His death is even worse when you know it's coming and you watch him dive down into the water, and you know there's no turning back...
Worst of all, many of them don't listen to him- they try to get onto the boat anyway.
His "Greatest Hits" list. "The night I met you." And Claire never gets the list!
Hurley's reaction was pretty heartbreaking as well— when Desmond returns, and he and Sayid and Jin and Bernard all arguing about the message Desmond recieved, and then suddenly Hurley: "WHERE'S CHARLIE?" And everyone goes silent.
And then again, when Hurley told Claire...
The fact that even though Desmond knew that saving Charlie's life again would just disrupt the course of events in his visions and possibly prevent Penny's supposed boat coming to save them, he still grabs the fire extinguisher and tries desperately to break through the window to get to him.
Charlotte dying while all Daniel can do is watch.
Made even worse when Daniel meets an adorable young Charlotte, and she says what will eventually be her last words. It becomes clear that, as she died, Charlotte regressed back to her meeting with Daniel during her childhood.
How about Daniel's death?! Killed, no less, by his own mother! Who later is forced to send him to the island, KNOWING that he was going to be shot by her younger self in the past!
Juliet's whole story is really tragic, especially rewatching the series and knowing why she does all the things she does and understanding who she is...and knowing in the end she never gets to go home. Especially the flashback where she sees her healthy sister and nephew for the first and last time.
Locke's reaction to Boone's death-just him, pounding at the Hatch, betrayed that what he thought made him special led to Boone's death.
Also not related to death, when Jin's story is finally told and it turns out that he's not heartless and uncaring toward his wife, but actually madly in love with her and suffering horrible trials from her father because of it
Then later when Jin finally reconciles with his father, admitting he was ashamed and breaks down.
"Flashes Before Your Eyes" is one of the all-time biggest tearjerkers. Just the premise- being forced to relive the biggest mistake of your life, knowing the whole time that you're powerless to change anything- is bad enough. But the end features one of the most brutal Hope Spots in recent memory. After breaking up with Penny (again) Desmond finally manages to prove to himself that he has actually travelled back in time. He has one moment of absolute joy, thinking that he actually can manage to fix things... only to get sent back to the island seconds later. His subsequent breakdown when he starts begging for another chance is absolutely gut-wrenching.
What about the flashback where Michael has to say goodbye to Walt? That definitely had me tearing up.
I don't like Ana Lucia that much, but I bawled when we see the flashback of her crying as she talks to her mom in the phone before taking the flight.
Also Ana and Eko's "You waited 40 days to speak?"/"You waited 40 days to cry" scene always moves me to tears, especially on re-watches, considering that they and Libby later die, leaving Bernard the only Tailie who didn't die or get abducted.
"I have to say goodbye to my daughter, John!"
Season 4 finale. Sun screaming for Lapidus to let Jin on the helicopter. The freighter blows up, and Sun just loses it. Oh dear sweet God.
Juliet drinking on the beach after the freighter blows up because she once again dared to hope she could go home and once again had to realize the island would never let her go
Most of Locke's flashbacks (even some on-island stuff) are tearjerkery. Especially his first one when that Walkabout told Locke what he can't do because of the big twist that Locke was a cripple before the crash. There's also when Boone dies and Locke loses it on the Hatch, his father conning him for a kidney, he obsession with his father ruining the only relationship he ever had and most recently in Season 5: How everyone of the O6 ridiculed him AND Helen died to the point where he broke down and was about to commit suicide. Dude's had it rough.
Even more tearjerky when we get Desmond's perspective on the same scene later in the series and learn that he was, if possible, even more desolate than Locke and that moment saved him from suicide.
Jack telling Locke that's he's nothing but a sad, lonely old man. Especially sad because the audience knows there's more truth to Jack's words than he realizes.
