Best Movies of 1999

1.

The Green Mile

7.1
8.6/10 IMDB

A supernatural tale set on death row in a Southern prison, where gentle giant John Coffey possesses the mysterious power to heal people's ailments. When the cell block's head guard, Paul Edgecomb, recognizes Coffey's miraculous gift, he tries desperately to help stave off the condemned man's execution.

Starring: Tom Hanks, Michael Clarke Duncan, David Morse, Bonnie Hunt, James Cromwell, Patricia Clarkson, Michael Jeter, Sam Rockwell, Graham Greene, Doug Hutchison ..
Directed by: Frank Darabont
Release date: 1999-12-10
2.

Fight Club

7.1
8.8/10 IMDB

A ticking-time-bomb insomniac and a slippery soap salesman channel primal male aggression into a shocking new form of therapy. Their concept catches on, with underground "fight clubs" forming in every town, until an eccentric gets in the way and ignites an out-of-control spiral toward oblivion.

Starring: Edward Norton, Brad Pitt, Helena Bonham Carter, Meat Loaf, Jared Leto, Zach Grenier, Holt McCallany, Eion Bailey, Richmond Arquette, David Andrews ..
Directed by: David Fincher
Release date: 1999-10-15
3.

The Matrix

7.1
8.7/10 IMDB

Set in the 22nd century, The Matrix tells the story of a computer hacker who joins a group of underground insurgents fighting the vast and powerful computers who now rule the earth.

Starring: Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss, Hugo Weaving, Joe Pantoliano, Gloria Foster, Marcus Chong, Paul Goddard, Robert Taylor, Julian Arahanga ..
Directed by: Lana Wachowski, Lilly Wachowski
Release date: 1999-03-30
4.

The Sixth Sense

6.8
8.2/10 IMDB

Following an unexpected tragedy, a child psychologist named Malcolm Crowe meets an nine year old boy named Cole Sear, who is hiding a dark secret.

Starring: Bruce Willis, Toni Collette, Olivia Williams, Haley Joel Osment, Donnie Wahlberg, Glenn Fitzgerald, Mischa Barton, Trevor Morgan, Bruce Norris, Angelica Page ..
Directed by: M. Night Shyamalan
Release date: 1999-08-06
5.

American Beauty

6.8
8.4/10 IMDB

Lester Burnham, a depressed suburban father in a mid-life crisis, decides to turn his hectic life around after developing an infatuation with his daughter's attractive friend.

Starring: Kevin Spacey, Annette Bening, Thora Birch, Wes Bentley, Mena Suvari, Chris Cooper, Allison Janney, Peter Gallagher, Scott Bakula, Sam Robards ..
Directed by: Sam Mendes
Release date: 1999-09-15
6.

The Iron Giant

6.6
8.1/10 IMDB

In the small town of Rockwell, Maine in October 1957, a giant metal machine befriends a nine-year-old boy and ultimately finds its humanity by unselfishly saving people from their own fears and prejudices.

Starring: Eli Marienthal, Jennifer Aniston, Vin Diesel, Christopher McDonald, Harry Connick Jr., John Mahoney, Cloris Leachman, James Gammon, M. Emmet Walsh, Jack Angel ..
Directed by: Brad Bird
Release date: 1999-08-06
7.

Toy Story 2

6.5
7.9/10 IMDB

Andy heads off to Cowboy Camp, leaving his toys to their own devices. Things shift into high gear when an obsessive toy collector named Al McWhiggen, owner of Al's Toy Barn kidnaps Woody. Andy's toys mount a daring rescue mission, Buzz Lightyear meets his match and Woody has to decide where he and his heart truly belong.

Starring: Tom Hanks, Tim Allen, Joan Cusack, Jim Varney, Kelsey Grammer, Don Rickles, Wallace Shawn, John Ratzenberger, Annie Potts, Estelle Harris ..
Directed by: John Lasseter, Lee Unkrich, Ash Brannon
Release date: 1999-10-30
8.

The Straight Story

6.4
8.0/10 IMDB

A retired farmer and widower in his 70s, Alvin Straight learns one day that his distant brother Lyle has suffered a stroke and may not recover. Alvin is determined to make things right with Lyle while he still can, but his brother lives in Wisconsin, while Alvin is stuck in Iowa with no car and no driver's license. Then he hits on the idea of making the trip on his old lawnmower, thus beginning a picturesque and at times deeply spiritual odyssey.

