100 Best Underrated Comedy Movies of All Time

Serene and almost silent, Goodbye, Dragon Inn is a film contemplating an old movie theater in Taipei. In its heyday, this cinema was jam-packed and full of eager eyes watching the 1967 Wuxia classic Dragon Inn, but now it’s nearly empty for its last screening. Despite the lack of attendees, this cinema still has some life. Like the annoying audience members we’re all familiar with, the moviegoers still noisily chew on popcorn, put their feet on the headrest in front of them, and refuse to remain silent when walking. Director Tsai Ming-liang affectionately captures moviegoers in their natural element, recreating an experience so nostalgic it makes me want to go back to the theaters. Watching this, post-pandemic in the age of streaming, reminds us of the ways we still try to connect in the cinema in real life.

Fun and whimsical to its core, this animated film takes viewers on a visually captivating, surreal, and enchanting journey through a single night in Kyoto. The movie immerses you in an entertaining and eccentric world with its vibrant animation, characters, and offbeat humor following two unnamed characters only referred to as “The Girl with Black Hair” and “Senpai.” The narrative weaves together various quirky encounters, love interests, and strange events, keeping you engaged and curious. Blending romance, comedy, and coming-of-age themes, Night Is Short, Walk On Girl is a joyous celebration of youth, adventure, and the unpredictable nature of life’s unexpected twists and turns.

Surreal, strange, yet wondrous, Penguin Highway never takes a straightforward approach to its story. Penguins pop up out of nowhere, leading the nerdy and precocious Aoyama to study them via empirical observation and logical deduction. These studies don’t end up with a feasible explanation– in fact, by the final act, the film abandons all laws of physics. But the journey to that act feels intuitively right. This journey feels like an indescribable formative experience. Aoyama may be obsessed with growing up and committing to the reasonable adult mindset, but he is still a child. From fending off bullies to forming connections with others, his childhood imagination served him better than science could. The film reveres this discovery as well as it should.

Kill Bill meets Bend It Like Beckham in this wild ride about a martial arts-obsessed British-Pakistani teenager who views her older sister’s impending marriage as a catastrophe to be averted at all costs. Aspiring stuntwoman Ria (Priya Kansara) can’t stomach the idea of free-spirited Lena (Ritu Arya) giving up on her creative dreams to marry a nauseatingly perfect man — not least because art school dropout Lena is her hero for refusing to conform to their community’s traditional ideas about respectability and success.

Polite Society makes room to sensitively explore Ria’s disappointment and the loneliness of rebellion, but writer-director Nida Manzoor doesn’t stop there, throwing in a sharp allegory disguised as a zany twist. Rather than upending our expectations for upending’s sake, the surprise metaphor refigures the movie as perceptive cultural commentary on the age-old devaluation of women as mere vessels for the next generation. What’s more, Manzoor takes the analogy full circle to thoughtfully imagine how this kind of dehumanizing misogyny might have affected previous generations, suggesting that the real villains lie offscreen. Movies as inventive and intelligent as this don’t come around often, but one that’s this funny, visually bold, unabashedly feminist, and full of stars-in-the-making is rarer still.

In the sexy, slick, and sharp-witted Out of Sight, a never-better George Clooney plays Jack Foley, a career bank robber who pulls off heists based on pure charm alone. His charisma is so powerful it even turns the cat-and-mouse game he plays with federal marshal Karen Sisco (Jennifer Lopez) into a seductive dance. Karen is no easy mark, though: she’s a tough agent who’s used to being underestimated by the men she works with. The sizzling connection that sparks between her and Jack is gripping precisely because it threatens to break the basic logic both live their lives by: he a slippery criminal, she a no-nonsense professional. Clooney and Lopez’s naturally electric chemistry is supercharged by the fact that the film never slips into sentimentality, always keeping their will-they-won’t-they amour at a tantalizing distance until the decisive moment. A crime caper with many strings to its bow — among them sizzling romance and brilliant dialogue brought to life by a dazzling supporting ensemble — this is a masterfully entertaining ride from director Steven Soderbergh.

