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Chicago Architecture Highlights

Discover the buildings that made Chicago the birthplace of the skyscraper.

3 hr 19 min
1.5 miles
5 stops
easy
Open in Google Maps

Tour Stops

1

Willis Tower Skydeck

Once the world's tallest building, offering stunning views from the 103rd floor Skydeck.

1 hrThe Looparchitecture

💡 Tip: Buy tickets online to skip the line.

2

Chicago Riverwalk

Free

A 1.25-mile pedestrian waterfront along the Chicago River with restaurants, bars, and boat tours.

45 minThe Looppark

💡 Tip: Great for sunset walks and watching boat traffic.

3

Wrigley Building

Free

Gleaming white terra cotta towers that mark the southern end of the Magnificent Mile.

15 minMagnificent Milearchitecture

💡 Tip: The building is beautifully lit at night.

4

Tribune Tower

Free

Neo-Gothic skyscraper with fragments of famous world landmarks embedded in its walls.

20 minMagnificent Milearchitecture

💡 Tip: Walk around the base to find pieces of the Taj Mahal, Great Wall, and more.

5

Chicago Cultural Center

Free

A landmark building featuring the world's largest Tiffany stained-glass dome.

30 minThe Looparchitecture

💡 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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