Free tour- highlights of Chicago’s famous Loop

5.00

Excellent(2)

Chicago

Duration: 2 hours and 30 minutes

Languages: English

Guru: Peter

Registered on 5 August 2025

A Chicago native, Peter loves meeting guests and showing them the highlights of his city! Knowledgable in architecture, art, history, food, and pop culture, you can often find him exploring the many neighborhoods in Chicago, trying wonderful cuisine, or spending time at the beautiful beaches of Lake Michigan. Peter also leads tours to other cities such as Milwaukee, St. Louis, Washington, DC, and Springfield, IL, home of Abraham Lincoln. He is a member of IATDG, Chicago Tour Guide Association, and the DC Guide Association. Need Chicago recommendations? Just ask! Hope to see you soon! Je parle Français.

Free reservation and cancellation

Pay-what-you-want tour, no set price, reservation and cancellation are free

Tour description

Discover the Highlights of Chicago’s Loop with architecture, art, and history!

Join me for highlights of the famous Chicago Loop and look into its heart of architecture, art, culture, and the famous people who made the city what it is today. From the Great Chicago Fire to its rise as the "Second City," Chicago has been bursting with creativity, innovation, and history for 200 years!

This tour will last about 2.5 hours, covering 2 miles on foot at a comfortable pace. We'll admire Chicago's famous architectural masterpieces and peek into interiors, too. Hear about the artists' behind our famous iconic public art. We'll also learn about Chicago movers and shakers, like Marshall Field, Bertha Palmer, and Jean-Baptiste du Sable and their important legacies that are with us still today!

You'll admire the stunning architecture, stand in awe beneath a dazzling Tiffany glass dome, and stroll along the Chicago Riverwalk. Whether you're an architecture enthusiast, history buff, or just curious, you'll get a glimpse of Chicago’s legacy as not only the birthplace of modern architecture, but a lot more along the way!

Led by a passionate local guide, Chicago is as extraordinary as its iconic skyline. Perfect for tourists, locals, and anyone ready to see the city in a new way, you'll leave with inspiration, education, and plenty of fun. Prepare to be thrilled by the vibrant culture of Chicago’s Loop!

Highlights

What will we see on this tour?

Meeting point:

233 S Wacker Dr, Chicago, IL 60606, USA

I will be outside the Starbucks on the west side of the Willis (Sears) Tower in a blue polo. The address is 233 S Wacker Drive. It is recommended to arrive 15 minutes early.

Outside visit

Willis Tower

Marvel at this iconic Modernist skyscraper that ruled the world for 25 years!

Outside visit

Chicago Board of Trade Building

Admire the beautiful Art Deco architecture and hear a story of a nearby famous disaster!

Outside visit

The Calder Flamingo

This striking Modernist sculpture contrasts perfectly with the Mies van der Rohe Federal Plaza buildings in perfect harmony.

How much does this tour cost?

Free tours do not have a set price, instead, each person gives the guru at the end the amount they consider appropriate (amounts usually range from €15 to $50 depending on satisfaction with the tour).