From a 1926 play to the iconic 1975 stage musical to Rob Marshall’s 2002 extravaganza, Chicag0 has had a strong hold on popular culture. In a way, it’s existed almost as long as cinema itself and its transformation across mediums and modes of expression has been well documented. The film carries all the marks of its theatrical predecessors, the expansive sets, the luscious costumes, the sleek characters whose banter and songs alike testify to their great chemistry — there’s a lot to admire in such a self-referential spectacle. A black-comedy-fuelled musical about corruption and deceit set during the Jazz Age, Chicago fulfils all its promises. With a stellar ensemble cast featuring Renée Zellweger, Catherine Zeta-Jones, Richard Gere, and John C. Reily, in tandem with dazzling camerawork and most exquisite chiaroscuro lighting, this one brings the stage to the movies. I mean it in the best possible way!

Set in the small town of Åmål, western Sweden, the debut feature by Lukas Moodysson (We Are the Best), is itself a metonymy for the bigger questions of life. It’s playful and dead serious at the same time, in the way it portrays teenager Agnes, who, after two years of living in Åmål, still hasn’t made any friends that would attend her birthday party. Instead, she spends her time typing away on her computer, poetic diaries and love confessions to a girl from school named Elin. She’s the popular one and therefore, out of reach. The amount of tension and escalating ambivalence the film conjures with just a simple narrative decision—a bet, a kiss, an apology—is palpable throughout the 86 minutes of its runtime. A perfect capsule of lesbian desire and first love, Show Me Love is a gem of a movie; one that would make you think Close was a tad overrated. Oh, and don’t forget to add the titular song by Swedish pop star Robyn to your Spotify favorites.

To Hollywood’s shame, it wasn’t until 1998 that a major feature made by Native American filmmakers was released. It was this charming indie gem that belatedly broke that new ground: based on author Sherman Alexie’s The Lone Ranger and Tonto Fistfight in Heaven, Smoke Signals retains the irreverent humor hinted at in its source material’s title while also being a genuinely heartfelt drama. Set across two cleverly interweaving timelines, it follows the fraught relationship between Victor and Thomas, two young men living on Idaho’s Coeur d’Alene Reservation who are forever linked by tragedy: as a baby, Thomas was saved from the house fire that killed his parents by Victor’s father Arnold (a great Gary Farmer), who soon spiraled into alcoholism and abandoned his young son. When Arnold dies suddenly, then, the duo embark on a perspective-changing road trip to collect his ashes.

Thomas’ nerdy earnestness and happy-go-lucky personality have always gotten on the nerves of the stoic Victor — who’s eaten up by resentment at his father for leaving — but the trip brings the disparate duo together. Though the movie honors their meaningful journey with a serious dramatic focus, it’s also shot through with sharp humor satirizing clichés about Native American people — a tonal complexity that makes it uncommonly accomplished, even without the added value of its all-too-rare perspective.

At times looking and sounding like a real Filipino action film from 50 years ago, while painstakingly edited to juggle storylines across several realities, Leonor Will Never Die is worth seeing for its originality and ambition alone. Among so many other films that function as sanitized “love letters to cinema,” this one bears the distinction of still feeling charmingly scrappy and improvised even with how meticulously it’s crafted. It doesn’t simply pine for a bygone era of movies, but it actively explores what purpose movies serve to us as individuals and as communities. Where it arrives with regard to healing and acceptance and bringing people together feels entirely earned, even if it might not always be easy to understand.

Not everybody holds a good relationship with their sisters, but ideally, we get to reunite and repair things in a good time. Unfortunately, for some families, the only time they reunite is due to a parent nearly dying. This is the case in His Three Daughters, where the three sisters meet after years living apart. It’s a common plotline, mostly depicted in the feel-good, family friendly variation, but writer-director Azazel Jacobs makes the three sisters distinct by taking the easy assumptions many people would make about them, and naturally push them to reveal the opposite. Carrie Coon, Natasha Lyonne, and Elizabeth Olsen form a great trio, delivering equally excellent performances under the same roof.