→Winchesters in Hell
Sam later has to sneak into Hell as a part of the [[trials]] needed to close the [[Gates of Hell]] and banish all [[demon]]s from the the world, forever. He is able to do this through the help of a rogue [[reaper]] named [[Ajay]], Ajay is able to get Sam into Hell by first taking him into [[Purgatory]] and telling him of a backdoor into Hell. Once Sam locates the entrance, he is transported to one of Hell's dungeons, it's there he is able to locate and rescue [[Bobby Singer]]'s [[soul]]. Together, they escape into Purgatory and with the help of a recently deceased [[Benny Lafitte]] are able to find the [[portal]] back to Earth, where Bobby is finally released unto [[Heaven]].
Sam once again harrows a journey into Hell years later, in order to communicate with Lucifer without opening the Cage. Crowley would accompany Sam and his mother,
Roweana, to the deepest section of Hell, referred to as "Limbo."