1999

Fantasia 2000 is a 1999 American animated film created by Walt Disney Feature Animation and released by Walt Disney Pictures. Produced by Roy E. Disney and Donald W. Ernst, it is the 38th feature in the Walt Disney Animated Classics series and sequel to Fantasia (1940). Like its predecessor, Fantasia 2000 consists of animated segments set to pieces of classical music. A group of celebrities introduce each segment in live action scenes directed by Don Hahn, including Steve Martin, Itzhak Perlman, Quincy Jones, Bette Midler, James Earl Jones, Penn & Teller, and Angela Lansbury.

Galaxy Quest is a 1999 American science fiction action comedy film directed by Dean Parisot and written by David Howard and Robert Gordon.

Angela's Ashes is a 1999 Irish-American drama film based on the memoir of the same name by Frank McCourt. It was co-written and directed by Alan Parker, and starred Emily Watson, Robert Carlyle, Joe Breen, Ciaran Owens, and Michael Legge, the latter three playing the Young, Middle and Older Frank McCourt respectively.

Any Given Sunday is a 1999 American drama film directed by Oliver Stone depicting a fictional professional American football team. The film features an ensemble cast, including Al Pacino, Cameron Diaz, Dennis Quaid, Jamie Foxx, James Woods, LL Cool J, Matthew Modine, John C. McGinley, Charlton Heston, Ann-Margret, Lauren Holly, Bill Bellamy, Lela Rochon, Aaron Eckhart, Elizabeth Berkley, Marty Wright, and legendary NFL players Jim Brown and Lawrence Taylor. It is partly based on the novel On Any Given Sunday by famed NFL defensive end Pat Toomay; the title is derived from a line in the book (also used in the film) that a team can win or lose on "any given Sunday", said by the fictitious coach Tony D'Amato.

Steven Spielberg Presents Animaniacs: Wakko's Wish, usually referred to as Wakko's Wish, is a 1999 animated musical comedy-drama film created exclusively on video. The film is based on the Warner Bros. 1993-98 animated series Animaniacs, and the last Animaniacs production. It relocates all of the Animaniacs characters to a quasi-medieval fairy tale world and portrays their race to find the wishing star that will grant them a wish. While the film was released during the Christmas season, the holiday is not a factor in its plot, though the events do take place during winter.

Stuart Little is a 1999 American family comedy film directed by Rob Minkoff. It is loosely based on the novel of the same name by E. B. White. It combines live action and computer animation. The screenplay was written by M. Night Shyamalan and Greg Brooker. The plot bears little resemblance to that of the book, as only some of the characters and one or two minor plot elements are the same. The movie's sequel more closely resembles the original novel.

Bicentennial Man is a 1999 Canadian-American science fiction family comedy-drama film starring Robin Williams, Sam Neill, Embeth Davidtz (in a dual role), Wendy Crewson, and Oliver Platt. Based on the novel The Positronic Man, co-written by Isaac Asimov and Robert Silverberg, which is itself based on Asimov's original novella titled The Bicentennial Man, the plot explores issues of humanity, slavery, prejudice, maturity, intellectual freedom, conformity, sex, love, and mortality. The film, a co-production between Touchstone Pictures and Columbia Pictures, was directed by Chris Columbus. The title comes from the main character existing to the age of two hundred years, and Asimov's novella was published in the year that the U.S. had its bicentennial.

Anna and the King is a 1999 biographical drama film loosely based on the 1944 novel Anna and the King of Siam (and its 1946 film adaptation), which give a fictionalised account of the diaries of Anna Leonowens. The story concerns Anna, an English schoolteacher in Siam, now Thailand, in the late 19th century, who becomes the teacher of King Mongkut's many children and wives.

Ride with the Devil is a 1999 American Civil War film directed by Ang Lee. The storyline was conceived from a screenplay written by James Schamus, based on a book entitled Woe to Live On, by author Daniel Woodrell.

Deuce Bigalow: Male Gigolo is a 1999 sex comedy film starring Rob Schneider, William Forsythe, Eddie Griffin, Oded Fehr and Arija Bareikis. The film follows a hapless fishtank cleaner who goes into business as a male prostitute in an attempt to earn enough money to repair damage he caused while house-sitting. It was the first film released by Happy Madison Productions. The film spawned a sequel titled Deuce Bigalow: European Gigolo, but with Columbia Pictures replacing Touchstone.

Mansfield Park is a 1999 British romantic comedy-drama film based on Jane Austen's novel of the same name, written and directed by Patricia Rozema. The film departs from the original novel in several respects. For example, the life of Jane Austen is incorporated into the film, as well as the issues of slavery and plantation life. The majority of the film was made at Kirby Hall in Northamptonshire.

Flawless is a 1999 crime comedy-drama film that stars Robert De Niro and Philip Seymour Hoffman. It was directed by Joel Schumacher, who also wrote the screenplay. Other cast members include Daphne Rubin-Vega and Wilson Jermaine Heredia.

Felicia's Journey is a 1999 British-Canadian psychological thriller film written and directed by Atom Egoyan and starring Elaine Cassidy and Bob Hoskins. It is based on the prize-winning 1994 novel of the same name by William Trevor. It was entered into the 1999 Cannes Film Festival.

End of Days is a 1999 American action horror thriller film directed by Peter Hyams and starring Arnold Schwarzenegger, Gabriel Byrne, Robin Tunney, Kevin Pollak, Rod Steiger, CCH Pounder, and Udo Kier. The film follows former New York Police Department detective Jericho Cane (Schwarzenegger) after he saves a banker (Byrne) from an assassin, finds himself embroiled in a religious conflict, and must protect an innocent young woman (Tunney) who is chosen by evil forces to conceive the Antichrist with Satan.

Sleepy Hollow is a 1999 American horror film directed by Tim Burton.

Liberty Heights is a 1999 comedy-drama by writer-director Barry Levinson. The film is a semi-autobiographical account of his childhood growing up in Baltimore in the 1950s. It is the fourth of Levinson's four "Baltimore Films" set in his hometown during the 1940s, '50s, and '60s: Diner (1982), Tin Men (1987), Avalon (1990), and Liberty Heights (1999).

The Messenger: The Story of Joan of Arc (French: Jeanne d'Arc) is a 1999 French historical drama film directed by Luc Besson. The film stars Milla Jovovich, John Malkovich, Faye Dunaway and Dustin Hoffman. The screenplay was written by Besson and Andrew Birkin, and the original music score was composed by Éric Serra.

Light It Up is a 1999 American hostage crime drama film starring an ensemble cast that consists of R&B singer/actor Usher Raymond (in his first leading role), Rosario Dawson, Forest Whitaker, and Vanessa L. Williams. The film was written and directed by Craig Bolotin, and produced by Kenneth "Babyface" Edmonds and his wife Tracy Edmonds.

Dogma is a 1999 American comedy film, written and directed by Kevin Smith, who also stars along with Ben Affleck, Matt Damon, Linda Fiorentino, Alan Rickman, Bud Cort, Salma Hayek, Chris Rock, Jason Lee, George Carlin, Janeane Garofalo, Alanis Morissette, and Jason Mewes. It is the fourth film in Smith's View Askewniverse series. Brian O'Halloran and Jeff Anderson, stars of the first Askewniverse film Clerks, have cameo roles, as do Smith regulars Scott Mosier, Dwight Ewell, Walt Flanagan, and Bryan Johnson.

Anywhere but Here is a 1999 American dramatic film, based on the novel of the same name by Mona Simpson. The screenplay was written by Alvin Sargent, and the film was directed by Wayne Wang. It was produced by Laurence Mark, Petra Alexandria, and Ginny Nugent. It stars Susan Sarandon and Natalie Portman. Filming began in late June 1998. It debuted at the Toronto Film Festival on September 17 in 1999, before being released on November 12.

