100 Best Underrated Comedy Movies of All Time

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.

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.

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.

While billed as a “ramen western”, Tampopo satirizes plenty of other American genres, including, but not limited to: 1) the inspirational sports film, with Tampopo’s diligent training, 2) the erotic, arthouse drama through its egg yolk kiss, 3) the witty, social comedy pointing out the absurd in dinnertime tables, and 4) the melodramatic mafia romance with its room-serviced hotel getaway. But the film doesn’t buckle under the weight of carrying all these genres– instead, the customer vignettes are all delicately plated to balance out the hearty journey of a store owner learning about ramen and the bemused, yet cohesive contemplation about food. Tampopo is one of a kind.

One thing about director Sean Baker’s movies is that everything is rooted in class. Anora might charm as a romance, delight as a comedy, and dazzle as a realistic look into sex work, but at the end of the day, it’s a movie about labor, specifically exploitation labor, making the movie as painfully realistic as it is hopelessly romantic. It’s like the anti-Pretty Woman in that way. There’s no doubt it will have the same cultural impact (it’s already starting heated discourses on the internet) and will be remembered for just as long. The heated performances, breathtaking cinematography, and subtly hilarious script are all bonuses to this gem of a film.

Written and directed by the filmmaker Sylvain Chomet, this 2003 French film is, in the strictest sense, an animated comedy film. It’s the one that introduced Chomet’s name to an international audience. Triplets’ visual style, however, it is unlike anything you have ever seen. Focusing on ugliness and imperfection, the characters are deliciously exaggerated, while the animation steers clear of the naturalist hyperrealism, cutesiness, or porcelain perfection of other animated movies. That doesn’t mean it’s not incredibly detailed. Without much of a dialogue, it tells the story of a young orphan boy, who loves to watch the vivacious jazz of the The Triplets of Belleville trio, and grows up to become a Tour de France racer. He gets kidnapped by sinister characters (the French mafia?) and the beloved jazz trio of his childhood and others come to his rescue. While this film is not for the causal movie watcher, it is a fiercely original piece of hand-drawn animation and a strange, surreal experience.

Whilst a classic in some circles, Festen is many things, but it’s definitely not mainstream entertainment. It was shot by Danish director, Thomas Vinterberg, who founded the Dogme 95 movement together with Lars von Trier in 1995, which sought to put the auteur director back at the heart of filmmaking, as opposed to the power of the studios or special effects. This was the first movie to come out from that group. You thought your family was messed up? Think again. This macabre, Poe-esque, gut-wrenching tale of debauchery will leave you feeling confused and slightly nauseous. This effect is exacerbated by Winterberg’s directing style and the crazy camerawork of Anthony Dod Mantle. With a highly volatile tone and a great cast, the effect Festen has on you is not easily shaken off.