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Tear Jerker / Arrow

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Season 1

    Episode 1 - Pilot 
  • When Oliver first reunites with most of his friends and family. Especially when PTSD kicks in, and he nearly snaps his mother's neck when she checks on him.
  • Laurel tearing into Oliver over how she was unable to either hate or mourn her sister, because one emotion kept getting in the way of the other. "That's what happens when your sister dies while screwing your boyfriend."
  • Then later Laurel tries to apologize, but Oliver has to pretend he's still the same hedonist jerk to hide his vigilante activities.

    Episode 2 - Honor Thy Father 
  • Oliver waking up on the island to see birds going at his father's body. He desperately tries to drive them off then accidentally touches his father's dead hand and throws up from the trauma. Just the desperation in his voice is heartbreaking.

    Episode 4 - An Innocent Man 
  • When Dig is told that Deadshot/Lawton, the man who shot him that Oliver killed, was also the man that killed his brother Andy. Then worse, a good few episodes later, we find out Lawton's alive and Digg's reaction is to simply walk away.

    Episode 11 - Trust But Verify 
  • The revelation that Diggle's former CO had turned from the strong, honourable leader into a bitter soldier willing to use his skills to kill and steal because he thought that society owed him something. Watching him and Diggle at the diner gave you the vibe that Ted had been both his mentor and best friend. No wonder the poor guy couldn't pull the trigger.

    Episode 16 - Dead to Rights 
  • When Tommy Merlyn states to Lance that he has no idea who the Arrow is. Despite Oliver showing him minutes before, you can tell in his voice he is not lying. He really doesn't know who Oliver is anymore.

    Episode 17 - The Huntress Returns 
  • When Helena shot McKenna. She has to stop doing what she loves and leaves the city to recover. And Oliver knows it's his fault because he couldn't bring himself to kill Helena earlier.

    Episode 18 - Salvation 
  • When Dinah admits to Laurel and Quentin that she was the last person who saw Sara before she went on the Queen's Gambit and actually allowed her to go, the way she says that she let her daughter die is heartbreaking.
  • Felicity's reaction to not being able to stop the Savior from executing the District Attorney.
  • Roy, when asked by a murderous vigilante at gunpoint why he should be allowed to live, can't think of anything. He tells him to Get It Over With because nobody will miss him, even as Thea is watching the video stream and breaking down in fear for his life. And even when Ollie comes to the rescue, Roy is visibly shocked that someone would save him, much less shoot the man trying to execute him.
  • Diggle points out that Oliver is acting cold and pushing his loved ones away.
    Oliver: The life that I'm living right now doesn't leave much room for an actual life. And I don't need one.
    Diggle: Wow. That's a pretty bleak future you're planning on spending, with no one.
    Oliver: I'm used to isolation.
    Diggle: And that is exactly what worries me. You've been home eight months, Oliver, and I don't think you've left that island yet.
Later, Oliver begins to open up:
Oliver: Laurel? Wanna have a dinner, or coffee... I dunno?
Laurel: Why?
Oliver: ...I don't want to be on an island anymore.

    Episode 20 - Home Invasion 
  • When Tommy figures out that Oliver still loves Laurel, Oliver confesses that, while he will always love her, so long as he's who he is, he can never be with her, and as such she can never know who he is. Double tear jerking, Tommy admits that, deep down, Laurel probably still loves him too, and if she did find out who Oliver was, she'd pick him over Tommy, so he packs his bags and leaves her, having to lie and claim it’s because he hasn't changed as much as they all thought, so as to avoid both of them getting hurt later.
    • The look on both their faces when Oliver explains to Laurel why he can't tell Tommy he's not still in love with her.
    "It wouldn't be true. And I have enough lies in my life."

    Episode 21 - The Undertaking 
  • A major Cry for the Devil moment: Malcolm recalling the night his wife died, and how he could do nothing but listen to her die on his voicemail, over and over.
  • Oliver telling his family that Walter is dead, after Thea earlier described his disappearance as being just like Robert died. Thankfully he's alive.

    Episode 22 - Darkness on the Edge of Town 
  • Pretty much everything for Moira: she's forced to finally confess her involvement in the Undertaking in front of Oliver and he walks away from her, Walter leaves her with Thea not understanding why and when the Undertaking comes to pass she'll have the blood of thousands on her hands.
  • Basically everything that happens to Tommy after breaking up with Laurel. Specifically, Ollie telling him to get back together with Laurel, only for Ollie himself to sleep with her and for Tommy to see it. If this series ends up depicting Tommy's Start of Darkness, he would be entirely sympathetic. For all his Nice Guy acts, something will screw him over. The guy cannot catch a break!

    Episode 23 - Sacrifice 
  • Tommy finds out the truth about his father, is made to listen to his mother's final message, and gets knocked out cold for trying to stop Malcolm from executing the Undertaking. But the worst part is he dies after saving Laurel when the second device goes off and starts destroying the eastern half of the Glades, and Ollie can't do a damn thing to save him.
    • And this is after a season of hinting that the first season would be his Start of Darkness. It's also the first time we've seen post-Island Ollie truly break down. He can handle his emotions about Laurel — it's what helped him get through the island. And of course he feels nothing for the bad guys. But Tommy...he's just an innocent who got caught up in bad things. And he's his best friend.
      Ollie: It should have been me. Tommy, open your eyes.
  • Felicity's reaction over not being able to stop the second earthquake device.
  • By the end of the season one finale, everything's just fallen apart for Oliver. His mother's arrested after outing Malcolm and her involvement in the Undertaking, his best friend dies before him, and he couldn't stop the Undertaking entirely. Meanwhile Diggle's critically injured and had to be left behind in Ollie's failed desperate run to save Laurel/Tommy and Felicity's all by herself at the club, also affected by the earthquake. By the end of the episode, the east side of the Glades is still falling apart, and we don't even know if Thea made it out of the Glades in time.

Season 2

    Episode 2 - Identity 
  • It's revealed that Diggle has broken up with Carly, unable to reconcile his feelings for her with his hatred towards Deadshot and knowing he's still out there.
  • It's swiftly established that Laurel, the Hood's biggest supporter in the first season, has turned on him since the destruction of the Glades. "Identity" reveals that Laurel blames him for everything that happened in the previous season's finale, from Tommy's death to the earthquake machine that destroyed the Glades, all because she went back into the C.N.R.I. building to look for Tommy and found his dead body impaled on the wreckage of the building whilst the Hood simply walked away.

    Episode 3 - Broken Dolls 
  • It's difficult to watch Quentin's complete despair as he hopelessly tells his daughter to close her eyes as the Dollmaker embalms her alive.
    Quentin: I'll kill you you son of a bitch! I'LL KILL YOU!
  • Laurel realizing she was wrong to blame the Arrow for Tommy's death, because it was really her fault if anyone's, and breaking down crying in her father's arms.

    Episode 4 - Crucible 
  • We see Laurel fall like her father had years ago when Sara died, as she empties one glass after another.
    • Quentin goes to Oliver to plead with him to try and help a rapidly degenerating Laurel. Not only is that tragic, but Sara listens from the other side of a door and hears her father describe how they were hurt in the aftermath of her "death". Her reactions are heartbreaking.
    • If that wasn't enough, Quentin is in tears at his support group, as he relates what's happening to Laurel. He sees her life falling apart the same way his did, and there's nothing he can do.
  • This episode has a ton of it. Earlier, Felicity's almost in tears because Oliver's life ...
    Felicity: Don't you have any happy stories?
    • No, he does not.
      Diggle: Don't you think her family had a right to know that Sara made it to the island, too?
      Oliver: THESE WERE FIVE YEARS! Five years! Where nothing GOOD happened! They were better off not knowing.

