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The Best Charlie Sheen Movies 

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Updated January 17, 2019 4.2k votes 665 voters 88.9k views 66 items

List Rules Vote for your favorite movies, regardless of critic reviews or how big the role was.

List of the best Charlie Sheen movies, ranked best to worst with movie trailers when available. The order of these top Charlie Sheen movies is decided by how many votes they receive, so only highly rated Charlie Sheen movies will be at the top of the list. What is the greatest Charlie Sheen movie of all time? That's up to you, Rankers.

If you think the best Charlie Sheen role isn't at the top, then upvote it so it has the chance to take the top spot! The greatest Charlie Sheen performances didn't necessarily come from the best movies, but also maybe they did. You decide!

Ferris Bueller's Day Off and The Boys Next Door are an example of some of the films on this list.

"This list answers the questions, "What are the best Charlie Sheen movies?" and "What are the greatest Charlie Sheen roles of all time?"

Tyler Perry and Brett Ratner are among those who have directed Charlie Sheen at one point or another during their careers in the film industry. Is Charlie Sheen your favorite person to watch on the big screen? You might also want to vote on our best Emilio Estevez and Snoop Dogg films lists too.

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Platoon is listed (or ranked) 1 on the list The Best Charlie Sheen Movies
Johnny Depp, Charlie Sheen, Willem Dafoe

Released: 1986

Directed by: Oliver Stone

Platoon is a 1986 American war film written and directed by Oliver Stone and starring Tom Berenger, Willem Dafoe and Charlie Sheen. It is the first film of a trilogy of Vietnam War films by ...more

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The Most Memorable Quotes From 'Platoon' #5 of 375 The 50+ Best War Movies Ever Made, Rankedlisted on Every Oscar Winning Film Ever

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Charlie Sheen, Tom Berenger, Rene Russo

Released: 1989

Directed by: David S. Ward

Major League is a 1989 American sports comedy film written and directed by David S. Ward, starring Tom Berenger, Charlie Sheen, Dennis Haysbert, Wesley Snipes, James Gammon, Bob Uecker and ...more

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#183 of 624 The Greatest Guilty Pleasure Movies #52 of 1,208 The Absolute Funniest Movies Of All Time #27 of 439 The Funniest '80s Movies

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Charlie Sheen, Kiefer Sutherland, Emilio Estevez

Released: 1988

Directed by: Christopher Cain

Young Guns is a 1988 Western action film directed by Christopher Cain and written by John Fusco. The film was the first to be produced by Morgan Creek Productions. The film stars Emilio Estevez, ...more

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#46 of 395 The Best Western Movies Ever Made #139 of 349 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #84 of 571 The Greatest Movies Of The 1980s, Ranked

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Charlie Sheen, Michael Douglas, Martin Sheen

Released: 1987

Directed by: Oliver Stone

Wall Street is a 1987 American drama film, directed and co-written by Oliver Stone, which stars Michael Douglas, Charlie Sheen, Daryl Hannah and Martin Sheen. The film tells the story of Bud ...more

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#187 of 571 The Greatest Movies Of The 1980s, Ranked #5 of 41 The Greatest Movies About Making Moneylisted on Every Oscar Winning Film Ever

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Ferris Bueller's Day Off... is listed (or ranked) 5 on the list The Best Charlie Sheen Movies
Charlie Sheen, Matthew Broderick, Jeffrey Jones

Released: 1986

Directed by: John Hughes

Ferris Bueller's Day Off is a 1986 American comedy film written, produced and directed by John Hughes. The film follows high school senior Ferris Bueller, who skips school and spends the day in ...more

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Behind The Scenes Of The Famous Parade Scene In 'Ferris Bueller's Day Off' #11 of 349 'Old' Movies Every Young Person Needs To Watch In Their Lifetime #2 of 571 The Greatest Movies Of The 1980s, Ranked

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Charlie Sheen, Patrick Swayze, Lea Thompson

Released: 1984

Directed by: John Milius

Red Dawn is a 1984 American film directed by John Milius and co-written by Milius and Kevin Reynolds. It stars Patrick Swayze, C. Thomas Howell, Lea Thompson, Charlie Sheen, and Jennifer Grey. ...more