The flashforward in "Through The Looking Glass" in Season 3 when we see how bad things have gotten for Jack. He is a broken, desolate alcoholic who wants nothing more than to die or get back to the island. Special mention goes to the scenes when he is in the hospital and insists that his father is still alive before leaving. The final scene when he tells Kate how he flies constantly and hopes to crash so he can get back is just heartbreaking.
Re-watching this episode is far more painful once season five suggests that John Locke's suicide is what caused Jack to hit his Despair Event Horizon. For years, the men battled each other's wits on how the island has affected their lives. Jack stubbornly clung to his beliefs on science and logic, despite him losing his grip on hard reality. Locke kept fighting for the island, even though everyone's telling him how deluded he has become. Both men don't want to admit their failings to the other, even though they're both at their darkest moments. Then Jack hears about Locke hanging himself. Jack was already troubled beforehand, but with the knowledge that he may have driven Locke to kill himself, he was wracked with guilt and regret. When even a man of faith has lost all hope, who could Jack turn to for help? Absolutely no one. Jack now realized that even though he defeated his greatest rival, he also lost his best friend, and it's now too late to admit that he was wrong. It's heart wrenching to see how much Jack misses the guy.
After this realization, its hard to watch the finale and not notice that Locke is the first person that Jack goes to hug upon entering the church. It took death for the two rivals to notice how much the two actually meant to each other.
While it isn't easy to feel sorry for Ben, having Keamy executing his daughter right in front of him is heart-rending, if not just for the horrified look on Ben's face.
And the way he just broke off his sentence and then stood at the window as everyone around him tried to work out an escape plan? Pure pain. Even though it endangers those on the freighter, it's enormously cathartic watching Ben's savage attack on Keamy a few episodes later.
The worst part is that the last thing she heard was Ben saying that she was a pawn, that she didn't matter, that he could go ahead an ki—and then Keamy shoots.
What's going to happen post-The End when she's e remembers how she died, and suddenly Dr. Linus doesn't seem like such a great figure after all? And how will Rousseau react?
The scene where the smoke monster surrounds Ben and replays the aforementioned scene to him was particularly saddening.
While it being hard to feel sorry for Ben is an accurate statement, what Ben said to Jacob in the season five finale was incredibly heartbreaking. For the last few episodes Ben has seemed to have been reduced to a shred of his former self as he's been ousted as leader of the Others by Locke, has been forced to rewatch his daughter being murdered, and has finally come to realize how much hell he's been put through on Jacob's account. It's especially tragic when you realize that Ben's desperate need to be special is what makes him similar to Locke, and his willingness to blindly believe in Jacob's orders. One can't help but notice the religious paralells, recalling what Ben said earlier in the season about Thomas the Apostle and about believing even though you can't see it for yourself. So when Ben finally gets to confront Jacob, you see a doubting Thomas confronting a seemingly indifferent God. Michael Emerson makes Ben come across a bit like the selfish bastard he is here, but at the same time has you feeling pity for him.
So now, after all this time, you've decided to stop ignoring me. Thirty five years I've lived on this island, and all I ever heard was your name, over and over...Richard would bring me your instructions, all those slips of paper, all those lists...and I never questioned anything. I did as I was told. But when I dared to ask to see you myself, I was told, you have to wait, you have to be patient. But when he [Locke] asks to see you, he gets marched up here as if he was Moses...So why him? What was it that was so wrong with me? What about me?!
Made even more Tear Jearking by Jacob's reply:
"What about you?"
The end of "Some Like It Hoth," with Miles watching through the window as his dad reads to his infant self.
That scene was especially tear-jerker-iffic because it's when Miles realizes that his father wasn't a heartless man who abandoned him.
The Season 5 Finale "The Incident" was a crapfest for Juliet and Sawyer as the happy couple broke up and then later when Jack caused the incident, Juliet was sucked down the giant magnetic hole of doom. Sawyer then grabbed her arm in an attempt to save the good doctor, but with the metal chains wrapping all around her lower body all they could do was tell each other they loved them and then Juliet was sucked down the hole with too many sharp metallic objects to count and Sawyer then wept. Then the audience finds out before the end of the show that Juliet is not dead, but very well on her way with blood coming out of her chest, mouth, ear and other places. Dr. Burke sees the undetonated hydrogen bomb lying next to her and then blows it up, with the final quote of "Son of a bitch!"