Starring: Richard Farnsworth, Sissy Spacek, Jane Galloway Heitz, Joseph A. Carpenter, Donald Wiegert, Tracey Maloney, Dan Flannery, Ed Grennan, Jack Walsh, Gil Pearson ..
Directed by: David Lynch
Release date: 1999-10-15
9.

Magnolia

6.4
8.0/10 IMDB

An epic mosaic of many interrelated characters in search of happiness, forgiveness, and meaning in the San Fernando Valley.

Starring: Julianne Moore, William H. Macy, John C. Reilly, Tom Cruise, Philip Baker Hall, Philip Seymour Hoffman, Jason Robards, Alfred Molina, Melora Walters, Michael Bowen ..
Directed by: Paul Thomas Anderson
Release date: 1999-12-10
10.

The Insider

6.3
7.8/10 IMDB

Tells the true story of a 60 Minutes television series exposé of the tobacco industry, as seen through the eyes of a real tobacco executive, Jeffrey Wigand.

Starring: Al Pacino, Russell Crowe, Christopher Plummer, Diane Venora, Bruce McGill, Lindsay Crouse, Philip Baker Hall, Debi Mazar, Renee Olstead, Hallie Eisenberg ..
Directed by: Michael Mann
Release date: 1999-03-10
11.

Being John Malkovich

6.2
7.8/10 IMDB

One day at work, unsuccessful puppeteer Craig finds a portal into the head of actor John Malkovich. The portal soon becomes a passion for anybody who enters its mad and controlling world of overtaking another human body.

Starring: John Cusack, Cameron Diaz, Catherine Keener, John Malkovich, Charlie Sheen, Orson Bean, Mary Kay Place, W. Earl Brown, Carlos Jacott, Willie Garson ..
Directed by: Spike Jonze
Release date: 1999-10-29
12.

Tarzan

6.2
7.3/10 IMDB

Tarzan was a small orphan who was raised by an ape named Kala since he was a child. He believed that this was his family, but on an expedition Jane Porter is rescued by Tarzan. He then finds out that he's human. Now Tarzan must make the decision as to which family he should belong to...

Starring: Tony Goldwyn, Glenn Close, Minnie Driver, Brian Blessed, Nigel Hawthorne, Lance Henriksen, Wayne Knight, Alex D. Linz, Rosie O'Donnell, Taylor Dempsey ..
Directed by: Chris Buck, Kevin Lima
Release date: 1999-06-18
13.

The Hurricane

6.2
7.6/10 IMDB

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

Starring: Denzel Washington, Vicellous Reon Shannon, Deborah Kara Unger, Liev Schreiber, John Hannah, Dan Hedaya, Debbi Morgan, Clancy Brown, David Paymer, Harris Yulin ..
Directed by: Norman Jewison
Release date: 1999-09-17
14.

Eyes Wide Shut

6.2
7.5/10 IMDB

After Dr. Bill Harford's wife, Alice, admits to having sexual fantasies about a man she met, Bill becomes obsessed with having a sexual encounter. He discovers an underground sexual group and attends one of their meetings -- and quickly discovers that he is in over his head.

Starring: Tom Cruise, Nicole Kidman, Madison Eginton, Jackie Sawiris, Sydney Pollack, Leslie Lowe, Peter Hans Benson, Todd Field, Michael Doven, Sky du Mont ..
Directed by: Stanley Kubrick
Release date: 1999-07-16
15.

Office Space

6.2
7.7/10 IMDB

A depressed white-collar worker tries hypnotherapy, only to find himself in a perpetual state of devil-may-care bliss that prompts him to start living by his own rules, and hatch a hapless attempt to embezzle money from his soul-killing employers.

Starring: Ron Livingston, Jennifer Aniston, David Herman, Ajay Naidu, Diedrich Bader, Stephen Root, Gary Cole, Richard Riehle, Alexandra Wentworth, Joe Bays ..
Directed by: Mike Judge
Release date: 1999-02-19
16.

