Most Voted Comedy Feature Films Released 1999-01-01 to 1999-12-31


1. Toy Story 2 (1999)

G | 92 min | Animation, Adventure, Comedy

7.9
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88 Metascore

When Woody is stolen by a toy collector, Buzz and his friends vow to rescue him, but Woody finds the idea of immortality in a museum tempting.

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

Votes: 443,642 | Gross: $245.85M

2. American Pie (1999)

R | 95 min | Comedy

7.0
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58 Metascore

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

Directors: Paul Weitz, Chris Weitz | Stars: Jason Biggs, Chris Klein, Thomas Ian Nicholas, Alyson Hannigan

Votes: 342,616 | Gross: $102.56M

3. Being John Malkovich (1999)

R | 112 min | Comedy, Drama, Fantasy

7.8
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90 Metascore

A puppeteer discovers a portal that leads literally into the head of movie star John Malkovich.

Director: Spike Jonze | Stars: John Cusack, Cameron Diaz, Catherine Keener, John Malkovich

Votes: 279,754 | Gross: $22.86M

4. 10 Things I Hate About You (1999)

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

7.3
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    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
70 Metascore

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

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

Votes: 256,922 | Gross: $38.18M

5. Notting Hill (1999)

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

7.1
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66 Metascore

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

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

Votes: 232,433 | Gross: $116.09M

6. Office Space (1999)

R | 89 min | Comedy

7.8
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68 Metascore

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

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

Votes: 219,947 | Gross: $10.82M

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

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

6.6
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59 Metascore

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

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

Votes: 197,423 | Gross: $206.04M

8. Dogma (1999)

R | 130 min | Adventure, Comedy, Drama

7.3
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62 Metascore

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: 194,111 | Gross: $30.65M

9. Big Daddy (1999)

PG-13 | 93 min | Comedy, Drama

6.4
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41 Metascore

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

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

Votes: 178,748 | Gross: $163.48M

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

R | 81 min | Animation, Comedy, Fantasy

7.8
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73 Metascore

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

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

Votes: 176,965 | Gross: $52.01M

11. The Iron Giant (1999)

PG | 86 min | Animation, Action, Adventure

8.0
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85 Metascore

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

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

Votes: 150,033 | Gross: $23.16M

12. Three Kings (1999)

R | 114 min | Action, Adventure, Comedy

7.1
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82 Metascore

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: 149,187 | Gross: $60.65M

13. Wild Wild West (1999)

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

4.9
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38 Metascore

The two best hired guns in the West must save President Grant from the clutches of a nineteenth-century inventor-villain.

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

Votes: 140,925 | Gross: $113.81M

14. Analyze This (1999)

R | 103 min | Comedy, Crime

6.7
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61 Metascore

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: 134,336 | Gross: $106.89M

15. Galaxy Quest (1999)

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

7.3
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70 Metascore

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

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

Votes: 134,175 | Gross: $71.58M

16. Man on the Moon (1999)

R | 118 min | Biography, Comedy, Drama

7.4
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58 Metascore

The life and career of a legendary comedian, Andy Kaufman.

Director: Milos Forman | Stars: Jim Carrey, Danny DeVito, Gerry Becker, Greyson Erik Pendry

Votes: 112,944 | Gross: $34.58M

17. Stuart Little (1999)

PG | 84 min | Adventure, Comedy, Family

5.9
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61 Metascore

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

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

Votes: 109,280 | Gross: $140.04M

18. Bicentennial Man (1999)

PG | 132 min | Comedy, Drama, Sci-Fi

6.9
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42 Metascore

An android endeavors to become human as he gradually acquires emotions.

Director: Chris Columbus | Stars: Robin Williams, Embeth Davidtz, Sam Neill, Oliver Platt

Votes: 98,710 | Gross: $58.22M

19. Runaway Bride (1999)

PG | 116 min | Comedy, Romance

5.5
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39 Metascore

A reporter is assigned to write a story about a woman who has left a string of fiances at the altar.

Director: Garry Marshall | Stars: Julia Roberts, Richard Gere, Joan Cusack, Hector Elizondo

Votes: 83,286 | Gross: $152.26M

20. Election (1999)

R | 103 min | Comedy, Drama, Romance

7.3
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83 Metascore

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

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

Votes: 80,803 | Gross: $14.88M

21. She's All That (1999)

PG-13 | 95 min | Comedy, Romance

5.8
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51 Metascore

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: 75,349 | Gross: $63.37M

22. Never Been Kissed (1999)

PG-13 | 107 min | Comedy, Drama, Romance

6.0
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60 Metascore

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: 74,948 | Gross: $55.47M

23. Blue Streak (1999)

PG-13 | 93 min | Action, Comedy, Crime

6.3
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46 Metascore

A former convict poses as a cop to retrieve a diamond he stole years ago.

