Top Movies of 1999


The top movies of 1999 list is calculated by community movie ratings and members' "Top Movies List". Lists are updated daily.

21. American Movie

Year of Release: 1999
Overall Rating: 3.0 out of 4 stars
Language: English
Genre: Documentary
MPAA Rating: R
Director: Chris Smith
Actors: Mark Borchardt, Tom Schimmels, Monica Borchardt, Alex Borchardt, Chris Borchardt, Ken Keen
Plot: Documentary about a charismatic trailer-trash film maker from Minnesota who is trying to finish an independent film, using borrowed money from his grandpa, and high school drinking buddies as the cast and crew.

22. South Park: Bigger, Longer & Uncut

Year of Release: 1999
Overall Rating: 2.9 out of 4 stars
Language: English
Genre: Animation/Comedy
MPAA Rating: R
Director: Trey Parker
Actors: Matt Stone, Trey Parker, Isaac Hayes, Mary Kay Bergman, George Clooney, Minnie Driver
Plot: America wages war against Canada over a foul-mouthed movie unknowingly bringing about the Apocalypse.

23. October Sky

Year of Release: 1999
Overall Rating: 2.9 out of 4 stars
Language: English
Genre: Drama/Biography
MPAA Rating: PG
Director: Joe Johnston
Actors: Jake Gyllenhaal, Chris Cooper, Laura Dern, Chris Owen, William Lee Scott, Chad Lindberg
Plot: Based on true events, in the 1950's a coal miner's son is obsessed with the launching of Sputnik 1. It causes some conflict with his father, but leads to him building a rocket with his friends.

24. Boys Don't Cry

Year of Release: 1999
Overall Rating: 2.9 out of 4 stars
Language: English
Genre: Drama/Drama
MPAA Rating: R
Director: Kimberly Peirce
Actors: Hilary Swank, Chloë Sevigny, Peter Sarsgaard, Brendan Sexton III, Alicia Goranson, Alison Folland
Plot: Based on the true story of one lesbian girl who dresses like a boy in order to get close to a girl she likes.

25. Chris Rock: Bigger & Blacker

Year of Release: 1999
Overall Rating: 2.9 out of 4 stars
Language: English
Genre: Comedy/Documentary
MPAA Rating: NR
Director: Keith Truesdell
Actors: Chris Rock
Plot: Chris Rock's razor-sharp wit and comedy comes through on this 1999 special (also released as an album) where he comments on everything from racism and gun control to black leaders and relationships.

26. After Life ( Wandâfuru raifu )

Year of Release: 1999
Overall Rating: 3.1 out of 4 stars
Language: Japanese
Genre: Drama
MPAA Rating: NR
Director: Hirokazu Koreeda
Actors: Arata, Erika Oda, Susumu Terajima, Takashi Naitô, Kyôko Kagawa, Kei Tani
Plot: In this version of life after death, people who have recently died find themselves working with counselors (themselves dead) to pick the one memory they will take with them for all eternity. With 22 new arrivals - there is much work to be done, including helping an old man who has lost his memories find one to keep, convincing a young girl to take another memory other than Disneyland all while dealing with personal feelings of their own.

27. Girl, Interrupted

Year of Release: 1999
Overall Rating: 2.9 out of 4 stars
Language: English
Genre: Drama/Biography
MPAA Rating: R
Director: James Mangold
Actors: Angelina Jolie, Clea DuVall, Brittany Murphy, Winona Ryder, Jared Leto, Whoopi Goldberg
Plot: Based on a true story about a young woman's time spent in a mental institute in the 1960's.

28. The Hurricane

Year of Release: 1999
Overall Rating: 2.9 out of 4 stars
Language: English
Genre: Biography/Drama
MPAA Rating: R
Director: Norman Jewison
Actors: Denzel Washington, Vicellous Reon Shannon, Deborah Kara Unger, Liev Schreiber, John Hannah, Dan Hedaya
Plot: Academy Award winner Denzel Washington plays Rubin "Hurricane" Carter, a man who, in the prime of his boxing career finds himself wrongfully convicted of murder. Sentenced to life in prison, Carter's published memoir, 'The Sixteenth Round', inspired a teenager from Brooklyn and three Canadian activists who believed in the truth, to join forces with Carter to prove his innocence. Their extraordinary efforts ultimately secure his release, leaving "Hurricane" to sum up his 20 years in prison for a crime he didn't commit by simply stating, "Hate got me into this place, love got me out." Don't miss the movie Rolling Stone called, "A stirring fight for freedom! Denzel Washington at his powerful, poignant best!"

29. 10 Things I Hate About You

Year of Release: 1999
Overall Rating: 2.8 out of 4 stars
Language: English
Genre: Comedy/Romance
MPAA Rating: PG-13
Director: Gil Junger
Actors: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik, David Krumholtz, Andrew Keegan
Plot: This update of Taming of the Shrew has a new transfer student pining for popular, cute Bianca Stratford... problem is she isn't allowed to date unless her older, hot-tempered sister Kat dates as well. Rebel senior Patrick Verona is recruited to date Kat, but will he succeed where so many have failed?

30. Liberty Heights

Year of Release: 1999
Overall Rating: 3.0 out of 4 stars
Language: English
Genre: Drama/Comedy
MPAA Rating: R
Director: Barry Levinson
Actors: Adrien Brody, Ben Foster, Orlando Jones, Bebe Neuwirth, Joe Mantegna, David Krumholtz
Plot: Baltimore 1954-55 - the world is changing and a family is changing with the times. Ben, a high school senior, strikes up a friendship with black student Sylvia; his older brother Van parties in with the WASP crowd and becomes involved with a debutante and their father loses big in the numbers game but finds a way back in with Little Melvin.

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