My Favorite Movies of 1999
by Girgisbond | created - 20 Sep 2013 | updated - 20 Sep 2013 | Public- Instant Watch Options
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1. Office Space (1999)
R | 89 min | Comedy
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: 287,623 | Gross: $10.82M
2. She's All That (1999)
PG-13 | 95 min | Comedy, Romance
A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.
Director: Robert Iscove | Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker
Votes: 103,830 | Gross: $63.37M
3. The Bible Collection: Esther (1999 TV Movie)
Not Rated | 90 min | Biography, Drama, History
The Bible story of Esther starring Louise Lombard, F. Murray Abraham and Jurgen Prochnow.
Director: Raffaele Mertes | Stars: Louise Lombard, F. Murray Abraham, Jürgen Prochnow, Thomas Kretschmann
Votes: 1,650
4. Jesus (1999)
TV-PG | 77 min | Biography, Drama, History
A movie about the life, work and death of Jesus as we know it from the Bible.
Stars: Jeremy Sisto, Debra Messing, Jacqueline Bisset, Gary Oldman
Votes: 3,259
5. Blast from the Past (1999)
PG-13 | 112 min | Comedy, Drama, Romance
A naive man comes out into the world after spending 35 years in a nuclear fallout shelter.
Director: Hugh Wilson | Stars: Brendan Fraser, Alicia Silverstone, Christopher Walken, Sissy Spacek
Votes: 71,735 | Gross: $26.49M
6. The Boondock Saints (1999)
R | 108 min | Action, Crime, Thriller
Two Irish Catholic brothers become vigilantes and wipe out Boston's criminal underworld in the name of God.
Director: Troy Duffy | Stars: Willem Dafoe, Sean Patrick Flanery, Norman Reedus, David Della Rocco
Votes: 250,693 | Gross: $0.03M
7. The Hurricane (1999)
R | 146 min | Biography, Drama, Sport
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: 102,488 | Gross: $50.67M
8. The Talented Mr. Ripley (1999)
R | 139 min | Crime, Drama, Thriller
In late 1950s New York, a young underachiever named Tom Ripley 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: 243,054 | Gross: $81.30M
9. Girl, Interrupted (1999)
R | 127 min | Biography, Drama
A directionless teenager, Susanna, is rushed to Claymoore, a mental institution, after a supposed suicide attempt. There, she befriends a group of troubled women who deeply influence her life.
Director: James Mangold | Stars: Winona Ryder, Angelina Jolie, Clea DuVall, Brittany Murphy
Votes: 211,351 | Gross: $28.87M
10. The Green Mile (1999)
R | 189 min | Crime, Drama, Fantasy
A tale set on death row, where gentle giant John Coffey possesses the mysterious power to heal people's ailments. When the lead guard, Paul Edgecombe, recognizes John's gift, he tries to help stave off the condemned man's execution.
Director: Frank Darabont | Stars: Tom Hanks, Michael Clarke Duncan, David Morse, Bonnie Hunt
Votes: 1,407,599 | Gross: $136.80M
11. The Twelve Apostles (1999 TV Movie)
Documentary
Documentary on the Twelve Apostles before and after Jesus's death and resurrection.
Stars: Martin Sheen, Joseph Steven, Teresa Modnick
Votes: 31
12. Ride with the Devil (I) (1999)
R | 138 min | Drama, Romance, War
During the American Civil War, two friends join the Bushwhackers, a militant group loyal to the Confederacy.
Director: Ang Lee | Stars: Tobey Maguire, Skeet Ulrich, Jewel, Jeremy W. Auman
Votes: 14,557 | Gross: $0.63M
13. RKO 281 (1999 TV Movie)
R | 86 min | Biography, Drama
Orson Welles produces his greatest film, Citizen Kane (1941), despite the opposition of the film's de facto subject, William Randolph Hearst.
Director: Benjamin Ross | Stars: Liev Schreiber, James Cromwell, Melanie Griffith, John Malkovich
Votes: 6,501
14. Sleepy Hollow (1999)
R | 105 min | Fantasy, Horror, Mystery
Ichabod Crane is sent to Sleepy Hollow to investigate the decapitations of three people; the culprit is legendary apparition The Headless Horseman.
Director: Tim Burton | Stars: Johnny Depp, Christina Ricci, Miranda Richardson, Michael Gambon
Votes: 383,933 | Gross: $101.07M
15. Mary, Mother of Jesus (1999 TV Movie)
PG-13 | 88 min | Drama
Mary, Mother of Jesus and her pivotal position in Christianity is portrayed in the story of the woman who has been a symbol of hope and inspiration to people of diverse faiths throughout history.
Director: Kevin Connor | Stars: Christian Bale, Pernilla August, Melinda Kinnaman, David Threlfall
Votes: 1,424
16. Toy Story 2 (1999)
G | 92 min | Animation, Adventure, Comedy
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: 619,706 | Gross: $245.85M
17. The World Is Not Enough (1999)
PG-13 | 128 min | Action, Adventure, Thriller
James Bond uncovers a nuclear plot while protecting an oil heiress from her former kidnapper, an international terrorist who can't feel pain.