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#53 of 375 The 50+ Best War Movies Ever Made, Ranked #66 of 624 The Greatest Guilty Pleasure Movies #89 of 571 The Greatest Movies Of The 1980s, Ranked

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Charlie Sheen, Kristy Swanson, Valeria Golino

Released: 1991

Directed by: Jim Abrahams

Hot Shots! is a 1991 comedy spoof film starring Charlie Sheen, Cary Elwes, Valeria Golino, Lloyd Bridges, Kevin Dunn, Jon Cryer and Ryan Stiles. It was directed by Jim Abrahams, and was written ...more

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#153 of 1,208 The Absolute Funniest Movies Of All Time #171 of 1,027 The All-Time Greatest Comedy Films #51 of 493 The Funniest '90s Movies

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Men at Work Charlie Sheen, Emilio Estevez, Keith David

Released: 1990

Directed by: Emilio Estevez

Men at Work is a 1990 American black comedy film written and directed by Emilio Estevez, who also starred in the lead role. The film co-stars Charlie Sheen, Leslie Hope and Keith David. The film ...more

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#762 of 1,208 The Absolute Funniest Movies Of All Time #465 of 1,027 The All-Time Greatest Comedy Films #16 of 34 The Best Comedies About the Workplace

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Charlie Sheen, Martin Sheen, Laurence Fishburne

Released: 1990

Directed by: Martin Sheen

Cadence is a 1990 film directed by Martin Sheen, in which Charlie Sheen plays an inmate in a United States Army military prison in West Germany during the 1960s. Sheen plays alongside his father ...more
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Charlie Sheen, Jay Leno, Tom Berenger

Released: 1994

Directed by: David S. Ward

Major League II is a 1994 sequel to the 1989 film Major League. Major League II stars most of the same cast from the original, including Charlie Sheen, Tom Berenger, and Corbin Bernsen. Absent ...more

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#453 of 1,208 The Absolute Funniest Movies Of All Time #65 of 101 The Worst Part II Movie Sequels #5 of 15 The Best Movies Below 20% On Rotten Tomatoes

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The Rookie Charlie Sheen, Clint Eastwood, Lara Flynn Boyle

Released: 1990

Directed by: Clint Eastwood

The Rookie is a 1990 buddy cop film directed by Clint Eastwood and produced by Howard G. Kazanjian, Steven Siebert and David Valdes. It was written from a screenplay conceived by Boaz Yakin and ...more

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#385 of 493 The Funniest '90s Movies #43 of 45 The Best Movies Starring Clint Eastwood #46 of 81 The Best Clint Eastwood Movies

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Charlie Sheen, Linda Fiorentino, Michael Madsen

Released: 1993

Directed by: Larry Ferguson

Beyond the Law is a 1992 TV film written and directed by Larry Ferguson. It tells the story of Dan Saxon, an undercover cop who infiltrates a group of criminal outlaw bikers behind a ...more

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#476 of 528 The Greatest Crime Movies Ever Made #3 of 46 The Best Motorcycle Movies Ever Made #9 of 33 The Best Outlaw Biker Movies

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Charlie Sheen, Brooke Burke-Charvet, Randy Quaid

Released: 1986

Directed by: Mike Marvin

The Wraith is a 1986 independently made action/supernatural film produced by John Kemeny, written and directed by Mike Marvin, and starring Charles "Charlie" Sheen, Sherilyn Fenn, Nick ...more

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#384 of 571 The Greatest Movies Of The 1980s, Ranked #290 of 302 The Greatest Soundtracks of All Time #117 of 314 The Greatest Teen Movies of the 1980s

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Charlie Sheen, Bill Paxton, Dennis Haysbert

Released: 1990

Directed by: Lewis Teague

Navy SEALS is a 1990 action film, directed by Lewis Teague, written by Chuck Pfarrer and Gary Goldman, and produced by Brenda Feigen and Bernard Williams with consultant William Bradley. The ...more
15
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Charlie Sheen, Tim Curry, Kiefer Sutherland

Released: 1993

The Three Musketeers is a 1993 Austrian-American action-adventure film from Walt Disney Pictures and Caravan Pictures, directed by Stephen Herek from a screenplay by David Loughery and starring ...more

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#211 of 493 The Funniest '90s Movies #6 of 84 The Best Trios Of All Time #12 of 20 Here's Everything The CIA Found On Osama Bin Laden's Computer

