either our "Signature" Tour Package or "...

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Prepaid Vouchers

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

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    About Chicago’s Finest Tours

    Chicago’s Finest Tours provide some of the most dynamic and fun activities in the city including our premier Chicago History tour! From walking tours and pub crawls to enhanced scavenger hunts, all our activities are highly entertaining!

    Come ready to smile, laugh and be entertained!

    2014 Certificate of Excellence winner!!!!!!

    We offer our guests highly passionate and energy-packed activities ranging from walking tours, bus tours and highly advanced scavenger hunts – Ultimate Quest. 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 off calories learning about Chicago’s rich history, its tragedies and triumphs while viewing some of its architectural wonders. They are all highly entertaining and interactive journeys that are designed for both life-long Chicagoans as well as first time visitors to Chicago.

    On our Specialty 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! 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.

    We distinguish ourselves in 2 ways from all of the other Chicago History tours:

    1. Storytelling: Our tour guides are gifted storytellers and our trademark is to tell Chicago's history through the use of fun and engaging stories!
    2. Visualization: Each guest shares a tour visual packet and is able to relive Chicago's past with dozens of carefully chosen photos that support the tour's interesting narrative!
    Chicago’s Finest History Tour was awarded Goldstar’s highest honor in August, 2011 and February 2012 as the newly recognized "Roar of the Crowd”.

    Currently, our tours are ranked 5th best activity (out of 212) in Chicago according to

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