Juliet seeing the unstable superstructure above Sawyer's head, telling him that she loved him, and letting go of his hand. Talk about a Heroic Sacrifice.
Worst off is the fact that Juliet had been trapped on the island for six years, and never got to meet her nephew or see her sister again.
The last scene of "?", a montage, is just dripping with emotion: Hurley sobbing over Libby's body ("I'm sorry I forgot the blankets! I'm sorry!"), Jack feeling completely helpless because he can do nothing to help her, Sawyer and Kate taking their respective guards down and losing it because of Libby and Ana Lucia's deaths, Micheal stewing in self-hatred knowing that he has crossed the line in his effort to rescue Walt, and Locke, utterly disillusioned with his "destiny". In comparison to what they would go through later, it doesn't even seem as bad, but the whole scene, especially the music, is just heartbreaking.
Hurley in the beginning of "Tricia Tanaka is Dead" talking to Libby: "Everyone is afraid. I'm afraid too. Except when I'm with you. I miss you."
The scene when Rose and Bernard finally reunite.
Mr. Eko reciting the 23rd psalm while the plane in which his brother died burns.
Some of the best parts of the series were at the end of the first season finale, when the survivors, who at this point tended to still snarl at each other every once in awhile, have to say goodbye when the group gets on the raft. It's wonderful.
Most recently, Sawyer in "What Kate Does".
"It's not your fault she's dead... It's mine. She was sitting right there, right where you are now, trying to leave this place, and I convinced her to stay. I made her stay on this island because I didn't want to be alone. You understand that right? But I think some of us are meant to be alone. ...I was gonna ask her to marry me."
On that note, "Dr. Linus". Ben is on his way to the Hydra Island and holds Ilana at gunpoint. He tells Ilana that he knows how she feels because he sacrificed Alex for Jacob...then learned that Jacob didn't care about him. He asks to be let go, so he can join Locke. Ilana asks why. He says "He's the only one that will have me". Ilana, who just minutes earlier was making Ben dig his own grave, says "I'll have you" and lets him follow her back to camp. And at the same time, flash-sideways Ben sacrifices power for Alex, succeeding where main Ben failed.
It's not nearly as heart-rending as Ben's, but Richard had his moment too.
"I devoted my life, longer than you can possibly imagine, in service of a man who told me that everything was happening for a reason; that he had a plan, a plan that I was a part of, and that, when the time was right, he'd share it with me. And now that man's gone, so... Why do I want to die? Because I just found out my entire life had no purpose."
"Ab Aeterno", most notably the end between Isabella and Richard. There's a reason why it's regarded as the second best episode of the series (in case you're wondering, "The Constant" is the first).
Pretty much all of Ab Aeterno, actually. Poor Richard's life sucked.
In "The Candidate" Sayid, Sun, And Jin all die aboard Widmore's submarine. The real tear jerker is the death of the latter characters Sun and Jin as they die in a Titanic-like scene where Jin desperately struggles to save Sun while she begs for him to leave. Jin ends up dying holding hands with Sun. Seriously, look at the Twitter traffic at the moment.
It's made all the worse when you realize Sun and Jin had only been reunited for a couple of hours, and then that scene comes along...
Even worse is that Ji Yeon, the daughter of the two that Jin has never met, is now an orphan. I'm worried they will kill the power couple Penny and Desmond next......
As emotionally wrecking as that scene was, what set me off was Hurley's heart wrenching sob of pain. Just hearing that sound from the most lovable guy on the show sent me into full on sobbing.
