Minato & Kushina
I think Minato& Kushina 'cause they gave their live to save Naruto. That was one of the saddest occurrence in this manga It was very touching seeing them protect Naruto from Kurama .
But i also think Itachi's death was one of the best . Until then i really hated the guy but his death marked me deeply
Definitely Jiraiya's death
İts the most unpredictable the saddest and most unbelievable
Minato and Kushina. One of the best scene in Naruto.