Top 10 Saddest Moments from the Pokemon Anime


The Top Ten

1 Misty and Brock Leave Misty and Brock Leave

Don't forget to check out their return episodes in Sun and Moon anime. I didn't like the episode when Misty left it will always be my least favorite because Misty's sisters were not letting her travel with Ash.

Misty was almost the best pokemon character ever! BRING HER BACK! BRING HER BACK!

I stopped watching after this episode, I simply couldn't take it. This is the saddest moment without question.

Too sad

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2 Pikachu and the Other Pokemon Cry After Ash is Turned to Stone

I was cing and crying then what?... I got my life back when Ash woke up, but seriously. Why on earth, WHY the hell were the clones crying. And then that MEW... guess what? Was LITERALLY LAUGHING. Like WHY the freak? Dude the anime is full of idiots...

Only moment in pokemon I cried at. - flash101

How the heck is ash turned to stone I don't get how but at least u don't hear his stupid little voice anymore that makes me not care a damn heck that he is turned to stone

I wached this with my dad who put it on so I would leave him alone and he checked on me and I was bursting into tears

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3 Bye Bye Butterfree Bye Bye Butterfree

The first of many emotional times Ash has had to say goodbye to one of his Pokemon. - egnomac

This made me cry in the first movie I hope he and she comes back

It's sad until you realize that butterfree leaves to get laid. - taishisohma

For obvious reasons ;-;

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4 Tommy's Parents Almost Die Tommy's Parents Almost Die

Who's this tommy?

The kid from the episode the kangaskan kid. - egnomac

Butterfree's goodbye was sad, but watch the japanese episode of the kangaskhan kid. it is SO far for a kids show in tokyo!

5 Pickachu's Goodbye

Why the heck did DUMB Ash Run from CUTE Pikachu

Sad episode where I thought Pikachu would stay with the other wild Pikachu. Ash"s Pikachu returned to Ash so heart warming.

6 Stoutland Dies

The leaves where falling from the tree one by one and when the leaf fell litten caught it and kept it until it blew away and then litten saw a cloud that was like stoutland then the stoutland cloud rad away and that point litten knew that it was time for him to move on... what's sadder then that!?

Here is why this made me cry first I had a dog die and Scotland is the dog Pokemon and seeing Litten cry is so sad and why is ash being a jerk by not comforting Litten after his Pokemon dies and this is probably the first time a Pokemon actually dies

This is so sad because litten is so cute and confused and it doesn't directly tell you that stoutland died. But I loved that meowth talked to litten to try and get it over its sadness and worry.

Saddest episode in years

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7 Charmander is Abandoned by His Trainer


8 Ash is Turned to Stone and Brought Back by Pikachu’s Tears
9 Goodra Leaves

so sad

The first sad anime episode I watched 😭😭😭

10 Pikachu Chooses Ash Over Freedom

The Contenders

11 Weezing and Arbok Leave

Team Rocket are the nicest people in the anime and they have the biggest heart. Ash and his sad moments are over rated. Team Rocket>Ash and Friends.

They had to watch their own trainers get beaten up whilst trying to protect them. God this is sad - ItsDaWorldOfSNuGGLEZ

Bring them back!

So, sad... They were like a family! 😭

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12 Ash Sends Butterfree Off with His Mate
13 Ash Loses to Ritchie After Charizard Refuses to Battle

After everything Ash did for Charizard saving him from an abusive trainer and saved him from death this is the gratitude he gets from Charizard by costing him one of the most important matches of his young career. - egnomac

Exactly why you should never get a charizard - Sambazing

14 Pikachu is Turned Into Stone
15 Serena Cries After Failing to Make It Past the First Round of the Pokemon Showcase

Serena annoys me. She cries easily after losses. Take Jessie for example, she has gone through lots of worse things throughout her life. Serena needs some backbone. And people call Jessie selfish, why do you think she is how she is today? I can definitely see how most people watching the show are young as young people don't understand complicted characters with complicated emotions. Well, usually.

I feel bad for Serena, this was suppose to be her big debut and one mistake completely cost her the first round. - egnomac

She is a strong character

What doesn't kill Serena isn't working

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16 Dawn and Brock Leave

So sad and finally brock leave the pokemon anime

It was sad because dawn wanted to go back to kanto with them, but she couldn't because she had an opportunity in Sinnoh for Buneary and Piplup got upset anand ran off after learning it would never see pikachu again. - ItsDaWorldOfSNuGGLEZ

17 Jessie and Blissey

What happened in this episode?

