Private tour in Chicago Sylvie S

Walk down Chicago's Cultural Mile, saved by Montgomery Ward

-
Hours icon 2 hours
Walking
Private tour for 1-10 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 2 hours
Walking
Private tour for 1-10 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Sylvie S.

4.9

Guide rating

38

Reviews

Tours delivered

2 hrs

Avg. response time

Hello! I can't wait to share my deep love of Chicago with you. An actor, photographer, and history buff who has called Chicago home all of my adult life, I revel in sharing stories about the Windy City -- and about the people who built it, made it their home, and left an indelible mark on it. Chicago has it all: a stunning skyline, an incredible shoreline, a vibrant art scene, a bustling theater and film community, and restaurants celebrating food from all corners of the world. Chicagoans love sports, too! Chicago is home to 77 (soon to 78) communities, all with distinct personalities and traits. We can't possibly visit them all at once, but I can certainly entice you so you come back and explore some more! Join me in the "city of big shoulders" for a visit filled with history, anecdotes, and beauty. All my tours can be customized upon request. While you see more than a dozen "set" tours -- also customizable -- , I have developed more than 70 entirely personalized tours for various individuals, couples, or groups, small and large. Just let me know what you are looking for, and I'll create a tour for you!

Have a question or want to customize this tour? Message Sylvie S.

Overview of your Chicago tour

Join me on a two-hour walking tour of the original Michigan Boulevard from the Chicago River south to the Auditorium Building. Learn why there are no buildings east of Michigan from Randolph south to Monroe (thank mail order magnate Montgomery Ward for that), and who built the first building higher than 260 ft once zoning was changed. The Cultural Mile is home to Millennium Park and its wonderful architecture (Frank Gehry's Pavilion and Kapoor's Cloud Gate), Grant Park, our original park for the people, and the Art Institute, built in 1893. And the buildings lining the west side of the avenue all have a wonderful history! The Chicago Symphony Orchestra also calls this stretch of Michigan Ave home, as well as the Cultural Center. So much to see!

Your Chicago tour itinerary

Our tour will start on the former site of Fort Dearborn, at Michigan and Wacker. On the way south, we will admire the London House, the art deco Union Carbide and Carbon building, the Old Republic Building, before stepping inside the Cultural Center and taking in the Tiffany Dome, as well as the Rushmore mural, a celebration of 20 Chicago women. We will then stop by Cloud Gate and the Fountain, while learning about the history and architecture of the buildings across, including the Montgomery Ward and Straus buildings. As we continue south, we will stop in the gardens of the Art Institute to visit Lorado Taft's Fountain of the Great Lakes, before marveling at the Railway Exchange building, the Fine Arts building, and the Auditorium. So much to see!

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Walking

This tour is all on foot.

What's included
Private Guide
What's not included
Food Drinks Snacks
Meeting location

Chicago, IL, USA

Southeast corner of Michigan Avenue and Wacker Drive.

  • You can request a specific meeting location (for example, your hotel) during the checkout.
Other details
Tour categories
Architecture
History
Art And Culture
City Highlights
Day Trip
Tour reference number
1785673
Languages
French
English
Activity level
Moderate

FAQs

Who is this private tour in Chicago best suited for?

This private tour is perfect for travellers interested in architecture, history, and culture. It's also great for those who want to connect with a local guide like Sylvie S. for deeper insights into Chicago's Cultural Mile.

What should I bring or wear?

Can this private tour in Chicago be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?

What languages is this tour offered in?

AI-generated. Please confirm details with your guide

-
Hours icon 2 hours
Walking
Private tour for 1-10 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 2 hours
Walking
Private tour for 1-10 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
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