A teenage Leatherface escapes from a mental hospital with three other inmates, kidnapping a young nurse and taking her on a road trip from hell, while being pursued by a lawman out for revenge.

Sam and Dean begin to explore what Jack is capable of doing with his powers, but an unexpected visit from Donatello alerts the boys to the fact that Jack will need more protection than the Winchesters can provide. Meanwhile, there is a new Prince of Hell in town, Asmodeus, and with Lucifer out of the picture he sets his sights set on Jack.