Director: Les Mayfield | Stars: Martin Lawrence, Luke Wilson, Peter Greene, Dave Chappelle

Votes: 67,019 | Gross: $68.52M

24. Deuce Bigalow: Male Gigolo (1999)

R | 88 min | Comedy, Romance

5.7
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30 Metascore

An average aquarium cleaner house-sits for a gigolo, only to be forced to become one himself.

Director: Mike Mitchell | Stars: Rob Schneider, William Forsythe, Eddie Griffin, Arija Bareikis

Votes: 64,712 | Gross: $65.54M

25. Go (1999)

R | 102 min | Comedy, Crime

7.3
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72 Metascore

Go! tells the story of the events after a drug deal, told from three different points of view.

Director: Doug Liman | Stars: Sarah Polley, Jay Mohr, Scott Wolf, Taye Diggs

Votes: 62,798 | Gross: $16.84M

26. Bowfinger (1999)

PG-13 | 97 min | Comedy

6.4
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71 Metascore

When a desperate movie producer fails to get a major star for his bargain basement film, he decides to shoot the film secretly around him.

Director: Frank Oz | Stars: Steve Martin, Eddie Murphy, Heather Graham, Christine Baranski

Votes: 61,178 | Gross: $66.38M

27. Mystery Men (1999)

PG-13 | 121 min | Action, Comedy, Fantasy

6.1
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65 Metascore

A group of inept amateur superheroes must try to save the day when a supervillian threatens to destroy a major superhero and the city.

Director: Kinka Usher | Stars: Ben Stiller, Janeane Garofalo, William H. Macy, Hank Azaria

Votes: 57,480 | Gross: $29.66M

28. Blast from the Past (1999)

PG-13 | 112 min | Comedy, Drama, Romance

6.6
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48 Metascore

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: 53,976 | Gross: $26.49M

29. Lake Placid (1999)

R | 82 min | Action, Comedy, Horror

5.7
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34 Metascore

Three people attempt to stop a gigantic crocodile, who is terrorizing residents in Black Lake, Maine.

Director: Steve Miner | Stars: Bridget Fonda, Bill Pullman, Oliver Platt, Brendan Gleeson

Votes: 48,350 | Gross: $31.77M

30. Inspector Gadget (1999)

PG | 78 min | Action, Adventure, Comedy

4.1
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36 Metascore

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

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

Votes: 40,493 | Gross: $97.40M

31. Life (I) (1999)

R | 108 min | Comedy, Crime, Drama

6.7
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63 Metascore

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: 39,428 | Gross: $63.84M

32. Edtv (1999)

PG-13 | 122 min | Comedy, Drama

6.1
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48 Metascore

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: 38,172 | Gross: $22.36M

33. Varsity Blues (1999)

R | 106 min | Comedy, Drama, Romance

6.5
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50 Metascore

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

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

Votes: 38,088 | Gross: $52.89M

34. Idle Hands (1999)

R | 92 min | Comedy, Fantasy, Horror

6.2
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    1 2 3 4 5 6 7 8 9 10 6.2/10 X  
31 Metascore

A teenage slacker's right hand becomes possessed with murderous intent.

Director: Rodman Flender | Stars: Devon Sawa, Seth Green, Elden Henson, Jessica Alba

Votes: 36,142 | Gross: $4.00M

35. Asterix and Obelix vs. Caesar (1999)

Not Rated | 109 min | Adventure, Comedy, Family

5.9
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The well-known little village from the Asterix and Obelix-comic books is in trouble: It is the last place not controlled by Rome. When Tax collector Claudius Incorruptus does not get his ... See full summary »

Director: Claude Zidi | Stars: Christian Clavier, Gérard Depardieu, Roberto Benigni, Michel Galabru

Votes: 34,719 | Gross: $1.64M

36. Detroit Rock City (1999)

R | 95 min | Comedy, Music

6.8
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33 Metascore

In 1978, four rebellious teenagers try to scam their way into a KISS concert.

Director: Adam Rifkin | Stars: Edward Furlong, Giuseppe Andrews, James DeBello, Sam Huntington

Votes: 32,567 | Gross: $4.22M

37. Mickey Blue Eyes (1999)

PG-13 | 102 min | Comedy, Crime, Romance

5.8
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49 Metascore

An English auctioneer proposes to the daughter of a Mafia kingpin, only to realize that certain "favors" would be asked of him.

Director: Kelly Makin | Stars: Hugh Grant, Jeanne Tripplehorn, James Caan, Burt Young

Votes: 32,082 | Gross: $33.86M

38. Fantasia 2000 (1999)

G | 75 min | Animation, Comedy, Family

7.2
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59 Metascore

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

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

Votes: 31,007 | Gross: $60.66M

39. Sweet and Lowdown (1999)

PG-13 | 95 min | Comedy, Drama, Music

7.3
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    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
70 Metascore

In the 1930s, jazz guitarist Emmet Ray idolizes Django Reinhardt, faces gangsters and falls in love with a mute woman.

