100 Best Underrated Comedy Movies of All Time

With its 69-minute runtime, ultra-minimalist approach to camera movement, and dialogue so sparse it could fit onto a single page, the first word that comes to mind when describing The Match Factory Girl is “lean.” The second word is “bleak”: for most of the film’s slight duration, we watch as the lonely titular character (Iris, played by Kati Outinen) passively endures a relentless barrage of cruelties, whether from her coldly detached parents, callous love interest, or simply fate itself. 

And yet, these words — apt descriptors of the film as they are — only capture part of what makes The Match Factory Girl such a magnetic and unforgettable watch. When a late twist sees the film swerve into even darker territory, director Aki Kaurismäki’s twin approaches fuse into one that’s greater than the sum of its parts. Rendered in his characteristic deadpan style, the shocking event becomes sardonically funny — a gutsy move that only a real master of tone, as Kaurismäki is, could pull off.

Like a long, slow drag of a cigar, Smoke is a patient pleasure. Adam Holender’s leisurely lingering camera and the film’s relaxed editing allow us to savor the actors’ performances and the thoughtful script uninterrupted, trusting in their ability to captivate us. And captivate us is exactly what novelist Paul Auster’s screenplay and the film’s superlative ensemble do.

The film kicks off in Auggie Wren’s (Harvey Keitel) Brooklyn smoke shop, where myriad customers linger to chat and unexpected friendships form. The serendipitous network around which Smoke revolves unfurls gradually, like a curling wisp of smoke: Auggie’s patron Paul (William Hurt), a writer’s block-struck novelist grieving the violent death of his pregnant wife some years ago, has his life saved by Harold Perrineau’s Rashid, the estranged 17-year-old son of a struggling mechanic (Forest Whitaker). Ashley Judd and Stockard Channing also feature in Auggie’s portion of the film, one of its five loose vignettes (although the film flows much more fluidly than a chapterized structure suggests). Auster’s contemplative, dialogue-driven screenplay — along with the film’s unhurried editing and luxuriating cinematography — make Smoke a gorgeous example of the art of savoring, which is exactly what you want to do with this wonderful movie.

Awkward. That is how Oliver Tate can be described, and generally the whole movie. But it is professionally and scrutinizingly awkward. Submarine is a realistic teen comedy, one that makes sense and in which not everyone looks gorgeous and pretends to have a tough time. It is hilarious and sad, dark and touching. It is awesome and it’s embarrassing, and it’s the kind of movie that gets nearly everything about being a teen right, no matter where you grew up.

Robert Downey Jr’s triumphant return to film, this movie is a satirical take on film noir and detective movies in general. The screen chemistry between Gay Perry the private eye, played by Val Kilmer, and Downey Jr’s robber turned actor, Harry Lockhart, is hysterical, and the film’s tongue in cheek nature is witty, smart, and delivers. Directed by the man who directed Lethal Weapon, the action is top notch, the laughs are pretty much constant, and the mystery is compelling. It’s mind boggling that nobody saw this when it came out.

A hilarious and smart comedy that is almost impossible to hate. It doesn’t matter if you liked The Room or not; or if you’ve even heard of it, you will find The Disaster Artist extremely enjoyable. Same applies for James Franco, it’s irrelevant if you think he’s the hottest man walking or a complete waste of screen-time – this movie is better approached without any preconceived ideas. It follows the true events surrounding Tommy Wiseau’s making of The Room, a movie so bad it actually became a worldwide hit. Tommy’s character, played by Franco, is 100% mystery. He pops out of nowhere and does and says things that contain little to no logic. Capitalizing on this, the movie is both absolutely hilarious and intriguing from beginning to end.

Mr. Lazarescu is a widower living with his cats in a small Bucharest apartment. One night when he begins to feel sick and calls for help, he sets in motion a kafkaesque parade of nurses, doctors, and hospitals as he is ferried through a bureaucratic maze unable to get treatment for his rapidly deteriorating condition. Cristi Puiu’s searing indictment of a failed healthcare system mixes kitchen-sink realism with tinges of gallows humor for a remarkable one-of-a-kind experience.

Beneath its grim demeanor is a clear-eyed portrait of the heart-rending weariness of paramedics and hospital staff that speaks spectacularly to our current mid-pandemic moment of exhausted doctors and overflowing facilities. This focus on the toll of the system on paramedics, in particular, makes this a fantastic pairing with Martin Scorcese’s’ underrated Bringing Out the Dead.

A young bisexual woman attends a shiva, caught between her parents and their expectations, her ex, and her sugar daddy. Rachel Sennott’s Danielle is yet to find her path in life and everyone is determined to remind her of that. Taking place almost entirely in real-time, the film’s sharp wit is contrasted with constant anxiety, complemented by Ariel Marx’s horror-like score, full of discordant pizzicato that sounds like every last bit of sanity snapping. 

It’s a sex-positive take on 20-something life, treating bisexuality as wholly unremarkable and passing no judgment on Danielle’s sugar daddy income. Its specificities about Jewish customs and traditions are non-exclusionary, while its social claustrophobia is achingly universal. It’s comforting in the way it portrays the social horrors we all face, the feeling that everyone but you has life figured out, and that – ultimately – those who matter will pull through, eventually. One of 2021’s best.

Of all the Christmas-set films to have come out over the last couple of months that were, inexplicably, about grief and regret (you’d be surprised by how many there are), The Holdovers easily outdoes its contemporaries by being confident enough to just sit with its characters. Like the best of director Alexander Payne’s other films, there are no melodramatic crescendos or overcomplicated metaphors; there are only flawed individuals going about their lives, occasionally noticing the things that bind them together. Payne’s gentle touch means the characters (and the audience) aren’t forced to “solve” their grief, but allowed to come to terms with it in their own way, with each other.

Payne evokes the film’s 1970s setting through a muted color palette and analog—almost tactile—sound design, giving warmth to this New England despite all its snow and chilly interiors. It’s understandable that these characters are similarly cold to each other on the surface at first, but they manage to thaw the ice simply by taking the chance to listen to each other’s pain. It’s the kind of film in which relationships develop so gradually, that you hardly notice until the end how much mutual respect has formed between them when they return from their dark nights of the soul back to their status quo.

Some films struggle to balance style with substance, but Problemista isn’t one of them. It’s brandished with Torres’ unique brand of surrealist aesthetic, which is colorful, freakish, and fun, while also accurately relaying the pains of coming to and making it in America as an outsider. We see Alejandro accept increasingly debasing gigs as he runs out of time and money in the deep maze that is America’s immigration bureaucracy. And all the while, he’s being both genuinely funny and painfully incisive. Torres is not the first person to point out that in this day and age, the monsters we face are overbearing employers, greedy bankers, and exploitative companies, but he just might be one of the few to do it with such imaginative grace.

Will Ferrell plays a well organized IRS agent named Harold Crick who seems to have figured out everything in his life to the dot. Little does he know his life is being run by someone else, a nervous and morbid novelist, famous for ending her works with the death of the main character. As the nature of his life and eventual doom, he decides to lay back and enjoy the ride, breaking all his ingrained and boring habits. While this film is recommended for everyone, Will Ferrel fans, especially, need to watch this to see Will’s acting variety.