The Boondock Saints

6.1
7.7/10 IMDB

Tired of the crime overrunning the streets of Boston, Irish Catholic twin brothers Conner and Murphy are inspired by their faith to cleanse their hometown of evil with their own brand of zealous vigilante justice. As they hunt down and kill one notorious gangster after another, they become controversial folk heroes in the community. But Paul Smecker, an eccentric FBI agent, is fast closing in on their blood-soaked trail.

Starring: Willem Dafoe, Norman Reedus, Sean Patrick Flanery, David Della Rocco, David Ferry, Brian Mahoney, Billy Connolly, Carlo Rota, Ron Jeremy, Bob Marley ..
Directed by: Troy Duffy
Release date: 1999-01-22
17.

South Park: Bigger, Longer & Uncut

6.1
7.7/10 IMDB

When the four boys see an R-rated movie featuring Canadians Terrance and Philip, they are pronounced "corrupted", and their parents pressure the United States to wage war against Canada.

Starring: Matt Stone, Mary Kay Bergman, Isaac Hayes, Jesse Brant Howell, Anthony Cross-Thomas, Franchesca Clifford, Bruce Howell, Deb Adair, Jennifer Howell, George Clooney ..
Directed by: Trey Parker
Release date: 1999-06-30
18.

Boys Don't Cry

6.1
7.5/10 IMDB

A young transgender man explores his gender identity and searches for love in rural Nebraska.

Starring: Hilary Swank, Chloë Sevigny, Peter Sarsgaard, Brendan Sexton III, Alicia Goranson, Alison Folland, Jeannetta Arnette, Rob Campbell, Matt McGrath, Cheyenne Rushing ..
Directed by: Kimberly Peirce
Release date: 1999-09-02
19.

Girl, Interrupted

6.1
7.3/10 IMDB

Set in the changing world of the late 1960s, Susanna Kaysen's prescribed "short rest" from a psychiatrist she had met only once becomes a strange, unknown journey into Alice's Wonderland, where she struggles with the thin line between normal and crazy. Susanna soon realizes how hard it is to get out once she has been committed, and she ultimately has to choose between the world of people who belong inside or the difficult world of reality outside.

Starring: Winona Ryder, Angelina Jolie, Clea DuVall, Brittany Murphy, Elisabeth Moss, Vanessa Redgrave, Whoopi Goldberg, Jared Leto, Jeffrey Tambor, Travis Fine ..
Directed by: James Mangold
Release date: 1999-03-24
20.

10 Things I Hate About You

6.1
7.3/10 IMDB

On the first day at his new school, Cameron instantly falls for Bianca, the gorgeous girl of his dreams. The only problem is that Bianca is forbidden to date until her ill-tempered, completely un-dateable older sister Kat goes out, too. In an attempt to solve his problem, Cameron singles out the only guy who could possibly be a match for Kat: a mysterious bad boy with a nasty reputation of his own.

Starring: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik, David Krumholtz, Andrew Keegan, Susan May Pratt, Gabrielle Union, Larry Miller, Daryl Mitchell ..
Directed by: Gil Junger
Release date: 1999-03-30
21.

Notting Hill

6.1
7.2/10 IMDB

William Thacker is a London bookstore owner whose humdrum existence is thrown into romantic turmoil when famous American actress Anna Scott appears in his shop. A chance encounter over spilled orange juice leads to a kiss that blossoms into a full-blown affair. As the average bloke and glamorous movie star draw closer and closer together, they struggle to reconcile their radically different lifestyles in the name of love.

Starring: Julia Roberts, Hugh Grant, Gina McKee, Tim McInnerny, Rhys Ifans, Emma Chambers, Hugh Bonneville, Richard McCabe, James Dreyfus, Dylan Moran ..
Directed by: Roger Michell
Release date: 1999-05-21
22.

Man on the Moon

6.1
7.4/10 IMDB

The story of the life and career of eccentric avant-garde comedian, Andy Kaufman.

Starring: Jim Carrey, Courtney Love, Bob Zmuda, Danny DeVito, Gerry Becker, Leslie Lyles, Greyson Erik Pendry, George Shapiro, Vincent Schiavelli, Paul Giamatti ..
Directed by: Miloš Forman
Release date: 1999-12-22
23.

Sleepy Hollow

6.1
7.3/10 IMDB

New York detective Ichabod Crane is sent to Sleepy Hollow to investigate a series of mysterious deaths in which the victims are found beheaded. Locals believe the culprit to be none other than the legendary Headless Horseman.

