Chicago Highlights Tour by Bus: Detour 101

Connect with Chicago culture, architecture and history with an expert tour guide.
Discover Chicago's bold character.

This Chicago highlights tour is based on quality and not quantity. Your tour guide will point out Chicago’s best and beautiful architectural landmarks and their backstories in downtown and beyond. 

PRIVATE CHICAGO HIGHLIGHTS TOUR DETAILS

Our mission is to share stories and places locals don’t even know. So your private Chicago highlights tour will include the broad overview of Chicago architecture and history from an insider perspective. You’ll get a new way of looking at how cities grow and change over history as we explore everything from structures that survived the Great Chicago Fire of 1871 to Chicago’s architectural masterpieces, like historic skyscrapers, grand mansions, or modernist buildings.

You’ll learn about the incredible growth of Chicago around the turn of the 20th century. The city was a hub for communications, retail, and industry. Your private tour will see magnificent architecture from this time. This private group highlights tour uses the stories behind buildings to bring meaning to your experience of Chicago. The tour is two hours, and we can extend it to three or four with some stops for interior architecture, a Chicago neighborhood, and a break for coffee or lunch.

WHY BOOK THIS CHICAGO HIGHLIGHTS TOUR FOR YOUR PRIVATE GROUP?

Who wants to listen to a volunteer tour docent rambling a bunch of memorized dates and names? Not us! Our expert Chicago 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 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.

Length

2 Hours

Distance

Highlights

  • Museum Campus skyline view
  • The historic Water Tower
  • Magnificent Mile shopping district
  • Lakefront beaches and parks
  • State Street - that great street
  • Printer's Row Historic District
  • Downtown architecture:

Stories & Ideas

  • The great Chicago fire
  • Turn-of-the-century life
  • Communications and industry
  • Why Chicago is so famous for architecture
  • Contemporary city living
  • Core ideas in understanding the character of Chicago

Tour Includes

  • 18- or 39-passenger coach bus for up to 3 hours
  • Engaging tour guide commentary
  • Special gifts

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