Greg Martin's two passions in life are skateboarding and avoiding his mom's strict brand of Christianity. So when the opportunity for a free trip to Chicago comes from a suspicious stranger named Stefan, he jumps at the chance.

Thinking he's going to a prestigious skateboarding contest in Chicago, Greg allows the mysterious Stefan to rig a local contest so that he can win, accepting the man's only stipulation, which is to run errands for him in Chicago.

However, when Greg gets to the Windy City, he quickly discovers that things are not as they seem.

The stakes rise as Greg is caught in a battle between good and evil, and a climax is coming when Greg will have to make a choice. Caught between drug dealers, gang members, Christians, skateboarders and the police, Greg is faced with the biggest decision of his life. But, will he survive long enough to make that choice?