5 Secret Things to Do in Chicago 

Some of the best things to do in Chicago are a secret!

  1. Hidden Japanese Garden: The Osaka Garden in Jackson Park. This serene oasis features Japanese landscaping, a coy pond, ornate bridges, and a zen atmosphere that provides an escape from the city of broad shoulders.
  2. Hidden Speakeasy: 676 N Orleans St. If you go to the marked address you will find yourself in the Green Door Tavern, one of the oldest and storied bars in Chicago, whose Green Door is a leftover symbol of the Prohibition Era. That’s great, but I said to go to the Drifter, which is a second bar hidden in the basement. I cannot tell you how to find it, but let’s just say not every wall is as it appears. Both watering holes are fantastic, but the Drifter’s cocktails are truly timeless.
  3. Chicago Murder Mystery: Solving a murder mystery can be a thrilling and interactive experience. It allows you to become part of an intriguing storyline, and this tour let’s you see some of the most beautiful secret mansion of Chicago, while discovering what secret crimes are buried underneath!
  4. Hidden Chinatown Food Court: the Richland Center in Chinatown at 2002 S Wentworth is a secret oasis with hidden treasures. Test out szechuan flavors and more packed underneath an unassuming ground level mall. 
  5. Hidden Skyline View: The Signature Lounge at the 96th Floor of the John Hancock is a free observatory, where for the price of a ticket you can get a cocktail instead. It’s rare to find a line except on those hottest friday and saturday nights, but I’ve never had to wait more than 10 minutes. One of Chicago’s best hidden secrets! 

Keep these tips to yourself, and enjoy some of the best things to do in Chicago, IL! 

Andre Baronov


  • The St. Valentine's Day Massacre Site
  • The famous alleyway from a legendary crime
  • The haunted Chicago theatre

And a whole lot more!