Director: Michael Apted | Stars: Pierce Brosnan, Sophie Marceau, Robert Carlyle, Denise Richards
Votes: 209,987 | Gross: $126.94M
18. The Bone Collector (1999)
R | 118 min | Crime, Drama, Mystery
A quadriplegic ex-homicide detective and his partner try to track down a serial killer who is terrorizing New York City.
Director: Phillip Noyce | Stars: Denzel Washington, Angelina Jolie, Queen Latifah, Michael Rooker
Votes: 185,001 | Gross: $66.52M
19.
American Masters (1985– )
Episode:
A Conversation with Gregory Peck
(1999)
TV-14 | 97 min | Documentary, Biography, History
Famed and beloved actor Gregory Peck candidly delves into conversation and reflection about his on-screen roles and off-screen life.
Director: Barbara Kopple | Stars: Gregory Peck, Cecilia Peck, Veronique Peck, Colleen Sheehy
Votes: 581
20. Dogma (1999)
R | 130 min | Adventure, Comedy, Drama
An abortion clinic worker with a special heritage is called upon to save the existence of humanity from being negated by two renegade angels trying to exploit a loop-hole and reenter Heaven.
Director: Kevin Smith | Stars: Ben Affleck, Matt Damon, Linda Fiorentino, Bud Cort
Votes: 228,676 | Gross: $30.65M
21. The Cider House Rules (1999)
PG-13 | 126 min | Drama, Romance
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: 104,814 | Gross: $57.55M
22. Three Kings (1999)
R | 114 min | Action, Adventure, Comedy
In the aftermath of the Persian Gulf War, four soldiers set out to steal gold that was stolen from Kuwait, but they discover people who desperately need their help.
Director: David O. Russell | Stars: George Clooney, Mark Wahlberg, Ice Cube, Spike Jonze
Votes: 180,486 | Gross: $60.65M
23. Drive Me Crazy (1999)
PG-13 | 91 min | Comedy, Drama, Romance
Nicole and Chase used to be BFFs, then junior high happened. The high school centennial dance is coming but Nicole gets dumped. So does Chase. They stage a relationship to get at their exes. They visit each other's worlds. Love in the air?
Director: John Schultz | Stars: Melissa Joan Hart, Adrian Grenier, Stephen Collins, Mark Metcalf
Votes: 21,296 | Gross: $17.85M
24. Fight Club (1999)
R | 139 min | Drama
An insomniac office worker and a devil-may-care soap maker form an underground fight club that evolves into much more.
Director: David Fincher | Stars: Brad Pitt, Edward Norton, Meat Loaf, Zach Grenier
Votes: 2,324,270 | Gross: $37.03M
25. The Adventures of Young Indiana Jones: Spring Break Adventure (1999 Video)
96 min | Action, Adventure, History
It's 1916, and Indiana Jones is living with his dad in Princeton, New Jersey. Spring break is fast approaching, and all Indy can think of is taking his girlfriend Nancy (daughter of ... See full summary »
Directors: Joe Johnston, Carl Schultz | Stars: Sean Patrick Flanery, Lloyd Owen, Ronny Coutteure, Robyn Lively
Votes: 724
26. Runaway Bride (1999)
PG | 116 min | Comedy, Romance
A reporter is assigned to write a story about a woman who has left a string of fiancés at the altar.
Director: Garry Marshall | Stars: Julia Roberts, Richard Gere, Joan Cusack, Hector Elizondo
Votes: 104,508 | Gross: $152.26M
27. American Beauty (1999)
R | 122 min | Drama
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: 1,211,085 | Gross: $130.10M
28. Chill Factor (1999)
R | 102 min | Action, Adventure, Comedy
A new biological chemical weapon that explodes up to temperatures over fifty degrees Fahrenheit, falls into the hands of two men who try to make sure that it doesn't get stolen by a terrorist.
Director: Hugh Johnson | Stars: Cuba Gooding Jr., Skeet Ulrich, Peter Firth, David Paymer
Votes: 10,104 | Gross: $11.23M
29. The Sixth Sense (1999)
PG-13 | 107 min | Drama, Mystery, Thriller
Malcolm Crowe, a child psychologist, starts treating a young boy, Cole, who encounters dead people and convinces him to help them. In turn, Cole helps Malcolm reconcile with his estranged wife.
Director: M. Night Shyamalan | Stars: Bruce Willis, Haley Joel Osment, Toni Collette, Olivia Williams
Votes: 1,051,484 | Gross: $293.51M
30. American Pie (1999)
R | 95 min | Comedy
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: 433,834 | Gross: $102.56M
31. South Park: Bigger, Longer & Uncut (1999)
R | 81 min | Animation, Comedy, Fantasy
When Stan Marsh 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: 214,992 | Gross: $52.04M
32. Tarzan (1999)
G | 88 min | Animation, Adventure, Comedy
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: 247,251 | Gross: $171.09M
33. Varsity Blues (1999)
R | 106 min | Comedy, Drama, Romance
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: 49,086 | Gross: $52.89M
34. Big Daddy (1999)
PG-13 | 93 min | Comedy, Drama
A lazy law school graduate adopts a kid to impress his girlfriend, but everything doesn't go as planned.
