My Favourite Comedy Flicks 1990-1999
by j.e.collins | created - 19 May 2011 | updated - 08 Aug 2012 | Public- Instant Watch Options
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1. Groundhog Day (1993)
PG | 101 min | Comedy, Drama, Fantasy
A narcissistic, self-centered weatherman finds himself in a time loop on Groundhog Day.
Director: Harold Ramis | Stars: Bill Murray, Andie MacDowell, Chris Elliott, Stephen Tobolowsky
Votes: 684,865 | Gross: $70.91M
2. Swingers (1996)
R | 96 min | Comedy, Drama
A wannabe actor has a hard time moving on from a break-up, but he is lucky to have supportive friends.
Director: Doug Liman | Stars: Vince Vaughn, Heather Graham, Jon Favreau, Ron Livingston
Votes: 88,112 | Gross: $4.51M
3. Dumb and Dumber (1994)
PG-13 | 107 min | Comedy
After a woman leaves a briefcase at the airport terminal, a dumb limo driver and his dumber friend set out on a hilarious cross-country road trip to Aspen to return it.
Directors: Peter Farrelly, Bobby Farrelly | Stars: Jim Carrey, Jeff Daniels, Lauren Holly, Mike Starr
Votes: 412,065 | Gross: $127.18M
4. Dazed and Confused (1993)
R | 103 min | Comedy
The adventures of high school and junior high students on the last day of school in May 1976.
Director: Richard Linklater | Stars: Jason London, Wiley Wiggins, Matthew McConaughey, Rory Cochrane
Votes: 199,370 | Gross: $7.99M
5. Home Alone (1990)
PG | 103 min | Comedy, Family
An eight-year-old troublemaker, mistakenly left home alone, must defend his home against a pair of burglars on Christmas Eve.
Director: Chris Columbus | Stars: Macaulay Culkin, Joe Pesci, Daniel Stern, John Heard
Votes: 652,656 | Gross: $285.76M
6. Office Space (1999)
R | 89 min | Comedy
Three company workers who hate their jobs decide to rebel against their greedy boss.
Director: Mike Judge | Stars: Ron Livingston, Jennifer Aniston, David Herman, Ajay Naidu
Votes: 287,469 | Gross: $10.82M
7. Friday (1995)
R | 91 min | Comedy, Drama
It's Friday, and Craig and Smokey must come up with $200 they owe a local bully or there won't be a Saturday.
Director: F. Gary Gray | Stars: Ice Cube, Chris Tucker, Nia Long, Tom Lister Jr.
Votes: 124,522 | Gross: $27.47M
8. Grosse Pointe Blank (1997)
R | 107 min | Action, Comedy, Crime
Martin Blank is a professional assassin. He is sent on a mission to a small Detroit suburb, Grosse Pointe, and, by coincidence, his ten-year high school reunion party is taking place there at the same time.
Director: George Armitage | Stars: John Cusack, Minnie Driver, Dan Aykroyd, Joan Cusack
Votes: 99,599 | Gross: $28.01M
9. Braindead (1992)
R | 104 min | Comedy, Fantasy, Horror
A young man's mother is bitten by a Sumatran rat-monkey. She gets sick and dies, at which time she comes back to life, killing and eating dogs, nurses, friends, and neighbors.
Director: Peter Jackson | Stars: Timothy Balme, Diana Peñalver, Elizabeth Moody, Ian Watkin
Votes: 103,262 | Gross: $0.24M
10. The Big Lebowski (1998)
R | 117 min | Comedy, Crime
Jeff "The Dude" Lebowski, mistaken for a millionaire of the same name, seeks restitution for his ruined rug and enlists his bowling buddies to help get it.
Directors: Joel Coen, Ethan Coen | Stars: Jeff Bridges, John Goodman, Julianne Moore, Steve Buscemi
Votes: 860,079 | Gross: $17.50M
11. Ed Wood (1994)
R | 127 min | Biography, Comedy, Drama
Ambitious but troubled movie director Edward D. Wood Jr. tries his best to fulfill his dreams despite his lack of talent.
Director: Tim Burton | Stars: Johnny Depp, Martin Landau, Sarah Jessica Parker, Patricia Arquette
Votes: 183,934 | Gross: $5.89M
12. Wayne's World (1992)
PG-13 | 94 min | Comedy, Music
Two slacker friends try to promote their public-access cable show.
Director: Penelope Spheeris | Stars: Mike Myers, Dana Carvey, Rob Lowe, Tia Carrere
Votes: 170,820 | Gross: $121.70M
13. Bottle Rocket (1996)
R | 91 min | Comedy, Crime, Drama
Three friends plan to pull off a simple robbery and go on the run.
Director: Wes Anderson | Stars: Luke Wilson, Owen Wilson, Ned Dowd, Shea Fowler
Votes: 83,493 | Gross: $0.56M
14. Clerks (1994)
R | 92 min | Comedy
A day in the lives of two convenience clerks named Dante and Randal as they annoy customers, discuss movies, and play hockey on the store roof.
Director: Kevin Smith | Stars: Brian O'Halloran, Jeff Anderson, Marilyn Ghigliotti, Lisa Spoonauer
Votes: 232,299 | Gross: $3.15M
15. Clueless (1995)
PG-13 | 97 min | Comedy, Romance
Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other.
