Ace Combat: The Equestrian War/Tear Jerker

"Cloud Kicker: (sobbing) I-I-I’m scared, Lightning! Terrified! So much death... I feel s-s-so sa-ad... Nopony deserves t-that much suffering... What i-i-i-if... What if you die, too? I... I don’t think m-m-my heart could take i-it..."
 * In chapter 4, Derpy sees her daughter being abducted by the griffins, but still tries to save her, despite being wounded. She fails and breaks down into tears. By the end of the chapter she manages to rescue Dinky though, with the help of Mirage squadron.
 * Firefly's backstory in chapter 8.  all because of this one encounter. You can't help, but feel sympathy for her.
 * Her pain experienced upon  in the previous chapter can be leaned on, too.
 * When  (unintentionally)   during the mission to destroy the   in chapter 10.   Upon returning to Canterlot with the others,.
 * Doubles as Crowning Moment of Heartwarming when . Bonus points for Cloud Kicker  . Then,
 * The ending of chapter 11 is pretty heartwrenching.
 * . Finally, . It culminates.
 * The first half of chapter 12 is even worse.
 * is crushing. Just to drive the point home, when . This  . Outside,  . Thankfully, things get better aftermath.
 * Chapter 15... Merciful Celestia, chapter 15! A massive Drama Bomb to begin with, but in order: . BUT WAIT, THERE'S MORE!  ... but that is just the first half of the chapter.
 * In-universe, this situation is so depressing that even Cloud Kicker, established as being the most cheerful pegasus among the main heroines, lets her Water Works completely loose. Not only because she is saddened by ponies' death, but also because she fears her best friend may die as well.

": I’m no angel... just a weak pegasus pretending to be one... I failed again."
 * telling Fluttershy about his Dead Little Sister. And because he witnessed, it only reminded him of Morning Glow. He additionally blames himself for not saving  . Having a chance, he instead went to help the pegasi. Fluttershy manages to snap him out of it, but still...

"Dinky: Mommy... is auntie ... dead?"
 * Finally, Derpy having to tell Dinky about  going into Big Sleep. Despite hearing that term, Dinky understands that she has passed away...

"Firefly: Mom... Dad... I miss you... I miss you so much..."
 * At this point, Derpy, emotionally exhausted, shatters completely for a while.
 * The author himself confessed he suffered mild depression while writing this chapter.
 * Firefly going through a crisis in chapter 16. It turns out the reason she was sometimes cold and apathetic toward other ponies was due to . After Princesses Celestia and Luna make her realize that, they additionaly state that even though they can raise the sun and the moon, they are unable to revive the dead. Hearing this, Firefly sheds tears and cries.