Director: Dennis Dugan | Stars: Adam Sandler, Joey Lauren Adams, Jon Stewart, Cole Sprouse
Votes: 234,243 | Gross: $163.48M
35. Austin Powers: The Spy Who Shagged Me (1999)
PG-13 | 95 min | Action, Adventure, Comedy
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: 248,878 | Gross: $206.04M
36. Star Wars: Episode I - The Phantom Menace (1999)
PG | 136 min | Action, Adventure, Fantasy
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 original glory.
Director: George Lucas | Stars: Ewan McGregor, Liam Neeson, Natalie Portman, Jake Lloyd
Votes: 856,540 | Gross: $474.54M
37. The Mummy (1999)
PG-13 | 124 min | Action, Adventure, Fantasy
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 wreak 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: 461,126 | Gross: $155.25M
38. Noah's Ark (1999)
Unrated | 178 min | Adventure, Drama, Romance
Adaptation of the Biblical stories of Noah and Lot and how God destroyed the world due to the wickedness of mankind.
Stars: Jon Voight, Mary Steenburgen, F. Murray Abraham, Carol Kane
Votes: 2,144
39. Election (1999)
R | 103 min | Comedy, Romance
A high school teacher meets his match in an over-achieving student politician.
Director: Alexander Payne | Stars: Matthew Broderick, Reese Witherspoon, Loren Nelson, Chris Klein
Votes: 104,546 | Gross: $14.88M
40. Life (I) (1999)
R | 108 min | Comedy, Crime, Drama
In 1932, two strangers are wrongfully convicted and develop a strong friendship in prison that lasts them through the 20th century.
Director: Ted Demme | Stars: Eddie Murphy, Martin Lawrence, Obba Babatundé, Nick Cassavetes
Votes: 54,784 | Gross: $63.84M
41. Never Been Kissed (1999)
PG-13 | 107 min | Comedy, Drama, Romance
A newspaper reporter enrolls in high school as part of research for a story.
Director: Raja Gosnell | Stars: Drew Barrymore, David Arquette, Michael Vartan, Molly Shannon
Votes: 97,574 | Gross: $55.47M
42. The Matrix (1999)
R | 136 min | Action, Sci-Fi
When a beautiful stranger leads computer hacker Neo to a forbidding underworld, he discovers the shocking truth--the life he knows is the elaborate deception of an evil cyber-intelligence.
Directors: Lana Wachowski, Lilly Wachowski | Stars: Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss, Hugo Weaving
Votes: 2,053,413 | Gross: $171.48M
43. 10 Things I Hate About You (1999)
PG-13 | 97 min | Comedy, Drama, Romance
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik
Votes: 385,325 | Gross: $38.18M
44. Edtv (1999)
PG-13 | 122 min | Comedy, Drama
A video store clerk agrees to have his life filmed by a camera crew for a television show.
Director: Ron Howard | Stars: Matthew McConaughey, Jenna Elfman, Geoffrey Blake, Gail Boggs
Votes: 45,028 | Gross: $22.36M
45. True Crime (1999)
R | 127 min | Crime, Drama, Mystery
Can an over-the-hill journalist uncover the evidence that can prove a death row inmate's innocence just hours before his execution?
Director: Clint Eastwood | Stars: Clint Eastwood, Isaiah Washington, LisaGay Hamilton, James Woods
Votes: 38,522 | Gross: $16.64M
46.
Biography (1987– )
Episode:
Gene Tierney: A Shattered Portrait
(1999)
TV-14 | 44 min | Documentary, Biography, History
A&E Biography about life and times of the beautiful actress of the 40's and feature interview of her ex-husband, her second daughter and her co-star.
Director: Steven C. Smith | Stars: Jeanine Basinger, Pat Byrne, Christina Cassini, Oleg Cassini
Votes: 213
47.
Biography (1987– )
Episode:
Linda Darnell: Hollywood's Fallen Angel
(1999)
TV-14 | 44 min | Documentary, Biography, History
Linda Darnell had the looks and talent to be a great Hollywood leading lady, but never quite delivered on her potential. This is the story of her rather sad life and tragically early death.
Director: Hillary Atkin | Stars: Peter Graves, Dorris Bowdon, Undeen Darnell Hunter, Linda Darnell
Votes: 140
48. Analyze This (1999)
R | 103 min | Comedy, Crime
A comedy about a psychiatrist whose number-one patient is an insecure mob boss.
Director: Harold Ramis | Stars: Robert De Niro, Billy Crystal, Lisa Kudrow, Chazz Palminteri
Votes: 161,695 | Gross: $106.89M
49. Cruel Intentions (1999)
R | 97 min | Drama, Romance
Two vicious step-siblings of an elite Manhattan prep school make a wager: to deflower the new headmaster's daughter before the start of term.
Director: Roger Kumble | Stars: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair
Votes: 205,190 | Gross: $38.77M
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