Top 10 Saddest Cartoon Characters

The Top Ten
1 Eeyore - Winnie the Pooh Eeyore is a character in the Winnie-the-Pooh books by A. A. Milne. He is generally characterized as a pessimistic, gloomy, depressed, anhedonic, old grey stuffed donkey who is a friend of the title character, Winnie-the-Pooh.

He thinks that he ruins everything for everyone, that's real depressing, I wish I could give Eeyore a big hug.

Did you know that he shares the same voice actor as Optimus Prime?

Poor him. Never happy. Tail always falls off. How sad.

I'd be constantly sad if I had a nail in my anus too.

2 Charlie Brown - Peanuts

He's Charlie Brown need I say more

3 Droopy - Tom and Jerry
4 Squidward - SpongeBob SquarePants Squidward Tentacles is a fictional character voiced by actor Rodger Bumpass in the American animated television series SpongeBob SquarePants.

In new ones, he's depressed until SpongeBob's diary changes everything. Then he reads it to the Krusty Krab and everyone hates him. he becomes a hobo but he thought it was worth it. In season 6, he entered a deep depression. It stopped in season 9, then he became a jerk.

He can be sad sometimes, like when SpongeBob is harassing him. I think he is both a grumpy and sad person.

He's not really sad, he's more of a grumpy kind of person.

I wouldn't say he is sad. He's just grumpy a lot.

5 Stainboy - The World of Stainboy
6 Raven - Teen Titans

I don't think she's really sad, she's more of a sarcastic person.

Yeah, she isn't a person that likes to have fun.

7 Hans Moleman - The Simpsons Hans Moleman is a recurring character on the animated television series The Simpsons. He was created by series creator Matt Groening and is voiced by Dan Castellaneta, and first appeared in the episode "Principal Charming".
8 Kenny McCormick - South Park Kenneth "Kenny" McCormick is a main character in the animated adult television series South Park, along with his friends Stan Marsh, Kyle Broflovski, and Eric Cartman.

This kid lives in a life of poverty, is physically and emotionally abused by his parents, his so-called friends don't even care about him half the time, and of course, constantly dies and comes back to life. Not only that, but because everyone's memories of his death are erased upon his revival, he has nobody to turn to. He has to deal with his curse alone.

I want to hug my poor lil kenny.

9 Lucy Loud - The Loud House Lucy Loud is a fictional character in the Nickelodeon cartoon The Loud House. She was created by Chris Savino. Lucy is a goth and likes dark things.
10 Hardy Har-Har - Lippy the Lion and Hardy Har Har

"Oh me, oh my" - the saddest hyena ever!

The Contenders
11 Meg Griffin - Family Guy Megan "Meg" Griffin is a character from the animated television series Family Guy, voiced initially by Lacey Chabert, thereafter by Mila Kunis.
12 Casper - Casper the Friendly Ghost Casper the Friendly Ghost is the protagonist of the Famous Studios theatrical animated cartoon series of the same name.
13 Bill Dauterive - King of the Hill

Everything went down after he joined the military.

14 Helga G. Pataki - Hey Arnold!

Even though she can be mean, she’s gotta be one of the most tragic characters Nickelodeon has ever created! #supporthelga!

15 Mona Simpson - The Simpsons
16 Fluttershy - My Little Pony Fluttershy is a female pegasus pony from the 2010-2019 animated TV show My Little Pony: Friendship is Magic. She is a kind pegasus and is very timid and shy. She takes care of the animals. She represents the element of kindness
17 Brian Griffin - Family Guy Brian H. Griffin, popularly known without his middle initial as Brian Griffin, is a fictional character from the animated television series Family Guy.

Yeah Brian died after he got hit by a car that Stewie destroyed the time machine in a tearjerking episode.

But he comes back to life in a Christmas episode.

18 Rocko - Rocko's Modern Life Rocko is the eponymous fictional character of the cartoon Rocko's Modern Life and the comic book series of the same name. He is an Australian anthropomorphic wallaby who immigrated to the United States. He works at a comic book store, lives next to annoying neighbors, and is friends with the gluttonous ...read more.
19 Ken Ichijouji - Digimon 02
20 Numbuh 1 - Codename: Kids Next Door

The character was sad that Numbuh 1 had to say goodbye to his family and friends in a last episode.

21 Frank Grimes - The Simpsons
22 Chuckie Finster - Rugrats
23 Old Gil - The Simpsons
24 Pearl - Steven Universe Pearl is a fictional character from the 2013 animated series Steven Universe, created by Rebecca Sugar. She is a "Gem", a fictional alien being that exists as a magical gemstone projecting a holographic body. ...read more.
25 Mufasa - Lion King Mufasa is a major character in Disney's 1994 animated feature film, The Lion King. He is Simba's father, Sarabi's mate, Scar's older brother, and was King of the Pride Lands until his death. He is voiced by James Earl Jones.
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