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Charlie Sheen, Martin Sheen, Rowan Atkinson

Released: 1993

Directed by: Jim Abrahams

Hot Shots! Part Deux is a 1993 comedy/parody film, and a sequel to the 1991 comedy Hot Shots!. The sequel primarily spoofs the 1988 action film Rambo III. Directed again by Jim Abrahams, the ...more

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#232 of 1,208 The Absolute Funniest Movies Of All Time #82 of 493 The Funniest '90s Movies #245 of 388 The Best Movies to Watch While Stoned

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Charlie Sheen, Winona Ryder, Corey Haim

Released: 1986

Directed by: David Seltzer

Lucas is a 1986 American teen tragicomedy film directed by David Seltzer and starring Corey Haim, Kerri Green, Charlie Sheen and Courtney Thorne-Smith. The film was Winona Ryder's screen debut.

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#260 of 571 The Greatest Movies Of The 1980s, Ranked #268 of 439 The Funniest '80s Movies #382 of 710 The Best Movies Roger Ebert Gave Four Stars

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Charlie Sheen, Christopher Lloyd, John Cusack

Released: 1988

Directed by: John Sayles

Eight Men Out is a drama film based on Eliot Asinof's 1963 book 8 Men Out. It was written and directed by John Sayles. The film is a dramatization of Major League Baseball's Black Sox scandal, ...more

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#28 of 182 The Best Sports Movies Ever Made #10 of 88 The All-Time Best Baseball Films #186 of 266 The Best Ensemble Movies

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Charlie Sheen, Heather Locklear, Chris Tucker

Released: 1997

Directed by: Brett Ratner

Money Talks is a 1997 American action comedy film directed by Brett Ratner, starring Chris Tucker and Charlie Sheen. This film is the first of four collaborations between Brett Ratner and Chris ...more

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#493 of 726 The Best Black Movies Ever Made, Ranked #144 of 493 The Funniest '90s Movies #19 of 84 The Funniest Black Movies Ever Made

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Charlie Sheen, Anthony Kiedis, Henry Rollins

Released: 1994

Directed by: Adam Rifkin

The Chase is a 1994 action comedy film starring Charlie Sheen and Kristy Swanson. Released a few months before the real-life O. J. Simpson chase that also took place in California, the film ...more
21
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Charlie Sheen, Teri Polo, Ron Silver

Released: 1996

Directed by: David Twohy

The Arrival is a 1996 science fiction film directed by David Twohy and starring Charlie Sheen, and co-starring Lindsay Crouse, Ron Silver, Teri Polo, and Richard Schiff. Sheen stars as radio ...more

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#97 of 191 The Best Alien Movies Ever Made #36 of 45 The Best Alien Horror Movies Ever Made #388 of 581 The Greatest Film Scores of All Time

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Brad Pitt, Charlie Sheen, Randy Quaid

Released: 1987

Directed by: Peter Werner

No Man's Land is a 1987 crime film written by Dick Wolf and directed by Peter Werner, starring D. B. Sweeney, Charlie Sheen and Randy Quaid. Brad Pitt made his acting debut in this film as an ...more
23
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Charlie Sheen, James Gandolfini, Nastassja Kinski

Released: 1994

Directed by: Deran Sarafian

Terminal Velocity is a 1994 action film starring Charlie Sheen as a daredevil skydiver and Nastassja Kinski as a tough KGB spy who team up to stop renegade spys who are trying to steal gold. It ...more
24
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Charlie Sheen, Shaquille O'Neal, Carmen Electra

Released: 2006

Directed by: David Zucker

Scary Movie 4 is a 2006 American horror comedy parody film and the fourth film of the Scary Movie franchise, as well as the first film in the franchise to be released under The Weinstein Company ...more

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#122 of 233 The Worst Sequels Of All Time #128 of 388 The Best Movies to Watch While Stoned #475 of 509 The Scariest Movies Ever Made

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Cameron Diaz, Brad Pitt, Charlie Sheen

Released: 1999

Directed by: Spike Jonze

Being John Malkovich is a 1999 American fantasy comedy film written by Charlie Kaufman and directed by Spike Jonze. It stars John Cusack, Cameron Diaz and Catherine Keener, with John Malkovich ...more

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