100 Best Grown-Up Comedy Films

Director Thomas Vinterberg (The Hunt) reunites with Mads Mikkelsen to tell the story of four teachers going through a mid-life crisis. They’re not sad, exactly—they have homes and jobs and are good friends with each other—but they’re not happy either. Unlike the ebullient youth they teach, they seem to have lost their lust for life, and it’s silently eating away at them, rendering them glassy-eyed and mechanic in their everyday lives.

Enter an experiment: what if, as one scholar suggests, humans were meant to fulfill a certain alcohol concentration in order to live as fully and present as possible? The teachers use themselves as the subjects and the tide slowly starts to turn to mixed effects. Are they actually getting better or worse?

With an always-satisfying performance by Mikkelsen and an instant classic of an ender, it’s no surprise Another Round took home the award for Best Foreign Film in the 2020 Academy Awards.

If you’ve never seen Walk Hard before but still get déjà vu from just its first 10 minutes, that’s the point. This riotous pastiche parodies every musician biopic ever made — and even many that came after it. Its ability to predict the future is thanks to its sharp observation of all the clichés that are typically wheeled out when a musical artist’s life story gets the big screen treatment. Walk Hard skewers everything from the tropes of preternatural musical abilities and galvanizing childhood trauma to the formulaic three-act structure that follows the musician’s rise, inevitable fall, and triumphant rise again.

Absolutely no chances are left unseized to lampoon the genre: the film is told in an incredibly long flashback, for example, and features multiple groan-including moments in which characters say the movie’s title out loud, all but winking at the camera. The danger with a parody is that the joke can get old quickly, but Walk Hard is blessedly full of laughs that would stand up even outside of the spoof framework, displaying incredible devotion to even the most throwaway of jokes (as when The Temptations make a cameo for one five-second gag). Not just a brilliant satire, then, but a terrific comedy of its own.

Paul Giamatti knocks in out of the park in Win Win. The movie has so much humanity in it as well as a fantastic story that’s rooted in normalcy. At last a movie about second chances that is anything but cheesy. The rhythm of the humor in this movie helps you move through the serious themes unscathed (for the most part). In sum, the jokes are spot-on and the acting is excellent.

An unusual romantic comedy about a woman who doesn’t believe true love exists, and the young man who falls for her. Joseph Gordon-Levitt and Zooey Deschanel star in director Marc Webb’s wry, nonlinear romantic comedy about a man who falls head over heels for a woman who doesn’t believe in love. Tom is an aspiring architect who currently earns his living as a greeting card writer. Upon encountering his boss’ beautiful new secretary, Summer, Tom discovers that the pair have plenty in common despite the fact that she’s seemingly out of his league. Tom believes deeply in the concept of soul mates, and he’s finally found his. Unfortunately for Tom, Summer sees true love as the stuff of fairy tales, and isn’t looking for romance. Undaunted and undeterred by his breezy lover’s casual stance on relationships, Tom summons all of his might and courage to pursue Summer and convince her that their love is real. 500 Days of Summer is however a different kind of romantic comedy, one that doesn’t stop at falling in love. It’s almost an un-romantic romantic comedy, focusing with both honesty and heart on the manifestations and real-life mechanisms of incompatible love.

The acting… oh the acting! Your Sister’s Sister is a fantastic comedy which makes great use of the amazing talents and suitability of its cast, including the criminally underused Emily Blunt. Far smarter, quicker and grown-up than most other Rom-Coms, it’s a film built on secrets, lies and, yes, love, sex and family.

In this comedy/drama, Bill Murray plays an aged, dispirited war veteran named Vincent who openly disdains most people and gives little attention to anything beyond alcohol and horse racing. Living a life of solitude in Brooklyn, everything takes a turn when a young single mother (Melissa McCarthy) and her son Oliver move in next door. Vincent eventually takes on the responsibility of watching over Oliver when Maggie is at work. Murray is perfectly unpleasant in his darkly comedic role, as his relationship with Oliver evolves despite his own misgivings, providing young Oliver (Jaeden Lieberher) with the fatherly/grandfatherly presence he desperately needs. Though somewhat formulaic, St. Vincent rises above expectations by way of great dialogue, favourable performances from all of the leads, and an unbelievably touching finale that will melt your heart. Much better than you probably expect—definitely check this one out.

A revelation of a movie, both in filmmaking and commercial success. While little-known abroad, it has made more than $42 million in US Box Office revenue out of a tiny $5 million budget. Kumail Nanjiani, stand-up comedian and star of the show Silicon Valley, tells his own story of romance with his now-wife Emily V. Gordon (who co-wrote the movie). Because it is based on a true story, and because it is the product of the love of both its writers and stars, this movie is incredibly heartfelt. It is also timely, addressing heavy themes such as identity, immigration, and family relationships. Not to mention it is absolutely hilarious. And it’s produced by Judd Apatow. Trust me and go watch it.

There are three big reasons to watch Paddleton. The first two are Ray Romano and Mark Duplass, who play the two neighbors at the center of the story. And the third is Alexandre Lehmann, the director, who also is responsible for Blue Jay (on Netflix as well).

These two misfit neighbors find themselves together when one of them is diagnosed with cancer. They embark on a trip to the nearest pharmacy (a six-hour drive) which turns into an adventure.

This premise gives Paddleton a lot to play on: it’s a comedy, but it’s also a drama about a fatal disease. It’s a bromance, but it’s about a fragile friendship. All these contradictions make Paddleton a great slice-of-life movie. And again, both actors are amazing. Watching it just for them is worth it.

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.

As black a comedy as they come. Nick Naylor (superbly portrayed by Aaron Eckhart) is the chief spokesperson for tobacco and shows the world why smoking is as key to protect as any other liberal value. This movie is funny, smart, thoughtful and raises some good questions about the ego, the morale and what we leave behind, from unexpected sides.