Entertainment The Best Charlie Sheen Movies  

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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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Charlie Sheen, Tom Berenger, Rene Russo
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
2
147 27
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Charlie Sheen, Kiefer Sutherland, Emilio Estevez
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
3
194 35
Platoon is listed (or ranked) 3 on the list The Best Charlie Sheen Movies
Johnny Depp, Charlie Sheen, Willem Dafoe
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
4
132 33
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Charlie Sheen, Michael Douglas, Martin Sheen
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
5
108 28
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Charlie Sheen, Patrick Swayze, Lea Thompson
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
6
128 45
Ferris Bueller's Day Off is listed (or ranked) 6 on the list The Best Charlie Sheen Movies
Charlie Sheen, Matthew Broderick, Jeffrey Jones
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
7
107 39
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Charlie Sheen, Kristy Swanson, Valeria Golino
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
8
80 25
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Charlie Sheen, Clint Eastwood, Lara Flynn Boyle
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
9
78 32
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Charlie Sheen, Jay Leno, Tom Berenger
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
10
84 25
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Charlie Sheen, Martin Sheen, Laurence Fishburne
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
11
81 29
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Charlie Sheen, Emilio Estevez, Keith David
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
12
74 21
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Charlie Sheen, Bill Paxton, Dennis Haysbert
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
13
66 28
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Charlie Sheen, Winona Ryder, Corey Haim
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.
14
70 32
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Charlie Sheen, Tim Curry, Kiefer Sutherland
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
15
77 33
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Charlie Sheen, Brooke Burke-Charvet, Randy Quaid
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
16
81 31
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Charlie Sheen, Linda Fiorentino, Michael Madsen
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
17
52 22
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Charlie Sheen, Teri Polo, Ron Silver
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
18
54 24
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Charlie Sheen, Anthony Kiedis, Henry Rollins
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
19
52 23
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Charlie Sheen, Christopher Lloyd, John Cusack
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
20
73 35
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Charlie Sheen, Martin Sheen, Rowan Atkinson
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
21
52 26
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Charlie Sheen, Heather Locklear, Chris Tucker
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
22
31 17
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Charlie Sheen, Robert Downey Jr., Jamie Foxx
Due Date is a 2010 American comedy road film directed by Todd Phillips, co-written by Alan R. Cohen, Alan Freedland, and Adam Sztykiel, and starring Robert Downey, Jr. and Zach Galifianakis. The ...more
23
41 18
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Brad Pitt, Charlie Sheen, Randy Quaid
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
24
44 22
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Charlie Sheen, James Gandolfini, Nastassja Kinski
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
25
46 29
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Charlie Sheen, Shaquille O'Neal, Carmen Electra
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