Pokémon: The First Movie: Mewtwo Strikes Back, commonly referred to as Pokémon: The First Movie, originally released as Pocket Monsters the Movie: Mewtwo Strikes Back!, is a 1998 Japanese anime film directed by Kunihiko Yuyama, the chief director of the Pokémon television series. It is the first theatrical release in the Pokémon franchise.

The Bone Collector is a 1999 psychological thriller film starring Denzel Washington and Angelina Jolie, directed by Phillip Noyce and produced by Martin Bregman.

The Bachelor is a 1999 romantic comedy film directed by Gary Sinyor and written by Steve Cohen. It is a remake of the 1925 film Seven Chances and stars Chris O'Donnell and Renée Zellweger. The film was also the debut of R&B singer Grammy-winner Mariah Carey as an actress.

House on Haunted Hill is a 1999 American horror film, directed by William Malone and starring Geoffrey Rush, Famke Janssen, Taye Diggs, Ali Larter and Jeffrey Combs. It also includes a cameo appearance by Peter Graves. The plot follows a group of strangers who are invited to a party at an abandoned asylum, where they are offered $1 million each by an amusement park mogul if they are able to survive the night. Produced by Robert Zemeckis and Joel Silver, it is a remake of the 1959 film of the same name directed by William Castle, and features special effects by famed make-up artists Gregory Nicotero and Dick Smith.

The Best Man is a 1999 American romantic comedy-drama film, written and directed by Malcolm D. Lee. It was produced by 40 Acres and a Mule Filmworks, with Lee's cousin, Spike Lee, serving as producer. The film stars Taye Diggs, Nia Long, Morris Chestnut and Sanaa Lathan. A Christmas-themed sequel, The Best Man Holiday, was released on November 15, 2013 with a reunited cast.

Crazy in Alabama is a 1999 comedy-drama film directed by Antonio Banderas, written by Mark Childress (based on his own 1993 novel of the same name), and starring Melanie Griffith as an abused wife who heads to California to become a movie star while her nephew back in Alabama has to deal with a racially motivated murder involving a corrupt sheriff. The movie was filmed in Houma, Louisiana. One location used to film was Peoples Drug Store in historic downtown Houma.

Bringing Out the Dead is a 1999 American drama film directed by Martin Scorsese and written by Paul Schrader, based on the novel by Joe Connelly. It stars Nicolas Cage, Patricia Arquette, John Goodman, Ving Rhames and Tom Sizemore. Though a flop at the box office, the film received very positive reviews from critics. It was also the last North American title to be released on Laserdisc.

Bats (stylized as a backward word STAB) is a 1999 American science fiction monster horror thriller film, directed by Louis Morneau and produced by Bradley Jenkel and Louise Rosner. The film stars Lou Diamond Phillips, Dina Meyer, Bob Gunton and Leon. It was the first film released by Destination Films.

The Omega Code is a 1999 thriller film directed by Robert Marcarelli, starring Casper Van Dien as the protagonist, Dr. Gillen Lane, and Michael York as the antagonist. It has a premillennialist plot about a plan by the Antichrist to take over the world. Televangelist Paul Crouch, head of the Trinity Broadcasting Network, which continues to air the movie occasionally, published a novelization of the film. In 2001, Megiddo: The Omega Code 2 was released; it is partly a prequel, and partly an alternate eschatological tale. Megiddo had a larger budget than the original, but proved less popular. In the year 2000, The Omega Code was released to both VHS and DVD formats by Good Times Home Video Corporation.

The Story of Us is a 1999 American romantic comedy drama film directed by Rob Reiner, and starring Bruce Willis and Michelle Pfeiffer as a couple married for 15 years.

Fight Club is a 1999 film based on the 1996 novel of the same name by Chuck Palahniuk. The film was directed by David Fincher, and stars Brad Pitt, Edward Norton and Helena Bonham Carter. Norton plays the unnamed protagonist, an "everyman" who is discontented with his white-collar job. He forms a "fight club" with soap maker Tyler Durden, played by Pitt, and they are joined by men who also want to fight recreationally. The narrator becomes embroiled in a relationship with Durden and a dissolute woman, Marla Singer, played by Bonham Carter.

Superstar is a 1999 comedy film and Saturday Night Live spin-off about a quirky, socially inept girl named Mary Katherine Gallagher. The character was created by SNL star Molly Shannon and appeared as a recurring character on SNL in numerous skits. The story follows Mary Katherine trying to find her place in her Roman Catholic private school. The movie is directed by former The Kids in the Hall member Bruce McCulloch.

Random Hearts is a 1999 American romantic drama film directed by Sydney Pollack and starring Harrison Ford and Kristin Scott Thomas. Based on the 1984 novel of the same name by Warren Adler, the film is about a police officer and a congresswoman who discover that their spouses were having an affair prior to being killed in a plane crash.

Three Kings is a 1999 satirical war comedy film written and directed by David O. Russell from a story by John Ridley about a gold heist that takes place during the 1991 Iraqi uprising against Saddam Hussein following the end of the Persian Gulf War. The film stars George Clooney, Mark Wahlberg, Ice Cube, and Spike Jonze.

The Minus Man is a 1999 film starring Owen Wilson and Janeane Garofalo, based on the novel by Lew McCreary, and directed by Hampton Fancher, who also wrote the screenplay. The film centers on a psychotic killer whom Fancher describes as "a cross between Psycho's Norman Bates, Melville's Billy Budd and Being There's Chauncey Gardner".

Mystery, Alaska is a 1999 comedy-drama film directed by Jay Roach about an amateur ice hockey team, from the fictional small-town of Mystery, that plays an exhibition game against the New York Rangers of the National Hockey League. It was shot in Banff National Park and in a "town" built for the purpose outside Canmore, Alberta.

The Adventures of Elmo in Grouchland is a 1999 American–German musical fantasy-comedy film directed by Gary Halvorson. It is the second theatrical feature-length film based on the popular U.S. children's series Sesame Street. Produced by Jim Henson Pictures in association with the Children's Television Workshop and released by Columbia Pictures on October 1, 1999, the film co-stars Mandy Patinkin and Vanessa L. Williams. The film was shot in Wilmington, North Carolina at EUE/Screen Gems. This is one of the few Sesame Street productions directly produced by The Jim Henson Company.

Jakob the Liar is a 1999 American drama film directed by Peter Kassovitz and starring Robin Williams, Alan Arkin, Liev Schreiber, Hannah Taylor-Gordon, and Bob Balaban. The movie is set in 1944 in a ghetto in German-occupied Poland during the Holocaust and is based on the book by Jurek Becker about World War II Jewish ghetto life. It is a remake of the East German DEFA film Jakob der Lügner from 1975.

Double Jeopardy is a 1999 American adventure crime-thriller film directed by Bruce Beresford and starring Tommy Lee Jones, Ashley Judd, and Bruce Greenwood. The film is about a woman who is framed for the murder of her husband.

For Love of the Game (sometimes misconstrued as For the Love of the Game) is a 1999 American drama sports film based on the novel of the same title by Michael Shaara. It is directed by Sam Raimi and stars Kevin Costner and Kelly Preston.

Breakfast of Champions is a 1999 American comedy film adapted and directed by Alan Rudolph from the novel of the same name by Kurt Vonnegut, Jr. It was entered into the 49th Berlin International Film Festival.

Blue Streak is a 1999 American buddy cop comedy film directed by Les Mayfield and starring Martin Lawrence, Luke Wilson, Dave Chappelle, Peter Greene, Nicole Ari Parker and William Forsythe. The film was shot on location in California. The prime shooting spot was Sony Pictures Studios which is located in Culver City, California.

