Chicago Architecture Highlights
Discover the buildings that made Chicago the birthplace of the skyscraper.
Tour Stops
The dotted line shows the order of stops, not the exact walking path. Tap “Open in Google Maps” above for turn-by-turn walking directions.
Willis Tower Skydeck
Once the world's tallest building, offering stunning views from the 103rd floor Skydeck.
233 S Wacker Dr, Chicago, IL 60606💡 Tip: Buy tickets online to skip the line.
Chicago Riverwalk
FreeA 1.25-mile pedestrian waterfront along the Chicago River with restaurants, bars, and boat tours.
Chicago Riverwalk, Chicago, IL 60601💡 Tip: Great for sunset walks and watching boat traffic.
Wrigley Building
FreeGleaming white terra cotta towers that mark the southern end of the Magnificent Mile.
400 N Michigan Ave, Chicago, IL 60611💡 Tip: The building is beautifully lit at night.
Tribune Tower
FreeNeo-Gothic skyscraper with fragments of famous world landmarks embedded in its walls.
435 N Michigan Ave, Chicago, IL 60611💡 Tip: Walk around the base to find pieces of the Taj Mahal, Great Wall, and more.
Chicago Cultural Center
FreeA landmark building featuring the world's largest Tiffany stained-glass dome.
78 E Washington St, Chicago, IL 60602💡 Tip: Free guided tours available - check the schedule.
Tour Tips
👟 What to Wear
Comfortable walking shoes are essential. Chicago weather can change quickly, so dress in layers.
📱 Before You Go
Download the route to Google Maps for offline access. Charge your phone and bring a portable charger.
🕐 Best Time
Morning hours are less crowded. Weekdays are generally quieter than weekends, especially at popular attractions.
🚇 Getting There
Chicago's CTA trains and buses can get you close to most starting points. Check the CTA website for routes.
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