Director: Woody Allen | Stars: Sean Penn, Samantha Morton, Woody Allen, Ben Duncan

Votes: 29,883 | Gross: $4.20M

40. Forces of Nature (1999)

PG-13 | 105 min | Comedy, Romance

5.4
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46 Metascore

A soon-to-be-married man encounters an exciting stranger after his plane suffers an accident on takeoff.

Director: Bronwen Hughes | Stars: Sandra Bullock, Ben Affleck, Maura Tierney, Steve Zahn

Votes: 29,259 | Gross: $52.89M

41. Drop Dead Gorgeous (1999)

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

6.6
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28 Metascore

A small-town beauty pageant turns deadly as it becomes clear that someone will go to any lengths to win.

Director: Michael Patrick Jann | Stars: Kirsten Dunst, Denise Richards, Ellen Barkin, Allison Janney

Votes: 29,227 | Gross: $10.56M

42. Pushing Tin (1999)

R | 124 min | Comedy, Drama, Romance

6.0
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47 Metascore

A feud develops between two air traffic controllers: one cocky and determined while the other is restrained and laidback, which inevitably affects their lives.

Director: Mike Newell | Stars: John Cusack, Billy Bob Thornton, Cate Blanchett, Angelina Jolie

Votes: 26,407 | Gross: $8.41M

43. Mystery, Alaska (1999)

R | 119 min | Comedy, Drama, Sport

6.7
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49 Metascore

This comedy is about the residents of a small town who get over-excited when their hockey team gets chosen to host a televised event

Director: Jay Roach | Stars: Russell Crowe, Burt Reynolds, Hank Azaria, Mary McCormack

Votes: 23,707 | Gross: $8.89M

44. A Midsummer Night's Dream (1999)

PG-13 | 116 min | Comedy, Fantasy, Romance

6.5
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61 Metascore

Lovers' lives are complicated by city law, feuding faerie royalty, and... love.

Director: Michael Hoffman | Stars: Kevin Kline, Michelle Pfeiffer, Rupert Everett, Stanley Tucci

Votes: 22,724 | Gross: $16.07M

45. Baby Geniuses (1999)

PG | 97 min | Comedy, Crime, Family

2.6
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    1 2 3 4 5 6 7 8 9 10 2.6/10 X  
6 Metascore

Scientist hold talking, super-intelligent babies captive, but things take a turn for the worse when a mix-up occurs between a baby genius and its twin.

Director: Bob Clark | Stars: Kathleen Turner, Christopher Lloyd, Kim Cattrall, Peter MacNicol

Votes: 22,428 | Gross: $27.14M

46. But I'm a Cheerleader (1999)

R | 85 min | Comedy, Drama, Romance

6.6
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    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
39 Metascore

A naive teenager is sent to rehab camp when her straitlaced parents and friends suspect her of being a lesbian.

Director: Jamie Babbit | Stars: Natasha Lyonne, Clea DuVall, Michelle Williams, Brandt Wille

Votes: 22,389 | Gross: $2.21M

47. Jawbreaker (1999)

R | 87 min | Comedy, Crime, Thriller

5.5
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22 Metascore

Three of the most popular girls at Reagan High accidentally kill the prom queen with a jawbreaker when a kidnapping goes horribly wrong.

Director: Darren Stein | Stars: Rose McGowan, Rebecca Gayheart, Julie Benz, Judy Greer

Votes: 21,227 | Gross: $3.07M

48. Human Traffic (1999)

R | 99 min | Comedy, Music

7.1
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    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
53 Metascore

Five friends spend one lost weekend in a mix of music, love and club culture.

Director: Justin Kerrigan | Stars: John Simm, Lorraine Pilkington, Shaun Parkes, Nicola Reynolds

Votes: 21,046 | Gross: $0.10M

49. The Story of Us (1999)

R | 95 min | Comedy, Drama, Romance

5.9
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37 Metascore

Ben and Katie Jordan are a married couple who go through hard times in fifteen years of marriage.

Director: Rob Reiner | Stars: Bruce Willis, Michelle Pfeiffer, Colleen Rennison, Jake Sandvig

Votes: 19,771 | Gross: $27.07M

50. Mansfield Park (1999)

PG-13 | 112 min | Comedy, Drama, Romance

7.1
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71 Metascore

At 10, Fanny Price, a poor relation, goes to live at Mansfield Park, the estate of her aunt's husband, Sir Thomas. Clever, studious, and a writer with an ironic imagination and fine moral ... See full summary »

Director: Patricia Rozema | Stars: Frances O'Connor, Jonny Lee Miller, Alessandro Nivola, Hannah Taylor Gordon

Votes: 19,084 | Gross: $4.76M



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