Stir of Echoes is a supernatural horror-thriller released in the US in 1999, starring Kevin Bacon and directed by David Koepp. The film is loosely based on the novel A Stir of Echoes by Richard Matheson.

Stigmata is a 1999 American supernatural horror film directed by Rupert Wainwright and starring Patricia Arquette as an atheist hairdresser from Pittsburgh, Pennsylvania, who is afflicted with the stigmata after acquiring a rosary formerly owned by a deceased Italian priest who himself suffered from the phenomenon. Gabriel Byrne plays a Vatican official who investigates her case, and Jonathan Pryce plays a corrupt Catholic Church official.

Love Stinks is a 1999 comedy starring French Stewart, Bridgette Wilson, Bill Bellamy and Tyra Banks. It was written and directed by Jeff Franklin.

Outside Providence is a 1999 American film adaptation of Peter Farrelly's 1988 novel of the same name. The film was directed by Michael Corrente, and it was written by Corrente and the brothers Peter and Bobby Farrelly. Centring on Timothy "Dildo/Dunph" Dunphy, the film is about his life of mischief, his "incentive" to attend the Cornwall Academy preparatory boarding school, and his realization that the haze in which he has lived has to give way to something that will stay with him forever. The book is based on Peter Farrelly's experience at Kent School, a prep school in Kent, Connecticut.

Chill Factor is a 1999 American thriller film directed by Hugh Johnson in his feature film directorial debut, and starring Cuba Gooding, Jr. and Skeet Ulrich. The film centers on two unwitting civilians who are forced to protect a deadly chemical weapon from the hands of terrorists.

The Muse is a 1999 comedy film starring Albert Brooks, Sharon Stone, Andie MacDowell and Jeff Bridges, directed by Brooks.

Dudley Do-Right is a 1999 romantic comedy film, based on Jay Ward's Dudley Do-Right, produced by Davis Entertainment for Universal Studios. The film stars Brendan Fraser as the cartoon's title character with supporting roles from Sarah Jessica Parker, Alfred Molina, and Eric Idle.

The Astronaut's Wife is a 1999 American science fiction thriller film directed and written by Rand Ravich. It stars Johnny Depp and Charlize Theron.

The 13th Warrior is a 1999 American historical fiction action film based on the novel Eaters of the Dead by Michael Crichton and is a loose retelling of the tale of Beowulf. It stars Antonio Banderas as Ahmad ibn Fadlan, Diane Venora and Omar Sharif. It was directed by John McTiernan. Crichton directed some reshoots uncredited. The film was produced by McTiernan, Crichton, and Ned Dowd, with Andrew G. Vajna and Ethan Dubrow as executive producers.

In Too Deep is a 1999 American crime-thriller-drama film written by Michael Henry Brown and Paul Aaron, and directed by Michael Rymer and starring Omar Epps, LL Cool J, Stanley Tucci with Pam Grier and Nia Long.

Universal Soldier: The Return is a 1999 American science fiction action film directed by Mic Rodgers in his directorial debut. The film stars Jean-Claude Van Damme, Michael Jai White, Bill Goldberg, Heidi Schanz, Kiana Tom and Xander Berkeley. The film was released in the United States on August 20, 1999. This was Jean-Claude Van Damme's last theatrical release film until 2008's JCVD.

Teaching Mrs. Tingle is a 1999 black comedy-drama thriller film and the directing debut of screenwriter Kevin Williamson, who wrote Scream and Scream 2 also from Dimension Films. The film stars Helen Mirren, Katie Holmes, Marisa Coughlan, Barry Watson, and Jeffrey Tambor and was released on August 20, 1999. It was originally titled Killing Mrs. Tingle, but was delayed and retitled due to the uproar over teen violence in films after the Columbine High School massacre. The film follows a trio of seniors who must prove their innocence to their vindictive history teacher. But this proves difficult, especially when they have her tied to a bed in her own house. The film received mainly negative reviews from critics and was a box office failure. It has since gained a small cult following.

Mickey Blue Eyes is a 1999 an Anglo-American romantic comedy crime film directed by Kelly Makin. Hugh Grant stars as Michael Felgate, an English auctioneer living in New York City who becomes entangled in his soon-to-be father-in-law's mafia connections. Several of the minor roles are played by actors later featured in The Sopranos TV gangster series.

Detroit Rock City is a 1999 American comedy film directed by Adam Rifkin and written by Carl V. Dupré. It tells of four teenage boys in a KISS cover band who try to see their idols in concert in Detroit in 1978. Comparable to Rock 'n' Roll High School, Dazed and Confused, The Stöned Age, and I Wanna Hold Your Hand, it tells a coming-of-age story through a filter of 1970s music and culture in the United States. It ultimately took its title from the Kiss song of the same name.

Brokedown Palace is a 1999 American drama film directed by Jonathan Kaplan, and starring Claire Danes, Kate Beckinsale, Bill Pullman and Lim Kay Tong. It deals with two American friends imprisoned in Thailand for drug smuggling. Because it presents a critical view of the Thai legal system, most scenes were filmed in the Philippines; however, some panoramas and views were filmed in Bangkok. Its title is taken from a Grateful Dead song written by Jerry Garcia and Robert Hunter from their 1970 album American Beauty.

Bowfinger is a 1999 American comedy film directed by Frank Oz. It depicts a down-and-out filmmaker in Hollywood attempting to make a film on a small budget with a star who does not know that he is in the film. It was written by Steve Martin, and stars Martin, Eddie Murphy, and Heather Graham.

The Thomas Crown Affair is a 1999 American heist film directed by John McTiernan. The film, starring Pierce Brosnan, Rene Russo and Denis Leary, is a remake of the 1968 film of the same name. The film generally received positive reviews. It was a success at the box office, grossing $124,305,181 worldwide.

Mystery Men is a 1999 American superhero comedy film directed by Kinka Usher and written by Neil Cuthbert and Bob Burden, loosely based on Burden's Flaming Carrot Comics, and starring (in alphabetical order) Hank Azaria, Claire Forlani, Janeane Garofalo, Eddie Izzard, Greg Kinnear, William H. Macy, Kel Mitchell, Lena Olin, Paul Reubens, Geoffrey Rush, Ben Stiller, Wes Studi, and Tom Waits. The film details the story of a trio of lesser superheroes with unimpressive powers who are required to save the day.

The Iron Giant is a 1999 American animated science fiction film using both traditional animation and computer animation, produced by Warner Bros. Feature Animation and directed by Brad Bird in his directorial debut. It is based on the 1968 novel The Iron Man by Ted Hughes and is scripted by Tim McCanlies. The film stars Eli Marienthal, Christopher McDonald, Jennifer Aniston, Harry Connick, Jr., John Mahoney, and Vin Diesel. Set during the Cold War in 1957, the film is about a young boy named Hogarth Hughes who discovers a giant metallic robot who fell from space. With the help of a beatnik artist named Dean McCoppin, they have to stop the U.S. military and a federal agent named Kent Mansley from finding and destroying the Giant.

Dick is a 1999 American comedy film directed by Andrew Fleming from a script he wrote with Sheryl Longin. It is a parody retelling the events of the Watergate scandal which ended the presidency of Richard ("Tricky Dick") Nixon and features several cast members from Saturday Night Live and The Kids in the Hall.

Runaway Bride is a 1999 American romantic comedy film directed by Garry Marshall, and stars Julia Roberts and Richard Gere.The screenplay was written by Josann McGibbon, Sara Parriott and Audrey Wells.

