Chicago Walking Tour: See Inside Art Deco Masterpieces

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Experience the elegance, glam, and glitz of the 1920s on this 2-hour walking tour of downtown Chicago! Most tours walk right by these stunning masterpieces without ever going inside -- but we do!


  • Access interior spaces normally closed to the public
  • Fall back in time with Great-Gatsby-esque interiors
  • Learn about the famous (and infamous) 'Roaring '20s' in Chicago


We all love the elegance, glam, and glitz of the 1920s. This 2-hour walking tour explores the interiors and exteriors of gorgeous buildings from this surprisingly brief architectural period in Chicago, with some interesting details and stories about life in that era. Flappers, gangsters, jazz, speakeasies — we'll pepper those throughout our larger exploration of Chicago's magnificent Art Deco buildings in order to truly set the context for you! Though the Art Deco style throws us back in time, it’s actually a futuristic style — it’s meant to make people of its time think of the future. The gleaming materials, the perfect precision of the details… it’s the epitome of glitz, glam, and elegance. On this tour, you’ll walk in the footsteps of those high on the potential of the future, before the infamous Crash of ‘29. We’ll explore several stunning interior spaces within the Loop and near the Chicago River, going inside not only the great Art Deco buildings of the Loop, but also a few buildings you’ll recognize from popular boat tours. But the great thing is that you’ll go where most boat tour guests won’t ever go: inside these gorgeous Art Deco buildings, where you’ll be amazed by the beauty that people don’t know is right there behind closed doors. Let Inside Chicago Walking Tours take you back to the Chicago of the Roaring ‘20s! Come join us on our newest tour!


Special access to Art Deco interiors usually off-limits to the public; Expert local guide.

Important Information

  • This tour takes place rain or shine. Please be prepared to be on your feet for 2 hours, with about 1.5 miles of walking.

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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