Starring: Johnny Depp, Ian McDiarmid, Christina Ricci, Casper Van Dien, Michael Gough, Christopher Walken, Lisa Marie, Steven Waddington, Christopher Lee, Miranda Richardson ..
Directed by: Tim Burton
Release date: 1999-11-19
24.

Following

6.0
7.5/10 IMDB

Bill, an idle, unemployed aspiring writer, walks the crowded streets of London following randomly chosen strangers, a seemingly innocent entertainment that becomes dangerous when he crosses paths with a mysterious character.

Starring: Jeremy Theobald, Alex Haw, Lucy Russell, John Nolan, Dick Bradsell, Gillian El-Kadi, Jennifer Angel, Nicolas Carlotti, Darren Ormandy, Guy Greenway ..
Directed by: Christopher Nolan
Release date: 1999-04-02
25.

The Talented Mr. Ripley

6.0
7.4/10 IMDB

Tom Ripley is a calculating young man who believes it's better to be a fake somebody than a real nobody. Opportunity knocks in the form of a wealthy U.S. shipbuilder who hires Tom to travel to Italy to bring back his playboy son, Dickie. Ripley worms his way into the idyllic lives of Dickie and his girlfriend, plunging into a daring scheme of duplicity, lies and murder.

Starring: Matt Damon, Gwyneth Paltrow, Jude Law, Cate Blanchett, Philip Seymour Hoffman, Jack Davenport, James Rebhorn, Sergio Rubini, Philip Baker Hall, Celia Weston ..
Directed by: Anthony Minghella
Release date: 1999-12-25
26.

The Mummy

5.9
7.1/10 IMDB

Dashing legionnaire Rick O'Connell stumbles upon the hidden ruins of Hamunaptra while in the midst of a battle to claim the area in 1920s Egypt. It has been over three thousand years since former High Priest Imhotep suffered a fate worse than death as a punishment for a forbidden love—along with a curse that guarantees eternal doom upon the world if he is ever awoken.

Starring: Brendan Fraser, Rachel Weisz, John Hannah, Oded Fehr, Arnold Vosloo, Kevin J. O'Connor, Erick Avari, Jonathan Hyde, Bernard Fox, Patricia Velásquez ..
Directed by: Stephen Sommers
Release date: 1999-04-16
27.

Galaxy Quest

5.9
7.4/10 IMDB

For four years, the courageous crew of the NSEA protector - "Commander Peter Quincy Taggart" (Tim Allen), "Lt. Tawny Madison (Sigourney Weaver) and "Dr.Lazarus" (Alan Rickman) - set off on a thrilling and often dangerous mission in space...and then their series was cancelled! Now, twenty years later, aliens under attack have mistaken the Galaxy Quest television transmissions for "historical documents" and beam up the crew of has-been actors to save the universe. With no script, no director and no clue, the actors must turn in the performances of their lives.

Starring: Tim Allen, Sigourney Weaver, Alan Rickman, Tony Shalhoub, Sam Rockwell, Daryl Mitchell, Enrico Colantoni, Robin Sachs, Jed Rees, Justin Long ..
Directed by: Dean Parisot
Release date: 1999-12-25
28.

Bicentennial Man

5.9
6.9/10 IMDB

Richard Martin buys a gift, a new NDR-114 robot. The product is named Andrew by the youngest of the family's children. "Bicentennial Man" follows the life and times of Andrew, a robot purchased as a household appliance programmed to perform menial tasks. As Andrew begins to experience emotions and creative thought, the Martin family soon discovers they don't have an ordinary robot.

Starring: Robin Williams, Sam Neill, Embeth Davidtz, Oliver Platt, Kiersten Warren, Wendy Crewson, Bradley Whitford, Lindze Letherman, Angela Landis, John Michael Higgins ..
Directed by: Chris Columbus
Release date: 1999-12-17
29.

Fantasia 2000

5.9
7.1/10 IMDB

Blending lively music and brilliant animation, this sequel to the original 'Fantasia' restores 'The Sorcerer's Apprentice' and adds seven new shorts.

