1999 Ranked Films

by TimMacAusland | created - 15 Apr 2017 | updated - 1 day ago | Public

The ranked list of 1999 films that I have seen so far.

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1. American Beauty (1999)

R | 122 min | Drama

84 Metascore

A sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend.

Director: Sam Mendes | Stars: Kevin Spacey, Annette Bening, Thora Birch, Wes Bentley

Votes: 1,011,547 | Gross: $130.10M


Introspective and populated with a plethora of interesting, layered characters, American Beauty's terrific, Alan Ball-scribed screenplay reinvents the family dynamic for the new millennium.

2. Toy Story 2 (1999)

G | 92 min | Animation, Adventure, Comedy

88 Metascore

When Woody is stolen by a toy collector, Buzz and his friends set out on a rescue mission to save Woody before he becomes a museum toy property with his roundup gang Jessie, Prospector, and Bullseye.

Directors: John Lasseter, Ash Brannon, Lee Unkrich | Stars: Tom Hanks, Tim Allen, Joan Cusack, Kelsey Grammer

Votes: 492,333 | Gross: $245.85M


A follow-up that arguably improves upon its predecessor, both technically and narratively, Toy Story 2 accentuates just how good Pixar Animation is at mapping out natural character growth.

3. The Green Mile (1999)

R | 189 min | Crime, Drama, Fantasy

61 Metascore

The lives of guards on Death Row are affected by one of their charges: a black man accused of child murder and rape, yet who has a mysterious gift.

Director: Frank Darabont | Stars: Tom Hanks, Michael Clarke Duncan, David Morse, Bonnie Hunt

Votes: 1,053,773 | Gross: $136.80M


One of the finest Stephen King adaptations to date, The Green Mile justifies every minute of its lengthy runtime with nothing but determination and a heartbreakingly vulnerable performance from Michael Clarke Duncan.

4. South Park: Bigger, Longer & Uncut (1999)

R | 81 min | Animation, Comedy, Fantasy

73 Metascore

When Cartman and his friends go see an R rated movie, they start cursing and their parents think that Canada is to blame.

Director: Trey Parker | Stars: Trey Parker, Matt Stone, Mary Kay Bergman, Isaac Hayes

Votes: 185,364 | Gross: $52.01M


Crass but with a tremendous sense of wit, South Park: Bigger, Longer & Uncut hysterically one-ups the television series and is a surprisingly catchy musical to boot.

5. The Sixth Sense (1999)

PG-13 | 107 min | Drama, Mystery, Thriller

64 Metascore

A boy who communicates with spirits seeks the help of a disheartened child psychologist.

Director: M. Night Shyamalan | Stars: Bruce Willis, Haley Joel Osment, Toni Collette, Olivia Williams

Votes: 863,481 | Gross: $293.51M


Putting writer-director M. Night Shyamalan on the map, The Sixth Sense is an emotional and unnerving ghost story with plenty of pathos coming from the young Haley Joel Osment.

6. The Matrix (1999)

R | 136 min | Action, Sci-Fi

73 Metascore

A computer hacker learns from mysterious rebels about the true nature of his reality and his role in the war against its controllers.

Directors: Lana Wachowski, Lilly Wachowski | Stars: Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss, Hugo Weaving

Votes: 1,559,112 | Gross: $171.48M


Revolutionary in its visual effects and philosophical musings, The Matrix is as thrilling an action movie as one could ask for, courtesy of the Wachowski siblings.

7. The Iron Giant (1999)

PG | 86 min | Animation, Action, Adventure

85 Metascore

A young boy befriends a giant robot from outer space that a paranoid government agent wants to destroy.

Director: Brad Bird | Stars: Eli Marienthal, Harry Connick Jr., Jennifer Aniston, Vin Diesel

Votes: 161,427 | Gross: $23.16M


Possessing a colossal amount of heart, The Iron Giant proves effortlessly charming on its way to delivering potent themes on identity and heroism.

8. Fight Club (1999)

R | 139 min | Drama

66 Metascore

An insomniac office worker and a devil-may-care soapmaker form an underground fight club that evolves into something much, much more.

Director: David Fincher | Stars: Brad Pitt, Edward Norton, Meat Loaf, Zach Grenier

Votes: 1,730,361 | Gross: $37.03M


Challenging both thematically and narratively, David Fincher’s Fight Club is a fast-paced critique of late-millennium masculinity and agency.

9. Tarzan (1999)

G | 88 min | Animation, Adventure, Family

79 Metascore

A man raised by gorillas must decide where he really belongs when he discovers he is a human.

