WendyCity Tours


Join me on a WendyCity tour.  Serious history.  Retro fun.

WendyCity walking tours are $50 per person.  Reserve your place with links below.

To arrange a private tour or if you have any questions at all: call*text*email me at wendysue302@yahoo.com, 312-810-6609 

The Walking Tours:

  • Mag Mile in the Morning: Sundays, Mondays, Wednesdays, Fridays at 7:30 am.  Discover the Magnificent Mile’s surprising story and learn about some of the city’s most iconic skyscrapers, exotic private clubs, and historic hotels.  Best seen in the morning in the relative quiet before the stores open.  We saunter up the Avenue with coffee or tea in hand and take in the sights.  You will see this famous Chicago street in an entirely new way. For more details and information.


  • The Roaring 20s: Art Deco & Decadence: Saturdays at 6:00 pm.  The Roaring 20s come alive on this unique walking tour.  Not only do we explore some of the most elegant architecture in the world, we immerse ourselves in the time of Prohibition, speakeasies, gangsters, flappers, the automobile, talkies and more.  For more details and information.

  • 1950s in the Loop: Thursdays at 6:00 pm.  We begin in Chicago’s Theater District, exploring what going out in Chicago meant in the mid-twentieth century.   Then it’s on to the two venues my guests love so much: The Berghoff with its quirky history and excellent beer and, finally, the great Palmer House Hotel.  There we luxuriate in the grand lobby while enjoying classic drinks, appetizers, and/or dessert, all the while feasting on the fascinating story of the hotel and its royal couple, Potter and Bertha Palmer.  We focus on the world-famous Empire Room nightclub that hosted the biggest names in entertainment from the 1930s-1970s.  For more details and information.

lights 1955

  • 1960s in the Gold Coast: Wednesdays at 6:00 pm.  It was all here – everything from elegant to swanky to sexy – relive the swinging 1960s in the Gold Coast’s Drake Hotel, Playboy Club, Rush Street and finishing at the famous Pump Room for a cocktail amidst the stars.  For more details and information.


Book Your Tour!