As we look back at 1999, it’s hard to deny the magic that year brought to the silver screen. This was the year when viewers were treated to a perfect storm of stellar filmmaking, innovative storytelling, and iconic performances. It was a time where a graceful modern adaptation of a Shakespearean comedy and a groundbreaking science-fiction film premiered on the same weekend, signaling the start of an unforgettable year in cinema.

Summer releases that year were nothing short of spectacular, featuring everything from the most highly anticipated blockbuster ever to Stanley Kubrick’s haunting final masterpiece. This cinematic avalanche showcased a new generation of filmmakers emerging from indie festivals like Sundance, who were eager to resurrect the maverick spirit reminiscent of the celebrated Seventies auteurs. The shift towards creative storytelling and bold visions made it clear—1999 wasn’t merely a good year for movies, but a defining moment in cinematic history.

After the undeniable Golden Age of 1939 and the thriving New Hollywood period of 1974, 1999 is now recognized as one of the best 12-month spans for American filmmaking. A slew of international films graced our screens, enriching the cultural tapestry of the moviegoing experience, while prestigious events like Cannes and Venice showcased an incredible array of talent. The convergence of brilliance and creativity positioned 1999 as a cinematic milestone, one that remains impactful a quarter of a century later.

In celebration of this landmark year, we have meticulously ranked the top 99 movies of 1999. This list includes not only the box-office blockbusters that stole the limelight but also the brilliant indie gems and international masterpieces that deserve recognition. From eye-opening documentaries to quirky cult flicks, this is a tribute to what made 1999 an extraordinary year for all movie lovers.

Join us as we embark on a journey through the cinematic wonders that defined 1999—a year etched in the annals of film history!