    Episode 5 - League of Assassins 
  • Sara's reunion with her father, and then, her being forced to get away from him to save her family's lives.

    Episode 6 - Keep Your Enemies Closer 
  • Seeing Slade struggle with severe burn injuries is very jarring.
  • Also, Felicity's reaction to Oliver's one night stand with Isabel. When she finally asked why he did it, it is a very bittersweet moment. First, Oliver goes with the more flippant answer "It just happened." then checks himself and realizes that he's talking to Felicity of all people and explains that while being The Arrow, he can't be with someone that he "could really care about." When she walks away, you can tell from his expression, he knows exactly what he did and is actually sorry for hurting one of his closest (one of two) friends.
  • Diggle's built up rage finally coming out when coming face to face with his brother's killer (Deadshot). You can tell by Dig's emotions how much Andy really meant to him, and how his brother's death emotionally destroyed him. Anyone would feel the same way in that situation.

    Episode 7 - State v. Queen 
  • God knows what went through Ollie's mind when he ended up killing the Count after Felicity's life was threatened. He's so stunned about what he did he couldn't even compose himself around Thea, and even after sitting through his mother's verdict and going back to HQ the shock hasn't gone away.

    Episode 8 - The Scientist 
  • Barry Allen's backstory. When he was 11, someone he describes as "a blur with a person inside" attacked his house and killed his mother. Before he could do anything to help, he was twenty blocks away from home in seconds flat. When he tried to tell the police what had happened, everyone thought he was just covering for his father, who was blamed for the crime and given a life sentence. The fact that this is the reason why Barry looks into strange cases hammers it home. And there is also the fact that it's heavily implied to be Professor Zoom, Barry's Arch-Enemy in the comics. Let me just sat that this will most likely not be the only time Barry's life gets screwed over because of him.
    • Barry's story was a literal tearjerker for Ollie. The close up of his face shows red eyes and barely held back tears. It clearly shows how much he empathized with Barry's pain.
    • The way Barry insists that his father didn't do it isn't just empathetic, you can tell by Barry's voice that it's also almost routine, because almost everyone assumes that his father is a murderer.
  • Slade Wilson's death by Mirakuru injection is arguably one of the most disturbing moments in the show thus far. Watching his character go through all this agony and eventually "die" becomes incredibly hard to watch.

    Episode 9 - Three Ghosts 
  • Shado's death, and a freshly resurrected Slade's reaction to it. Extra points for this being implied to be one of the reasons that turn the Slade from the island into present day's Deathstroke.
    • Oliver begging for Ivo to kill him instead, even jumping in front of the gun when it's turned on Sara... which Ivo takes as his "choice" and shoots Shado in the head. All Oliver can do is SCREAM in despair before collapsing, staring at her corpse.
    • More subtle, Shado and Sara both not only realizing, but accepting they might die. Shado simply closes her eyes while Sara tries to keep calm, even though she is clearly terrified. They know one of them will inevitably not make it out, no matter what.
  • A smaller one given to Quentin, as he feels Survivor Guilt over bringing a small unit to fight against Cyrus, where they were all killed, including his married, longtime partner, Lucas.

    Episode 11 - Blind Spot 
  • Laurel's attempt at uncovering the truth about Sebastian "Brother" Blood leads to her being publicly humiliated when Blood uses his connections to have Laurel's place searched legally and get her arrested for illegal possession of a controlled substance, which subsequently discredits her when she correctly asserts what's happened to her father, who's unable to trust her because of her lying about her pill addiction.
  • There is also Roy, who almost beats a prostitute serial killer to death and hits Sin during a stakeout because of a Mirakuru-induced loss of control. First, he can't explain what's happening to Thea, and ends up hiding to cry in the hospital. Then, during a visit from the Arrow, Roy asks him to kill him. Thankfully, Ollie has other plans for him.

    Episode 12 - Tremors 
  • Roy and the Arrow are in Malcolm's old mansion looking for Bronze Tiger. Before Arrow can order Roy not to touch anything, he has time to find a picture of Tommy. You can see that Ollie has to make at least a small effort to contain himself in front of the kid.
  • Also, Laurel's situation has become so bad that Ollie is willing to tell Sara to come back to Starling at the risk of a return of the League of Assassins, too.
    • Laurel at Verdant, for that matter. She's clearly hit the booze hard and is taking cheap shots at Oliver and Thea, and casually mentioning how she's likely going to be disbarred. Watching her unravel like that is painful.
  • Slade's brief reversion to sanity after Ollie reminds him of Shado. He breaks down a bit once he realizes what the Mirakuru is doing to him.

    Episode 13 - Heir to the Demon 
  • Oliver, after learning from Felicity that Moira's been lying to him about Thea's true parentage, gives her a "The Reason You Suck" Speech and disowns her as his mother. Despite bringing it on herself with one lie too many, Moira's face when she realizes Oliver won't even let her get near him is hard to watch.
    • Oliver delivering his introduction speech for his mother right after Felicity tells him what's going on. You can see he means every single word, just not the way they were written. He struggles to get through the speech and you literally hear the moment he's made the decision to lie for Thea's sake.
  • Oliver tells his mother he knows what her secret is on-stage at a political rally. Her face drops while she's still turned away from the audience, and in the next second, both she and Oliver are all smiles with Thea none the wiser. A detailed illustration of how epically screwed up the Queen family is.
  • Felicity's anguish over being torn about whether or not to tell Oliver the truth is equally heartbreaking. Especially when you find out that Felicity wasn't just worried about Oliver hating her, she was worried that she would lose the pseudo-family she had built in Starling City, and relive the trauma of her youth.
  • The flashback to the night before Sara sneaked onto the Queen's Gambit — we see Sara try to reason with Laurel that planning her entire future around marrying a notorious womanizer like Oliver Queen isn't exactly the best idea, only for Laurel to snap at Sara and call her a bitch trying to sabotage Laurel's future. As Sara walks away, she sends a text to Ollie confirming the plans for the next day, and a quick glance at the message history between the two reveals Sara was having second thoughts and Ollie was practically begging her to betray Laurel; ultimately, it was Laurel herself who nudged Sara into making the wrong choice.
  • Dinah sobbing and screaming for Sara as Quentin pulls her away. Thankfully, it's not a permanent departure.
  • While their parents happily welcome Sara home, Laurel drunkenly blames her for all the pain their family's been through since her "death", going so far as to accuse her of stealing Laurel's life away, and kicks her out of the apartment, even throwing a glass at her. The looks on Sara, Quentin, and Dinah's faces say it all, and Sara's glance back at her parents as she simply says "I'm sorry" doesn't help either.
  • We get a flashback to the moment when Moira told Quentin and Laurel that Sara had been on the boat. It's as sad as it sounds.

    Episode 14 - Time of Death 
  • Oliver finally confronting Laurel — the two have a pretty harsh argument, accusing each other of wrongdoing and throwing mistakes in each other's faces. Laurel blames Ollie for sleeping with Sara in the first place, and now again, but he shuts her down by yelling that she has no idea what crap his family is going through, that she's dead wrong to think she's the only one who's been suffering, and taking a very harsh stab at her substance abuse. What makes it more sad than just mean is Oliver professing that he loved Laurel for half his life, but he's tired of chasing after her and taking all the blame, and how Laurel herself comes to realize how horribly she's been mistreating others rather than blame herself. The scene has the emotional weight of both a sad breakup and someone washing his hands of a failed intervention for someone very close to him.
    • It is also sad to watch Laurel's face, especially regarding the accusations of her blaming Oliver for Tommy's death, something she has never done (she blamed the Hood). He was also there during The Dollmaker episode where she says she blames herself, but he still thinks it's okay to throw it, and her substance abuse, in her face.
  • Tockman's calm, confident façade crumbling as he begs Felicity to let him steal the money to help his sister.

