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Chicago's Finest Tours


1225 Ratings

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$80 50% $40
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In a Nutshell

Groups roam the pedway's watering holes while hearing about prohibition days, or combine history with brunch

The Fine Print

Promotional value expires May 31, 2014. Amount paid never expires. Limit 10 per person. Valid only for option purchased. Reservation required; subject to availability. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

A tour acquaints you with the city around you, helping you better plan parade routes and upcoming bouts of sleepwalking. Watch your steps with this Groupon.

Choose Between Two Options

  • $40 for a pedway pub crawl for two ($80 value)
  • $50 for a pedway brunch tour for two ($100 value)

The pedway pub crawl sets off December 13th and runs every other Friday through May at 4:30 p.m., winding between watering holes such as Houlihan's, Hyatt Hotel, and Fellini's in the Radisson Blu. Along the way, guides spill stories about Chicago's past, including some of its greatest tragedies and prohibition crimes. The first drink and an appetizer are included. Alternatively, the three-hour pedway brunch tour combines historical stories of Chicago’s past with refueling eats at Houlihan’s, where a buffet serves piping-hot omelets, bacon, and french toast. Tours set off Saturday morning at 10 a.m.

Chicago's Finest Tours

The history buffs of Chicago's Finest Tours lead engaging and dynamic tours of two very different parts of the city. In the winter, tourgoers head below the sidewalks with torch in hand to explore the troll-populated tunnels of the Pedway, Chicago's underground network of shops, hotels, train stations, and eateries. Regardless of the tour, the knowledgeable guides engage strollers in a two-way conversation about the Windy City, enlightening audiences with historical yarns and humorous anecdotes.

Customer Reviews

1225 Ratings

The best tour ever!
Daniela T. · September 18, 2016
Easy pace, great guide, fun
Judith O. · September 15, 2016
Great tour guide! Very informative - covered over a hundred years of history in 2-1/2 hours. Had a very good time.
Susan K. · September 15, 2016
Merchant Location Map
  1. 1


    111 E Upper Wacker Dr.

    Chicago, IL 60601


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Urbane activities, from museums to historical tours
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