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Loop Interior Architecture Walking Tour for Private Groups

Get the inside scoop on local history and architecture on this Chicago private tour.

This architecture walking tour takes private groups into magnificent lobbies, corridors, and the underground Pedway system. Our Chicago private tour experience provides an in-depth look at architecture and a personal, cultural approach to downtown Chicago. It’s a perfect compliment to an architectural boat tour, since those only view the exteriors of buildings. The Loop Interior Architecture Walking Tour for private groups takes you indoors to see the human stories behind buildings.


Great for any time of year, this Chicago architecture tour stays indoors 90% of the time. Private tour guests get to share iPads with archival maps, historic photos and documentary video clips while the professional tour guide shares stories of Chicago history. Guests on this very special architecture walking tour receive the gift of a printed Pedway System Map, our own Chicago Detours design.

Highlights of this Chicago architecture walking tour include entering a church in a skyscraper, a contemporary development, and a historic department store with sparkling Tiffany mosaics.

This is much more than a Chicago Pedway tour. To be honest, parts of the Pedway just feel like a basement and just not so visually enticing. Plus, the Pedway is surprisingly huge and just too much for a Chicago Pedway tour to cover in one go. Your Chicago private tour with us will use segments of the pedway in between venturing into beautiful lobbies and corridors of both Chicago landmarks and lesser-known historic sites.


Who wants to listen to a volunteer tour docent rambling a bunch of memorized dates and names? Not us! Our expert tour guides are highly trained, smart, fun and passionate about Chicago architecture and history.

In business since 2010, we are proud to be a top-rated Chicago tour company with five-stars on Yelp and TripAdvisor. Many of our Chicago architecture walking tours integrate historic bars, food, and music history. We hope you’ll join us to explore stories and places locals don’t even know, both downtown and in Chicago neighborhoods!

As you decide on a private group tour of Chicago, this quick guide may help you understand if Chicago Detours is the right tour company for your special event.

This Chicago architecture walking tour is also regularly available as a public tour for eight or less guests and is great for corporate team building and family outings in Chicago.


2 Hours


.5 Miles


  • A church in a skyscraper
  • Picasso sculpture
  • Underground Pedway tunnels
  • Block 37 and city development
  • Marshall Field’s department store
  • Tiffany glass mosaics
  • Chicago Cultural Center

Stories & Ideas

  • How to read history within architecture
  • Chicago segregation and social diversity
  • Charles Yerkes, Chicago’s most shady businessman
  • City development failures and successes
  • History of shopping and women’s movements
  • Chicago’s smart infrastructure
  • Design psychology behind interior space

Tour Includes

  • Engaging commentary from professional Chicago tour guide
  • Unique gifts
  • Shared use of iPads with video & photos

Tour Location

Get More Info

Get More Info


Call: 312.350.1131
E-Mail: [email protected]