Explore seven of Chicago’s most striking Art Deco buildings on a focused 90-minute walk through the Loop and North Michigan Avenue corridor. Learn about architectural details, interior lobbies (when open), and the social history that shaped the city’s Roaring Twenties skyline.
More ways to explore the area's outdoor wonders
You step out of the Wintrust Bank lobby and the city rearranges itself—bronze setbacks, green terra-cotta, and vaulted lobbies rising like carved machinery around you. The traffic hums, pigeons wheel past sculpted spandrels, and the tour guide points up: a frieze, a relief, a clock that once scheduled a city.
Difficulty
moderate
Duration
1.5 hours
Fitness Level
Moderate level of fitness—able to stand for short periods and walk several city blocks on pavement.
Wildlife
History
Chicago’s 1920s building boom married modern engineering and decorative Art Deco motifs to project progress in finance, retail, and civic institutions.
Conservation
Many Deco façades require ongoing restoration; favor public transit and respect building entrances to reduce wear and help preserve historic materials.
Reserve your spot on the Chicago Art Deco Madness Walking Tour today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Start point and timing
Meet inside the Wintrust Bank Building near LaSalle & Jackson (outside on weekends); arrive 10 minutes early to check in.
Footwear matters
Wear comfortable, supportive shoes — the tour is urban but involves standing and pavement walking for 90 minutes.
Interiors vary
Some lobbies are only viewable when buildings are open; plan weekend tours to expect more exterior-only stops.
Use transit
Public transit (CTA) is the easiest way to reach the Loop and helps reduce time hunting for parking.
Comfortable walking shoes
Support and traction for pavement walking and city steps.
Reusable water bottle
Stay hydrated during warm months; refill at nearby cafes or fountains.
summer
Light rain shell or windbreaker
Compact protection for spring showers or blustery days.
spring
Phone with camera and portable battery
Capture architectural details and keep directions or tickets handy.