The Blair Witch Project is a 1999 American found footage horror film written, directed and edited by Daniel Myrick and Eduardo Sánchez. The film was produced by the Haxan Films production company. The film relates the story of three student filmmakers (Heather Donahue, Michael C. Williams, and Joshua Leonard) who disappeared while hiking in the Black Hills near Burkittsville, Maryland in 1994 to film a documentary about a local legend known as the Blair Witch. The viewers are told the three were never seen or heard from again, although their video and sound equipment (along with most of the footage they shot) was discovered a year later and that this "recovered footage" is the film the viewer is watching.

Deep Blue Sea is a 1999 science fiction horror film, starring Saffron Burrows, Thomas Jane, LL Cool J, Jacqueline McKenzie, Michael Rapaport, Stellan Skarsgard and Samuel L. Jackson. The film was directed by Renny Harlin and was released in the United States on July 28, 1999.

Inspector Gadget is a 1999 action-comedy film loosely based on the 1983 animated cartoon series of the same name. It starred Matthew Broderick as the title character, along with Rupert Everett as Dr. Claw, Michelle Trachtenberg as Penny, and Dabney Coleman as Chief Quimby. Two new characters were introduced, Dr. Brenda Bradford (played by Joely Fisher) and the Gadgetmobile (voiced by D. L. Hughley). The film tells the story of how Inspector Gadget and Dr. Claw came to be in the cartoon.

The Haunting is a 1999 remake of the 1963 horror film of the same name. Both films are based on the 1959 novel, The Haunting of Hill House by Shirley Jackson. The Haunting was directed by Jan de Bont and stars Liam Neeson, Catherine Zeta-Jones, Owen Wilson and Lili Taylor. It was released in the United States on July 23, 1999.

Drop Dead Gorgeous is a 1999 American black comedy film directed by Michael Patrick Jann and starring Kirstie Alley, Ellen Barkin, Kirsten Dunst, Allison Janney, Denise Richards, Brittany Murphy, and Amy Adams in her film debut. Shot in a mockumentary format, it follows the contestants in a beauty pageant called the Sarah Rose Cosmetics Mount Rose American Teen Princess Pageant, held in the small fictional town of Mount Rose, Minnesota, in which various contestants begin to die in suspicious ways.

The Wood is a 1999 romantic comedy, written by Rick Famuyiwa and Todd Boyd. Famuyiwa also directed the film, which stars Omar Epps, Richard T. Jones, and Taye Diggs.

Lake Placid is a 1999 American monster horror comedy film. The film was written by David E. Kelley and directed by Steve Miner, starring Bill Pullman, Bridget Fonda, Oliver Platt, Brendan Gleeson, Betty White, Meredith Salenger and Mariska Hargitay. The plot revolves around a giant, 30-foot-long man-eating crocodile which terrorizes the fictional location of Black Lake, Maine, United States, and also follows the dysfunctional group who attempt to capture or destroy the creature.

Eyes Wide Shut is a 1999 erotic thriller film loosely based upon Arthur Schnitzler's 1926 novella Traumnovelle (Dream Story). The film was directed, produced, and co-written by Stanley Kubrick. It was his last film, as he died six days after showing his final cut to Warner Bros. studios. The story, set in and around New York City, follows the sexually charged adventures of Dr. Bill Harford, who is shocked when his wife, Alice, reveals that she had contemplated an affair a year earlier. He embarks on a night-long adventure, during which he infiltrates a massive masked orgy of an unnamed secret society.

Muppets from Space is a 1999 American science fiction comedy film and the sixth feature film to star The Muppets, and the first since the death of Muppets creator Jim Henson to have an original Muppet-focused plot. The film was directed by Tim Hill, produced by Jim Henson Pictures, and released to theaters on July 14, 1999. The film is a deviation from other Muppet films as it is the only non-musical film, as well as the first film in the series that focuses mainly on a character other than Kermit the Frog. It is also the last Muppet feature film to include Frank Oz's involvement; he would retire from performing the following year. The film was shot in Wilmington, North Carolina at EUE/Screen Gems.

Arlington Road is a 1999 American dramatic mystery thriller film, which tells the story of a widowed George Washington University professor who suspects his new neighbors are involved in terrorism and becomes obsessed with foiling their terrorist plot. The film stars Jeff Bridges, Tim Robbins, Joan Cusack, and Hope Davis and is directed by Mark Pellington. Ehren Kruger wrote the script, which won the Academy of Motion Picture Arts and Sciences' (AMPAS) Nicholl Fellowship in 1996. The film was to have been originally released by PolyGram Filmed Entertainment, but was sold to Sony Pictures Entertainment before it opened. The eventual release was the first title for Screen Gems while PolyGram (now part of Universal Studios) handled foreign rights. tomandandy composed additional music in the film.

American Pie is a 1999 teen sex comedy film written by Adam Herz and directed by brothers Paul and Chris Weitz, in their directorial film debut. It is the first film in the American Pie theatrical series. The film was a box-office hit and spawned three direct sequels: American Pie 2 (2001), American Wedding (2003), and American Reunion (2012). The film concentrates on five best friends (Jim, Kevin, Oz, Finch, and Stifler) who attend East Great Falls High. With the exception of Stifler (who has already lost his virginity), the guys make a pact to lose their virginity before their high school graduation.

1999 American Crime Thriller produced by Spike Lee

Wild Wild West is a 1999 American steampunk western action-comedy film directed by Barry Sonnenfeld. A big-screen adaptation of the 1965-1969 TV series The Wild Wild West, it stars Will Smith, Kevin Kline (who appears in dual roles as the protagonist Artemus Gordon and as President Ulysses S. Grant), Kenneth Branagh and Salma Hayek.

South Park: Bigger, Longer & Uncut (also known as The South Park Movie or The South Park Movie: Bigger, Longer & Uncut) is a 1999 American adult animated musical comedy film based on the animated television series South Park, and produced, co-written by and starring its creators Trey Parker and Matt Stone. The film was directed and co-scored by Parker and co-written by their South Park collaborator Pam Brady, and co-starred Mary Kay Bergman, and Isaac Hayes as Chef. It features twelve songs by Parker and Marc Shaiman with additional lyrics by Stone. It was distributed by Paramount Pictures in the US and Warner Bros. Pictures internationally.

Big Daddy is a 1999 American coming of age comedy film directed by Dennis Dugan and starring Adam Sandler and the Sprouse twins. The film was produced by Robert Simonds and released on June 25, 1999, by Columbia Pictures, where it opened #1 at the box office with a $41,536,370 first weekend as well as a score of 41% on Metacritic. It was Adam Sandler's last film before starting his production company, Happy Madison Productions. It was also Sandler's first film distributed by Columbia Pictures.

An Ideal Husband is a 1999 film based on the play An Ideal Husband of the same name written by Oscar Wilde. The film stars Jeremy Northam, Rupert Everett, Julianne Moore, Minnie Driver and Oscar winning actress Cate Blanchett. It was directed by Oliver Parker.

The General's Daughter is a 1999 crime film directed by Simon West starring John Travolta. The plot concerns the mysterious death of the daughter of a prominent general. The movie is based on the 1992 novel by the same name written by Nelson DeMille. The film grossed $22 million in its opening weekend and $102 million in its total domestic run and was a box office success.

Instinct is a 1999 American psychological thriller film starring Anthony Hopkins, Cuba Gooding, Jr., George Dzundza, Donald Sutherland, and Maura Tierney. It was very loosely inspired by Ishmael, a novel by Daniel Quinn. In the United States, the film had the working title Ishmael. In 2000, the film was nominated for and won a Genesis Award in the category of feature film. This was the first film produced by Spyglass Entertainment after Caravan Pictures shut down.

