easy
2–4 hours
Suitable for most fitness levels; expect moderate walking with some city terrain including sidewalks and transit stops.
Discover Chicago like a local with Chicago Step on Guide Service, offering flexible, expert-led walking tours that turn your transit routes into cultural explorations.
Starting: $325 |2-8 Hours| Our local expert guide will join you on your Chicago experience!
Experience the vibrant essence of Chicago on a personalized Step-On tour. Guided by local experts, explore diverse neighborhoods, iconic architecture, and rich history. From the Loop to Millennium Park, uncover the city's unique charm through captivating stories, making this an unforgettable journey into the heart of the Windy City.
Inclusion: Local Guide Services Exclusions: Food, drink, admissions & Etc. Transportation and gratuity
Discover the dynamic city of Chicago in a personalized and engaging way with our Step-On tour services. Our expert local guides invite you to explore the diverse neighborhoods, iconic architecture, and vibrant culture that define the Windy City. From the architectural marvels of the Loop to the artistic energy of Millennium Park, our local experts showcase the essence of Chicago's rich heritage and modern allure. Immerse yourself in the history of the Chicago River, the stories behind the towering skyscrapers, and the enticing shine of the Magnificent Mile. Whether it's the deep-dish pizza or the legacy of jazz in Bronzeville, our step-on tours will cater to your interests, offering an unforgettable journey through the heart of Chicago's distinctive charm and character.
Chicago’s city streets are best explored on foot, so choose footwear that will keep you comfortable over several hours.
The guides can accompany you on buses or trains, so grab a Ventra card for seamless travel across the city.
Chicago weather can change quickly, so pack a reusable water bottle and dress in layers for comfort throughout your walk.
Your guide will offer photo spots and insights, so keep your device charged to capture the experience and follow routes easily.
Chicago was incorporated in 1837 and rapidly grew into a hub of commerce, culture, and industry, especially following the Great Chicago Fire of 1871.
The guide service encourages sustainable tourism practices by promoting walking and the use of public transit to reduce carbon footprints.
Provides support and comfort for hours of city walking.
Allows flexible access to Chicago’s public transportation for seamless guide accompaniment.
Spring weather can be unpredictable; layers keep you comfortable.
spring specific
Stay hydrated during city walks, especially in warmer months.
summer specific