Chicago’s Finest Tours

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 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: $20 Seniors: $15 Children Under 12: $15

Chicago History Tour Details →

This tour is currently unavailable for booking.

Pedway “Explorers” 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: $20 Seniors: $15 Children Under 12: $15

Pedway “Explorers” Tour Details →

This tour is currently unavailable for booking.

Pedway Brunch Tour

Our scrumptious Brunch tour features a little of everything; history, Pedway, great venues, walking and of course, brunch! For the price of one, guests receive a spectacular walking tour combined with a delicious breakfast buffet...

Adults: $70 Seniors: $60 Children Under 12: $50

Pedway Brunch Tour Details →

This tour is currently unavailable for booking.

History & Holiday Lights Tour

Chicago’s Finest River Walk Tour proudly announces our Holiday Lights & History tour. This unique holiday experience combines a fun, dynamic and informative history walking tour with a highly entertaining bus tour showcasing Chicago’s festival of lights...

Adults: $40 Seniors: $35 Children Under 12: $35

History & Holiday Lights Tour Details →

This tour is currently unavailable for booking.

Pedway & Loop Architectural 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: $20 Seniors: $15 Children Under 12: $15

Pedway & Loop Architectural Tour Details →

This tour is currently unavailable for booking.

“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 “- 2015! Come with us on an enhanced Pedway Explorers Tour and experience a highly unique sensory experience...

Adults: $50 Seniors: $45 Children Under 12: $40

“Taste of the Pedway” Tour Details →

This tour is currently unavailable for booking.

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.