Starring: Steve Martin, Itzhak Perlman, Quincy Jones, Bette Midler, James Earl Jones, Penn Jillette, Teller, James Levine, Angela Lansbury, Wayne Allwine ..
Directed by: James Algar, Gaëtan Brizzi, Paul Brizzi, Hendel Butoy, Francis Glebas, Eric Goldberg, Don Hahn, Pixote Hunt
Release date: 1999-12-31
30.

The Virgin Suicides

5.9
7.2/10 IMDB

A group of male friends become obsessed with five mysterious sisters who are sheltered by their strict, religious parents.

Starring: Kirsten Dunst, Josh Hartnett, A.J. Cook, James Woods, Kathleen Turner, Leslie Hayman, Hanna Hall, Chelse Swain, Jonathan Tucker, Noah "40" Shebib ..
Directed by: Sofia Coppola
Release date: 1999-12-31
31.

Dogma

5.8
7.3/10 IMDB

The latest battle in the eternal war between Good and Evil has come to New Jersey in the late, late 20th Century. Angels, demons, apostles and prophets (of a sort) walk among the cynics and innocents of America and duke it out for the fate of humankind.

Starring: Ben Affleck, Matt Damon, Linda Fiorentino, Jason Mewes, Chris Rock, Alan Rickman, Jason Lee, Salma Hayek, Kevin Smith, Alanis Morissette ..
Directed by: Kevin Smith
Release date: 1999-11-12
32.

Payback

5.8
7.1/10 IMDB

With friends like these, who needs enemies? That's the question bad guy Porter is left asking after his wife and partner steal his heist money and leave him for dead -- or so they think. Five months and an endless reservoir of bitterness later, Porter's partners and the crooked cops on his tail learn how bad payback can be.

Starring: Mel Gibson, Kris Kristofferson, Gregg Henry, Maria Bello, David Paymer, Bill Duke, Deborah Kara Unger, John Glover, William Devane, Lucy Liu ..
Directed by: Brian Helgeland
Release date: 1999-02-05
33.

Star Wars: Episode I - The Phantom Menace

5.7
6.5/10 IMDB

Anakin Skywalker, a young slave strong with the Force, is discovered on Tatooine. Meanwhile, the evil Sith have returned, enacting their plot for revenge against the Jedi.

Starring: Liam Neeson, Ewan McGregor, Natalie Portman, Jake Lloyd, Ian McDiarmid, Anthony Daniels, Kenny Baker, Pernilla August, Frank Oz, Oliver Ford Davies ..
Directed by: George Lucas
Release date: 1999-05-19
34.

The Thirteenth Floor

5.7
7.0/10 IMDB

Los Angeles. A wealthy man, known as Mr. Fuller, discovers a shocking secret about the world he lives in. Fearing for his life, he leaves a desperate message for a friend of his in the most unexpected place.

Starring: Craig Bierko, Armin Mueller-Stahl, Gretchen Mol, Vincent D'Onofrio, Dennis Haysbert, Steven Schub, Jeremy Roberts, Rif Hutton, Leon Rippy, Janet MacLachlan ..
Directed by: Josef Rusnak
Release date: 1999-04-16
35.

Three Kings

5.7
7.1/10 IMDB

A group of American soldiers stationed in Iraq at the end of the Gulf War find a map they believe will take them to a huge cache of stolen Kuwaiti gold hidden near their base, and they embark on a secret mission that's destined to change everything.

Starring: George Clooney, Mark Wahlberg, Ice Cube, Spike Jonze, Cliff Curtis, Nora Dunn, Jamie Kennedy, Saïd Taghmaoui, Mykelti Williamson, Holt McCallany ..
Directed by: David O. Russell
Release date: 1999-04-21
36.

Any Given Sunday

5.7
6.9/10 IMDB

A star quarterback gets knocked out of the game and an unknown third stringer is called in to replace him. The unknown gives a stunning performance and forces the ageing coach to reevaluate his game plans and life. A new co-owner/president adds to the pressure of winning. The new owner must prove herself in a male dominated world.

Starring: Al Pacino, Cameron Diaz, Dennis Quaid, James Woods, Jamie Foxx, LL Cool J, Matthew Modine, Jim Brown, Lawrence Taylor, Bill Bellamy ..
Directed by: Oliver Stone
Release date: 1999-12-22
37.

American Pie

5.6
7.0/10 IMDB

At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a pact to all "score" by their senior prom.

