Seriously, where do I begin? Fall in Chicago is everything. After an active Summer where us Chicagoans do everything we can to soak up the sun, I honestly welcome the cooler temps, the layering and the yumminess of a #PSL. Slow down, take a stroll, bring your dog to the beach again, cozy up by a fireplace and chilllll. Yes, I do love Chicago in the Fall. That said, it’s taken a few years to really narrow in on our ultimate spots to take advantage of Autumn air and below are my top picks.



  1. Open House Chicago
  2. Gobberts Garden Center and Farm
  3. County Line Orchard for Apple Picking
  4. Didier Farms for Pumpkin Picking
  5. Statesville Haunted Prison
  6. Fall Fest at Lincoln Park Zoo


Chicago Views 

  1. Nature Boardwalk at Lincoln Park Zoo
  2. The J. Parker in The Lincoln Hotel 
  3. Promontory Point in Burnham Park
  4. The Morton Arboretum


Day Drinking 

  1. Vincent
  2. Genes Rooftop
  3. Estereo
  4. The Northman 
  5. The Bad Apple
  6. Duke of Perth

I hope you enjoy my top picks for Fall in Chicago! Where are some of your favorite spots? Let me know in the comments below!