    Episode 15 - The Promise 
  • The Reveal that Ivo wanted the Mirakuru to heal his wife's Alzheimer's disease. The tragedy of such a noble goal resulting in his horrific actions and deranged personality adds a quite unexpected depth to his whole story.
  • The Internal Reveal when Slade learns of the Sadistic Choice that resulted in Shado's death and winds up blaming both Oliver and Ivo for it. The moment when he comes to view his friend, his brother in arms, as a traitor and turns against him is both saddening and terrifying.

    Episode 16 - Suicide Squad 
  • Deadshot just wants his daughter to be safe and secure; he has no idea how she's actually doing, but he sends money, relying on blind faith that it gets used right for her. He really loves the kid, but he's just not the kind of man who could be a real father for her, so he does what he does to keep her looked after. Really, its a pretty sad reveal, made more tear-jerker worthy if you read the miniseries where his daughter was revealed in the comics, and see how hard he tried there to be a real father only to fail.

    Episode 17 - Birds of Prey 
  • Roy purposely makes out with another girl and makes sure to get caught by Thea so she will break up with him, and it's all so as to keep her from being near him if the Mirakuru fuels his anger.
  • Helena admitting how empty her father's death feels when it actually happens, and denying that there's any hope left for her.
  • Thea telling Oliver that he's the only one who doesn't keep secrets from her, while Oliver puts on the best poker face he can.

    Episode 18 - Deathstroke 
  • Thea's whole ordeal, for all the Queen family. Thea finds out her biological father is Malcolm, and he family lied to her about it, while both Oliver and Moira blame themselves for what's happened. To make matters worse, even when its all resolved, Thea wants nothing to do with them for it, and they're financially ruined because of Isabel manipulating her way to get their company.
  • Slade actually did try to leave his past behind him. He tried to go back to his normal life, but the trauma of the island wouldn't let him, and he's haunted by the memory of Shado, twisted by the Mirakuru, and that's why he became a ruthless mercenary. The saddest part is that he had a family, or at least a son, before he came to the island, but we don't know what happened to them.

    Episode 19 - The Man Under the Hood 
  • Thea's anguish over her true parentage, and the fact she once had a crush on her half-brother, is not easy to watch. Her life was going pretty well before all this, but now she's so blinded by anger that she refuses to sign something that would save her family from bankruptcy because of the lies they told her. She doesn't relent even when told that Robert knew she wasn't his and still loved her, so much so that he canceled his plan to run away with Isabel in order to make sure she was okay.
  • While she's pretty much a sociopath, it's sad to hear the reason behind Isabel's vicious vendetta against the Queens, especially since she really seems to believe that Robert loved her.
  • While he did some horrible things and is responsible for Slade's Sanity Slippage, and thus the entire conflict of this season, Ivo begging for a quick death as he's dying of an untreated infection, and admitting that he went insane with his search for the Mirakuru (especially knowing why he was looking so hard for it), is still sad.
  • The news that Roy didn't even fight Slade and Isabel when they found him in a shelter in Bludhaven. He's just completely given up, and Isabel's snide dismissal of him makes it all the worse.

    Episode 20 - Seeing Red 
  • The death of Moira Queen. The moment she shows her resolve in taking the choice out of Oliver's hands, you hear both Thea and Oliver pleading with her to stop. If her getting gutted by Slade is too shocking to get the tears flowing, then Oliver from seven years prior will do it in the final flashback of the episode, showing his stunned reaction after finding out his child had miscarried. Which, by the way, is another Moira Queen secret that Oliver has yet to find out about. What doesn't help is that immediately afterward, we see Moira's glassy-eyed stare facing the camera head on as it retreats, showing a catatonic Ollie lying next to her and Thea crying over her dead body. It's like that final scene is the show basically saying "yes, that happened", and the whole episode manages to bring up a series of conflicting emotions because it serves as a final tribute to Moira, showing that she is a good mother while a flawed character, and that she is willing to do anything to protect her children, good or bad...even at the cost of her own life.
    • It gets worse. Nobody is happy at the situation, not even Slade. He shows signs of sympathy and compassion for Moira when she chooses her Heroic Sacrifice, but he's also at his most unbalanced and emotional during the scene. His decision to kill her with his sword infers that he wished to give her a "clean" death, and he actually tears up when he does it. And before that, he outright shouts that "she" told him what happened and maddeningly gestures at the Shado hallucination that only he can see, shocking Oliver with the revelation of his absolute insanity (and crushing his last hopes of appealing to his former friend) and letting the audience know that he really is sick in the head when he carries this revenge plan out. Unlike Malcolm, Slade doesn't want to do this. He feels he has to do it.
  • Sin watching Sara depart Starling City on her motorcycle, not knowing it's the last time she will ever see her.

    Episode 21 - City of Blood 
  • Starts with Moira's funeral, and the return of Walter Steele. And Felicity breaking down for Oliver's sake.
  • Oliver has just given up, and thinks the only way to end this madness is to let Slade kill him, despite Felicity and Diggle begging him not to do so. Luckily, with a little help from Laurel, they do manage to snap him out of it.
  • Thea finding herself unable to live in Starling City anymore, and leaving.

    Episode 23 - Unthinkable 
  • Thea finds Roy's arrows, and, unable to deal with him hiding that from her and the loss of trust she's had in everyone, leaves him a good-bye note. In it, she tells Roy she will never come home. It's made even worse because she's leaving with Malcolm Merlyn, her biological father, and she views her old self as weak for trusting anyone.
  • Quentin collapsing due to internal bleeding inflicted earlier by a Mirakuru soldier.
  • Slade's final fate. Powerless and now locked away inside a supermax style A.R.G.U.S. hold up, still quite pissed off towards Oliver, and is unknowingly back at the same place he desperately wanted to leave. Trapped on the island of Lian Yu, the sole place that was Hell for him. And the only thing he can look forward to is his promise to Oliver.

Season 3

    Episode 1 - The Calm 
  • After busting a shipment of illegal weapons, Team Arrow is back in the foundry and Oliver receives a text message from Thea. Oliver thinks she's gone travelling, when in truth she went with Merlyn. The camera then cuts to Roy, who throws himself back out onto the streets to go on patrol. It's been five months, but Roy is still hurt about Thea leaving.
  • Sara and Laurel have a nice chat on a roof, the latter making jokes about Sara abusing her "League of Assassins vacation days." Laurel departs to lead an interrogation on the recently captured Werner Zytle, a.k.a. Vertigo II. But before Sara can go on her way, someone calls her and kills her. Her body is thrown off of the roof after getting shot at with 3 arrows, and poor Laurel is still on the premises when it happens, catching sight of her sister land right in front of her.
  • Oliver tells Felicity he can't be in a relationship with her, because he can't be himself and The Arrow.
    Felicity: Stop dangling maybes! Say it's never going to work out between us. Say you never loved me, say you—
    Oliver: Felicity... *kisses her* Don't ask me to say I don't love you.

    Episode 2 - Sara 
  • The whole damn episode in the present, with Team Arrow and Laurel's reaction to the previous episode's ending: Laurel looking for vengeance, Ollie shutting down his emotions to do what he needs to, Dig coming back in spite of having said he'd stop, and Felicity spending half the episode in tears.
  • In the flashbacks, Ollie being briefly reunited with Tommy, without the former being able to tell the latter without jeopardizing his and Maseo's family's lives. Indeed, he has to personally kill Tommy's hope that Ollie might still be out there somewhere.