Starring: Jason Biggs, Chris Klein, Thomas Ian Nicholas, Alyson Hannigan, Shannon Elizabeth, Tara Reid, Eddie Kaye Thomas, Seann William Scott, Eugene Levy, Natasha Lyonne ..
Directed by: Paul Weitz, Chris Weitz
Release date: 1999-07-09
38.

October Sky

5.6
7.8/10 IMDB

Based on the true story of Homer Hickam, a coal miner's son who was inspired by the first Sputnik launch to take up rocketry against his father's wishes, and eventually became a NASA scientist.

Starring: Jake Gyllenhaal, Chris Cooper, Laura Dern, Chris Owen, William Lee Scott, Chad Lindberg, Natalie Canerday, Scott Miles, Randy Stripling, Chris Ellis ..
Directed by: Joe Johnston
Release date: 1999-02-19
39.

The Bone Collector

5.6
6.7/10 IMDB

Rookie cop, Amelia Donaghy reluctantly teams with Lincoln Rhyme – formerly the department's top homicide detective but now paralyzed as a result of a spinal injury – to catch a grisly serial killer dubbed 'The Bone Collector'. The murderer's special signature is to leave tantalizing clues based on the grim remains of his crimes.

Starring: Denzel Washington, Angelina Jolie, Queen Latifah, Michael Rooker, Michael McGlone, Luis Guzmán, Leland Orser, John Benjamin Hickey, Bobby Cannavale, Ed O'Neill ..
Directed by: Phillip Noyce
Release date: 1999-11-04
40.

Cruel Intentions

5.6
6.8/10 IMDB

Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.

Starring: Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, Selma Blair, Louise Fletcher, Joshua Jackson, Eric Mabius, Sean Patrick Thomas, Christine Baranski, Alaina Reed Hall ..
Directed by: Roger Kumble
Release date: 1999-03-05
41.

The 13th Warrior

5.6
6.6/10 IMDB

A Muslim ambassador exiled from his homeland, Ahmad ibn Fadlan finds himself in the company of Vikings. While the behavior of the Norsemen initially offends ibn Fadlan, the more cultured outsider grows to respect the tough, if uncouth, warriors. During their travels together, ibn Fadlan and the Vikings get word of an evil presence closing in, and they must fight the frightening and formidable force, which was previously thought to exist only in legend.

Starring: Antonio Banderas, Diane Venora, Dennis Storhøi, Vladimir Kulich, Omar Sharif, Anders T. Andersen, Richard Bremmer, Tony Curran, Mischa Hausserman, Neil Maffin ..
Directed by: John McTiernan
Release date: 1999-08-13
42.

eXistenZ

5.6
6.8/10 IMDB

A game designer on the run from assassins must play her latest virtual reality creation with a marketing trainee to determine if the game has been damaged.

Starring: Jennifer Jason Leigh, Jude Law, Ian Holm, Willem Dafoe, Don McKellar, Oscar Hsu, Callum Keith Rennie, Christopher Eccleston, Sarah Polley, Robert A. Silverman ..
Directed by: David Cronenberg
Release date: 1999-04-14
Best Movies of 1999 : Batman Beyond: The Movie
43.

Batman Beyond: The Movie

5.6
8.1/10 IMDB

Fuelled by remorse and vengeance, a high schooler named Terry McGinnis becomes the new Batman as he fights crime in the futuristic Gotham City.

Starring: Will Friedle, Kevin Conroy, Michael Ansara, Linda Hamilton, Sherman Howard, Teri Garr, Seth Green, George Takei, Bruce Timm, Rino Romano ..
Directed by: Curt Geda, Dan Riba, Yukio Suzuki, Butch Lukic
Release date: 1999-01-10
44.

American Movie

5.5
7.8/10 IMDB

American Movie is the story of filmmaker Mark Borchardt, his mission, and his dream. Spanning over two years of intense struggle with his film, his family, financial decline, and spiritual crisis, American Movie is a portrayal of ambition, obsession, excess, and one man's quest for the American Dream.

Starring: Mark Borchardt, Mike Schank, Tom Schimmels, Monica Borchardt, Alex Borchardt, Chris Borchardt, Ken Keen, Matt Weisman, Bill Borchardt, Cliff Borchardt ..
Directed by: Chris Smith
Release date: 1999-11-05
45.

