AFISHA LIFE
Chicago
Explore
Walking Tours
1920s Chicago Walking Tour: Art Deco, Flappers, Gangsters, and Prohibition

1920s Chicago Walking Tour: Art Deco, Flappers, Gangsters, and Prohibition

Overview

Chicago is the birthplace of the skyscraper: imagine what incredible stories of engineering feats it has to tell!

Join Inside Chicago Walking Tours on our newest route — it’s Chicago’s ONLY engineering-themed tour! You’ll cover more than 150 years of engineering evolution, learning from a real engineer who makes the information accessible and graspable without ever dumbing it down. We believe that everyone can understand and be fascinated by these concepts if taught in an engaging and fun way.

You’ll see a building from the “father of the skyscraper,” who was actually an engineer and a classmate of Gustav Eiffel. You’ll learn how a “haunted” building gets its reputation simply by settling unevenly on its “floating” foundation. You’ll marvel at how Chicago’s buildings handle gravity and wind.

And as on all of our tours, you’ll visit the interiors of a few buildings to truly get that sense that you’ve seen inside Chicago!

City: Chicago

Sun 21 Dec

Other dates

You can choose the date already on the booking website

Starting at $35.00

Make a reservation

Sun 21 Dec

Starting at $35.00

Make a reservation

New York City Tours

Unique Activities (21) Transfers & Transportation (175) Tours, Sightseeing & Cruises (252) Entry Tickets (96) Sporting Events (4) Good for Small Groups (27) Seasonal & Holiday Tours (113) Walking Tours (705) Outdoor Activities (48) Limitied Availability Tours (29) LGBT Friendly Tours (9) Family-friendly Activities (8) Wildlife Activities (6) Solo Travelers' Tours (147) Food & Drinks (96) Travelers recommend (174) Good for Groups (32) Top Activities (75) Guided Audio Tours (10) Art, Culture & History (406) Attractions to explore (43) Sustainable Tours (1) Limousine Transfers (5) Donut Walking Tour (2) Virtual Experiences (1) Additional fees (7) DSA non-compliant (17)

What's Included

Local guide

Additional Info

Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Travelers should have at least a moderate level of physical fitness
Operates in all weather conditions, please dress appropriately!

What To Expect

Downtown / The Loop

The majority of this tour will happen Chicago's famous downtown district, "The Loop," where we will pop inside a couple buildings notable for their structural design.

Chicago Riverwalk

We will explore some more recent engineering feats along the Chicago River, with beautiful views!

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Traveler Photos

Reviews (40)

drewbertzel

Jun 2023

Haley was a phenomenal guide. So informed and friendly. She really made the city and history come alive for us. It was a good leisurely pace and the segue from art deco to the gangster history was very smooth. Loved all the surprise stuff at Nitti house at the end!!

sandrahG4324RL

May 2023

Quite a difference between the content of the two hours - we did the river tour before we did this tour, the right decision. This one gave us insights into the inside of the buildings. We then turned to the gangster / 1920s, which was interesting. Guide was informative and friendly. Glad we did the tour.

LightPacker739209

May 2023

We Learned so much about Chicago architecture not just from the outside but from the inside too. Hailey was knowledgeable and passionate regarding history. M