100 Best Underrated Comedy Movies of All Time

Starring Matthew Broderick and a young Reese Witherspoon as, respectively, Jim McAllister, a high school teacher and Tracy Flick, a notorious ‘that girl’ in his class. When Tracy decides to run for class president, we see the floodgates open as all sorts of bizarre and insane behavior pours out of the two. Quickly, it becomes clear that Tracy will do nearly anything to win, and as circumstances spiral out of control, madness descends – along with hilarity!

A fantastic and light Canadian comedy, the Trotsky stars Jay Baruchel as Leon Bronstein, a young man who believes himself to be the reincarnation of the Soviet leader Leon Trotsky. True to his past life, Leon soon begins a quest to organize a revolution at his father’s clothing company, while dealing with the transition from ritzy private to a Montreal public school. Smart and pointed, the Trotsky is a gem not to be missed.

A sweet and romantic German movie about two Berliners who meet randomly and go on a road trip to the south of Europe. It might seem like a silly premise but it’s actually a philosophical movie, one that feels very realistic. The two characters debate human nature, politics, relationships, etc; almost throughout their trip. And they’re played by excellent newcomers who ooze charisma and make the question of what will happen between them incredibly thrilling.

One of the sharpest horror films of the last decade, Julia Ducournau’s Raw follows in the footsteps of films like Carrie by translating coming of age anxieties into visceral full-throated terror. Justine is a beginner veterinary student leaving home for the first time. After a brutal hazing ceremony forces this young vegetarian to eat meat, she develops an insatiable hunger for flesh that begins to consume her.

Raw is as much an intense body-horror (not for the squeamish) as it is an astute psychological drama. Underneath its nightmarish sheen, Ducournau layers social commentary on sexuality, patriarchy, and deviance using the school’s sadistic initiations as metaphors for larger structures. All of this depth is paired with striking cinematography, crisp pacing, and an unforgettable performance from Garance Marillier as Justine.

Sisters Martine and Filippa, daughters of a founder of a religious sect, live a simple and quiet life in a remote coastal village in Denmark. Throughout the course of their lives, they reject possible romances and fame as part of their commitment to deny earthly attachments. This is upended by the sudden arrival of a French immigrant named Babette, who served as their house help to escape the civil war raging in her country.

Babette’s Feast is an inquiry into simplicity and kindness, and whether these would be sufficient to achieve a life of contentment. The religious undertones perfectly fit with the film’s parable-like structure, where bodily and spiritual appetites are satisfied through a sumptuous feast of love, forgiveness, and gratitude.

In the movie Brazil, our hero Sam Lowery (Jonathan Pryce) lives in a dystopian world that relies on the cold productivity grind of machines. He’s in a constant battle between the high-level dominating powers that be and the low-level beatdown scums of society. Saving him from complete misery is a recurring dream he has of a beautiful woman. There, nothing else matters but love, which fills his draining soul and makes his life seem worthwhile. 

The way director Terry Gilliam handles a serious matter in such a comedic way is fantastic, and the amount of thought and effort he puts into creating every single bit of existence in this film is mind-boggling. With Brazil, he succeeds in establishing his own style, making a mark for himself in an age when plenty of auteurs compete for mere recognition.

Putting the inherent eeriness of stop motion animation to perfect use, Charlie Kaufman and Duke Johnson’s Anomalisa create a legitimately disturbing experience of a man’s paranoid delusions, as he tries desperately to make a real human connection while perceiving everyone around him as the same person. It’s that (unfortunately) rare animated film that understands that this medium can tell complex, even terrifying, stories for grown-ups while respecting their intelligence. And it’s still gorgeously put together, with seamless movements from the character puppets and evocative lighting and cinematography that puts the film firmly in the uncanny valley. It’s a tougher watch than it looks, but the depth of feeling it captures is nothing short of totally human.

What’s great about this highly inventive film is that it doesn’t look like it was shot through three iPhone 5s. Instead of using shaky cameras and static shots, Tangerine glides us through saturated, orange-toned scenes that evoke the Los Angeles sunset. Launching director Sean Baker into prominence, Tangerine is an innovative film that, at heart, is a nuanced comedy about the trans sex worker community. Newcomers Kitana Kiki Rodriguez and Mya Taylor run the show, and their performances create a vivid, electric drive that powers the whole movie. But it’s the quieter moments, the moments after betrayal, the moments of recovery, that make this movie truly special.

Quaint and quirky, Le Havre is a beautiful and heartwarming story about the power of compassion and the importance of community. It tells the story of a shoeshiner who tries to save an immigrant child in the French port city of Le Havre. The charming characters are easy to root for as this community of everyday people bands together to help this young boy reunite with his mother. Even as the film rejects the unempathetic responses to the refugee crisis, it utilizes gentle humor and a light cadence to invoke empathy for others that should exist.

After experimenting with multiple storylines in The French Dispatch, the inimitable Wes Anderson goes one step further with the mind-bendingly meta Asteroid City. Framed as a TV documentary about the making of a play, Asteroid City’s Russian doll setup reflects the neurosis of its period (the Cold War-struck ‘50s), art-making, and the intimidating vastness of outer space.

The play takes place in a tiny desert town where atom bomb tests routinely rattle the doorframes and where a convention for young geniuses is being held, attended by a host of typically idiosyncratic characters (played by Jeffrey Wright, Tilda Swinton, Tom Hanks, and many, many more). Still, it retains a central focus: the grief of new widower Augie (Jason Schwartzman) and his kids, and the connections he and his son (Jake Ryan) forge with a visiting actress (Scarlett Johansson) and her daughter (Dinah Campbell). Asteroid City draws much of its poignancy from this story (and its behind-the-scenes goings-on), as these people stare into the cosmic wilderness and a future without their loved one. Shot in gorgeous bleached postcard tones and full of the imaginative flourishes we’ve come to expect from Anderson, this is a profound rumination on existential angst that miraculously finds hope amidst all its characters’ nihilism.