Though the brothers save the world in the penultimate episode, Sam grapples with his grief at the beginning of the final episode. While the brothers are free from Chuck's machinations, they've lost Cas and Jack, the other halves of their family unit. When Dean attempts to bring some joy into their lives with a Pie Fest, their good times are interrupted by a home invasion that leads them to a vampire nest. While trying to rescue two young boys taken to the vampires' vest, the hunters are quickly outnumbered and meet a homicidal blast from the past — Jenny, a young woman who was turned into a vampire way back in season one. Sam is able to dispatch Jenny, and while fighting back the other vampires, Dean is impaled through the back by a spike jutting out of the wall. Dean says goodbye to Sam, asking his brother not to try to bring him back, asking him to let him go.
Left alone with Dean's dog, Sam burns his brother's body and returns to the Men of Letters bunker. He receives a call on Dean's phone about a hunt in Austin, TX, and decides to leave the bunker and start his own life. As Dean revels in his afterlife, Sam appears with a little boy seemingly named Dean and a woman, having created his own life. He lives well into his old age, where he dies with his son by his bedside. In the afterlife, he's finally able to reunite with Dean.