    Episode 3 - Corto Maltese 
  • Quentin sees his daughter beaten up in hospital and begs him to tell her what's bothering her. Laurel still can't reveal the truth about Sara, which is made even more tragic later on in the season.
  • Oliver tells Thea the truth about how Robert Queen died, meaning that both their parents (regarding Robert as Thea's true parent, not Malcolm) sacrificed their lives to save their children. On the verge of tears, Oliver tells Thea that even if she can live without him, he can't live without her.

    Episode 4 - The Magician 
  • Oliver and Nyssa spend much of their time together sharing their grief over Sara's death.
  • We also get to see Oliver's first kill for Waller. He's killed before, but this is clearly different.
  • Quentin calls Sara's emergency contact number, all because he wants to hear her voice. He doesn't care if she doesn't call back. Only his call is a message to her ghost, because he still doesn't know that Sara is dead.
  • The way Nyssa's voice cracks when she asks Oliver for the second time where Sara's body is.
    • Not to mention all the times through out the episode that Nyssa stated she loved Sara.

    Episode 5 - The Secret Origin of Felicity Smoak 
  • Felicity revealing to Team Arrow that she created the supervirus wreaking havoc on Starling City five years earlier when she was a "hacktivist" in college.
  • Later Felicity telling them that her ex-boyfriend Cooper can't be Brother Eye because he's dead. He hung himself in his jail cell just before his sentencing.
  • Donna Smoak telling her daughter that because Felicity got all her intelligence from her Disappeared Dad, Donna never felt that she saw anything of herself in Felicity. Especially painful because Felicity has never made it a secret that she's embarrassed by her mother.
  • Crossing over with Crowning Moment of Heartwarming, Felicity telling her mom that she's wrong about her getting nothing from her — she got her strength from her mom, not the dad who left.
  • Roy's nightmare which shows him as being the one to kill Sara and his reaction to it.

    Episode 6 - Guilty 
  • Roy learning that, while he didn't kill Sara, he's still killed someone under the influence of Mirakuru.

    Episode 7 - Draw Back Your Bow 
  • Oliver takes Diggle's advice to tell Felicity how he feels "before it's too late." He shows up at her office to do just that- just in time to see Ray kiss her.
  • Maseo and Tatsu reunite, and their son joins in on the family hug. Oliver watches for a bit and walks away.

    Episode 8 - The Brave and the Bold 

    Episode 9 - The Climb 
  • The pain in Oliver's eyes every time Thea lies to him. Worse, she's doing so out of loyalty to a father who doesn't deserve any of it.
  • Oliver saying his goodbyes before leaving to fight Ra's al Ghul. He hugs Roy, shakes Dig's hand, and tells Felicity that he is sure of two things: one, that he will do anything to protect his sister.
    Felicity: And the second thing?
    Oliver: I love you.
  • The flashbacks Oliver has as he dies: hugging his parents and Thea and kissing Felicity, all while the voiceover of Ra's al Ghul says a prayer for his soul.
    Nyssa: "I am envious of you, you will see her before I do."
  • Oliver's death. Like You Would Really Do It, the episode went out of its way to suggest yes, they would.

    Episode 10 - Left Behind 
  • Everything about Felicity's breakdown as she accepts that Oliver is dead.

    Episode 11 - Midnight City 
  • Laurel having to pretend to be Sara to her father, using a voice changer Felicity made using Sara's voice, in order to gather information on Brick. Her voice is steady but she is trembling and in tears. It is painful for the audience to watch her lie to Quentin, and is made worse by how relieved he is to hear his daughter's voice. It's just not the right daughter. Laurel made the choice to lie to her father to protect him, but it's clear she and Team Arrow have crossed a line in her eyes.

    Episode 12 - Uprising 
  • Malcom Merlyn showing what he really is. He isn't the genius like he acts, not the monster like Oliver thinks he is, or even the Magician. He shows what he truly is. A sad, broken man, who is still not over the murder of his wife. He shows it when he confronts Oliver over killing Brick or not. Watching him burst into tears proves how broken he truly was, since the death of his son and his wife.
    • The episode's flashbacks cover his Start of Darkness, with plenty of material about how he was remaking himself from a loving family man into a killer for his son, who would end up dying himself from those same actions.
  • Felicity and Oliver's fight since he wants to team up with Malcolm, and for being kept Locked Out of the Loop and being made to think he was dead.

    Episode 13 - Canaries 
  • In a flashback, Amanda Waller forces Oliver to give up Maseo by threatening to kill Thea and make it look like she overdosed.
  • Capt. Lance finally learns the truth about Sara and breaks down, even after figuring out that Laurel's the current Canary.
  • Laurel hallucinating both her sister calling her a fraud and an addict, and her father calling her out on hiding him the truth about Sara.

    Episode 14 - The Return 
  • Quentin mourning by the grave, chewing Laurel out and storming off. He's so pissed off that he won't even go to the same AA meeting as his own daughter, and he genuinely seems to consider going back to drinking. He doesn't, but ends up giving the bottle to her instead because he's just so angry.
  • Thea's utterly breaking down when she finds out the truth about Sara. She looked just about ready to murder Slade when she found out the news and subsequently let loose.
  • The entire episode is one long punching session for Oliver in the flashbacks. He finds out that Thea's drug addiction is getting worse, his mother's moved on and is seeing Walter, and that many people who knew about him clearly aren't remembering him in a positive light.

    Episode 15 - Nanda Parbat 
  • We find out the real reason why Ra's didn't approve of his daughter's relationship. It wasn't because of homophobia, but because he knew that Sara would leave the League and break her heart. He seems genuinely pained when he tells her this.
  • Nyssa remembering the moment that she fell in love with Sara and telling Laurel about it. A reminder that while she may be an assassin, she's also going through a lot of grief and clearly doesn't know what to do right now.
  • Thea clearly struggles to deal with what she's done, even though it wasn't her fault. She ends up confessing to Laurel (who forgives her), siccing the League on Malcolm only for it to not make her feel better, and then going up to Nyssa and confessing to her, not caring if the last of these kills her.
  • Roy still hasn't gotten over the guilt of killing a cop, and apparently leaves their family gifts to try and make up for the loss. He claims it helps him, but it evidently isn't doing that much.

    Episode 16 - The Offer 
  • Nyssa was practically disowned by Ra's. The pain in her face was as plain as day.
    • The way Ra's does this especially counts. Nyssa says she won't just stand by while he gives away what she views as her birthright.
    Ra's: Then don't.
  • Thea's so messed up now that she wanted to die, and then forgot who she was, and then plainly accepted having an evil dad as a part of her life.

    Episode 17 - Suicidal Tendencies 
  • As if the title wasn't a giveaway, Deadshot dies when he covers the team from enemy fire while he sits at a building about to explode.
    • Deadshot pulling out a picture of his family and smiling at it before the timer ends.
  • Also Deadshot's backstory is shown as the Flashback side-story throughout the episode, in the most brutally realistic fashion. It's revealed that Lawton use to serve in the military and returned home to live a normal life with his family. But, his daughter never accepted him because he was never there for them while she grew up, causing her to distance herself from him. Then, we flash forward to see his life fall apart. Lawton's unable to get a steady job, turned to alcoholism and scaring his daughter. When his wife tries to help him, Lawton finally snaps and nearly kills her, while mentioning what he's been through while serving. His wife (understandably) calls the police, sending him to prison. However, a worker for HIVE bails him out of prison in order to perform a job for her.
  • Cupid's Big "NO!" when the hospital explodes, killing Deadshot.
  • Lyla Michaels, a woman who has been an emotionally solid badass soldier throughout the show, finally breaks when she realizes that her morally-questionable job is going to orphan her daughter. Fortunately, Deadshot prevents this from happening.

