Jack’s Pumpkin Pop-Up is Chicago’s ultimate fall playground — an immersive, over-the-top outdoor experience that brings all the best parts of autumn to life right in the heart of the city. Set on more than two acres in the Goose Island neighborhood, this seasonal pop-up features Chicago’s largest corn maze, 10,000+ pumpkins, interactive games like axe throwing and carnival classics, hidden bars serving signature fall cocktails, and endless photo ops designed to light up your feed.