Directors: Chris Buck, Kevin Lima | Stars: Tony Goldwyn, Minnie Driver, Brian Blessed, Glenn Close

Votes: 188,821 | Gross: $171.09M


Closing out the Disney Renaissance in sturdy fashion, Tarzan is a robust interpretation of the classic character and offers some hearty music in the bargain.

10. The Cider House Rules (1999)

PG-13 | 126 min | Drama, Romance

75 Metascore

A compassionate young man, raised in an orphanage and trained to be a doctor there, decides to leave to see the world.

Director: Lasse Hallström | Stars: Tobey Maguire, Charlize Theron, Michael Caine, Delroy Lindo

Votes: 89,421 | Gross: $57.55M


The Cider House Rules may come off antiquated in its sentimentality, but with a slew of hearty performances it's more than apt in yanking at the heartstrings.

11. Election (1999)

R | 103 min | Comedy, Drama, Romance

83 Metascore

A high school teacher's personal life becomes complicated as he works with students during the school elections, particularly with an obsessive overachiever determined to become student body president.

Director: Alexander Payne | Stars: Matthew Broderick, Reese Witherspoon, Chris Klein, Jessica Campbell

Votes: 84,835 | Gross: $14.88M


With a perfectly pristine performance from Reese Witherspoon turning her into an overnight sensation, Alexander Payne’s Election is a wryly funny satirical comedy whose sociological commentary proves thoroughly effective.

12. Fantasia 2000 (1999)

G | 75 min | Animation, Comedy, Family

59 Metascore

An update of the original film with new interpretations of great works of classical music.

Directors: James Algar, Gaëtan Brizzi, Paul Brizzi, Hendel Butoy, Francis Glebas, Eric Goldberg, Don Hahn, Pixote Hunt | Stars: James Levine, Steve Martin, Itzhak Perlman, Quincy Jones

Votes: 32,941 | Gross: $60.66M


Fantasia 2000 doesn’t retain the same levels of animated majesty as its spiritual predecessor, but it’s nevertheless a welcome diversion from the norm for Disney.

13. The Talented Mr. Ripley (1999)

R | 139 min | Crime, Drama, Thriller

76 Metascore

In late 1950s New York, Tom Ripley, a young underachiever, is sent to Italy to retrieve Dickie Greenleaf, a rich and spoiled millionaire playboy. But when the errand fails, Ripley takes extreme measures.

Director: Anthony Minghella | Stars: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett

Votes: 166,464 | Gross: $81.30M


An unnerving turn from Matt Damon exemplifying his versatility as an actor, The Talented Mr. Ripley is a twisted little game of obsession and deceit.

14. Following (1998)

R | 69 min | Crime, Mystery, Thriller

60 Metascore

A young writer who follows strangers for material meets a thief who takes him under his wing.

Director: Christopher Nolan | Stars: Jeremy Theobald, Alex Haw, Lucy Russell, John Nolan

Votes: 80,137 | Gross: $0.05M


It's not terribly ambitious, but Following displays enough narrative shrewdness and taut direction to make for a solid first feature for Christopher Nolan.

15. Eyes Wide Shut (1999)

R | 159 min | Drama, Mystery, Thriller

68 Metascore

A New York City doctor embarks on a harrowing, night-long odyssey of sexual and moral discovery after his wife reveals a painful secret to him.

Director: Stanley Kubrick | Stars: Tom Cruise, Nicole Kidman, Todd Field, Sydney Pollack

Votes: 279,895 | Gross: $55.69M


Though some may find Eyes Wide Shut a bit too abstract to be wholly satisfying, the film can't be denied its mesmerizing pace and masterful direction from maestro Stanley Kubrick.

16. The Hurricane (1999)

R | 146 min | Biography, Drama, Sport

74 Metascore

The story of Rubin "Hurricane" Carter, a boxer wrongly imprisoned for murder, and the people who aided in his fight to prove his innocence.

Director: Norman Jewison | Stars: Denzel Washington, Vicellous Shannon, Deborah Kara Unger, Liev Schreiber

Votes: 87,572 | Gross: $50.67M


The story of The Hurricane doesn’t pull many punches, but a powerful performance from Denzel Washington matches the film’s tenacity and unwavering attitude.

17. Galaxy Quest (1999)

PG | 102 min | Adventure, Comedy, Sci-Fi

70 Metascore

The alumni cast of a space opera television series have to play their roles as the real thing when an alien race needs their help. However, they also have to defend both Earth and the alien race from a reptilian warlord.