Director: Amy Heckerling | Stars: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd
Votes: 245,711 | Gross: $56.63M
16. The Player (1992)
R | 124 min | Comedy, Crime, Drama
A Hollywood studio executive is being sent death threats by a writer whose script he rejected, but which one?
Director: Robert Altman | Stars: Tim Robbins, Greta Scacchi, Fred Ward, Whoopi Goldberg
Votes: 65,761 | Gross: $21.71M
17. Being John Malkovich (1999)
R | 113 min | Comedy, Drama, Fantasy
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: 353,284 | Gross: $22.86M
18. Last Action Hero (1993)
PG-13 | 130 min | Action, Adventure, Comedy
With the help of a magic ticket, a young movie fan is transported into the fictional world of his favorite action movie character.
Director: John McTiernan | Stars: Arnold Schwarzenegger, F. Murray Abraham, Art Carney, Charles Dance
Votes: 163,738 | Gross: $50.02M
19. Election (1999)
R | 103 min | Comedy, Romance
A high school teacher meets his match in an over-achieving student politician.
Director: Alexander Payne | Stars: Matthew Broderick, Reese Witherspoon, Loren Nelson, Chris Klein
Votes: 104,496 | Gross: $14.88M
20. My Cousin Vinny (1992)
R | 120 min | Comedy, Crime
Two New Yorkers accused of murder in rural Alabama while on their way back to college call in the help of one of their cousins, a loudmouth lawyer with no trial experience.
Director: Jonathan Lynn | Stars: Joe Pesci, Marisa Tomei, Ralph Macchio, Mitchell Whitfield
Votes: 140,496 | Gross: $52.93M
21. Pleasantville (1998)
PG-13 | 124 min | Comedy, Drama, Fantasy
Two 1990s teenage siblings find themselves transported to a 1950s sitcom where their influence begins to profoundly change that colorless, complacent world.
Director: Gary Ross | Stars: Tobey Maguire, Jeff Daniels, Joan Allen, William H. Macy
Votes: 136,294 | Gross: $40.57M
22. The Truman Show (1998)
PG | 103 min | Comedy, Drama
An insurance salesman discovers his whole life is actually a reality TV show.
Director: Peter Weir | Stars: Jim Carrey, Ed Harris, Laura Linney, Noah Emmerich
Votes: 1,195,696 | Gross: $125.62M
23. Happiness (1998)
NC-17 | 134 min | Comedy, Drama
The lives of several individuals intertwine as they go about their lives in their own unique ways, engaging in acts which society as a whole might find disturbing in a desperate search for human connection.
Director: Todd Solondz | Stars: Jane Adams, Jon Lovitz, Philip Seymour Hoffman, Dylan Baker
Votes: 74,403 | Gross: $2.81M
24. To Die For (1995)
R | 106 min | Comedy, Crime, Drama
A beautiful but naïve aspiring television personality films a documentary on teenagers with a darker ulterior motive.
Director: Gus Van Sant | Stars: Nicole Kidman, Matt Dillon, Joaquin Phoenix, Casey Affleck
Votes: 52,922 | Gross: $21.28M
25. Freeway (1996)
R | 102 min | Crime, Drama, Thriller
A twisted take on "Little Red Riding Hood", with a teenage juvenile delinquent on the run from a social worker travelling to her grandmother's house and being hounded by a charming, but sadistic, serial killer and pedophile.
Director: Matthew Bright | Stars: Reese Witherspoon, Kiefer Sutherland, Bokeem Woodbine, Paul Perri
Votes: 31,737 | Gross: $0.30M
26. Army of Darkness (1992)
R | 81 min | Comedy, Horror
When Ash Williams is accidentally transported to 1300 A.D., he must retrieve the Necronomicon and battle an army of the dead in order to return home.
Director: Sam Raimi | Stars: Bruce Campbell, Embeth Davidtz, Marcus Gilbert, Ian Abercrombie
Votes: 194,303 | Gross: $11.50M
27. The Brady Bunch Movie (1995)
PG-13 | 90 min | Comedy
The original 1970s TV family is now placed in the 1990s, where they're even more square and out of place than ever.
Director: Betty Thomas | Stars: Shelley Long, Gary Cole, Christine Taylor, Christopher Daniel Barnes
Votes: 24,377 | Gross: $46.58M
28. Tremors (1990)
PG-13 | 96 min | Comedy, Horror
Natives of a small isolated town defend themselves against strange underground creatures which are killing them one by one.
Director: Ron Underwood | Stars: Kevin Bacon, Fred Ward, Finn Carter, Michael Gross
Votes: 150,454 | Gross: $16.67M
29. Bride of Chucky (1998)
R | 89 min | Comedy, Horror, Thriller
Chucky, the doll possessed by a serial killer, discovers the perfect mate to kill and revive into the body of another doll.
Director: Ronny Yu | Stars: Jennifer Tilly, Brad Dourif, Katherine Heigl, Nick Stabile
Votes: 64,227 | Gross: $32.40M
30. Beavis and Butt-Head Do America (1996)
PG-13 | 81 min | Animation, Adventure, Comedy
Our intrepid adolescent heroes wake up to find their beloved television stolen, and embark on an epic journey across America to recover it, and, who knows, maybe even score.
Directors: Mike Judge, Mike de Seve, Brian Mulroney, Yvette Kaplan | Stars: Mike Judge, Bruce Willis, Demi Moore, Cloris Leachman
Votes: 60,439 | Gross: $63.12M
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