In the season premiere episode, the designers arrive on the runway of an airfield. In this unconventional challenge, skydivers begin to fall from the sky and the designers learn that they must use the colorful parachute materials to create a look that will help define their aesthetic. Kate Bosworth serves as a guest judge.

The designers show their inner youth when their challenge leads them to Coney Island. Working in teams of two, the designers must win their unconventional materials by playing tried-and-true carnival games. Fashionista Kelly Osbourne guest judges.