    Episode 18 - Public Enemy 
  • It's revealed that Roy still hasn't gotten over the guilt of accidentally killing a police officer during his Mirakuru-induced rage.
  • Oliver trying to convince Diggle, Felicity, and Roy to let him be convicted so that they can walk free and the killing can stop, and the latter three's refusal to accept it.
    Oliver: It's my fall to take, and this is the best way to save lives. *voice cracking* Including yours.
  • Mei's broken face when she heard that her father and sister were dead.

    Episode 19 - Broken Arrow 
  • Roy getting stabbed in prison by a guard. Even when it's revealed to be part of a plan, it's still harsh. The way Lance blames Oliver is the coldest he's ever been.
    Detective Lance: I'd say I'm sorry, but I think we both know whose fault this is.
  • Everything about Thea and Roy's last meeting.
  • Oliver's breakdown as everything is taken from him and he is left unable to move forward.
  • Despite the warm feelings resulting from Roy's Faking the Dead and the tender goodbyes after he leaves the city, Thea gets attacked by Ra's in his final push to get Oliver to accept the offer to become the new Demon's Head. She never got to learn that Roy is still alive.

    Episode 20 - The Fallen 
  • Basically everything in this episode, which follows the fallout of Ra's attack on Thea.
  • Oliver's drained state as he sits in the hospital chair hits Ra's al Ghul's manipulative power home. He never had any hope of defying the Demon's Head, and now he's learning what actually losing everything really feels like.
  • Thea's ironic Laser-Guided Amnesia when she finally wakes up from her induced slumber, recognising Malcolm as her father but failing to recognise Oliver, and everyone's reactions sell the bleak situation ahead.
  • The entirety of Oliver's apparent final goodbyes to Thea, John, and the pointed lack of one with Felicity.
  • The extent of Malcolm's devastation over Thea's injuries is poignant beyond belief, given his actions prior to recent character explorations. The guilt comes through beautifully.
  • The role-reversal from "Canaries" as Laurel comforts Felicity after the latter, perhaps for the first time, vocalizes that Oliver is really gone.
  • Ra's Al-Ghul's story about how he was forced to leave his wife and child behind without ever having a chance to say goodbye. Even if you hate the guy, it's hard not to feel for him here. His actor gives a genuinely moving performance.

    Episode 21 - Al Sah-him 
  • Not only is Oliver physically "gone," he is willing to kill Lyla and even Diggle for the League]].
  • The montage as Diggle, Laurel, and Felicity reflect on the events of the episode.
  • When Nyssa is brought before the League, the look on her face is all this. Made even worse when Ra's says she has to marry Oliver.
  • The custom every previous Ra's had to go through definitely counts. Ra's was forced to destroy his village; the one before him destroyed Alexandria, Egypt; and Oliver has to destroy Starling.
  • Thea for the first time in the series dresses up as a superhero, willing to kick ass and save her brother. She ends up putting an arrow through Ollie's arm to stop him murdering his best friend, then she has to threaten to put another through his eye like Oliver once did to Slade Wilson. When Felicity finds her, she's sitting in an unlocked apartment with her back to the door (the exact same thing she warned Felicity about earlier) with a Thousand-Yard Stare.

    Episode 22 - This Is Your Sword 
  • The death of Akio Yamashiro, even if it had already been foreshadowed.

    Episode 23 - My Name Is Oliver Queen 
  • Laurel discovering that her dad has fallen off the wagon and started drinking.
  • In the flashbacks, Maseo walking away from his old life and joining the League.
  • Also in the flashback, Oliver, seemingly deciding he's too far gone to go back home to his mother and sister, even though he has the option to.

Season 4

    Episode 1 - Green Arrow 
  • Near the end of the episode, the show fast forwarded 6 months later with Barry apologizes to Oliver for not attending the funeral due to dealing with Zoom. The tombstone's name wasn't revealed, but whoever died definitely made Oliver shed his tears.

    Episode 2 - The Candidate 
  • Felicity being forced to fire people from Palmer Technologies in order to avoid bankruptcy. The look on her face when one of the workers tells her how wrong they have been in hoping that she'd improve things is pure devastation.
  • Laurel's entire decision to take Thea to Nanda Parbat not only to help Thea recover but to maybe - just maybe - have a chance at saving her sister is clearly weighing her down. The look on her face when she sees Sara's corpse says it all.

    Episode 4 - Beyond Redemption 
  • Captain Lance nearly shooting the soulless Sara dead. He's crying the entire time, even after he loses his nerve to do so thanks to Laurel talking him down.
  • When Oliver confronts Lance about collaborating with Darhk. When the emotions finally boil over, it's not Oliver's outrage that gets the tearducts flowing, but the admittance of his desire to take after Lance's good example and do him proud, and how that revelation—that Lance had let himself break to the point of resorting to the most amoral means possible— thoroughly destroys Oliver's faith in Lance, to the point of giving up his bid for Star City mayor.]

    Episode 5 - Haunted 
  • Diggle finally learns the truth about his brother's death: He'd become a powerful crime lord while deployed in Afghanistan, and was muscling in on HIVE's territory. Making it worse is Quentin's attempt to spare him from the Broken Pedestal, likely knowing full well it's pointless.
  • Laurel, when she reaches the Despair Event Horizon and thinks that she's going to have to put Sara down. Fortunately, Oliver stops her.

    Episode 8 - Legends of Yesterday 

    Episode 9 - Dark Waters 
  • Diggle confronting his brother, calling him out for the grief he caused their family and his crimes in Afghanistan. Andy just asserts that he isn't the man Dig thought he was. By then there was nothing but contempt.
    Diggle:So my brother's a ghost? Fine. We'll treat you like a ghost.
  • Oliver and Felicity are ambushed by Darhk's men in a limo. Oliver manages to drive them unscathed. Felicity isn't so lucky...

    Episode 10 - Blood Debts 
  • The Reveal in The Stinger: Felicity is not the one in the grave... but whoever is has her so upset that she flat out says she wants Oliver to kill whoever did it.

    Episode 12 - Unchained 
  • Thea is tears as she talks of how she would just be happy knowing Roy was somewhere having a normal life with a family. Then Roy wishes he could have lived his life over again so that would happen with her.
  • Lots of tears from everyone as Thea's refusing to give in to the Lazarus Pit-induced bloodlust turns in on her, and her body starts to shut down. She continues to refuse Merlyn's plan to kill in order to relieve it, and won't let Oliver make a deal with Darhk to help her with his magics. By the end of the episode both Merlyn and Oliver accept her decision to die, and she lapses into a coma.

    Episode 15 - Taken 
  • Oliver's message to William that the latter won't get until he's 18 years old, stating that he hopes to make it up to him as a father one day because he can't at the moment due to several reasons. Towards the end, he's barely keeping it together. The montage also includes a shot of Diggle and baby Sara, as well as Laurel and Quentin.
  • The inevitable cancellation of Felicity and Oliver's wedding. Felicity knows that Ollie kept William a secret, on behalf of Samantha's wishes but she's still upset that she was Locked Out of the Loop noting that in a relationship they're suppose to be partners and if Oliver continues keeping secrets from her, they won't be full partners.