In the final episode "The End" we have Jack dying on the island. The last thing Jack sees before he dies is the plane containing his friends leaving the island. Walt's dog Vincent lays down by his side as he dies. *sniff*
The purgatory/flash sideways reunions of Sawyer and Juliet, Charlie and Claire, and Jack and Kate did it for me. Then the ending set in, and tears abound.
Don't forget Jin and Sun remembering as they see the ultrasound of Ji Yeon in the hospital...only to have Sawyer come in, and the smiles on their faces as they recognize him...
Don't forget when Hurley doesn't want to take over from Jack, because it means that Jack's going to die. Also when Jack farewells Desmond for the last time. And when Jack gets soaked by the water from the source, and he's laughing, knowing that he's saved the island. It's not just the "awakening" scenes.
While the Grand Finale is a major jerk fest, certain moments always get me. The first being when Kate and Claire both remembering after Aaron is born. They're both so happy to be reunited, but sad at the same time because they realize that they're all dead. The second being when Sawyer and Juliet remember when she fell down the ditch and he couldn't pull her back up, forcing Sawyer to grab her in a hug and say "I gotcha, baby. I gotcha."
Watching the extras of the final season DVD, you get to a part where Jorge Garcia (who plays Hurley) reads the script for the finale and he is left in tears and in a complete loss of words. That is reaaaaly tearjerky!
Something about the Jack/Boone hug in the church set me off - perhaps because this was the first character that the audience sees die, and the first character that Jack is unable to save. That knowing smile on Boone's face just says it all: that everything's okay now. That everything was always okay, we just didn't know it.
Kate and Claire holding hands as the Ajira takes off, and then sharing a smile when they realize that they're in the air and that they're going to make it home.
In season 5 when Hurley explains to his mom (and audience) everything that happened on the island, and she basically says "I don't understand, but I believe you," I just tear up every time, taking into account how for the past 3 years, Hurley's lost all his old friends, and has tried and failed to deal with all the trauma on his own, when he had his family with him...man oh man.
The scene in the Season 6 premiere when, in the Flash Sideways, most of the Losties are shown to be going off back to their normal lives, with their lives significantly improved by the negation of the Island. The most notable case of this is Hurley saying he is "the luckiest man alive" rather than "cursed". Locke talks to Boone about having gone on walkabout, leaving the implication his legs were never injured... until the final shot of the episode shows two attendants helping him into his wheelchair.
John Locke's entire story is just one big tearjerker. Abandoned by his parents, raised in a string of lousy homes, bullied in school and constantly uncertain of his place in the world. Every time something good happens to him, it is taken away in the cruelest manner possible. Life never stops relenting from piling on the misery and yet he sticks around desperately clinging to the belief that he is destined for something greater, only to end up becoming a pawn for two more powerful people. It would be almost unbearable except for the finale which says that Locke really was special and finally allows him to be happy.
Claire's terror at giving birth is more than just fear of, well, giving birth alone on an island.
Claire: "It's not gonna want me. It knows I didn't want it, that I was going to give it away - babies know that stuff!"
The reveal at the end of "Ji Yeon" that Jin didn't make it off the island and the rest of the world believes he died in the plane crash. Sun brings the newborn Ji Yeon to a grave with her and Jin's names on it (apparently erected after the crash but before Sun escaped the island) and breaks down as she tells Jin how much she misses him.
In "The End" Desmond meets with Eloise (who clearly knows what the alternate world is) one more time and for the first time in the series Eloise turns fearful when she realizes that Desmond can remind people of their original lives, asking if Desmond is there to take her son away. Tearjerker for two reason:
First, Eloise used her alternate life and her knowledge of what she did in the original world to give Daniel the life she always wanted. This was her joy, her happiness... and Desmond could take that all away by taking Desmond to move on.
Second, if Desmond does remind Daniel he will remember how Eloise knew from the moment of his birth he was doomed to die and sent him to the island anyway... to be killed by her own hands. Eloise KNOWS that if Daniel is reminded he will never forgive her.