Jessie has a relationship with a pokémon center blissey when she was still a chansey

18 Greninja leaves

I cried

19 Ash Says Goodbye to Charizard
20 Espurr Drives Off to Grandmother’s Gravesite
21 Lucario's Death in Movie 8

Why is that so low in the list?

Saddest moment, hands down

22 Manaphy Says Goodbye to May
23 Pikachu Almost Dies

THIS IS SAD! BUT LIKE OTHER SAD MOMENTS, REUBEN THE PIG'S DEATH IS SADDER! But I love Pikachu so...yeah... At least pikachu comes back to life! Reuben on the other hand, DOES NOT! HE TURNS INTO PORK! A

He did die. Xerneas just resurrected him. SADDEST MOMENT EVER IN THE ANIME! I literally cried when I saw pikachu get turned to stone. Yveltal is still one of my favorite Pokémon, BUT WHY YVELTAL! ASH'S PIKACHU IS MY SECOND FAVORITE POKÉMON ASH EVER GOT! (I only like Ash's Pikachu, none other than that one. Also, Charizard is my favorite Pokémon Ash owns. He's my favorite Pokémon ever).

24 Ash leaves Greninja for Sun and Moon

They want ash to be ready for sun and moon so thy get rid of his most op pokemon ever

Greninja HAD to stay behind! He needed to save the world.

The episode is gonna be so ' sad

25 Max Gets Upset Over Norman's Loss to Ash
26 Pikachu Decides Not to Evolve
27 Bonnie Says Goodbye to Squishy

In episode 43. This scene brings tears to my eyes when she says "Squishy! I love you! ".

Squishy = so cute
Turning into zygarde = hell no goodbye - Sambazing

28 James leaves Cacnea

I did not like it anyway

29 Dawn's Piplup Runs Away

At the end of the Shinoh saga Puplup gets really upset after finding out that Ash and Brock and all its friends are leaving that it runs away. - egnomac

30 When James left his Chimecho with his grandparents
31 When Serena leaves at the end of XY

I hated and loved this episode hated it because serena leaves,Loved it because Cilan comes back

32 Ash yells at Serena because he wanted to be alone (Pokemon XYZ Episode 28)

Ash obviously needed to some alone time, while it was nice that Serena wanted to help him with his problem but he needed to figure his problem out on his own. - egnomac

Serena tried to HELP Ash get over his problem! what, MATE?!

33 Pikachu Talks
34 Pikachu Almost Dies After Being Attacked by a Flock of Spearows
35 Casey Loses to Ash
36 When Max was taking Ralts to the Pokémon Center
37 Celebi's Death

Ash's reaction makes this moment even more sad than it would be. Sure, Celebi is revived, but seeing Pokemon forever for the first time really made me weep.

It made me cry too as a tween - Brensa

38 Jessie leaves Dustox

Bye Bye Butterfree is overrated this was way sadder Team Rocket leaves a Pokemon > Ash leaves a Pokemon

39 Ash leaves Charizard

Ash was so sad, he couldn't even say goodbye to Charizard!

40 When Pikachu Turns Stone

Yeah I seen it in lots of top 10s

41 Meowth backstory
42 Cubones Mother's Death
43 Dawn Suffers Back to Back Losses
44 Meloetta leaves

Poor Oshawott :( - InklingSethO

45 Clembot Dies

It's so sad. I cry a lot after watching this episode.

It's just a robot, that you can reprogram


46 Latios' Death in Pokémon Heroes

This death scene made me cry every time I watch this scene of Pokemon heroes I say Latios no! Don't die please I love you - Brensa

47 James's Cacnea Leaves

Ok when Cacnea left I was like why did James's Cacnea have to go I hate team rocket but still they have a heart - Brensa

Very sad

48 Pikachu and Ash Die

This scene from the tower of terror scared the crap out of me as a kid my god - Brensa

49 Red Didn't Come Back Once
50 Leaf Didn't Show Up Once

She should've been in there! Wait... Serena's hat... hair... getup... SERENA IS LEAF!

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List Stats

200 votes
52 listings
3 years, 132 days old

Top Remixes

1. Misty and Brock Leave
2. Bye Bye Butterfree
3. Pikachu and the Other Pokemon Cry After Ash is Turned to Stone
1. Charmander is Abandoned by His Trainer
2. Ash is Turned to Stone and Brought Back by Pikachu’s Tears
3. Pikachu Chooses Ash Over Freedom


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