Unlock the secrets of the Windy City with an immersive journey through the Chicago Pedway. Discover a unique urban labyrinth perfect for architecture enthusiasts, food lovers, and history buffs alike. From guided walking tours showcasing iconic Chicago landmarks to delicious deep-dish pizza tastings and Prohibition Era stories, our curated experiences offer an unparalleled way to navigate the city. Whether you are exploring underground connections or seeking cultural gems, our top-rated tours provide an authentic Chicago experience. Book your adventure today and see the city from a whole new perspective!
4.95★
Based on 4,125 pooled reviews with ~95% positive sentiment
$45 median
Typical range is $32–$96
100% Walking Tours
All options are guided walking tours
2.8 hours median
Typically lasts between 1.8 and 3.6 hours
Free cancellation
100% of available tours offer this feature
Cultural & Historical
86% of tours focus on these themes
10 Products
Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging in delectable local cuisine. From deep-dish pizza to hidden gems, savor the flavors of Chicago as a knowledgeable ...
For a full refund, cancel at least 24 hours before the scheduled departure time.
The perfect Food Tour of Chicago for first timers or anyone eager to explore Chicago's famous foods & top attractions—all in one tour. Stroll the beautiful streets of downtown & taste the Windy City’s favorite eats on this iconic Chicago Food Tour! Bobby’s Bike Hike & Food Tours, whose food tours ra...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy bars, sites of real life mob shootouts, and haunted tragedies that shape the city's legacy. This walking tour blends ghost stories, true cr...
For a full refund, cancel at least 24 hours before the scheduled departure time.
This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to the overall narrative of Chicago. On this tour, we will explore the famous and mysterious Chicago Pedway, a system of underground tunnels connecting 40 ...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Discover the amazing history and architecture of Chicago with expert tour guide Dave Lineal. Walk among gigantic towers of downtown and learn how Chicago became a global force in culture, commerce, and architecture. Our tour will explore building interiors like the world's oldest skyscrapers, City H...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Take a tour of Chicago's Pedway system (a network of underground tunnels that allows pedestrians to pass from one end of the Loop to the other) and enjoy seasonal holiday decorations and sights along the way. Our tour begins in the lobby of the Swissotel where we descend into the Pedway. After a to...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Discover the real Chicago with those who really know it! At ChicaGo Turismo we transform a simple tour into an unforgettable experience. More than visiting monuments, you’ll discover the history, architecture, art, mob, cinema and secrets that made Chicago one of the most influential cities in the ...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Explore the heart of the Windy City Beginning at Millennium Park, home to the world-famous Cloud Gate (“The Bean”), and stroll through lush gardens and striking public art. Uncover hidden gems in the Chicago Pedway, then emerge onto the scenic Chicago Riverwalk for sweeping skyline views. Continue...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Visit Chicago's "Pedway" – downtown's underground tunnels that offer shelter during bad weather. While walking in the Pedway, you will pass stained glass corridors and underground swimming pools. The tunnels lead to various interiors, giving a glimpse into hidden parts of the city. You will see over...
Explore Chicago's rich history and vibrant culture on a walking tour starting at Millennium Park with the iconic Cloud Gate sculpture. Wander through lush gardens and public art, then delve into the Chicago Pedway's hidden gems. Enjoy breathtaking views on the Chicago Riverwalk, admire the Wrigley B...
Landmarks travelers visit on the same route as Chicago Pedway.