Here Are The Saddest Game of Thrones Deaths, Ranked
Rickon Stark (S6E9)
Rickon was the youngest Stark. Like Theon, he was also held captive by Ramsay Bolton. Arrangements were loosely made to give Rickon back to Jon and Sansa, but being that Ramsay is a sadist, it did not go quite as Jon had planned. Ramsay tells Rickon to run across a field to Jon while he shoots arrows at him. He is so close to reaching his brother when an arrow goes right through him, killing him in an instant. He was young and innocent, but his death was cruel. It was an absolutely crushing scene.