100 Best Underrated Comedy Movies of All Time

Mary and Max is the tale of an overlooked 8-year-old girl from Australia starting an unlikely friendship via mail with a middle-aged Jewish man from New York. Shot completely in monocromatic claymotion, it is the first feature film by Australian stop-motion animation writer, Adam Elliot, and the first ever animated film to score the opening slot at Sundance Festival. In all its playful absurdity, Mary and Max is an emotional and wise gem of a film that examines the human condition through the eyes of a troubled child and an autistic American. In contrast to its clay-based animation, it deals with some pretty dark and adult themes, but succeeds in balancing those with happiness and absurd humor. Moreover, Elliott gathered an ensemble cast to do the voice-overs, which includes Philip Seymour Hoffman, Toni Collette, and Eric Bana. We recommend it 8 condensed milks out of 10.

Told through a series of flashbacks and personal archival footage, Beginners gives us the story of Oliver (Ewan McGregor), a 38-year-old graphic designer from Los Angeles, and his two parents across three timeframes. Oliver has never had a meaningful relationship. Six months after his mother dies, his father, Hal, played by the amazing, Academy Award-winning, and, sadly, late Christopher Plummer, comes out to Oliver. He lives the last days of his life in liberation and, well, gaiety, before protracting terminal cancer. Some months later, Oliver meets Anna at a party, a young French actress (Mélanie Laurent) who is beautiful and warm-hearted, and they start an affair. Through this all, there’s Arthur, a Parson Jack Russell. But don’t worry. He doesn’t talk. Beginners is a beautiful and intricate film about finding love and happiness. It’s funny, warm, and sincere. A beautiful movie.

Many things clash in this beautifully layered, semi-autobiographical film of American director Lulu Wang: cultures, morals, and emotions. The result is a type of comedy that is complex and bittersweet⁠—and based on a true lie: this is the story of a Chinese grandma whose family won’t tell her that she is fatally ill. Instead, they organize a fake wedding in China, where everyone gets together to bid a farewell to the unwitting matriarch (played by Zhao Shuzhen). The fake wedding is, in fact, a premature funeral for a person unaware that she is going to die. Played by rapper and comedian Awkwafina, Billi, a New-York-based Chinese-American with a complicated relationship to China, embodies the cultural and moral question at the heart of this story: is it right or wrong not tell grandma? It is thanks to Wang’s deft writing and Awkwafina’s outstanding performance that The Farewell homes in on answers without ever being melodramatic. Warm, honest, and beautiful.

A 42 minute musical super-villain tragicomedy blog. How much stranger can a movie’s description be? Dr. Horrible (Neil Patrick Harris) is an aspiring super-villain hoping to get into the infamous Evil League of Evil (ruled with an iron hoof by the terrible Bad Horse). His plan is complicated when he accidentally introduces his nemesis, the incredibly vain Captain Hammer (Nathan Fillion), to the girl he has a crush on (Felicia Day). Released for free online after the writers strike of 2008, Dr. Horrible is funny, well-made, and not devoid of meaning. Joss Whedon (The Avengers, Firefly, Buffy the Vampire Slayer), two brothers, a sister-in-law, and their actor friends had loads of fun making it, and it’s loads of fun to watch. Also, it won an Emmy.

You know you’re in for a treat when you see Julia Louis-Dreyfus and James Gandolfini heading the cast of a sweet and slightly goofy comedy. Steadily going beyond his persona in The Sopranos, you see James Gandolfini playing a role that his fans have probably always imagined him playing: a nice, funny guy with an endearing personality. Directed by Nicole Holofcener, Enough Said almost has a sit-com feel to it: a divorced single parent and masseuse, Eva (Louis-Dreyfus), is looked up by a guy, she briefly met at a party, Albert (Gandolfini). Upon finding out they have much in common, the two start dating. At the same time, she meets Marianne (Catherine Keener), who she becomes friends with and who cannot stop talking ill of her apparently awful ex-husband. You guessed it: it’s her new, promising date, Albert. Things get muddy and very funny as she starts to doubt, whether she has made a big mistake. Hilarious, romantic, and smart, it’s very much like we expected: a real treat.