The Thirteenth Floor is a 1999 science fiction crime thriller film directed by Josef Rusnak and loosely based upon Simulacron-3 (1964), a novel by Daniel F. Galouye. The film stars Craig Bierko, Gretchen Mol, Armin Mueller-Stahl, Vincent D'Onofrio, and Dennis Haysbert. In 2000, The Thirteenth Floor was nominated for the Saturn Award for Best Science Fiction Film, but lost to The Matrix.

The Straight Story is a 1999 biographical drama film directed by David Lynch. The film was edited and produced by Mary Sweeney, Lynch's longtime partner and co-worker. She co-wrote the script with John E. Roach. The film is based on the true story of Alvin Straight's 1994 journey across Iowa and Wisconsin on a lawn mower. Alvin (Richard Farnsworth) is an elderly World War II veteran who lives with his daughter Rose (Sissy Spacek), a kind woman with a mental disability. When he hears that his estranged brother Lyle (Harry Dean Stanton) has suffered a stroke, Alvin makes up his mind to go visit him and hopefully make amends before he dies. Because Alvin's legs and eyes are too impaired for him to receive a driving license, he hitches a trailer to his recently purchased thirty-year-old John Deere 110 Lawn Tractor, having a maximum speed of about 5 miles per hour, and sets off on the 240 mile journey from Laurens, Iowa to Mount Zion, Wisconsin.

The Love Letter is a 1999 American romantic comedy film directed by Peter Chan and starring Kate Capshaw. It is based on the novel by Cathleen Schine. The original music score was composed by Luis Enriquez Bacalov. The film takes place in the New England town of Loblolly-by-the-Sea.

Ghost Dog: The Way of the Samurai is a 1999 American crime action film written and directed by Jim Jarmusch. Forest Whitaker stars as the title character, the mysterious "Ghost Dog", a hitman in the employ of the Mafia, who follows the ancient code of the samurai as outlined in the book of Yamamoto Tsunetomo's recorded sayings, Hagakure. Critics have noted similarities between the movie and Jean-Pierre Melville's 1967 film Le Samouraï.

A Midsummer Night's Dream is a 1999 romantic comedy fantasy film based on the play A Midsummer Night's Dream by William Shakespeare. It was directed by Michael Hoffman. The ensemble cast features Kevin Kline as Bottom, Michelle Pfeiffer and Rupert Everett as Titania and Oberon, Stanley Tucci as Puck, and Calista Flockhart, Anna Friel, Christian Bale, and Dominic West as the four lovers.

Endurance is a 1999 docudrama about the famous distance runner Haile Gebrselassie with Gebrselassie playing the role of himself.

Trippin' is a 1999 comedy film starring Deon Richmond, Maia Campbell, Donald Faison, and Guy Torry. The film provided one of Anthony Anderson's earliest film roles. It was directed by David Raynr.

Election is a 1999 American comedy-drama film directed and written by Alexander Payne and adapted by him and Jim Taylor from Tom Perrotta's 1998 novel of the same title. The plot revolves around a high school election and satirizes both suburban high school life and politics. The film stars Matthew Broderick as Jim McAllister, a popular high school social studies teacher in suburban Omaha, Nebraska, and Reese Witherspoon as Tracy Flick, around the time of the school's student body election. When Tracy qualifies to run for class president, McAllister believes she does not deserve the title and tries his best to stop her from winning.

Idle Hands is a 1999 horror comedy film directed by Rodman Flender, written by Terri Hughes and Ron Milbauer, and starring Devon Sawa, Seth Green, Elden Henson, Jessica Alba, and Vivica A. Fox. The main plot follows the life of an average lazy stoner teenager, Anton Tobias, whose hand becomes possessed and goes on a killing spree, even after being cut off from his arm. The film's name is based on the saying "idle hands are the Devil's play-things" or "idle hands do the Devil's work".

In criminal law, entrapment is a practice whereby a law enforcement agent induces a person to commit a criminal offense that the person would have otherwise been unlikely to commit. It is a conduct that is generally discouraged and thus, in many jurisdictions, it's a possible defense against criminal liability.

Pushing Tin is a 1999 comedy-drama film directed by Mike Newell. It centers on Nick Falzone (John Cusack), a cocky air traffic controller who quarrels over proving "who's more of a man" with fellow employee Russell Bell (Billy Bob Thornton). The film was a box office failure and moderate critical success. The original music score was composed by Anne Dudley and Chris Seefried.

Lost & Found is a 1999 American romantic comedy film starring David Spade and Sophie Marceau and directed by Jeff Pollack.

Friends & Lovers is a 1999 American romantic-drama film directed and co-written by George Haas about a group of twentysomethings on a ski trip. It stars Stephen Baldwin, Claudia Schiffer and Robert Downey, Jr..

Life is a 1999 American comedy-drama film written by Robert Ramsey & Matthew Stone and directed by Ted Demme. The film stars Eddie Murphy and Martin Lawrence. The supporting cast includes Obba Babatundé, Bernie Mac, Anthony Anderson, Miguel A. Núñez Jr., Bokeem Woodbine, Guy Torry and Barry Shabaka Henley. The film's format is a story being told by an elderly inmate about two of his friends, who are both wrongly convicted of murder and given a life sentence in prison. The film was the last R rated role to date for Eddie Murphy who has stuck mainly to family friendly films for the past 16 years of his career.

Goodbye Lover is a comedic neo-noir film about a murder plot surrounding an alcoholic advertising agency worker and his adulterous wife. The film was directed by Roland Joffé, and stars Patricia Arquette, Dermot Mulroney, Don Johnson, Ellen DeGeneres, and Mary-Louise Parker. The film premiered at the 1998 Cannes Film Festival, before being released theatrically in 1999. Reshoots of the films were shot on Rodeo drive in Beverly Hills, and the ending of the film was changed.

Never Been Kissed is a 1999 romantic comedy film produced by 20th Century Fox and Drew Barrymore's production company, Flower Films, directed by Raja Gosnell and starring Drew Barrymore, David Arquette, Michael Vartan, Leelee Sobieski, Jeremy Jordan, Molly Shannon, Garry Marshall, John C. Reilly, and James Franco in his film debut.

Go is a 1999 crime comedy film written by John August and directed by Doug Liman, with three intertwining plots that happen to involve one drug deal. The film stars William Fichtner, Katie Holmes, Jay Mohr, Sarah Polley, and Scott Wolf and features Taye Diggs, Breckin Meyer, Timothy Olyphant, Desmond Askew, J. E. Freeman, and Melissa McCarthy in her film debut.

A Walk on the Moon is a 1999 drama film starring Diane Lane, Viggo Mortensen, Liev Schreiber and Anna Paquin. The movie, which was set against the backdrop of the Woodstock festival of 1969 and the moon landing of that year, was distributed by Miramax Films. The film was highly acclaimed on release, particularly Diane Lane's performance for which she earned an Independent Spirit Award nomination for Best Female Lead.

The Out-of-Towners is a 1999 comedy film starring Steve Martin and Goldie Hawn. The movie is a remake of a 1970 film by the same name; the original version, written by Neil Simon, starred Jack Lemmon and Sandy Dennis.

Cookie's Fortune is a 1999 criminal comedy film directed by Robert Altman and starring an ensemble cast, including Glenn Close, Julianne Moore, Liv Tyler, Patricia Neal, Charles S. Dutton and Chris O'Donnell.

The Mod Squad is a 1999 film directed by Scott Silver and starring Claire Danes, Omar Epps and Giovanni Ribisi. It is based on the popular television show of the same name. Peggy Lipton and Clarence Williams III who played Julie and Linc in the original series, make cameo appearances.

EDtv is a 1999 American satirical comedy film directed by Ron Howard. An adaptation of the Quebec film Louis 19, le roi des ondes (1994), it stars Matthew McConaughey, Jenna Elfman, Woody Harrelson, Ellen DeGeneres, Martin Landau, Rob Reiner, Sally Kirkland, Elizabeth Hurley, Clint Howard, and Dennis Hopper.

