Top 10 Saddest Moments from the Pokemon Anime

The Top Ten
1 Misty and Brock Leave

I was cheering that Misty finally left. My god! You guys are too attached. Serena was way better than this. Y'all saw Misty bore Ash with a log! Not cool! So I cheered and laughed while Misty was leaving. Definitely the best moment in Pokemon ever.

P.S. The sun and moon goodbye was way sadder. Also, Serena, Bonnie and Clemont should have come back in sun and moon, not Misty and Brock. We see to much of them and its really annoying.

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.

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

The saddest episode or goodbye , I cried the whole day and stopped watching Pokemon , I thought Brock won’t return , but oh god , he returned after few episodes

2 Bye Bye Butterfree

Caterpie was the first Pokemon Ash caught. After the full eveloution to Butterfree, Ash releases Butterfree into the wild. Yay, dumb Ash!

Even sadder, when you know the REAL story (watch the japanese version...BUT BE WARNED! it may trouble you if you're super sensitive :<)

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

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

3 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.

This is just sad.

So sad.Not to mention iwhat happened in the 20th movie

4 Charmander is Abandoned by His Trainer

So sad you guys. So sad.

I know right chamander was my starter in Pokémon x and y


5 Ash is Turned to Stone and Brought Back by Pikachu’s Tears

Only moment that made me cry.

6 Pickachu's Goodbye

What the heck is a pickachu?!

The first time I watched this episode, I had to turn the volume off as the song made me nearly cry. But now I can watch it without getting teary.

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

I did not cry for bye bye butterfree but I did for this. Just shows how sad it is

Why the heck did DUMB Ash Run from CUTE Pikachu

7 Pikachu Chooses Ash Over Freedom
8 Tommy's Parents Almost Die

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

The kid from the episode the kangaskan kid.

9 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!?

That episode was kind of a Hollywood movie , I hated that why why Stoutland had to die , it was kind of adaptation of O’henry ‘s the last leaf

The reunion of marowak and it's child
Ash getting turned to stone
Pikachu's goodbye

But a dog dieing made me cry. The ONLY time I've cried because of Pokémon.

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.

10 Goodra Leaves

I couldn't stop crying after seeing that

The first sad anime episode I watched 😭😭😭

The Contenders
11 Ash Sends Butterfree Off with His Mate
12 Pikachu is Turned Into Stone

I ABSOLUTELY LOVED Diancie and the cacoon of destruction. When Pikachu was slowly turning into stone, I cried for hours. It was sad seeing Ash talk to it while it was dieing. It was also sad seeing Serena and Clemont cry for the first time.

I loved the movie even though dancie is a spoilt brat. Honestly, I nearly cried. Pikachu means so much to me and ash

13 Weezing and Arbok Leave

*While watching the scene*
No. Shut up guys. No! Don't you dare--
OH COME ON! How dare you release your original Pokémon!

*Goes to a dark corner to win*

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.

It's not only that Arbok and Weezing leave, it's also watching Jessie and James battling the hunter and his Tyranitar to save those Ekans and Koffings.

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

14 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.

Exactly why you should never get a charizard

this tells us a lesson: never get a charizard

15 Ash Says Goodbye to Charizard

Saddest episode for me. Its been 15 years still I cry when I watch this

16 Serena Cries After Failing to Make It Past the First Round of the Pokemon Showcase

Hey Serena's haters just a little note from a Serena lover. Have you ever actually payed attention to the show? Obviously not. Every time I get on this website, there's always people saying bad stuff about Serena. Once when I got on here, I looked top ten reasons to hate Serena from Pokémon. Somebody said she was a spoiled brat. She is NOT spoiled. Her mother treats her LIKE CRAP. If you tink not go to episodes 1-5 to be corrected. One of the reasons on that list was "because she doesn't take care of her Pokémon". I'm sorry WHAT!? She was lucky enough to evolve her Eevee into Sylveon, which REQUIRES love and affection. Do I really need more proof than that? Apparently I do. I got a little off topic there but I wanted to share my feelings. This scene made me cry FOR HOURS. I was sad that her Fennekin and Pancham were crying to. And for all those Serena haters out there just know that Serena has feelings too.

See even though I don’t like amourshipping, I like Serena more as a character and her showcase debut went a disaster in front of like hundreds of people , what would you do in this situation?..

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.

17 Jessie and Blissey

Very touching side story on Jessie. Blissey/Chansey may be clumsy but the most lovable pokemon ever.

What happened in this episode?

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

it was a very emotional story

18 Espurr Drives Off to Grandmother’s Gravesite

This was really sad. Especially the flashback of Espurr's life with the grandmother.

19 Dawn and Brock Leave

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.

So sad and finally brock leave the pokemon anime

20 Greninja leaves
21 Manaphy Says Goodbye to May

Together we'll make a promise
To never forget it all
We've only scratched the surface
Of worlds we'll come to know
Together moving forward
Even though we're far apart
So safe and sound inside out hearts we keep our word untill we are together once again

22 Pikachu Decides Not to Evolve
23 Lucario's Death in Movie 8

Why is that so low in the list?

Saddest moment, hands down

Saddest ever. I cried a lot.

24 Pikachu Almost Dies

Pikachu died in Detective Pikachu... Luckily he got bought back to life by Morelull.

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).

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

25 James leaves Cacnea

I did not like it anyway

8Load More
PSearch List