Analyze This

5.5
6.7/10 IMDB

Countless wiseguy films are spoofed in this film that centers on the neuroses and angst of a powerful Mafia racketeer who suffers from panic attacks. When Paul Vitti needs help dealing with his role in the "family," unlucky shrink Dr. Ben Sobel is given just days to resolve Vitti's emotional crisis and turn him into a happy, well-adjusted gangster.

Starring: Robert De Niro, Billy Crystal, Lisa Kudrow, Chazz Palminteri, Joe Viterelli, Molly Shannon, Kyle Sabihy, Frank Pietrangolare, Ron Madoff, Leo Rossi ..
Directed by: Harold Ramis
Release date: 1999-03-05
46.

How the Grinch Stole Christmas

5.4
6.2/10 IMDB

Inside a snowflake exists the magical land of Whoville. In Whoville, live the Whos, an almost mutated sort of Munchkin-like people. All the Whos love Christmas, yet just outside of their beloved Whoville lives the Grinch. The Grinch is a nasty creature that hates Christmas, and plots to steal it away from the Whos, whom he equally abhors. Yet a small child, Cindy Lou Who, decides to try befriending the Grinch.

Starring: Jim Carrey, Taylor Momsen, Jeffrey Tambor, Christine Baranski, Bill Irwin, Molly Shannon, Clint Howard, Josh Ryan Evans, Mindy Sterling, Rachel Winfree ..
Directed by: Ron Howard
Release date: 1999-11-19
47.

Buena Vista Social Club

5.4
7.6/10 IMDB

In this fascinating Oscar-nominated documentary, American guitarist Ry Cooder brings together a group of legendary Cuban folk musicians (some in their 90s) to record a Grammy-winning CD in their native city of Havana. The result is a spectacular compilation of concert footage from the group's gigs in Amsterdam and New York City's famed Carnegie Hall, with director Wim Wenders capturing not only the music -- but also the musicians' life stories.

Starring: Compay Segundo, Eliades Ochoa, Ry Cooder, Joachim Cooder, Ibrahim Ferrer, Omara Portuondo, Rubén González, Orlando 'Cachaíto' López, Amadito Valdés, Manuel 'Guajiro' Mirabal ..
Directed by: Wim Wenders
Release date: 1999-06-04
48.

The World Is Not Enough

5.4
6.4/10 IMDB

Greed, revenge, world dominance and high-tech terrorism – it's all in a day's work for Bond, who's on a mission to protect a beautiful oil heiress from a notorious terrorist. In a race against time that culminates in a dramatic submarine showdown, Bond works to defuse the international power struggle that has the world's oil supply hanging in the balance.

Starring: Pierce Brosnan, Sophie Marceau, Robert Carlyle, Denise Richards, Robbie Coltrane, Desmond Llewelyn, John Cleese, Maria Grazia Cucinotta, Samantha Bond, Michael Kitchen ..
Directed by: Michael Apted
Release date: 1999-11-17
49.

Double Jeopardy

5.4
6.5/10 IMDB

A woman framed for her husband's murder suspects he is still alive; as she has already been tried for the crime, she can't be re-prosecuted if she finds and kills him.

Starring: Tommy Lee Jones, Ashley Judd, Bruce Greenwood, Annabeth Gish, Benjamin Weir, Jay Brazeau, John Maclaren, Tracy Vilar, George Gordon, Spencer Treat Clark ..
Directed by: Bruce Beresford
Release date: 1999-09-24
50.

Ghost Dog: The Way of the Samurai

5.4
7.5/10 IMDB

An African-American Mafia hit man who models himself after the samurai of old finds himself targeted for death by the mob. Jarmusch's spiritual gangster film tells the story of an inner-city hit man (Whitaker) who lives on a rooftop, training himself as a samurai in the strictest sense. He communicates primarily by carrier pigeon, while remaining loyal to a gangster (Tormey) who once saved his life.

Starring: Forest Whitaker, Cliff Gorman, Tricia Vessey, Henry Silva, Victor Argo, Joseph Rigano, Vince Viverito, John Tormey, Damon Whitaker, Frank Minucci ..
Directed by: Jim Jarmusch
Release date: 1999-06-02

Also check Best movies of 2000.

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