9 Best Movies & Shows Released in 1999

1. Princess Mononoke, 1997, 1999

From the legendary Hayao Miyazaki, and courtesy of Studio Ghibli, which also brought you Spirited Away, comes this epic whirlwind of a story. Set during a fantastical late Muromachi period, the medieval era of Japan, in a time when many humans were still living among nature, while others set out to conquer and tame it, the movie follows a young man named Ashitaka, who he seeks cure for the curse of a boar god, giving him superhuman powers but eventually killing him. He rides west on a fantastic beast, where he eventually sees a young woman named San, also known as Princess Mononoke. What unfolds from here, is an epic tale of mythical war on many fronts, between the nature gods and humans. While this may sound like a dichotomy, it never is that morally simplistic. The story is action-packed and fast-paced, drawing freely from Japanese mythology as well as modern hot-topic political issues. Add to this the fantastic visuals: Hayao Miyazaki uses a mixture of hand drawings and 3D rendering that are nothing short of spectacular. In short, Princess Mononoke is movie history. If you haven't seen it yet, do it now.

2. Election, 1999

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!

3. Three Kings, 1999

David O. Russel (Silver Linings Playbook, American Hustle) is one of those directors who the more you dig into his past, the more you are rewarded. I Heart Huckabees is a great example of this, as is The Fighter (both are must-watch if you haven't seen them). But it is Three Kings that truly presented him as someone who can give great substance to big-budget movies. It stars George Clooney, Mark Wahlberg, Ice Cube, and even director Spike Jonze (Her, Adaptation), in other words, a festival of talent at its peak. And it follows three soldiers who want use the end of the Gulf War as an opportunity to get rich. Their journey through a devastated and uncertain Iraq is a thrilling one, as Three Kings is action-packed. But the purpose of this movie lies somewhere between political satire around American interventionism and social criticism of the main characters. However, none of that stands in the way of this movie being an entertaining and exhilarating movie.

4. Beau Travail, 1999

Often considered Claire Denis’ best film, Beau Travail is an epic exploration of both masculinity and colonialism. Inspired by Melville’s Billy Budd, she transplants the story to Djibouti where the French Foreign Legion run seemingly aimless drills in an arid desert landscape while largely alienated from the local community.

Denis inverts the male gaze and imbues charged eroticism to the bodies in motion as the men train and wrestle. Accompanied by the music of Britten’s Billy Budd opera, these movements transform into a breathtaking modern dance. Underneath her jaw-dropping direction is a cutting allegory on repression, desire, and violence, working on both the individual and geopolitical level. This incredible tale is capped off by one of the best end credit sequences of all time.

5. Ratcatcher, 1999

What Lynne Ramsay's Ratcatcher intentionally refuses to give you by way of plot or resolution, it more than makes up for in sharp visuals, a beautifully sparse score, and an unscratchable feeling of restlessness. It's a downer for sure, watching 12-year-old James hounded by guilt as he navigates the mundane bleakness of his everyday life. But in every detail and in every interaction he has in this rundown scheme in Glasgow is a window into the simple joys James wishes he could be enjoying. The more trouble the boy walks into, the more the guitar string tightens, and the more you wish something could finally break the cycle. There's still beauty even in these conditions, Ratcatcher tells us—but it isn't right that anyone should have to live like this.

6. Topsy-Turvy, 1999

If you're a fan of musical theater of any kind, Topsy-Turvy pays tribute to that notoriously tricky art form with a stunning attention to detail and a dedication to telling its story without any unnecessary drama whatsoever. It's hard not to get swept up in the humor, entertainment, and simple joy found in the writing process and in rehearsals of entire scenes. Come for the Oscar-winning costumes and makeup, stay for the wonderfully old-timey musical numbers, the brilliantly grounded performance from Jim Broadbent, and the sense of satisfaction of just watching everything finally come together to thunderous applause.

7. Office Space, 1999

Before “burnout,” “bullshit jobs,” and “quiet quitting” became part of our everyday lexicon, there was a film in the ‘90s that prophesied the rise of these workplace problems. Office Space follows three co-workers who, having had enough of their dreary low-paying jobs, fight back against their company via an embezzlement scheme.

Office Space makes the most out of its indie budget as it mostly takes place in the cramped quarters of a company, effectively bottling us into the cubicled windowless world of the characters. But the real beauty of the film is in the details, from its quick zingers and thoughtful takes on the essence of work down to its elaborate “planning to plan” scheme in the background and the employees’ forced politeness singing happy birthday to their boss. Modern viewers will notice that Office Space sits right in between the dystopian thriller Severance and the beloved sitcom The Office—a dark comedy that highlights the necessity of humanity in everyday work.

8. Galaxy Quest, 1999

Galaxy Quest may be a parody of the sci-fi franchise, but it’s also a huge fan of it. It forgoes cynical takes for smart odes to the genre, all while retaining an endearing sense of humor about it. It’s silly and self-aware, and it has a lot of fun letting us know that they’re in on the joke. You can watch for the interesting premise, but you'll stay for the laughs and the promise of a genuine thrill ride. Everyone is a blast to watch, but Sigourney Weaver and Sam Rockwell deserve special praise for being outright hilarious, elevating Galaxy Quest from B-movie to camp classic status.

9. The Virgin Suicides, 1999

A group of male friends become obsessed with a group of mysterious sisters who are sheltered by their strict, religious parents after one of them commits suicide. Sofia Coppola does a great job taking the novel and turning it into a full featured movie. The movie is admittedly a bit slow, but it paints such a great picture into the characters lives and everyone around them, that your attention will quickly be turned to that. The casting is spot on and even though it may seem like a very dark subject matter, the film is very enjoyable to watch no matter your taste in movies.