Doug's 1st Movie is a 1999 animated film based on the Disney version of the Nickelodeon television series Doug. The film was directed by Maurice Joyce, and stars the regular television cast of Tom McHugh, Fred Newman, Chris Phillips, Constance Shulman, Frank Welker, Alice Playten, and Guy Hadley. It was produced by Jumbo Pictures and Buena Vista, and released by Walt Disney Pictures on March 26, 1999. In theaters, the Disney short "Opera Box" from the television series Mickey Mouse Works was featured before the film; the short featured Donald and Daisy Duck.

The King and I is a 1999 American animated musical film that is loosely adapted from the Anna Leonowens story, and uses songs and some of the character names from the stage musical The King and I.

True Crime is a 1999 American mystery drama film directed by Clint Eastwood, and based on Andrew Klavan's 1995 novel of the same name. Eastwood also stars in the film as a journalist covering the execution of a death row inmate, only to discover that the convict may actually be innocent.

Wing Commander is a 1999 science fiction film loosely based on the video game series of the same name. It was directed by Chris Roberts, the creator of the game series, and stars Freddie Prinze, Jr., Matthew Lillard, Saffron Burrows, Tchéky Karyo, Jürgen Prochnow, David Suchet and David Warner. Principal photography took place in Luxembourg and post-production was done in Austin, Texas.

Baby Geniuses is a 1999 family-oriented comedy film directed by Bob Clark. It stars Kathleen Turner and Christopher Lloyd.

The Rage: Carrie 2 is a 1999 American supernatural drama horror film directed by Katt Shea. It is a sequel to the 1976 horror film Carrie, based on the novel of the same name by Stephen King, and features Carrie White's half sister Rachel Lang in the title role. Directed by Katt Shea, the film stars Emily Bergl, Jason London, Dylan Bruno, J. Smith-Cameron, and Amy Irving who reprises her role of Sue Snell from the previous film.

The Deep End of the Ocean (1999) is an American motion picture drama directed by Ulu Grosbard, and starring Michelle Pfeiffer, Treat Williams, Whoopi Goldberg, Jonathan Jackson and Ryan Merriman. It is an adaptation of the novel of the same name by Jacquelyn Mitchard, a bestseller that was the very first novel selected by Oprah Winfrey to be discussed on Oprah's Book Club in 1996.

Lock, Stock and Two Smoking Barrels is a 1998 British crime comedy film written and directed by Guy Ritchie. The story is a heist film involving a self-confident young card sharp who loses £500,000 to a powerful crime lord in a rigged game of three card brag. To pay off his debts, he and his friends decide to rob a small-time gang who happen to be operating out of the flat next door. The film brought Guy Ritchie international acclaim and introduced actors Vinnie Jones, a former Wales international footballer, and Jason Statham, a former diver, to worldwide audiences. Based on a $1.35 million budget, the film had a box office gross of $28.3 million, making it a commercial success.

Cruel Intentions is a 1999 American drama film starring Sarah Michelle Gellar, Ryan Phillippe, Reese Witherspoon, and Selma Blair. The film is an adaptation of Les Liaisons dangereuses, written by Pierre Choderlos de Laclos in 1782, but set among wealthy teenagers attending high school in modern New York City.

The Corruptor is a 1999 American action thriller film directed by James Foley, starring Chow Yun-fat and Mark Wahlberg. The film was released in the United States on March 12, 1999.

Analyze This is a 1999 gangster comedy film directed by Harold Ramis, who co-wrote the screenplay with playwright Kenneth Lonergan and Peter Tolan. The film stars Robert De Niro as a mafioso and Billy Crystal as his psychiatrist. A sequel, Analyze That, was released in 2002.

8mm is a 1999 American-German crime mystery thriller film directed by Joel Schumacher and written by Andrew Kevin Walker. The film stars Nicolas Cage as a private investigator who delves into the world of snuff films.

The Other Sister is a 1999 American romantic comedy film directed by Garry Marshall and stars Juliette Lewis, Giovanni Ribisi, Diane Keaton, and Tom Skerritt. It was filmed in Long Beach, Pasadena, and San Francisco, California. The film was written by Marshall, Bob Brunner, and Malia Scotch Marmo (uncredited).

The Breaks is an American 1999 comedy film written by and starring Mitch Mullany and directed by Eric Meza.

200 Cigarettes is a 1999 American ensemble comedy film directed by Risa Bramon Garcia, and written by Shana Larsen. The film is a mosaic following multiple characters in New York City on New Year's Eve 1981. The film stars Ben Affleck, Casey Affleck, Dave Chappelle, Guillermo Díaz, Angela Featherstone, Janeane Garofalo, Gaby Hoffmann, Kate Hudson, Courtney Love, Jay Mohr, Martha Plimpton, Christina Ricci and Paul Rudd. The film also features a cameo by Elvis Costello, as well as paintings by Sally Davies.

20 Dates is a 1998 American mockumentary film. Myles Berkowitz directs and stars as the film's protagonist trying to find love and start a film career at the same time by filming himself going out on 20 dates with different women.

Office Space is a 1999 American comedy film written and directed by Mike Judge. The film satirizes the everyday work life of a typical mid-to-late-1990s software company, focusing on a handful of individuals fed up with their jobs and stars Ron Livingston, Jennifer Aniston, Gary Cole, Stephen Root, David Herman, Ajay Naidu, and Diedrich Bader.

October Sky is a 1999 American biographical film directed by Joe Johnston, starring Jake Gyllenhaal, Chris Cooper, Chris Owen, and Laura Dern. It is based on the true story of Homer H. Hickam, Jr., a coal miner's son who was inspired by the launch of Sputnik 1 in 1957 to take up rocketry against his father's wishes, and who eventually became a NASA engineer. Most of the film was shot in rural East Tennessee, including Oliver Springs, Harriman and Kingston in Morgan and Roane counties. The movie mostly received a positive critical reception and is still celebrated in the regions of its setting and filming.

Jawbreaker is a 1999 American black comedy film written and directed by Darren Stein. The film stars Rose McGowan, Rebecca Gayheart, Julie Benz, and Judy Greer as girls in an exclusive clique in their high school. Charlotte Ayanna has a non-speaking cameo role as a murdered prom queen. The film was inspired by the film Heathers, and is often compared to it, particularly the plot involving a popular female clique, and the accidental murder of one of its members. It also holds similarities to Carrie. Of his concept for the film, Stein has stated "The jawbreaker just came to represent the duality of the poppy sweetness of the girls, of high school and of youth, versus the whole idea that this thing could break your jaw". The film was released on February 19, 1999 and was a critical and financial failure, though it has come to gain a cult following. Similarities have drawn between Jawbreaker and the 2004 film Mean Girls.

My Favorite Martian is a 1999 comic science fiction film starring Christopher Lloyd, Jeff Daniels, Daryl Hannah, Elizabeth Hurley, Wallace Shawn and Ray Walston, based on the 1960s television series of the same name in which Walston starred. It was directed by Donald Petrie and written by Sherri Stoner and Deanna Oliver, based on the television series created by John L. Greene. Creatures were created by Amalgamated Dynamics from designs by Jordu Schell. The film, produced on a budget of $65 million, was a major box office flop after grossing $36 million domestically.

Message in a Bottle is a 1999 American romantic drama film directed by Luis Mandoki. Based on 1998 novel of the same name by Nicholas Sparks, the film stars Kevin Costner, Robin Wright, and Paul Newman. Message in a Bottle was filmed in Maine, Chicago, and Wilmington, North Carolina.