This Oscar winner is an offbeat romantic comedy that still feels like a standard romantic comedy! It’s best that you go into it without many expectations, because many people enjoy it for different reasons and it’s best if you find your own. It’s also a movie that needs to be seen as a whole, despite having so many components to it. Fresh out of a mental institution, Pat (Bradely Cooper) moves with his parents and tries to get his ex-wife back. Hel he meets Tiffany (Jennifer Lawrence) a girl with complex problems of her own. Silver Linings Playbook is funny, so well-acted, and takes on interesting issues and perspectives.

Based on Fredrick Backman’s 2012 best-selling book of the same name, this Swedish hit comedy-drama introduces us to Ove, an elderly man who feels like his life is over. After losing his wife, the short-fused retiree spends his days grumpily enforcing block association rules in his neighborhood. He is your typical unhappy, old neighbor, somebody you would try to avoid. One new family does not give up and befriends Ove, played by an impeccable Rolf Lassgård, despite his best intentions to put them off. As the plot unfolds, however, you learn more about the story behind the man, and, in classic walk-a-mile-in-his-shoes fashion, start to find him rather loveable. After all, nobody is born grumpy and cynical. Naturally, this is a sweet and sentimental film. But an amazing lead performance and a charming, darkly funny script rescue it from drifting too far off the shore. The result is a wholesome, fun, and thoughtful dramedy with a beautiful message.

It might seem like a no-brainer that trying to make a comedy movie featuring a character with cancer is not a great idea. And while there may be a good share of failed attempts in that category, 50/50 is not one of them. And then it might come as a surprise that this subtle attempt at cancer comedy comes courtesy of Superbad creators Seth Rogen and Evan Goldberg. It also stars indie cutie Joseph Gordon-Levitt as the young and fit Adam Lerner, who works as a writer for public radio before learning that he has malignant tumors all along his spine. Between his overbearing mum (Anjelica Huston), slightly obnoxious but good-hearted bestie (Seth Rogen), self-help groups, and his therapist (played by Anna Kendrick), he struggles to find a way of acquiescing to his 50/50 chance of survival. Similarly, 50/50 strikes a delicate balance between the bromance gags, the date-movie elements, and the grave subject matter at its heart. It manages to mine humor, pathos, and simple honesty from a dark situation, and is not afraid to “go there”. The result is truly compassionate comedy.

Do you keep re-watching Superbad when you’re hungover? Next time you are, try the film that has been praised as ‘the female Superbad”: the amazing Booksmart. Yes, it’s coming-of-age comedy, but, like Superbad, it tried something a little different. Like its two main characters, one could say it’s a bit smarter than Greg Mottola’s seminal bromedy. Molly (Beanie Feldstein, incidentally, Jonah Hill’s younger sister) and Amy (Kaitlyn Dever) are best friends, class presidents, and academic overachievers. Nice girls, too. With excellent grades in their pockets, they head off to college only to find that the same in-crowd from high school that was doing nothing but partying, now goes to the same college as them. Why, oh why, did they choose academic success over partying, when, clearly, they could have had both? On their last day in high school, now here’s a trope, they decide to make up for all the years of lost partying on one night. This sets off a raucous, raunchy, and wildly entertaining ride. And with a feminist twist!

Proving that children’s entertainment can be legitimate art like any other kind of cinema, the sequel to 2014’s Paddington displays a stronger love for community and storytelling than many other adult-oriented productions. It may be cutesy and innocent, but Paddington 2 also uses its stunning visual effects and intricate production design to prop up a sophisticated story about discrimination, staying true to one’s self, and (most surprisingly) the prison-industrial complex. It’s a proper throwback to another era of family movies that offers something far more substantial to young children and genuinely moving moments for the parents and children at heart.