    Episode 16 - Broken Hearts 
  • Just how broken Cupid is. She took Deadshot's sacrifice the hardest and she just snapped instead of finding someone else to obsess over.
  • Oliver and Felicity's breakup in general. Despite this episode showing how much they love each other, Felicity appears to have lost faith in them being together, even as a team members or possibly even friends.
    • On the other side, Oliver's wedding vow.
  • While it doesn't excuse his actions, Baron Reiter's backstory and reason for wanting power is devastating. In his youth, he lived a poor life in a small African village. At one point, bandits arrived in his village stealing everything the villagers' owned, destroyed homes, killed almost everyone, and it's strongly implied they also raped the women. In the aftermath, everything Reiter ever loved was gone. Jesus.

    Episode 18 - Eleven-Fifty-Nine 
  • Laurel killed by Damian Darhk, made worse because just as she looks like she is going to recover and admits to still loving Oliver, something happens and she flatlines. All before her dad gets there. Seeing the reactions to this entire scenario just shows why Oliver is so hellbent on killing the person responsible, as it is heartwrenching.
    • The scenario after Laurel's death in general. Let's start with another tragedy hitting the Lance family yet again, and none of them were there to say their goodbyes to Laurel. Then, her death was directly caused by family members of Team Arrow (Andy and Malcolm), and you could see (and feel) the guilt on Diggle's Broken Tears. Lastly, Thea loses yet another significant adult in her life in the span of four years (her paternal brother, her stepfather, her mother, her biological father to the dark side, and now the woman who is practically her older sister).
  • Laurel revealing she kept the photo that she gave Oliver before he went on the cruise all those years ago, the photo he kept throughout it while missing Laurel the most during the five years of hell. She kept it all these years because she always knew that Oliver was the love of her life, even when she knew that she might not be his.
  • Relatively minor compared to the above examples, but John has completely lost his brother to the dark side, as we see the true enormous extent of H.I.V.E.'s brainwashing. Andy may not be fully in control of his actions, but there's no doubt now that he's 100% a villain due to H.I.V.E.'s brainwashing, with seemingly nothing able to reverse the effects—at least not convincingly to others.

    Episode 19 - Canary Cry 
  • Watching Quentin go through the Five Stages of Grief is heartbreaking as he's desperately looking for a way to bring Laurel back, like Sara was brought back, only to painfully realize it can't be done - it's just cruel.
  • Seeing the way Andy's betrayal has affected Diggle is heartbreaking. The ever-stoic second-in-command of Team Arrow is so filled with guilt, hurt and an all-consuming rage that he can barely control himself. To see the man who has been Oliver's conscience since season 1 being so far gone is hard to watch.

    Episode 20 - Genesis 
  • Diggle is forced to kill his baby brother in order to protect the rest of his family, after realizing there's nothing they can do to detain him and he's never coming back from the dark side. The poor man has already lost Laurel (and personally feels responsible for it), and now this? Damn...

    Episode 21 - Monument Point 
  • The only way for Felicity to prevent the nuclear warhead from landing on the city of Monument Point (which has two million people) is to direct it towards its suburb of Havenrock...which kills tens of thousands of people. And Felicity feels she now has to live with that guilt.
  • Also, Felicity suffers from other things like anxiety and abandonment issues. Now imagine what will spawn from her killing innocent people to save millions more.

Season 5

    Episode 4 - Penance 
  • Felicity talking to Rory about her guilt for destroying Havenrock and begging him to come back.

    Episode 8 - Invasion! 

    Episode 9 - What We Leave Behind 
  • Prometheus tricking Oliver into killing Billy. While completely by accident, Billy's death nearly breaks Oliver in a way that hasn't been done since Slade murdered his mother.
  • Even worse is Oliver being forced to break the news to Felicity that her boyfriend is dead and to make it worse dead by his own hands.
  • While pretty minor compared to the events stated above there is also Paul leaving Curtis after finding out he is working with The Green Arrow as he cannot handle the stress of worry whether his husband will make it home alive or not.

    Episode 10 - Who Are You? 
  • As if there aren't enough false hopes, it's revealed that the Laurel Oliver met in the previous episode is Black Siren, Laurel's Earth-2 counterpart. She is an instrument of Prometheus, who bailed her out of S.T.A.R. Labs specifically so she could appear to Team Arrow and break their spirit.
  • Black Siren tells Oliver that, just like in Earth-1, she and the Oliver Queen of Earth-2 fell in love, only for him to die in the Queen's Gambit (as earlier revealed in The Flash episode "Enter Zoom") and marking the last straw for her descent to villainy. Despite this, it's heavily implied that she still carries the torch for him, just as Oliver still carries the torch for her late Earth-1 counterpart.

    Episode 13 - Spectre of the Gun 
  • Rene's backstory is very heartbreaking to watch. In every scene you can see him slowly break, going from Tranquil Fury when he confronts his wife about her drug problem to teetering on the Despair Event Horizon when the fight with the dealer kills her. It culminates into him sitting as a shell of his former self, pitifully begging to even see his daughter. It's such a contrast from the hothead, aggressive man we know him as that he's almost unrecognizable as he trying to regain some semblance of his life back.
  • The villain of the week, James Edlund, also had a sad story as he lost his wife and two daughters because of a shootout at a mall and became so angry he attacked the people in the City Hall for not passing a gun regulation law that could had prevented their deaths alongside blaming himself for not saving them as he felt that as the man of the family he was responsible for their safety and he failed them.

    Episode 17 - Kapiushon 
  • Oliver's torture in which Chase finally gets Oliver to admit that Oliver kills not just for justice or to protect but because he feels satisfaction from killing people. What sells it is just how after Oliver screams it he has a soul-crushing epiphany after realising that in his own way he is no better than the criminals that he has put down. When Oliver returns to the Arrowcave the look in his eyes isn't just a look of defeat but of pure shame of himself.

    Episode 18 - Disbanded 
  • The end of Oliver's and Anatoly's friendship. After everything they've been together, it was really heartbreaking, especially seeing how Anatoly, who was Oliver's voice of reason and Morality Chain in the flashbacks, has now become so ruthless that he would even kill innocent civilians.

    Episode 22 - Missing 
  • Black Siren doing her Laurel impersonation in front of Quentin ... just plain cruel.
  • The fact that Black Siren actually feels hurt by Quentin's rejection of her. Poor girl is just looking for somebody to love her.

    Episode 23 - Lian Yu 
  • Thea's breakdown after Malcolm sacrificed himself to save her. The worst part is that Thea isn't sure how she feels: she rightfully hates Malcolm for emotionally abusing and using her for years, yet she can't help but feel a ting of sadness for his death. After all, he was her biological father. And this comes a moment after she effectively disowned Malcolm by chastising Oliver for working with him, the man who killed their father Robert...
  • We find out why Talia left the Al-Ghul family. She knew that her father would never let her or his sister inherit his title, so she decided to leave and forge her own destiny. Nyssa (who was already The Unfavorite compared to her sister) never forgave her for this as it meant she was would be complete alone at Nanda Parbat until Sara came into her life.
  • Oliver and Moira's conversation once Oliver's been rescued is made of this and Heartwarming Moments.
    • Initially Moira thinks the caller is just someone doing a cruel prank and goes to hang up. Oliver starts begging her not to and just listen to his voice. Once Moira realizes it really is him they both start breaking down in tears.
  • Oliver and William, on the boat at the end of the episode, unaware of who survived, not sure of whether or not they just lost everyone important to them.

