Self-Guided Chicago Walking Tours

Welcome to the Self-Guided Chicago Walking Tours

Explore the surprising beauty and history of the Windy City with this Chicago tours bundle of Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the city’s most iconic park. Then, stroll along the picturesque riverside, admire Chicago’s totally unique architecture, and learn the fascinating stories behind the city’s skyline. This combo is the easiest, best way to get to know this complex city!

About the Tour

Your tour of Chicago through Millennium Park will begin at the park’s north end. From there, you’ll walk toward the famous Pritzker Pavilion, the park’s centrepiece. Once at the pavilion, you’ll learn about the biggest performances held here, the high-tech design, and the man behind it all: Jay Pritzker.

Next you’ll see the park’s “Secret Garden,” a beautiful green space featuring a peaceful boardwalk and fantastic skyline views.

After that, you’ll spot the Art Institute of Chicago and continue on to the incredible Crown Fountain, known for its intricately detailed “face towers.”

At last, you’ll arrive at Cloud Gate, known by the locals as “The Bean” (but don’t tell the artist)! Get to know the wacky artist behind it, find out how he created such a huge, smooth surface, and don’t forget to snap some pictures of your reflection! The Millennium Park tour concludes here.

Your Riverwalk tour begins by the historic DuSable Bridge. Here, you’ll learn not only about this picture-perfect bridge, but also about the iconic Wrigley Building.

From there, you’ll stroll west along the riverside, past what was once voted America’s Most Beautiful Bridge. After that, you’ll stop at the Chicago Vietnam Veterans Memorial for a moment of somber reflection.

The next stop is hard to miss: It’s the Marina Towers, looming 600 feet over the river. Find out why people say these towers are a “city within a city,” then keep walking to the Dearborn Street Bridge. Hear the full story of why an angry mob once descended on this bridge with axes, then continue your stroll.

As you walk, your audio guide will also recount the tale of one of the deadliest shipwrecks in American history… which took place right on the Chicago River!

Up next is the humbly-named (but not so humbly designed) Merchandise Mart. This gorgeous example of the art deco style is sure to pique the interest of any budding architects!

Next, you’ll reach Wolf Point, where, nearly 200 years ago, Chicago’s very first hotel once stood. Then you’ll get a good look at the Tribune Tower, home to the famous Chicago Tribune. This skyscraper also contains pieces of historic buildings from across the world, including the Notre Dame Cathedral and the Berlin Wall!

After that, you’ll come face to face with NBC’s Chicago headquarters, which look suspiciously like the iconic 30 Rockefeller Center in the Big Apple… because it was modeled after that iconic skyscraper!

Finally, you’ll stop by the last bridge separating the Chicago River from the great lake beyond. It’s a great place to admire the scenery, and an even better one to snap some photos for your Insta. The Riverwalk tour concludes here.

This bundle is the easiest, most flexible way to see the Windy City. So what are you waiting for?

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