Director: Dean Parisot | Stars: Tim Allen, Sigourney Weaver, Alan Rickman, Tony Shalhoub

Votes: 140,275 | Gross: $71.58M


As hysterically subversive of sci-fi serials as one would hope, Galaxy Quest takes full advantage of its premise by way of a pitch perfect cast.

18. Notting Hill (1999)

PG-13 | 124 min | Comedy, Drama, Romance

68 Metascore

The life of a simple bookshop owner changes when he meets the most famous film star in the world.

Director: Roger Michell | Stars: Hugh Grant, Julia Roberts, Richard McCabe, Rhys Ifans

Votes: 252,379 | Gross: $116.09M


Hugh Grant and Julia Roberts proving a well-matched romantic duo, Notting Hill isn’t profound in its themes of fame but the emotionality is certainly genuine.

19. Office Space (1999)

R | 89 min | Comedy

68 Metascore

Three company workers who hate their jobs decide to rebel against their greedy boss.

Director: Mike Judge | Stars: Ron Livingston, Jennifer Aniston, David Herman, Ajay Naidu

Votes: 231,142 | Gross: $10.82M


A satirical comedy that is content with eliciting consistent chuckles over astounding storytelling, Office Space is a perfectly rewatchable offering from the likes of Mike Judge.

20. Sleepy Hollow (1999)

R | 105 min | Fantasy, Horror, Mystery

65 Metascore

Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people, with the culprit being the legendary apparition, The Headless Horseman.

Director: Tim Burton | Stars: Johnny Depp, Christina Ricci, Miranda Richardson, Michael Gambon

Votes: 312,542 | Gross: $101.07M


Sleepy Hollow seems more interested in spooks than narrative, but the spooks are indeed solid, as Tim Burton manages to bring Washington Irving’s gothic tale to horrific life.

21. American Pie (1999)

R | 95 min | Comedy

58 Metascore

Four teenage boys enter a pact to lose their virginity by prom night.

Directors: Paul Weitz, Chris Weitz | Stars: Jason Biggs, Chris Klein, Thomas Ian Nicholas, Jennifer Coolidge

Votes: 358,628 | Gross: $102.56M


It could be said that American Pie is a bit flippant with its subject matter, but a terrific cast with its heart in the right place is more than enough to reinvigorate the teen genre.

22. 10 Things I Hate About You (1999)

PG-13 | 97 min | Comedy, Drama, Romance

70 Metascore

A pretty, popular teenager can't go out on a date until her ill-tempered older sister does.

Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik

Votes: 276,976 | Gross: $38.18M


The teenage angle isn’t as novel as its Shakespearean roots, but 10 Things I Hate About You benefits largely from an endearing young cast.

23. Stuart Little (1999)

PG | 84 min | Adventure, Comedy, Family

61 Metascore

The Little family adopt a charming young mouse named Stuart, but the family cat wants rid of him.

Director: Rob Minkoff | Stars: Michael J. Fox, Geena Davis, Hugh Laurie, Jonathan Lipnicki

Votes: 118,473 | Gross: $140.04M


Predictable and a tad light, Stuart Little and its charming presentation nevertheless prove that big things sometimes come in the smallest packages.

24. Princess Mononoke (1997)

PG-13 | 134 min | Animation, Adventure, Fantasy

76 Metascore

On a journey to find the cure for a Tatarigami's curse, Ashitaka finds himself in the middle of a war between the forest gods and Tatara, a mining colony. In this quest he also meets San, the Mononoke Hime.

Director: Hayao Miyazaki | Stars: Yôji Matsuda, Yuriko Ishida, Yûko Tanaka, Billy Crudup

Votes: 305,174 | Gross: $2.38M


Princess Mononoke’s ecological themes beget a somewhat monotonous tempo, but it remains too richly rendered to ignore.

25. The Blair Witch Project (1999)

R | 81 min | Horror, Mystery

81 Metascore

Three film students vanish after traveling into a Maryland forest to film a documentary on the local Blair Witch legend, leaving only their footage behind.

Directors: Daniel Myrick, Eduardo Sánchez | Stars: Heather Donahue, Michael C. Williams, Joshua Leonard, Bob Griffin

Votes: 221,091 | Gross: $140.54M


Dwarfed in comparison to its own ethos, The Blair Witch Project is a very low-concept found-footage horror pic that still manages to be an effective exercise in trepidation.