Season 6

    Episode 1 - Fallout 
  • William. His mom his dead for reasons he doesn't understand, while now living with a man he barely knows whom he blames for death.
  • While looking for survivors, Quentin and Dinah came across Black Siren. Turns out she wasn't dead, and she nearly killed Dinah but Quentin shot her. She survived, but he's haunted by guilt because alternate universe be damned she was still Laurel and still his daughter.
    • Unfortunately by doing so, Quentin killed any affection that Black Siren had for him and Team Arrow. She now hates them with a passion and is dedicated to making their lives utterly miserable.
    • Quentin's and Black Siren's reunion at the climax is painful for both parties.
      Quentin: Don't make me do this, Laurel. Please don't make me do this.
      Black Siren: Oh so now I'm Laurel? Don't torture yourself because if we were back on Lian Yu and the roles were reversed, I would have pulled the trigger.
  • Diggle is suffering PTSD from what happened.
  • Thea is in a coma. There's no telling when she'll wake up.

    Episode 2 - Tribute 
  • When Oliver expresses horror at what Anatoly has become, his old friend retorts that he's always been a petty, murderous gang leader, and that it's not his fault that Oliver wouldn't acknowledge that for so long.

    Episode 5 - Deathstroke Returns 
  • Slade finding out his own son is part of a highly dangerous Mercenary group. After all this time trying to keep him away from his life Slade just pushed him into it. The look on his face at the end is the definition of My God, What Have I Done?.
  • Dinah finding out that Vigilante is her long-lost partner and lover, somebody she thought was dead for years.

    Episode 6 - Promises Kept 
  • Remember when Slade said he tried to put what happened on Lian Yu behind him? He wasn't lying; he was honestly trying to move forward, but due to his PTSD he kept encountering subtle triggers... then the Mirakuru came back and Slade was driven insane by the visions of Shado, egging him on to kill Oliver.
  • In the end, Slade is not a bit closer to make ammends with his son than before as the latter even tried to kill him.

    Episode 7 - Thanksgiving 
  • Oliver begging the still comatose Thea to wake up.
  • Oliver and John having a fallout over the latter keeping his condition and addiction a secret and the former putting his own needs over those of his friend.

    Episode 8 - Crisis on Earth-X, Part 2 

    Episode 9 - Irreconcilable Differences 
  • Rene reveals he was the mole, having been threatened with never seeing his daughter again.
  • Dinah and Curtis quit, rightfully pissed that Oliver was willing to spy on them and was firmly convinced they were the traitors while Felicity and Diggle got a pass, just because they were "originals".
  • Earth-2 Quentin died on Black Siren's 13th birthday, killed by a drunk driver. Even in other universes, the Lance family just can't catch a break.
    • It's obvious this was a key bit in how this Laurel turned into Black Siren, the loss of a father so young. It's also clear how the pain is still raw for Laurel and Quentin can see it.

    Episode 11 - We Fall 
  • While it doesn't excuse anything he does, hearing Cayden James's story of how his son died is nevertheless tragic.

    Episode 12 - All for Nothing 
  • Quintin trying to get through to Siren by showing her photos and videos of his own Laurel. She's clearly affected, screaming to wreck the screen and running off but Quinten tells Thea "I just saw my daughter."
  • Which becomes more heartbreaking after Thea tells him Siren killed Vincent. It's like he has to lose his daughter again.
  • Vincent's death. Especially considering how brutal it was and that it also serves as a Moral Event Horizon for Black Siren.

    Episode 13 - The Devil's Greatest Trick 
  • Despite him being an irredeemable mass murderer, the entire episode nevertheless manages to portray Cayden James in an incredibly tragic light. In the flashbacks, we see him as the man Alena previously looked up to so much, a Robin Hood'esque hacktivist who tragically neglects his son as a result and gets arrested while watching one of his sports games. During his illegal and inhumane imprisonment by A.R.G.U.S. he has to learn that his son has been murdered, which causes something in him to snap. During the present day scenes, after some back and forth, he finally comes to realize what a monster he has become, willingly turns himself in and helps Oliver with intel, for the sole favour of being allowed to visit his son's grave. And then he is promptly murdered by Ricardo Diaz, the same guy who had his child killed and manipulated him all along.

    Episode 14 - Collision Course 
  • Dinah confronts Quentin and Black Siren, and Quentin is begging her not to kill Black Siren. She knocks him down without remorse.
  • At the end of the episode, every last bit of trust and comradeship that still existed between Team Arrow and the New Recruits has been burned down. Plus, Black Siren is on the loose again, and the money stolen from Star City is not returned on time.
  • Remember Oliver's DA friend who was being forced to prosecute Agent Watson's case against him? He's on Diaz's payroll. And on Diaz's orders he's actively trying to put Oliver behind bars. Turns out even with Rene's testimony the whole case is pretty weak, so he's plotting with the equally corrupt police captain to make his case rock-solid.
  • Quentin finally has to face the fact that Black Siren is not like his Laurel and that he may have wasted all his energy on reforming her.

    Episode 17 - Brothers in Arms 
  • The argument scene between Oliver and Diggle and Diggle leaving the team at the end of the episode. It is absolutely heartwrenching to see the two men who had each other's backs for so long hurl these kinds of accusations and outright insults at each other, fighting physically and then part ways.
    • The argument in particular must be explained further as both hit each other verbally where they know it hurts with Diggle bringing up Prometheus killing Williams mother Samantha because of Oliver and Oliver bringing Diggle murdering his brother Andy.
    • What really cinches it is the tear that follows Johns face after Oliver brings that up.

    Episode 23 - Life Sentence 
  • After Rene is caught in an explosives-laced warehouse, he phones his daughter just to hear her voice, and to tell her how proud he is of her, believing this is the end of his life and the last time he'll ever speak to her. The fact that all the good guys ultimately survive this scenario doesn't make it any less heartbreaking. Even Agent Watson is visibly moved by this.
  • Quentin, who has been on the show for six whole seasons and has probably known Oliver for basically his entire life (given his childhood friendship with Quentin's daughters), is killed by Diaz.
    • It gets worse when you think about it. Quentin was essentially Oliver's last remaining link in Star City to his life prior to the fated day of the shipwreck and spending five years in hell. His parents are both gone, as are his childhood friends Tommy and Laurel, while his sister and Sara are both off on their own heroic journeys. With the sole exception of Raisa, virtually every single one of the connections he has at the end of the season are ones that he made after returning to Star(ling) City at the start of the series. His adolescence is now well and truly gone.
    • Quentin dies during an operation. Like his eldest daughter, he never got to say goodbye to anyone.
    • Sara arrives in the hospital literally seconds before her father dies. All she can do afterward is cry on Felicity's shoulders.
    • Meanwhile, Laurel is too shocked to respond with anything other than utter confusion. Keep in mind that she's just lost her father again; she might have only spent a year with this Quentin, but it's clear that she values him as much as her own. And like her father, she never got to say goodbye to him either.
  • Right after the above, Oliver goes to jail after publicly confessing to being the Green Arrow. Considering that he didn't tell her about the deal, Felicity spends their last moments together too upset to converse with him properly.
  • Siren and Sara finally meet, and Sara nearly embraces her with a smile on her face before she remembers it's not her universe's version of her sister. And when asked if she's like her Laurel Siren says no like usual not only to Sara's sadness, but for the first time Siren sounds disappointed in herself that she isn't.

Season 7

    Episode 2 - The Longbow Hunters 
  • Black Siren admits that losing Quentin "was the most pain I've felt in a long time." She now realizes what Dinah went through losing Vinnie and apologizes deeply for it.

    Episode 10 - My Name Is Emiko Queen 
  • Emiko's story: she’s the result of Robert Queen having an affair with another woman and then abandoning them. When he posthumously tried to make up for this by sending a letter to Walter with instructions to take care of Emiko and her mother. However Moira ended up intercepting this making sure Emiko and her mother never received any aid. Later in her childhood her mother was killed and their building set on fire.
  • Oliver once again being crushed by his parents' apathy to anyone not their own.

