The 70 Best Indie Comedy Movies

The entirety of Pieces of April takes place on Thanksgiving Day, a busy holiday meant to bring loved ones together. Sure enough, April, the eldest Burns daughter, takes great pains to prepare a nice dinner for her visiting family. But we soon learn that she is motivated less by excitement than by dread: she’s long been estranged, disowned even, by her uptight mother, Joy, who is only agreeing to come because she’s sick with cancer. April seems to be on a reluctant mission to fix their fraught relationship, but pesky (albeit funny) mishaps, both on her and Joy’s end, keep getting in the way.

Shot digitally and very closely with hand-held cameras, Pieces of April looks as intimate as it feels. It’s a snapshot of an era and of a particular family dynamic, one that relatably relies on both love and scorn to keep going. It’s an excellent, honest, and underrated gem of a movie.

When the wider culture doesn’t treat you the same way they treat the majority, it’s sometimes necessary to get mad, pivot, and assimilate to the majority’s ways in order to navigate the country and advocate for your rights. That’s the path Northern Cheyenne activist Buddy Red Bow took in Powwow Highway, one borne out of clear love of the community. But the beauty of this Native American story is the way Buddy learns to heal, to reconcile with his community’s folklore, and to recognize the resistance in serenely keeping what the wider majority tried to erase. Powwow Highway won’t be a perfect depiction of Native American culture, but it speaks true to the anger and heart the community still feels to this day.

Based on the comic book by Daniel Clowes, Ghost World is a dark comedy that follows the exploits of teenage outcasts Enid and Rebecca (Thora Birch and Scarlett Johansson) as they navigate the many complexities of burgeoning adulthood. Central to the story is the unlikely friendship that Enid strikes up with a lonesome older man (played by Steve Buscemi), a curious relationship that drifts through various humorous and melancholy situations. It’s an original and often poignant look at alienation and identity, with Birch delivering a wonderfully deadpan and often hilarious performance, despite her entirely pessimistic attitude. It’s the type of film that’s just right when you’re in the mood for something just a little bit different.

Starting with Columbia Picture’s intro syncing into a rave, director Doug Liman’s sophomore feature Go instantly establishes its ecstatic energy– both in the hyper happy and drug-fuelled way– that made it a cult classic. All in one night, the dark crime comedy culminates in a wild Christmas Eve in three separate storylines: one with dissatisfied checkout girl Ronna, who needs fast cash, another with her drug dealer co-worker Simon going to Vegas, and the last with soap opera actors Adam and Zack, who want to get high while staying out of trouble. The cast is excellent, with witty quips and the twenty-something ennui of that generation, and each decision their characters make to feel good all turns Christmas Eve into a truly awful, yet terribly entertaining ride. While some of the humor is definitely dated, Go captures the insane chaotic energy just right before the new millennium.

When you’re an ex-convict that wants to hide his stint in jail from his parents, among other things, fake dating is a rather strange solution. It’s usually the stuff of cheesy romcoms, but Buffalo ’66 plays out differently. The pretense doesn’t stem from jealousy or money or career status, but rather from desperation, becoming another attempt to win some semblance of self-worth from dysfunctional parents, which inevitably doesn’t work… At least in the way Billy hopes it would. While Layla’s motivations aren’t fully fleshed out, Christina Ricci brings a certain doll-like sweetness that lines up with what’s expected of her by her captor, but also happens to enliven the rest of the family, allowing just a glimpse of the good people they used to be, before they slip back into their usual unkind, thoughtless selves. This, along with Billy’s background– flashbacks of neglect and abuse in frames within frames– makes their connection a bit toxic, but Buffalo ’66 has an interesting style and excellent performances to make it a memorable watch.

Making a film is sort of a miracle– to make one can sometimes come into fruition through a lucky combination of connections, creativity and circumstances all perfectly aligning as if by fate. But making a film takes cash to do it. In the Soup is an independent comedy centered on an aspiring auteur meeting an eccentric, creative gangster that’s willing to do everything (including crime) to fund it. The film does mostly depend on conversations between characters, witty repartee and Steve Buscemi’s voice-over, but it does capture the importance of patrons in the artistic process, how silly some lofty artistic aspirations can be, and to never forget the human side of the filmmaking process, not just the solitary brainstorming.

This is a revelation of a movie for its simplicity in handling a pretty serious and dark subject. It’s the story of a generally immature and newly unemployed stand-up comic in New York and her unplanned pregnancy with a man that was supposed to be a fling, and it’s surprisingly funny and yet rather touching. I can’t think of many actresses who would’ve fit the bill quite like Jenny Slate. Not only is she hilarious, but her treatment of a generally sensitive issue from the honest, crass point of view of a down-on-life, New York-er leaves you drowning in empathy for her. I recommend this for anyone looking to cuddle up, have a few little clever laughs and feel all tingly in the chest-al area.

Madeleine (Embeth Davidtz) runs a high-brow art gallery in Chicago and has to take a trip to North Carolina to meet with an artist she wants to sign. She uses this opportunity to also meet her husband’s family, who is originally from there.

She is introduced into the small world of rural North Carolina, personified in Ashley (Amy Adams), the wife of her husband’s brother. Ashley is a wide-eyed but good-hearted person who has never left her town and who is in a bad relationship but pregnant with her first child. 

Ashley is the true main character of this movie (even if all Adams accolades were for ‘best supporting’ awards). Her joyfulness, her pregnancy, and her interactions with Madeliene are studied closely in this subtle but touching family drama.

When artists or musical bands make films, it’s usually a tour documentary or a biopic of some sort, where fans can go in depth with their music, their background, or anything that would explain what makes their music so great. When Talking Heads’ lead vocalist David Byrne made a film, it wasn’t about his hometown in Maryland or his birthplace in Scotland at all– Instead, it was about True Stories, compiling a series of vignettes in a fictional North Texan town. It’s a strange choice, but Byrne manages to capture the bizarre in ordinary small town America, that can get a bit surreal, but nonetheless holds a weird charm that’s excellently scored by the band. True Stories came out of nowhere, but it’s a decent watch.

As Nicole Holofcener’s directorial debut, Walking and Talking stands out not only for its honest dialogue and wonderful performance from the young Catherine Keener, but also for its portrayal of female friendship in a genre which too often portrays mindless cliches. The movie focuses on two best friends as one of them gets engaged and the other fears their friendship is getting lost in the middle of the excitement around her friend’s marriage. Catherine Keener does a brilliant job as the likable but depressed friend and Anne Heche does an equally as good job playing her sympathetic half. A great movie if you’re in the mood for something sweet, honest and sometimes sad.