Winter Tours

(November 1 - May 31) Join us on one of our “Urban Safaris” in the Pedway and come explore Chicago’s “secret weapon” against the harsh realities of our winter months. Learn how to navigate Chicago’s indoor heated Pedway while hearing captivating stories of the city’s remarkable history or fully explore the Pedway’s multitude of underground corridors, concourses and sky-bridges. Our guides promise to thoughtfully divulge to our guests the “Chicago Story” while our guests senses take in a kaleidoscope of sights and sounds of the city’s urban beat.

Chicago History Tour

Chicago History Tour

Chicago is only 180 years old but the “story” of the Windy City ranks up there with the best epics of all time. Its history is filled with triumphs and tragedies and glorious achievements. It is full of riveting tales of some of our city’s most fascinating characters...

Adults: $25 Seniors: $20 Children Under 12: $20
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Pedway Tour

Pedway Tour

Guests explore Chicago’s “city within a city” and its “Secret weapon” against the elements. On this “Urban Safari”, guests learn to navigate the maze of tunnels and corridors of the Pedway while the iconic symbol (Compass) guides them along...

Adults: $25 Seniors: $20 Children Under 12: $20
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History & Architecture Tour

History & Architecture Tour

Are you interested in Chicago's great history and architecture? Join us on our Chicago Pedway & Loop Tour! This walking tour combines an exploration of the city's indoor heated Pedway, Chicago History and the city's famous architecture located in the "Loop...

Adults: $25 Seniors: $20 Children Under 12: $20
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Pedway & Lunch Tour

Pedway & Lunch Tour

Chicago’s Finest Tours are pleased to announce our newest winter tour offering – Pedway & Lunch Tour. Are you looking for something “hot” to do during Chicago’s notorious freezing winter? Are you looking to learn some fun and interesting things about the city while exploring its...

Adults: $25 Seniors: $0 Children Under 12: $0
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More About Our Winter Tours

The Chicago Pedway presents locals and visitors alike a unique urban experience. Few cities in the world offer such an alluring adventure, particularly during the heart of the winter! Our “Urban Safaris” are designed to sate even the most curious and adventurous explorers. Our Pedway tours are replete with numerous captivating stories and fascinating characters of all shapes and sizes. We have a story to tell and our promise to you is that you will walk away from one of our tours with a smile on your face and feeling of being thoroughly entertained! Check out the rest of our Chicago history tours.