15. Primer (2004)
Time travel stories come in many forms, often with a grand scope and dire consequences.Primeris not that kind of time travel movie; it’s more of a philosophical dive into the concept of time travel itself.
The film follows four colleagues who, during their routine research, inadvertently discover time travel. However, their discovery leads to increasing tension between the friends.
Primeris often hailed as the best time travel movie, in that the mechanics of time travel are consistent, realistic, and practical. Director/writer Shane Carruth turns that into a mind-bending puzzle for audiences, resulting in a complex story that requires multiple rewatches to fully grasp.
Related:The Best Movies About Inventions and Discoveries
14. The Squid and the Whale (2005)
Noah Baumbach started his illustrious career with the comedy-dramaThe Squid and the Whalein 2005.
A semi-autobiographical story, the film centers on two brothers as they deal with their parents' divorce. Meanwhile, parents Bernard and Joan find themselves—and their personalities—clashing together.
For such a heavy subject, Baumbach went for realism with a home-video feel over traditional camerawork and high production. It effectively told the intimate story, complete with a great cast that includes Jeff Daniels and Laura Linney.
Related:The Best Movies About Divorce and Breakups, Ranked
13. 500 Days of Summer (2009)
Looking for a timeless modern-day romance?500 Days of Summerhas to be at the top of your list. But as the film implies, this is less a love story and more a story about love—about two souls falling in and out of love.
To this day, the film continues to be discussed and debated. With its realistic take on romance and relationships, it’s often considered to be a modern-dayAnnie Hall.
The journey shared by Tom (played by Joseph Gordon-Levitt) and Summer (played by Zooey Deschanel) is enduringly compelling.
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12. Once (2007)
Onceis a simple romantic drama that’s defined by its passion for music. The directorial debut of John Carney, this Irish film follows an unnamed guy (played by Glen Hansard) and girl (played by Markéta Irglová) who cross paths with one another and aspire to connect through music.
The film’s beauty is in how it sweeps you into its Dublin setting, its rich story, and the affection between its two leads. The music is the heart of it all, with the song “Falling Slowly” being the film’s peak achievement.
Related:The Best Movies About Characters Who Love Music
11. Shaun of the Dead (2004)
Edgar Wright has always been an underdog since the days of his subversiveSpaced, and he continued that subversive attitude withShaun of the Dead. In it, hisSpacedcolleague Simon Pegg plays the titular Shaun, who must lead his loved ones away from a wave of zombies.
Wright and Pegg crafted a solid coming-of-age tale of a guy who’s starting to take on huge responsibilities for the better, sprinkled with some zombies into the mix. The result is a glorious comedy classic that brought Edgar Wright, Simon Pegg, and the gang to the mainstream.
Related:The Best Post-Apocalyptic Movies
10. Napoleon Dynamite (2004)
When you peer down the rabbit hole of quirkiness, the first film that’ll catch your eye might just beNapoleon Dynamite.
This film, directed by Jared Hess, follows the titular nerd as he deals with the growing pains of high school and adolescence—like helping his Mexican classmate run for class president, dealing with his neurotic brother, and taking up martial arts.
From nerdy premise to quaint Idaho setting,Napoleon Dynamitehas all the hallmarks of a hipster indie darling, not to mention the iconic dance by Jon Heder’s Napoleon. It’s no surprise that this movie gained a following and paved a way for more quirky low-budget indies.
Related:The Most Famous Nerd Characters in Movies, Ranked
9. Sideways (2004)
Alexander Payne continued his indie film streak with this buddy road comedy-drama about two wine-loving friends: the depressed Miles (played by Paul Giamatti) and the seasoned Jack (played by Thomas Haden Church).
InSideways, the two of them travel to Santa Barbara’s wine country. There, the pair then encounter two women (played by Sandra Oh and Virginia Madsen), who bring an extra spark into their lives.
The charm ofSidewaysrests in the camaraderie of the cast. All four leads make for a great group to hang out with despite their misgivings, and their journeys are just as enriching as they are shocking. Also, the indie classic works as a crash course for wine tasting!
8. Requiem for a Dream (2000)
Darren Aronofsky left his depressingly dark mark on the decade with this horrifying psychological drama, which just happens to be his crowning achievement in cinema.
Requiem for a Dreamcenters on four characters who descend into drug addiction that changes their lives, decays their physical health, and wears down their spirits. They’re brought to life by Jared Leto, Jennifer Connelly, Marlon Wayans, and award-winning Ellen Burstyn.
If there’s one thing Aronofsky never does, it’s hold back from his themes. Every mind-altering scene and bit of dark imagery defines the characters and their downward spirals. It’s hard to look away, but the film’s dream-like aesthetic makes their stories worth reeling over.
Related:The Best Trippy Drug Movies That Depict Psychedelic Experiences
7. Oldboy (2003)
South Korea has been making a huge international splash with numerous unique indie films, and it all started in the 2000s. If we could pinpoint the movement on one film, that film would beOldboy.
