Donald's Lucky Day: As visually dark episode where Donald, now a postman is to deliver a package containing a bomb. Date? Friday 13th.
"Donald’s Snow Fight": The ending where Donald is frozen alive. Twice as much if you realize the audience is supposed to sympathize with his nephews - who put him in that state - just because he beat them fair and square in the snowball fight earlier before they got their act together.
The Winged Scrounge: A 1942 propaganda cartoon about fighting off malaria. Complete with a shot where a giant mosquito is peering down over a house and chilling voiceover lines like: “Little does he suspect he’s to be the victim of this bloodthirsty vampire!” and “This tiny criminal, which has assumed the proportions of a monster!”
Chicken Little: The very disturbing ending where the fox devours every chicken. When the narrator asks him "Hey that's not the way the story is supposed to end!", the fox just calmly tells him not to believe everything he reads.
Made more disturbing when you think about what it would be like to be in their ...shoes, panicking, crowded, trapped in a dark cave with a large (to them) carnivore that going to kill and eat them all, and they can't do a thing about it, and no help is coming.
Education for Death: The Hitlerjugend children transforming into brainwashed soldiers marching into their graves.
The Old Army Game: Donald believes that his entire lower torso and legs were unintentionally amputated after being cut by a razor sharp fence. He becomes so distraught he steals Pete's gun and attempts to kill himself, all while sporting a deranged, psychopathic smile the whole time.
The first appearance of it is especially scary, with its theme playing in the background at the beginning as it snows and we see the wolf's footprints in the snow, the camera travels through the woods where we see a silhouette of something between the trees, then more trees group together, then the camera fades to the end of the trees and then it comes out from behind the trees and roars at the audience.