- Meta example: The original Chuckie, Christine Cavanaugh, had to leave the show to focus on a simple family life. She died in 2014 of a cause that isn't widely known. Shortly after news of her death broke, The '90s Are All That on TeenNick aired a marathon of Chuckie episodes in memory of Christine.
- "I Remember Melville" is easily one of the most heartbreaking episodes in the series, featuring concepts of death being explained as Chuckie goes through the loss of his pet bug, Melville. On paper it sounds like a silly idea, but the execution of the episode is nothing less than impressive.
- "Spike Runs Away". Tommy and Chuckie crying over losing Spike is just sad, especially to anyone's who has ever lost a pet. Thankfully, it gets better.
- While the episode was intended as Nightmare Fuel, "The Mysterious Mr. Friend" is one of the most depressing episodes in the series. This toy clown named Mr. Friend merely wants to play with Tommy and his buddies, but creeps them out unintentionally, and he doesn't know better. The poor guy ends up killed in the end.
- The crying scene in the episode where Angelica thought she was going to move away.
- Chuckie's reaction to the dance at the beginning of Rugrats in Paris. It doesn't help how nostalgia-inducing and saddening the song is.
- The Mother's Day episode, which explains what happens to Chuckie's biological mom: She died of an unexplained but terminal illness. It culminates with a letter the dying woman wrote to her son for him to read when he was older.
- It's natural to feel bad for Chuckie, but don't forget Chaz. He keeps her belongings stored away and doesn't talk about her much. It's clear that up to that point in the series he wasn't yet able to get over what happened to her. The scene where Chaz finds that Chuckie has gotten a hold of some of her stuff is downright heartbreaking.
- In hindsight, many of Chaz's interactions with Chuckie come off rather poignant as a result, as it is blatant how emotionally dependent he is on him due to the loss of his wife. The fact both are Adorkable Nervous Wrecks only punctuates it.
- In "Together At Last," the scene where Phil thinks Spike ate Lil. He opens his mouth and says, "Lil, I'm sorry!"
- The Flowers for Algernon Whole Plot Reference episode where Chuckie gets an experimental treatment to get rid of his allergies only to have them come back.
- The "All Growed Up" special where it shows them as preteens. The whole special has a certain air of maturity and the pressures of growing up and experiencing new things. It then culminates at the concert scene, where Tommy and Angelica duet with some big popstar over a ballad that then flashes back to the series as a whole, showing scenes from multiple episodes. The creators did, indeed, write the special as an emotional look at the series.
- Acorn Nuts and Diapey Butts, the scene at the cemetery.
- The movie's climatic scene involving monkeys, rain, and bananas.
Tommy: Dil wants monkeys, monkeys want their nanners. EVERYBODY GETS WHAT THEY WANT!
- Tommy's Heel Realization straight afterwards as Dil starts crying, albeit for once not usual infant screaming, but genuine terrified sobbing. He drags Dil into shelter and dotes over him until he falls asleep.
- The plane trip in the second movie. Chuckie sees all his friends together with their respective moms, and he's sad because he's the only one without a mom. At one point, he even looks out the plane window and sees clouds shaped like himself and his mom together. The song only makes the scene sadder. I want a mom that will last forever, I want a mom to love me whenever...
- Before that, the scene where all the kids are dancing with their mothers at Lou and Lulu's wedding reception. And both Chuckie and Chaz watch with concealed envy. His line to the "Bob-Father" is truly shattering.
Chuckie: (excited) Angelica, Wait Angelica I think I Know what I want to wish for. I'd kinda like to have a new Mommy.
Angelica: Sorry Finster that games over, besides I'm wanted on the dance floor.
: (sighs dejectedly)
But that's my wish...
- All this is set to the heartbreakingly beautiful song "When You Love"
- The reprise of the song however stands as the prime example of a Crowning Moment of Heartwarming for the entire franchise as Chuckie finally dances with his new Mommy.
- Also Chuckie's emotional breakdown in the warehouse after discovering what kind of woman his soon to be new "Mommy" really is.
- Chuckie spending an entire episode trying to release his "sea monies" into the ocean, only to become heartbroken when he actually pulls it off. Knowing that they probably died ten minutes into the episode doesn't make it any less sad to hear him call out good-byes to them.
- Anyone who grew up with this show and loves toys along with cute babies are bound to cry during The Curse Of Reptar's ending (All Grown Up). Basically It has a flashback at the time they were still babies and playing with Reptar. The end of the flashback has them sleeping under a tree with the Reptar doll with Tommy holding the doll and sucking his thumb. Cut flashbacks, and eventually grown-up Tommy finds the now rusty Reptar, taking it back inside to keep in his box.
- "Regarding Stuie" manages a pretty impressive Mood Whiplash, ending an episode-long string of Crowning Moments of Funny with a Tear Jerker climax. In a nutshell: Stu gets a head injury that briefly lets him communicate with the babies, but also screws up his memory and makes him act like a baby. "Stuie" then spends most of the episode wearing a diaper and palling around with Tommy and the gang. At first, Tommy is thrilled to have an adult-sized baby as a friend, but it all falls apart when he realizes that even the coolest baby can never replace his dad—and he seriously believes that he'll never have his dad back. The climax has Tommy silently weeping while looking at old pictures of himself playing with his dad, with "Stuie" (who still can't acknowledge the fact that he's Tommy's father) coming in to comfort him as he realizes how much Tommy misses his "daddy".
- Keep in mind "Stuie" essentially performed a Heroic Sacrifice just so Tommy could have his dad back.
- If you take in the interpretation that Charlotte had a miscarriage in "Angelica's Worst Nightmare" (instead of misreading the pregnancy test), the episode suddenly becomes this.
- In the same episode, Angelica wakes up from a nightmare involving her newborn baby brother terrorizing her and her parents ignoring her. When her father goes to see her, she starts breaking down and telling her dad that she doesn't want a new sibling and to be ignored like she was in her nightmare. Her father reassures her that he and Angelica's mother will always love and care for Angelica since she is their first child and she will never ever be replaced.
- Everything about this short comic◊.
Angelica: See anything yet, Chuckie?
- During the Chanukah special, Grandpa Boris finds out that the only reason his old rival Schlomo was so wrapped up in his "fancy schmancy business" was because Schlomo's deceased wife was not able to have children. The fact that the scene has no music underneath it really drives home the scene's magnitude.
- "Weaning Tommy" has an overzealous dentist convince Stu and Didi to wean Tommy from the bottle early. The result leaves Tommy miserable and depressed, becoming increasingly desperate for his beloved bottle and even having nightmares about it. Any parent that has had to deprive their child of something they love for their own good will know this shameful feeling.
Stu: I feel like a monster!