Prairie District Chicago Neighborhood Tour

Motors, Music and Mansions

Prairie District: Street of the Elite

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With our Chicago Prairie District tour, you’ll get a sense of how the city’s wealthiest residents lived around the turn of the century and what remains today. This unique Chicago neighborhood tour begins with an exploration and coffee at one of the city’s newly-revitalized spaces: The beautiful Chicago Athletic Association Hotel.

Like all of our other Chicago walking tours, we take a short L ride to the Chicago Prairie District, which is home to many historic sites such as Motor Row, the former Chess Records, the oldest house in the city, the landmark Second Presbyterian Church and the Glessner House. After enjoying some traditional Chicago deep dish pizza, we’ll board the train back to the Loop. There, we’ll peek inside a historic hotel and grab a sweet treat (with a sweet story) to wrap up the Chicago neighborhood tour.

Want to learn more about the Chicago Prairie District before you embark on our Chicago walking tour? Visit our Chicago neighborhood guide to learn more!

Tour Highlights

Explore Two Neighborhoods

  • South Loop
  • Prairie District

Two Docent-Led Mini Tours Included

  • Second Presbyterian Church
  • Glessner House

Health & Safety

Small Bites

  • Coffee
  • Chicago deep dish pizza
  • Sweet treat

Book Prairie District: Street of the Elite

Duration: 4 hours

Extra time built in for train travel

Price: Adult $90 | Private Group $500

  • Days of operation: Wed, Sat
  • Start time: 10:30am
  • Tours begin and end in the Loop (See below)
  • Estimated Train Time: two 7 minute rides
  • Walking distance: 1.6 miles
  • Tour price includes transit fees
Prairie District: Street of the Elite Logo

Additional Information

Ticket Purchase Requirements

  • Must be able to climb stairs
  • Tour requires minimum of 2 guests to run - single bookings subject to cancellation if minimum is not met
  • Youth (age 12 and over) must be accompanied by an adult (age 18 and over)
  • Please bring a valid form of ID

Tour Meeting Point and Stops