Explore ChicagoYour Way, Free
Discover the Windy City with free self-guided walking tours. From iconic architecture to hidden gems, explore Chicago at your own pace.
11
Curated Tours
82
Neighborhoods
30+
Landmarks
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How It Works
Pick a Tour
Choose from curated tours or build your own custom itinerary based on your interests.
Walk & Explore
Follow the route at your own pace. Stop for photos, food, or just take in the views.
Discover Chicago
Learn the stories behind the landmarks and experience the city like a local.
Popular Tours
View allChicago Architecture Highlights
Discover the buildings that made Chicago the birthplace of the skyscraper.
Millennium Park & The Loop
Experience Chicago's crown jewel park and iconic downtown attractions.
Lincoln Park Nature Walk
A relaxing stroll through one of America's largest urban parks.
Pilsen Art & Culture Walk
Explore vibrant murals and Mexican-American heritage in this colorful neighborhood.
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Create Your Perfect Day
Use our smart itinerary builder to create a custom walking tour based on your time, interests, and pace.
Build Custom ItineraryExplore Neighborhoods
View allRogers Park
Chicago's most diverse neighborhood with beautiful beaches along Lake Michigan and a thriving arts scene.
West Ridge
A culturally rich neighborhood known for its Orthodox Jewish community and diverse international cuisine.
Uptown
Historic entertainment district with stunning vintage theaters and a vibrant music scene.
Lincoln Square
Charming neighborhood with German heritage, independent shops, and the Old Town School of Folk Music.
Why Our Tours Are Free
No Hidden Costs
All our self-guided tours are completely free. Just bring your phone and walking shoes.
Your Own Pace
Start and stop whenever you want. Spend extra time at spots you love.
Local Knowledge
Curated by locals who know the best spots and hidden gems in every neighborhood.
Mobile Optimized
Designed for your phone. Easy to follow directions and maps built right in.
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