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Free tour - highlights of Chicago’s famous Loop

 

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 some 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 stunning architecture, stand in awe beneath a dazzling Tiffany glass dome, and stroll along State Street and Michigan Avenue. Whether you're an architecture enthusiast, art lover, 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!

Led by a passionate local guide, this is 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!

The tour lasts 2 hours and 30 minutes
Available in English

Peter
Guide: Peter
Guiding since 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.

7 stops
2.0 km walking
2 hours and 30 minutes
Meeting point:233 S Wacker Dr, Chicago, IL 60606, USAI 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.Open in Google Maps
1
Outside visit
Willis TowerMarvel at this iconic Modernist skyscraper that ruled the world for 25 years!
2
Outside visit
Chicago Board of Trade BuildingAdmire the beautiful Art Deco architecture and hear a story of a nearby famous disaster!
3
Outside visit
The Calder FlamingoThis striking Modernist sculpture contrasts perfectly with the Mies van der Rohe Federal Plaza buildings in perfect harmony.

Free tour - highlights of Chicago’s famous Loop




How does a free tour work?

1

Choose and book

Select a tour, date and time. Booking is free.

2

Enjoy the tour

Go to the meeting point and live the experience with your guide.

3

Pay what you want

At the end, you decide how much to pay based on your satisfaction.

Free cancellation and booking
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