26. The Mummy (1999)

PG-13 | 124 min | Action, Adventure, Fantasy

48 Metascore

At an archaeological dig in the ancient city of Hamunaptra, an American serving in the French Foreign Legion accidentally awakens a mummy who begins to wreck havoc as he searches for the reincarnation of his long-lost love.

Director: Stephen Sommers | Stars: Brendan Fraser, Rachel Weisz, John Hannah, Arnold Vosloo

Votes: 373,174 | Gross: $155.25M


An homage to the era and zeitgeist from which the franchise was spawned, The Mummy is a fun if insubstantial swashbuckling adventure with plenty of thrills to be had.

27. The Red Violin (1998)

R | 130 min | Drama, Music, Mystery

57 Metascore

A red-colored violin inspires passion, making its way through three centuries over several owners and countries, eventually ending up at an auction where it may find a new owner.

Director: François Girard | Stars: Carlo Cecchi, Jean-Luc Bideau, Christoph Koncz, Jason Flemyng

Votes: 30,459 | Gross: $9.47M


An appropriately soulful musical score suffuses The Red Violin with the right levels of mysticism, even if it aesthetically doesn't live up to its generational story arc.

28. Austin Powers: The Spy Who Shagged Me (1999)

PG-13 | 95 min | Action, Adventure, Comedy

59 Metascore

Dr. Evil is back and has invented a new time machine that allows him to go back to the 1960s and steal Austin Powers' mojo, inadvertently leaving him "shagless".

Director: Jay Roach | Stars: Mike Myers, Heather Graham, Michael York, Robert Wagner

Votes: 207,552 | Gross: $206.04M


It’s not as fresh as the first, but Austin Powers: The Spy Who Shagged Me relying on the same comedic formula will be enough to satiate anyone looking for a good chuckle.

29. Big Daddy (1999)

PG-13 | 93 min | Comedy, Drama

41 Metascore

A lazy law school grad adopts a kid to impress his girlfriend, but everything doesn't go as planned and he becomes the unlikely foster father.

Director: Dennis Dugan | Stars: Adam Sandler, Joey Lauren Adams, Jon Stewart, Cole Sprouse

Votes: 188,948 | Gross: $163.48M


There are flashes of Adam Sandler’s more immature tendencies in Big Daddy, but having its heart in the right place when it matters should sway audiences to his cause.

30. Varsity Blues (1999)

R | 106 min | Comedy, Drama, Romance

50 Metascore

A back-up quarterback is chosen to lead a Texas football team to victory after the star quarterback is injured.

Director: Brian Robbins | Stars: James Van Der Beek, Jon Voight, Paul Walker, Ron Lester

Votes: 40,013 | Gross: $52.89M


Varsity Blues will be sure to entertain the average football movie buff, but by its conclusion the clichés have piled up on each other to the point of narrative suffocation.

31. Deep Blue Sea (1999)

R | 105 min | Action, Adventure, Sci-Fi

54 Metascore

Searching for a cure to Alzheimer's disease, a group of scientists on an isolated research facility become the prey, as a trio of intelligent sharks fight back.

Director: Renny Harlin | Stars: Thomas Jane, Saffron Burrows, Samuel L. Jackson, Jacqueline McKenzie

Votes: 117,833 | Gross: $73.65M


While it can still be appreciated as a brainless shark movie, Deep Blue Sea isn’t exactly armed to the teeth with effective thrills either.

32. Star Wars: Episode I - The Phantom Menace (1999)

PG | 136 min | Action, Adventure, Fantasy

51 Metascore

Two Jedi escape a hostile blockade to find allies and come across a young boy who may bring balance to the Force, but the long dormant Sith resurface to claim their old glory.

Director: George Lucas | Stars: Ewan McGregor, Liam Neeson, Natalie Portman, Jake Lloyd

Votes: 672,138 | Gross: $474.54M


Though it has its moments, Star Wars: Episode I - The Phantom Menace largely fails to capture the ethos of its preceding trilogy and is one of the greater letdowns in cinematic history.

33. House on Haunted Hill (1999)

R | 93 min | Horror, Mystery, Thriller

28 Metascore

An amusement park mogul offers a group of diverse people $1,000,000 to spend the night in a haunted house with a horrifying past.

Director: William Malone | Stars: Geoffrey Rush, Famke Janssen, Taye Diggs, Peter Gallagher

Votes: 51,374 | Gross: $40.85M


Minus the stable atmospherics and wit of the original, House on Haunted Hill is as visually uninspired as it is narratively undisciplined.

