Chicago Early Skyscraper Walking Tour in the Loop

2 hours (approximately)

Step into the birthplace of the modern skyscraper on this immersive walking tour through Chicago’s historic Loop. Discover the stories, innovations, and hidden details behind the buildings that shaped the modern city. What makes this experience unique:

• Small-group tour for a more personal experience
• Story-driven guiding that brings Chicago’s architecture to life
• Focus on early skyscrapers and hidden architectural details
• Visit iconic landmarks in the historic Loop
• One complimentary copy of my book, Chicago Beyond the Bean, is included per booking.

What's Included

Local Guide
One complimentary copy of my book, Chicago Beyond the Bean, is included per booking.
Gratuities

Meeting and pickup

Meeting point

Meet in front of the North Lion statue at the main entrance of The Art Institute of Chicago on Michigan Avenue.

End point
This activity ends back at the meeting point.

Itinerary

Duration: 2 hours (approximately)
  • 1
    The Art Institute of Chicago

    We begin near one of Chicago’s most iconic landmarks and step into the story of how the city rebuilt and reinvented itself through architecture after the Great Fire.

    15 minutes Admission ticket free
  • 2
    Chicago Board Of Trade Building

    Experience one of Chicago’s great Art Deco masterpieces and learn how commerce, ambition, and design shaped the city’s skyline.

    10 minutes Admission ticket free
  • 3
    The Rookery Building

    One of Chicago’s most celebrated architectural masterpieces, where innovation, elegance, and history come together in unforgettable fashion. Discover why this landmark remains a highlight of Chicago architecture.

    15 minutes Admission ticket free
  • 4
    Downtown / The Loop

    As we walk through the historic Loop, we’ll visit additional early skyscrapers, hidden architectural gems, and remarkable interiors not all listed here—each with its own fascinating story.

    45 minutes Admission ticket free

Additional info

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Not recommended for travelers with spinal injuries
Supplied by Chicago Walking Tours by Renee
Show 3 more

Tags

Private and Luxury
Historical Tours
Walking Tours
Small Group

Cancellation Policy

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

Show more
from per person
Was {{formatPrice(summaryFromPriceBeforeDiscount, currency, 2)}}