Chicago History Tour  (Pedway)
Chicago History Tour (Pedway)

Learn the “story” of Chicago and hear an amazing account on 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.

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Pedway Explorers Tour
Pedway Explorers Tour

Explore and learn to navigate Chicago’s secret weapon used by the locals to avoid the harsh realities of our city’s notorious winters.

Pedway Explorers Tour Details Book Now
Pedway Pub Crawl
Pedway Pub Crawl

Join us in the Pedway for a relaxing and thoroughly entertaining Pub Crawl! Begin your weekend fun with us exploring the Pedway while stopping at some of its best “watering holes”!

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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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The Original “Taste of the Pedway” Tour
The Original “Taste of the Pedway” Tour

Chicago’s Finest Tours is pleased to announce our newest creation and the first of its kind in Chicago; The Original “Taste of the Pedway Tour “- 2014 an enhanced Pedway Explorers Tour with food stops.

The Original “Taste of the Pedway” Tour Details Book Now

“Taste of the Pedway” Tour is here!

Chicago's Finest Tours is proud to announce the arrival of The Original "Taste of the Pedway" Tour! This unique tour offering features our highly-acclaimed "Pedway Explorers" Tour with a food...

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Daily Deal Guests

For those guests using daily deal vouchers, please call our office for reservations - 312-202-0745 - Thank you...

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Prepaid Vouchers

Redeem Your Voucher

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 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!

    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 4th best activity (out of 193) in Chicago according to

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