Chicago: Prohibition Speakeasies Bus Tour or Walking Tour
Chicago’s speakeasy hunt starts with a secret wink. This tour gives you the story behind how Prohibition worked in Chicago, […]
Walking Tours
Chicago: Treasures of the Golden Age Walking Tour
Chicago’s Golden Age architecture hits fast. This 2-hour Loop walk strings together Michigan Avenue and State Street landmarks from the
River North Food Walking Tour
River North is the fast lane for Chicago food. This 3-hour walking tour strings together famous classics and real local
African American Heritage Tour of Chicago
Chicago’s Black history has real street corners. This half-day drive tours the neighborhoods and landmarks that shaped music, politics, and
Walkin’ with Colin: Chicago History-Mystery-Comedy-Tragedy Tour
A quick walk that feels like a storybook. The Walkin’ with Colin Chicago tour strings together art and architecture you
Chicago Architecture Walking Tour: Incredible Art Deco Interiors
Art Deco comes indoors on this walk. I love the inside access to landmark buildings and the way the guide
Chicago Walking Tour: Art Deco Skyscrapers Loop
Chicago’s art deco looks better when you’re walking at sidewalk speed. This small-group Loop tour gives you a tight, 90-minute
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Chinatown smells like dinner on a mission. This 3-hour food-and-walk route turns the neighborhood into a living lesson, pairing handmade
Chicago Walking Tour: A Walk Through Time
Chicago can feel like a big machine. This tour turns it into a clear story, with a chronological walking route
Chicago: Classic Food Walking Tour with Bike or Kayak Rental
Your taste buds will lead the way. This 3-hour downtown tour strings together Chicago’s must-eat classics with major sights like
Chicago Walking Tour: Must-See Chicago
Chicago looks different when you can read it. This 90-minute small-group walking tour is a quick way to learn the
Chicago: Gangsters and Food Tasting Walking Tour
Capone’s footsteps lead to lunch. This 2-hour River North walk mixes mob-era stories with real-deal Chicago eats at places tied
Explore Chicago’s Hidden Past: Prohibition Culture & Architecture
Chicago can feel like a movie set with secrets. This walk connects Prohibition-era culture to the buildings and public spaces
Chicago: The Ultimate Foodie Walking Tour with Tasty Stops
Hot dogs, pizza, and big-city sights in two hours. I love the small-group size and how your guide turns River
Chicago: Must See Chicago 90 minute Walking Tour
Chicago’s buildings tell stories if you listen. This 90-minute walking tour is a smart way to learn the city’s architecture