    Episode 11 - Past Sins 
  • Laurel-2 reveals the reason she was always upset about losing her Quentin: on her 13th birthday, she threw a tantrum when he forgot her cake as she was tired of him working all the time. Her last words were "I hate you" which drove Quentin to go and get it which got him killed by a drunk driver. That guilt clearly drove so much of Black Siren's anger at the world.

    Episode 13 - Star City Slayer 
  • William going to live with his grandparents as with Oliver now a publicly-known vigilante there is no way he and Felicity can give William the normal life that he requires.
    • Oliver has had to make a lot of tough decisions over the years since he put on the hood and mask but letting his son go might be one if not the greatest one.

    Episode 14 - Brothers & Sisters 
  • Oliver is seen trying to call William only for it to go to voicemail. Then in the Flash Forward, William bitterly informs Mia that Oliver and Felicity never contacted him after he moved in with his mother's parents — meaning his grandparents deliberately prevented him from getting any messages from them, so he'd never go back to Oliver.

    Episode 22 - You Have Saved This City 
  • Emiko's death. Oliver tried to the very last moment to redeem her, and all he can do is watching her die in his arms, as she laments her choices and tells him that she just wanted to be a part of his family, while her killer Beatrice gets away with everything.
  • Team Arrow disbanding. Everybody reflects on how far they have come together and that they will always be connected in a way.
  • Oliver being forced to go with the Monitor, having to leave his wife and infant daughter behind, with whom he just thought he could retire in peace. And worst of all, the Monitor tells both him and Felicity that he is destined to die during the Crisis, and there is nothing he can do to prevent it.
  • The entire scene of Oliver's and Felicity's tearful goodbye, in which Oliver makes Felicity promise to keep an eye on Mia in his stead. The naturally stoic Oliver Queen is blubbering like a baby during this scene, making it even harder to watch. This segment ends with a Last Kiss before Oliver leaves, leaving Felicity to mourn in the room. Set to Ruelle's "The Other Side".
    • Due to Felicity not appearing again until the series finale, where they hold his funeral, this is also the last time she sees Oliver alive.
  • In the future, William and Mia are saying their final goodbyes to Felicity while standing at Oliver's grave. And then the Monitor comes to pick Felicity up, who just wants to be reunited with her husband after all these years.
  • And the title alone can send anyone into tears.

Season 8

    Episode 1 - Starling City 
  • Oliver overcome with tears to see his mother alive and well again.
  • Oliver rocked to learn that in Earth-2, Thea had a fatal overdose on her 18th birthday. And it's highly implied that it's because she was depressed by her brother's death. Unlike in Earth-1, where Thea managed to recover from her addiction without her father because Oliver is alive, this Thea couldn't handle the heartbreak of losing her Oliver, even with both her parents still around. Her brother was just too important for her.
  • Just as Ollie has become used to having Tommy back...he learns that in this world, Tommy, not Malcolm, was the one twisted by events to become the Dark Archer.
    • Beforehand, when Oliver meets this Earth's Tommy, the first thing he does is give him a tight and warm hug. While heartwarming, the look on his face as he hugs him shows that he never really got over his death.
  • The ending. Just when it looks like Ollie has saved the city all of Earth-2 is wiped out by the Anti-Monitor with only Ollie, Diggle and Laurel surviving.
    • The worst part has to be Moira calling out to Ollie just as she's wiped out of existence so he has to watch his mother die before his eyes again.
      • It's particularly bad for Flash fans, since it means that Jesse and Harry Wells were wiped out as well.

    Episode 2 - Welcome to Hong Kong 
  • Laurel spends the episode in denial over her world being gone but has to accept it. She clearly is overwhelmed being the sole survivor of her world, openly snapping it makes no sense that after all the horrible things she's done, she survives while everyone, including her Sara, is gone.

    Episode 3 - Leap of Faith 
  • Oliver's goodbye to Thea before she departs. He cries hard, knowing that this will probably be the last time he sees his little sister.
  • Zoe's death. The sweet daughter of Rene that we've seen throughout the past few seasons grows up only to be stabbed in the torso by John Diggle's own son, someone she may have even known back in her childhood.

    Episode 4 - Present Tense 
  • Mia brushing off Oliver's attempt to reach out to her. Seems like a harsh thing to do, but you can infer her reason: she knows that this "time displacement" thing is only temporary and she doesn't want to associate with a father she knows she will lose eventually.
  • Diggle finding out that J.J. is the leader of the Deathstroke Gang in the future and he and Connor are archenemies. Seems like Cain and Abel runs in the Diggle family...
  • Then there's Rene, who becomes heartbroken to hear of Zoe's future death and wonders how he can look at his daughter in the present knowing how little time she truly has. Rene is also rocked to hear of his future corruption and how he turned into exactly the sort of scumbag politician he'd long hated.

    Episode 6 - Reset 
  • Oliver and especially Laurel having to re-experience Quentin's death several times over.
  • At the end of the episode, Oliver realizes that there is no way out. He can't fight his fate, he will die.

    Episode 7 - Purgatory 

    Episode 8 - Crisis on Infinite Earths: Part Four 

    Episode 9 - Green Arrow and the Canaries 
  • The Post-Crisis timeline is almost perfect compared to Pre-Crisis, except for Connor. In the new future, Connor and JJ have swapped roles, with JJ being the well-adjusted sibling who forms a relationship with Mia, while Connor is implied to be a reckless party boy, having been in a rehab recently. In direct contrast to their loving partnership Pre-Crisis, he and Mia are antagonistic now.
  • Mia pushing JJ back after she remembers the monster he was in the old timeline. He's baffled as he doesn't understand any of it.
    • Worse, Mia later thinking of how great it is that in this world, JJ is free of his anger and hate and can be a better man... and then someone restores his memories of being Deathstroke, possibly killing the good man that once was.
  • Mia breaking down and confessing to Laurel that, because Oliver cast so large a shadow over her, she felt that there's nothing she could do to surpass him, so she instead settled on doing nothing with her life.

    Episode 10 - Fadeout 
  • The whole damn episode. If you don't cry happy tears, then it's purely sorrowful tears, because this is the very last episode of the series. After January 28, 2020, there are no more new Arrow episodes. It has ended.
  • Lyla's panic attack when the team is attempting to save William. Turns out that her time as the Harbinger did leave a mark, after all. She feels guilty that Oliver sacrificed himself to make her family whole, when she can't even protect his son from being kidnapped.
  • Oliver brings back nearly every single one of his dead loved ones, even those whom we thought to have been killed off for good. Except for two: Robert and Earth-1 Laurel, because it would screw up the timeline. As a result, they're Killed Off for Real.
    • Moira and Tommy being resurrected is pretty fantastic, right? Well, that also means that for the second time, Moira has to attend her son's funeral, while Tommy has to attend his best friend's.
    • Earth-2 Laurel's Survivor Guilt when she realizes that Oliver chose not to bring back her Earth-1 doppelgänger, despite bringing back everyone else. This is no mere respect; she finally admits that her doppelgänger is better than her.
    • Tommy reveals that, thanks to being saved by Oliver, he and Earth-1 Laurel hooked up and married...only for the latter to die, leaving him in the same position that Pre-Crisis Oliver once held: the Sole Survivor of the trio. There's also a bit of an irony: Tommy was the first of the trio to die, and the series ends with him being the only one still alive.
  • The reveal of the Oliver Queen statue. Especially the words at the bottom: "He saved this city".
  • With Diggle, Lyla and their children moving to Metropolis and Dinah departing to resume her vigilantism elsewhere, Team Arrow has split up for real.
  • Oliver's funeral.