34. Superstar (1999)

PG-13 | 81 min | Comedy, Romance

42 Metascore

A nerdy Catholic schoolgirl, Mary Katherine Gallagher, dreams of superstardom.

Director: Bruce McCulloch | Stars: Molly Shannon, Will Ferrell, Elaine Hendrix, Harland Williams

Votes: 17,179 | Gross: $30.63M


Superstar has an endearing protagonist in Molly Shannon’s caricature, however what works in short segments seldom works at feature length.

35. Pokémon: The First Movie - Mewtwo Strikes Back (1998)

G | 96 min | Animation, Action, Adventure

35 Metascore

Scientists genetically create a new Pokémon, Mewtwo, but the results are horrific and disastrous.

Directors: Kunihiko Yuyama, Michael Haigney | Stars: Veronica Taylor, Rachael Lillis, Eric Stuart, Jay Goede

Votes: 37,385 | Gross: $85.74M


It’ll please undemanding fans of the anime, however Pokémon: The First Movie - Mewtwo Strikes Back suffers from a poorly written script and contrived thematics.

36. Doug's 1st Movie (1999)

G | 77 min | Animation, Adventure, Comedy

Doug and his pal Skeeter set's out to find the monster of Lucky Duck Lake. Though things get really out of hand when some one blurts out that the monster is real.

Director: Maurice Joyce | Stars: Thomas McHugh, Fred Newman, Chris Phillips, Constance Shulman

Votes: 2,807 | Gross: $19.42M


Head-scratchingly released theatrically, this feature film of the animated series is highly derivative and plain, as viewers will be hoping Doug’s 1st Movie will also be his last.

37. Inspector Gadget (1999)

PG | 78 min | Action, Adventure, Comedy

36 Metascore

A security guard's dreams come true when he is selected to be transformed into a cybernetic police officer.

Director: David Kellogg | Stars: Matthew Broderick, Rupert Everett, Joely Fisher, Michelle Trachtenberg

Votes: 43,040 | Gross: $97.40M


Proof that some cartoons just can’t be adapted for live-action faithfully, Inspector Gadget doesn’t have enough tools up its sleeve to correct its pandering tone and lowbrow humor.

38. The King and I (1999)

G | 87 min | Animation, Family, Fantasy

29 Metascore

Traveling to the exotic kingdom of Siam, English schoolteacher Anna Leonowens soon discovers that her most difficult challenge is the stubborn, imperious King himself.

Director: Richard Rich | Stars: Miranda Richardson, Martin Vidnovic, Christiane Noll, Ian Richardson

Votes: 3,534 | Gross: $11.96M


Trying to tweak the story’s medium to appeal to children, The King and I fails most miserably, resulting in one of the dullest animated offerings in recent memory.

39. The Haunting (1999)

PG-13 | 113 min | Fantasy, Horror, Mystery

42 Metascore

When Eleanor, Theo, and Luke decide to take part in a sleep study at a huge mansion they get more than they bargained for when Dr. Marrow tells them of the house's ghostly past.

Director: Jan de Bont | Stars: Liam Neeson, Catherine Zeta-Jones, Owen Wilson, Lili Taylor

Votes: 68,215 | Gross: $91.41M


Relying on special effects rather than atmosphere to deliver the spooks, The Haunting is a narratively unwieldy horror update that fails the classic story.

40. My Favorite Martian (1999)

PG | 94 min | Comedy, Family, Sci-Fi

33 Metascore

A Martian lands on Earth and makes friends with a reporter.

Director: Donald Petrie | Stars: Christopher Lloyd, Jeff Daniels, Elizabeth Hurley, Daryl Hannah

Votes: 12,277 | Gross: $36.83M


Christopher Lloyd remains a comedy icon, but My Favorite Martian might be his weakest offering to date, a flailing adaptation of the sitcom that couldn’t elicit laughs to save its skin.

41. Wild Wild West (1999)

PG-13 | 106 min | Action, Comedy, Sci-Fi

38 Metascore

The two best special agents in the Wild West must save President Grant from the clutches of a diabolical, wheelchair-bound, steampunk-savvy, Confederate scientist bent on revenge for losing the Civil War.

Director: Barry Sonnenfeld | Stars: Will Smith, Kevin Kline, Kenneth Branagh, Salma Hayek

Votes: 146,724 | Gross: $113.81M


Running out of steam long before the climax, Wild Wild West is a sham of a buddy action film disguised as western/sci-fi hybrid, easily Barry Sonnenfeld's worst effort.

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