Blast from the Past is a 1999 American romantic comedy film based on a story and directed by Hugh Wilson, and starring Brendan Fraser, Alicia Silverstone, Christopher Walken, Sissy Spacek and Dave Foley.

Simply Irresistible is a 1999 American romantic comedy film starring Sarah Michelle Gellar and Sean Patrick Flanery. It was directed by Mark Tarlov and was written by Judith Roberts.

Rushmore is a 1998 comedy-drama film directed by Wes Anderson about an eccentric teenager named Max Fischer (Jason Schwartzman in his film debut), his friendship with rich industrialist Herman Blume (Bill Murray), and their mutual love for elementary school teacher Rosemary Cross (Olivia Williams). The film was co-written by Anderson and Owen Wilson. The soundtrack was scored by regular Anderson collaborator Mark Mothersbaugh and features several songs by bands associated with the British Invasion of the 1960s.

Payback is a 1999 American Neo Noir crime film written and directed by Brian Helgeland in his directorial debut, and starring Mel Gibson, Gregg Henry, Maria Bello and David Paymer. It was based on the novel The Hunter by Donald E. Westlake using the pseudonym Richard Stark, which had earlier been adapted into the 1967 film noir classic Point Blank, directed by John Boorman and starring Lee Marvin. Helgeland in 2006 issued a director's cut that differs substantially from the version released by the studio.

She's All That is a 1999 American teen romantic comedy film directed by Robert Iscove and starring Freddie Prinze, Jr. , Rachael Leigh Cook and Paul Walker. It is a modern adaptation of George Bernard Shaw's play Pygmalion and George Cukor's 1964 film My Fair Lady. It was one of the most popular teen films of the 1990s and reached No. 1 at the box office in its first week of release. In April 2015, it was announced that the film will be remade by The Weinstein Company.

A Cool, Dry Place is a 1998 drama movie adapted by Matthew McDuffie from the 1996 novel Dance Real Slow by Michael Grant Jaffe. It was directed by John N. Smith. The movie stars Vince Vaughn, Monica Potter, Joey Lauren Adams and Bobby Moat.

Still Crazy is a 1998 British comedy film about a fictional 1970s rock band named "Strange Fruit", who, after being split up for two decades, are persuaded to get back together to perform at a reunion of the same concert venue where they played their last gig. The film focuses on the personal lives of the band members and those closest to them, and their individual experiences with approaching middle-age and the success that eluded them.

Gloria is a remake of the 1980 film of the same name written and directed by John Cassavetes. It was directed by Sidney Lumet and starred Sharon Stone as Gloria. It is also notable as George C. Scott's final theatrically released film. The supporting cast also includes Jeremy Northam, Cathy Moriarty-Gentile, Bonnie Bedelia, and Barry McEvoy.

Hilary and Jackie is a 1998 British biographical film directed by Anand Tucker. The screenplay by Frank Cottrell Boyce is often claimed to have been based on the memoir A Genius in the Family (later republished under the title 'Hilary and Jackie') by Piers and Hilary du Pré, which chronicles the life and career of their late sister, cellist Jacqueline du Pré.

Affliction is an American drama film produced in 1997, written and directed by Paul Schrader from the novel by Russell Banks. It stars Nick Nolte, Sissy Spacek, James Coburn and Willem Dafoe.

At First Sight is a 1999 American romantic drama film starring Val Kilmer and Mira Sorvino, based on the essay "To See and Not See" in neurologist Oliver Sacks' book An Anthropologist on Mars and inspired by the true life story of Shirl Jennings.

Music of the Heart is a 1999 drama film, directed by Wes Craven and written by Pamela Gray. It was produced by Craven-Maddalena Films and Miramax Films, and distributed by Buena Vista Distribution. The film is a dramatization of the true story of Roberta Guaspari, portrayed by Meryl Streep, who co-founded the Opus 118 Harlem School of Music. The film also stars Aidan Quinn, Gloria Estefan, and Angela Bassett. It was director Wes Craven's only foray outside of the horror/thriller genre, aside from his contribution to the multifaceted and directorially diverse Paris, je t'aime. It was also his only film to receive Academy Award nominations.

The Red Violin is a 1998 Canadian drama film directed by François Girard. It spans four centuries and five countries as it tells the story of a mysterious violin and its many owners. The film was an international co-production among companies in Canada, Italy, and the United Kingdom.

The Legend of 1900 (Italian: La leggenda del pianista sull'oceano, The Legend of the Pianist on the Ocean) is a 1998 Italian drama film directed by Giuseppe Tornatore and starring Tim Roth, Pruitt Taylor Vince and Mélanie Thierry. It was Tornatore's first English-language film. The film is inspired by Novecento, a monologue by Alessandro Baricco. The film was nominated for a variety of awards worldwide, winning several for its soundtrack.

Being John Malkovich is a 1999 American fantasy comedy film written by Charlie Kaufman, directed by Spike Jonze, and stars John Cusack, Cameron Diaz and Catherine Keener, with John Malkovich as a fictional version of himself. The film follows a puppeteer who finds a portal that leads into Malkovich's mind.

The End of the Affair is a 1999 drama film directed by Neil Jordan and starring Ralph Fiennes, Julianne Moore and Stephen Rea.

Tea with Mussolini is a 1999 Anglo-Italian semi-autobiographical film directed by Franco Zeffirelli, scripted by John Mortimer, telling the story of young Italian boy Luca's upbringing by a circle of British and American women, before and during World War II.

Girl, Interrupted is a 1999 American drama film, and a loosely based adaptation of Susanna Kaysen's 1993 memoir of the same name. The film chronicles Kaysen's 18-month stay at a mental institution. Directed by James Mangold, the film stars Winona Ryder (who also served as an executive producer on the film) as Kaysen, with a supporting cast that includes Angelina Jolie, Brittany Murphy, Whoopi Goldberg, Elisabeth Moss and Vanessa Redgrave.

The Talented Mr. Ripley is a 1999 American psychological thriller written for the screen and directed by Anthony Minghella. An adaptation of the 1955 Patricia Highsmith novel of the same name, the film stars Matt Damon as Tom Ripley, Jude Law as Dickie Greenleaf, Gwyneth Paltrow as Marge Sherwood and Cate Blanchett as Meredith Logue.

The Cider House Rules is a 1999 American drama film directed by Lasse Hallström, based on John Irving's novel of the same name. The film won two Academy Awards, and was nominated for the Academy Award for Best Picture, along with four other nominations at the 72nd Academy Awards. Irving documented his involvement in bringing the novel to the screen in his book, My Movie Business.

The Green Mile is a 1999 American fantasy crime drama film directed by Frank Darabont and adapted from the 1996 Stephen King novel of the same name. The film is told in a flashback format and stars Tom Hanks as Paul Edgecomb and Michael Clarke Duncan as John Coffey with supporting roles by David Morse, Bonnie Hunt, and James Cromwell. The film also features Dabbs Greer, in his final film, as the old Paul Edgecomb. The film tells the story of Paul's life as a death row corrections officer during the Great Depression in the United States, and the supernatural events he witnessed.

Magnolia is a 1999 American drama film written, produced, and directed by Paul Thomas Anderson and starring Jeremy Blackman, Tom Cruise, Melinda Dillon, Philip Baker Hall, Philip Seymour Hoffman, Ricky Jay, William H. Macy, Alfred Molina, Julianne Moore, John C. Reilly, Jason Robards, and Melora Walters. The film is a mosaic of interrelated characters in search of happiness, forgiveness, and meaning in the San Fernando Valley.

Tumbleweeds is a 1999 American comedy-drama film directed by Gavin O'Connor. He co-wrote the screenplay with his then-wife Angela Shelton, who was inspired by her memories of a childhood spent on the road with her serial-marrying mother. The film starred Janet McTeer, Kimberly J. Brown and Jay O. Sanders.