Helmed by the great Park Chan-wook, this movie tells a tale of vengeance by Oh Dae-su and his brutal dive into the criminal underworld that was responsible for his long-term captivity.
WithOldboy, Park pulled off an intense thriller with pulsating action—including the renowned long-shot hallway fight—that’s filled with smart examinations of mortality, revenge, and virtue. Finish it off with a neo-noir texture and you have a masterpiece.
Related:The Best Movies About Getting Revenge
6. Brokeback Mountain (2005)
Beyond being known as “that gay cowboy movie,“Brokeback Mountainis best known for being the film that lost out on Best Picture toCrashat the 2006 Academy Awards.
Not only did this movie deserve to win it, but its merits go beyond that award-deserving reputation as one of the greatest milestones for queer representation—in indie cinema, in the Western genre, and more.
Applause goes to the performances by Jake Gyllenhaal and the late Heath Ledger as the two cowboys caught up in a bond that changes their lives forever. The same goes for Ang Lee’s direction, who makes the most of every minimalist moment, every slow burn, and every striking shot.
Related:The Most Emotionally Devastating Movies
5. Lost in Translation (2003)
Bill Murray reached the pinnacle of his indie cinema renaissance with this romantic classic that oozes with intimacy.
Lost in Translationfeatures Bill Murray as washed-up movie star Bob Harris, who travels to Tokyo to film a commercial. In the midst of his mid-life crisis, he meets the melancholic Charlotte (played by Scarlett Johansson), who also feels lost and displaced in Tokyo.
Those looking for a sweet romance may not find it here, but Sofia Coppola offers something more profound and rewarding. Themes of loneliness infuse each scene amidst the all-bright Tokyo, and the connection between Bob and Charlotte is truly honest.
Related:The Best Movies Set in Tokyo
4. Donnie Darko (2001)
Here’s a true indie player that became a cult phenomenon.Donnie Darkofollows the titular teenager (played by Jake Gyllenhaal), who begins to have visions of a dark figure in a rabbit costume.
That strange rabbit figure keeps warning him of the end of the world, causing Donnie to gradually lose his sanity.
Fully experiencing this Richard Kelly enigma requires an open mind to absorb its coming-of-age angst and complex themes. It made a mark as one of the most divisive modern-day movies, all due to the perplexing story, its surreal elements, and its vague ending.
Even still,Donnie Darkois the kind of film that needs to be seen with your own eyes to believe. Be the judge yourselves.
Related:The Best Movies With Imaginary Friends and Characters
3. Memento (2000)
Director Christopher Nolan would not be the Christopher Nolan we know and praise if it weren’t for his success withMemento.
Based on the 2001 short story “Memento Mori,” this neo-noir thriller follows a man named Leonard Shelby (played by Guy Pearce), who suffers with anterograde amnesia (short-term memory loss) as he tries to solve his wife’s murder using Polaroid photos and tattooed notes on his body.
The film’s nonlinear structure paved the way for Nolan’s trademark use of time as a storytelling device.Mementoradically fused two different structures—chronological and reversed—in a way that led up to a mind-blowing resolution, and it was all done on a restrained budget.
Related:The Best Movies Told Backwards With Reverse or Nonlinear Narratives
2. Eternal Sunshine of the Spotless Mind (2004)
Eternal Sunshine of the Spotless Mindis a tragic romantic sci-fi that centers on the estranged relationship between Joel (played by Jim Carrey) and Clementine (played by Kate Winslet).
When Joel finds out that Clementine had him erased from her memories, he decides to do the same—but changes his mind halfway through the memory removal procedure and attempts to save her in his memories.
The main highlight of this indie darling is Charlie Kaufman’s ingenious script that explores the complexities of memories and emotions. Next to that, there’s the chemistry between Carrey and Winslet, who find the humor and tragedy in their frantic romance.
Related:The Best Movies About Memories and Memory Loss, Ranked
1. Mulholland Drive (2001)
Ah, yes. We’ve saved the best for last, and this one goes back to David Lynch himself. He crafted yet another masterpiece withMulholland Drive, which explores the underbelly of social class, celebrity culture, and Hollywood filmmaking in surreal ways.
Mulholland Drivestars Naomi Watts as hopeful actress Betty Elms, who dives into the Los Angeles scene with her amnesiac friend Rita.
Watching this neo-noir mystery requires absolute patience with its strangely detached story, but once it clicks it becomes an amazing experience packed with Lynch’s bizarre imagery, subtle motifs, and skin-crawling revelations.
The film’s true meaning remains mysterious to this day—endlessly debated by fans—but that’s part of the legacy carved out byMulholland Drive. This film represents the best, the worst, and the vaguest aspects of modern independent cinema.
Related:The Best Examples of Surrealism in Movies, Explained
