Presented by SmartAct Productions

This October, SmartAct returns with a cabaret full of chaos and questionable casting choices.

We’re handing over the casting decisions to… a hat. That’s right: our performers will draw their roles LIVE on stage, turning every scene into a game of theatrical roulette. This night will be full of Halloween mayhem you don’t want to miss!

Will it be spine-tingling? Maybe. Hilarious? Absolutely. Unforgettable? Definitely.

The Den Theatre and comedy club is pleased to host The Lottery Show on October 27, 2025 at 1331 N. Milwaukee Ave. in Chicago’s Wicker Park neighborhood.