Boys Don't Cry is a 1999 American independent romantic drama film directed by Kimberly Peirce and co-written by Peirce and Andy Bienen. The film is a dramatization of the real-life story of Brandon Teena, an American trans man played in the film by Hilary Swank, who is beaten, raped and murdered by his male acquaintances after they discover he is transgender. The film also stars Chloë Sevigny, Peter Sarsgaard, Brendan Sexton III, and Alicia Goranson. After reading about Teena's murder while in college, Peirce researched the case and worked on the screenplay for almost five years. Peirce was inspired by All She Wanted, a 1996 book about the killing written by Aphrodite Jones; however, she chose to focus the story of the film on the relationship between Brandon and his girlfriend Lana Tisdel. Many actors sought the lead role during a three-year casting process before Swank—a then-unknown actor—was cast. Swank was chosen because her personality seemed similar to Teena's. Sevigny initially auditioned for the role of Brandon, but Peirce could not picture her playing a man, so she was ultimately cast as Lana. Most of the film's characters were based on real-life people; others were composites.

The Insider is a 1999 American drama film directed by Michael Mann, based on the true story of a 60 Minutes segment about Jeffrey Wigand, a whistleblower in the tobacco industry. The 60 Minutes story originally aired in November 1995 in an altered form because of objections by CBS' then-owner, Laurence Tisch, who also controlled the Lorillard Tobacco Company. The story later aired in a complete and uncensored form on February 4, 1996.

Man on the Moon is a 1999 American biographical comedy-drama film about the late American entertainer Andy Kaufman, starring Jim Carrey. The film was directed by Miloš Forman and also features Danny DeVito, Courtney Love, and Paul Giamatti. DeVito worked with Kaufman on the Taxi television series, though DeVito did not appear in the film as his Taxi character. Other members of that show's cast, including Marilu Henner, Judd Hirsch, Christopher Lloyd, and Jeff Conaway, make cameo appearances in the film, playing themselves. Notably absent was Tony Danza, who at the time of filming was performing in "A View from the Bridge" on Broadway. The film also features Patton Oswalt in a minor role.

The Hurricane is a 1999 biographical film directed by Norman Jewison, and starring Denzel Washington. The script was adapted by Armyan Bernstein and Dan Gordon from the books Lazarus and the Hurricane: The Freeing of Rubin "Hurricane" Carter (published in 1991), by Sam Chaiton and Terry Swinton, and The Sixteenth Round: From Number 1 Contender To #45472 (published in 1974), by Rubin "Hurricane" Carter. The film tells the story of a former middleweight boxer who was convicted for a triple homicide in a bar in Paterson, New Jersey. The film also depicts his life in prison and how he was freed by the love and compassion of a teenager from Brooklyn named Lesra Martin and his Canadian foster family.

All About My Mother (Spanish: Todo sobre mi madre) is a 1999 Spanish drama film written and directed by Pedro Almodóvar, and starring Cecilia Roth, Marisa Paredes, Antonia San Juan, Penélope Cruz and Candela Peña.

Austin Powers: The Spy Who Shagged Me is a 1999 spy action comedy film and the second film in the Austin Powers series. It is preceded by the original film, Austin Powers: International Man of Mystery (1997) and followed by Austin Powers in Goldmember (2002). The film was directed by Jay Roach, co-written by Mike Myers and screenwriter Michael McCullers, and once again stars Myers as the title character. Myers also plays Dr. Evil and Fat Bastard.

American Beauty is a 1999 American drama film directed by Sam Mendes and written by Alan Ball. Kevin Spacey stars as Lester Burnham, an advertising executive who has a midlife crisis when he becomes infatuated with his teenage daughter's best friend, Angela (Mena Suvari). Annette Bening co-stars as Lester's materialistic wife, Carolyn, and Thora Birch plays their insecure daughter, Jane. Wes Bentley, Chris Cooper and Allison Janney also feature. The film is described by academics as a satire of American middle class notions of beauty and personal satisfaction; analysis has focused on the film's explorations of romantic and paternal love, sexuality, beauty, materialism, self-liberation, and redemption.

The World Is Not Enough (1999) is the nineteenth film in the James Bond series, and the third to star Pierce Brosnan as the fictional MI6 agent James Bond. The film was directed by Michael Apted, with the original story and screenplay written by Neal Purvis, Robert Wade and Bruce Feirstein. It was produced by Michael G. Wilson and Barbara Broccoli. The title is taken from a line in the 1963 novel On Her Majesty's Secret Service.

Notting Hill is a 1999 British romantic comedy film set in Notting Hill, London, released on 21 May 1999. The screenplay was by Richard Curtis, who had written Four Weddings and a Funeral (1994), and the film was produced by Duncan Kenworthy and directed by Roger Michell. The film stars Hugh Grant, Julia Roberts, Rhys Ifans, Emma Chambers, Tim McInnerny, Gina McKee, and Hugh Bonneville.

The Mummy is a 1999 American action adventure horror film written and directed by Stephen Sommers and starring Brendan Fraser, Rachel Weisz, John Hannah, and Kevin J. O'Connor, with Arnold Vosloo in the title role as the reanimated mummy. It is a loose remake of the 1932 film The Mummy which starred Boris Karloff in the title role.

Tarzan is a 1999 American animated adventure musical film produced by Walt Disney Feature Animation and released by Walt Disney Pictures. The 37th film in the Walt Disney Animated Classics, it is based on the story Tarzan of the Apes by Edgar Rice Burroughs, and is the first animated major motion picture version of the Tarzan story. Directed by Chris Buck and Kevin Lima with a screenplay by Tab Murphy, Bob Tzudiker, and Noni White, Tarzan features the voices of Tony Goldwyn, Minnie Driver, Glenn Close, and Rosie O'Donnell with Brian Blessed, Lance Henriksen, Wayne Knight, and Nigel Hawthorne.

The Matrix is a 1999 American science fiction action film written and directed by The Wachowskis, starring Keanu Reeves, Laurence Fishburne, Carrie-Anne Moss, Hugo Weaving, and Joe Pantoliano. It depicts a dystopian future in which reality as perceived by most humans is actually a simulated reality called "the Matrix", created by sentient machines to subdue the human population, while their bodies' heat and electrical activity are used as an energy source. Computer programmer "Neo" learns this truth and is drawn into a rebellion against the machines, which involves other people who have been freed from the "dream world".

Toy Story 2 is a 1999 American computer-animated comedy adventure film produced by Pixar and released by Walt Disney Pictures. Directed by John Lasseter and co-directed by Lee Unkrich and Ash Brannon, it is the sequel to the 1995 film Toy Story.

The Sixth Sense is a 1999 American supernatural thriller film written and directed by M. Night Shyamalan. The film tells the story of Cole Sear (Haley Joel Osment), a troubled, isolated boy who is able to see and talk to the dead, and an equally troubled child psychologist (Bruce Willis) who tries to help him. The film established Shyamalan as a writer and director, and introduced the cinema public to his traits, most notably his affinity for surprise endings.

Star Wars Episode I: The Phantom Menace is a 1999 American epic space opera film written and directed by George Lucas, produced by Lucasfilm and distributed by 20th Century Fox. The first installment in the Star Wars prequel trilogy, the film stars Liam Neeson, Ewan McGregor, Natalie Portman, Jake Lloyd, Ian McDiarmid, Ahmed Best, Ray Park, Anthony Daniels, Kenny Baker, Pernilla August and Frank Oz. The film was Lucas' first production as a film director after a 22-year hiatus following the original Star Wars film, and his fourth film overall.