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.

Plan Your Day Browse Tours

Curated Tours

Neighborhoods

30+

Landmarks

How It Works

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Pick a Tour

Choose from curated tours or build your own custom itinerary based on your interests.

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Walk & Explore

Follow the route at your own pace. Stop for photos, food, or just take in the views.

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Discover Chicago

Learn the stories behind the landmarks and experience the city like a local.

Popular Tours

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🏛️

3 hr

Chicago 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.

3 stops

2 mi

easy

Create Your Perfect Day

Use our smart itinerary builder to create a custom walking tour based on your time, interests, and pace.

Build Custom Itinerary

Explore Neighborhoods

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Rogers Park

Chicago's most diverse neighborhood with beautiful beaches along Lake Michigan and a thriving arts scene.

0 spots2-3 hours

Loyola BeachDiverse diningArts district

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West Ridge

A culturally rich neighborhood known for its Orthodox Jewish community and diverse international cuisine.

0 spots2-3 hours

Devon AvenueIndian restaurantsCultural diversity

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Uptown

Historic entertainment district with stunning vintage theaters and a vibrant music scene.

0 spots2-3 hours

Aragon BallroomGreen MillVintage architecture

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Lincoln Square

Charming neighborhood with German heritage, independent shops, and the Old Town School of Folk Music.

0 spots2-3 hours

Old Town SchoolLocal shopsBeer gardens

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.