These are the Saddest books I've read:
Flowers for Algernon by Daniel Keyes: I read the novelette version in 8th grade. The main thing that got me was the part where (spoilers ahead) Charlie finds out that his increased intelligence is temporary and will go back to his old intelligence. Also, Algernon died. The other moving part was where Charlie "moves away" because everyone feel so sorry for him. This made me feel like he was really going to the afterlife. That part got me, too. I almost cried during these parts, but I was in class, so I decided to keep it to myself.
1984 by George Orwell: This didn't make me cry, but the ending put me in a low mood because Winston became "one of them", making things seem very hopeless.
There might be others I've read, but that's what I can remember.
Flowers for Algernon by Daniel Keyes: I read the novelette version in 8th grade. The main thing that got me was the part where (spoilers ahead) Charlie finds out that his increased intelligence is temporary and will go back to his old intelligence. Also, Algernon died. The other moving part was where Charlie "moves away" because everyone feel so sorry for him. This made me feel like he was really going to the afterlife. That part got me, too. I almost cried during these parts, but I was in class, so I decided to keep it to myself.
1984 by George Orwell: This didn't make me cry, but the ending put me in a low mood because Winston became "one of them", making things seem very hopeless.
There might be others I've read, but that's what I can remember.