Best 1999 movies

Written by:
August 29, 2025
Tero Vesalainen // Shutterstock

Best 1999 movies

Stacker compiled a list of the best 1999 movies of all time based on our own Stacker score, a weighted index split evenly between IMDb user rating and Metascore. The top movie on this list has a Stacker score of 100; the remaining movies are ranked relative to it. To qualify, the film had at least 10,000 IMDb user votes and a Metascore. Any ties were broken by number of IMDb votes.

#20. The Hurricane
- Stacker score: 89.8
- IMDb user rating: 7.6 (votes: 106,000)
- Metascore: 74
- Director: Norman Jewison
- Actors: Denzel Washington, Vicellous Shannon, Deborah Kara Unger
- Runtime: 2 hours 26 minutes
- Rating: R
- Box office: $50,699,241

#19. South Park: Bigger, Longer & Uncut
- Stacker score: 89.8
- IMDb user rating: 7.7 (votes: 222,000)
- Metascore: 73
- Director: Trey Parker
- Actors: Trey Parker, Matt Stone, Mary Kay Bergman
- Runtime: 1 hour 21 minutes
- Rating: R
- Box office: $52,037,603

#18. The Talented Mr. Ripley
- Stacker score: 89.8
- IMDb user rating: 7.4 (votes: 264,000)
- Metascore: 76
- Director: Anthony Minghella
- Actors: Matt Damon, Gwyneth Paltrow, Jude Law
- Runtime: 2 hours 19 minutes
- Rating: R
- Box office: $81,298,265

#17. Ratcatcher
- Stacker score: 91.6
- IMDb user rating: 7.5 (votes: 13,000)
- Metascore: 78
- Director: Lynne Ramsay
- Actors: Tommy Flanagan, Mandy Matthews, William Eadie
- Runtime: 1 hour 34 minutes
- Rating: Not Rated
- Box office: $217,244

#16. Three Kings
- Stacker score: 91.6
- IMDb user rating: 7.1 (votes: 185,000)
- Metascore: 82
- Director: David O. Russell
- Actors: George Clooney, Mark Wahlberg, Ice Cube
- Runtime: 1 hour 54 minutes
- Rating: R
- Box office: $60,652,036

#15. Tarzan
- Stacker score: 91.6
- IMDb user rating: 7.3 (votes: 262,000)
- Metascore: 80
- Director: Chris Buck, Kevin Lima
- Actors: Tony Goldwyn, Minnie Driver, Brian Blessed
- Runtime: 1 hour 28 minutes
- Rating: G
- Box office: $171,091,819

#14. Election
- Stacker score: 92.8
- IMDb user rating: 7.2 (votes: 109,000)
- Metascore: 83
- Director: Alexander Payne
- Actors: Matthew Broderick, Reese Witherspoon, Loren Nelson
- Runtime: 1 hour 43 minutes
- Rating: R
- Box office: $14,902,041

#13. Fight Club
- Stacker score: 92.8
- IMDb user rating: 8.8 (votes: 2.5 million)
- Metascore: 67
- Director: David Fincher
- Actors: Brad Pitt, Edward Norton, Meat Loaf
- Runtime: 2 hours 19 minutes
- Rating: R
- Box office: $37,030,102

#12. Buena Vista Social Club
- Stacker score: 94.0
- IMDb user rating: 7.6 (votes: 22,000)
- Metascore: 81
- Director: Wim Wenders
- Actors: Compay Segundo, Ibrahim Ferrer, Rubén González
- Runtime: 1 hour 45 minutes
- Rating: G
- Box office: $7,002,182

#11. Magnolia
- Stacker score: 94.6
- IMDb user rating: 8.0 (votes: 341,000)
- Metascore: 78
- Director: Paul Thomas Anderson
- Actors: Tom Cruise, Jason Robards, Julianne Moore
- Runtime: 3 hours 8 minutes
- Rating: R
- Box office: $22,455,976

#10. The Matrix
- Stacker score: 95.8
- IMDb user rating: 8.7 (votes: 2.2 million)
- Metascore: 73
- Director: Lana Wachowski, Lilly Wachowski
- Actors: Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss
- Runtime: 2 hours 16 minutes
- Rating: R
- Box office: $172,076,928

#9. Boys Don't Cry
- Stacker score: 96.4
- IMDb user rating: 7.5 (votes: 106,000)
- Metascore: 86
- Director: Kimberly Peirce
- Actors: Hilary Swank, Chloë Sevigny, Peter Sarsgaard
- Runtime: 1 hour 58 minutes
- Rating: R
- Box office: $11,540,607

#8. American Movie
- Stacker score: 97.0
- IMDb user rating: 7.8 (votes: 21,000)
- Metascore: 84
- Director: Chris Smith
- Actors: Mark Borchardt, Mike Schank, Tom Schimmels
- Runtime: 1 hour 47 minutes
- Rating: R
- Box office: $1,165,795

#7. Topsy-Turvy
- Stacker score: 97.6
- IMDb user rating: 7.3 (votes: 14,000)
- Metascore: 90
- Director: Mike Leigh
- Actors: Jim Broadbent, Allan Corduner, Dexter Fletcher
- Runtime: 2 hours 40 minutes
- Rating: R
- Box office: $6,208,548

#6. The Insider
- Stacker score: 97.6
- IMDb user rating: 7.8 (votes: 188,000)
- Metascore: 85
- Director: Michael Mann
- Actors: Russell Crowe, Al Pacino, Christopher Plummer
- Runtime: 2 hours 37 minutes
- Rating: R
- Box office: $29,089,912

#5. The Straight Story
- Stacker score: 99.4
- IMDb user rating: 8.0 (votes: 106,000)
- Metascore: 86
- Director: David Lynch
- Actors: Richard Farnsworth, Sissy Spacek, Jane Galloway Heitz
- Runtime: 1 hour 52 minutes
- Rating: G
- Box office: $6,203,044

#4. The Iron Giant
- Stacker score: 99.4
- IMDb user rating: 8.1 (votes: 250,000)
- Metascore: 85
- Director: Brad Bird
- Actors: Eli Marienthal, Harry Connick Jr., Jennifer Aniston
- Runtime: 1 hour 26 minutes
- Rating: PG
- Box office: $23,315,035

#3. Being John Malkovich
- Stacker score: 100.0
- IMDb user rating: 7.7 (votes: 364,000)
- Metascore: 90
- Director: Spike Jonze
- Actors: John Cusack, Cameron Diaz, Catherine Keener
- Runtime: 1 hour 53 minutes
- Rating: R
- Box office: $22,863,596

#2. Toy Story 2
- Stacker score: 100.0
- IMDb user rating: 7.9 (votes: 652,000)
- Metascore: 88
- Director: John Lasseter, Ash Brannon, Lee Unkrich
- Actors: Tom Hanks, Tim Allen, Joan Cusack
- Runtime: 1 hour 32 minutes
- Rating: G
- Box office: $245,852,179

#1. American Beauty
- Stacker score: 100.0
- IMDb user rating: 8.3 (votes: 1.3 million)
- Metascore: 84
- Director: Sam Mendes
- Actors: Kevin Spacey, Annette Bening, Thora Birch
- Runtime: 2 hours 2 minutes
- Rating: R
- Box office: $130,096,601

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