Tours & experiences

Private History and Architecture of Chicago Loop Walking Tour

About this experience

This is a private walking tour with your group and expert tour guide Dave Lineal. Different tour start times available upon request. I am happy to customize the tour itinerary and content for your group.

Discover the amazing history and architecture of Chicago with expert tour guide Dave Lineal. Walk among gigantic towers of downtown and learn how Chicago became a global force in culture, commerce, and architecture. Our tour will explore building interiors like the world's oldest skyscrapers, City Hall, the underground Pedway, and the old library. We will observe public art like the Picasso and the Bean. While immersed in the places where it happened, Chicago's colorful stories will vividly spring to life.

This walking tour aims to enhance your understanding of modern-day Chicago by a deep dive exploration of its history.

At a glance

  • Duration: 2 hr 30 min
  • Private experience

What is included

  • Entrance fee

Itinerary and highlights

We will observe the Chicago Theater and surrounding downtown environs

Learn the history of old Marshall Field's department store and the history of retail in Chicago

View the historic skyscrapers on State Street, including a building by "father of modernism" Louis Sullivan

Enter the one of the world's oldest skyscrapers

We will check out Federal Plaza on the modernist architecture of Mies Van der Rohe

We will enter the grand 1925 Palmer House Hotel for a taste of the jazz age

We will explore Millennium Park and Chicago's history with its lake shore

The Bean! It brings people together

Explore Chicago's old library from 1897 -- filled with mosaic and Tiffany glasswork

We will check out the wild buildings around Daley Plaza

We will observe Picasso's largest piece of art

Meeting and pickup information

  • Under the marquee at 175 N. State Street

Languages and tickets

  • English — Guide
  • Mobile Only

Tour operator

  • Chicago's Best History Walking Tour

Accessibility and practical details

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Transportation options are wheelchair accessible
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels

Cancellation policy

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

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