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Chicago Fact: The Magnificent Mile boasts over 460 retail shops, 240 restaurants, and 54 hotels in the district.

Our Guides

Chicago Trolley Guide

When the company was founded the partners decided to make a hiring decision which was considered quite radical at the time. Instead of hiring bus drivers and teaching them how to give a tour, as was standard practice for other companies, CHICAGO TROLLEY® hired actors and comedians and taught them how to drive a trolley. The quality of the tours and guest experience was immediately noticable in the industry. And as they say, the rest is history.

Throughout the years our tour guides have moved forward in their careers to stages such as The Second City, House Theater, n.u.f.a.n. ensemble, I/O (Improv Olympic) and many TV shows, movies and theater productions.

We hope that you find your tour of Chicago informative and historical but if you find a moment along the way that's hysterical, we'll take that too!

The Entertainers

Our people make each tour an informative and fun individual experience.

Chicago Trolley & Double Decker Company... Enjoy the Journey.