Watchworthy

The Best Matt Dillon Movies 

Ranker Film
Updated September 21, 2019 3.1k votes 671 voters 80.3k views 48 items

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

List of the best Matt Dillon movies, ranked best to worst with movie trailers when available. Matt Dillon's highest grossing movies have received a lot of accolades over the years, earning millions upon millions around the world. The order of these top Matt Dillon movies is decided by how many votes they receive, so only highly rated Matt Dillon movies will be at the top of the list. Matt Dillon has been in a lot of films, so people often debate each other over what the greatest Matt Dillon movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Matt Dillon films to end the squabble once and for all.

If you think the best Matt Dillon role isn't at the top, then upvote it so it has the chance to become number one. The greatest Matt Dillon performances didn't necessarily come from the best movies, but in most cases they go hand in hand.

This list has a variety of films, like Employee of the Month and You, Me and Dupree, in it.

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

Paul Haggis and Garry Marshall have both worked with Matt Dillon over the years, as have plenty of other well-known directors. If Matt Dillon movies are your thing, then check out the greatest movies by Luke Perry and Robby Benson too.

Data-driven recommendations based on voting from over 40 million monthly visits to Ranker. Try the free app
list ordered by
1
Ranker Video
Tom Cruise, Nicolas Cage, Diane Lane

Released: 1983

Directed by: Francis Ford Coppola

The Outsiders is a 1983 American drama film directed by Francis Ford Coppola, an adaptation of the novel of the same name by S. E. Hinton. The film was released on March 25, 1983. Jo Ellen ...more

More The Outsiders 

#24 of 76 The Best Film Adaptations of Young Adult Novels #60 of 522 The Greatest Movies Of The 1980s, Ranked #346 of 1,646 The Most Rewatchable Movies

2
Ranker Video
Nicolas Cage, Mickey Rourke, Diane Lane

Released: 1983

Directed by: Francis Ford Coppola

Rumble Fish is an American 1983 drama film directed by Francis Ford Coppola. It is based on the novel Rumble Fish by S. E. Hinton, who also co-wrote the screenplay. The film centers on the ...more

More Rumble Fish 

#323 of 360 The Best Movies Based On Books #187 of 261 The Best Ensemble Movies #8 of 36 30+ Great Movies About Juvenile Delinquents

3
Ranker Video
Heather Graham, Matt Dillon, William S. Burroughs

Released: 1989

Directed by: Gus Van Sant

Drugstore Cowboy is a 1989 American drama film directed by Gus Van Sant and written by Van Sant and Daniel Yost, based on an autobiographical novel by James Fogle. Matt Dillon stars in the title ...more

More Drugstore Cowboy 

#453 of 522 The Greatest Movies Of The 1980s, Ranked #28 of 46 Every Single Movie On Rotten Tomatoes With 100% Approval, Ranked #319 of 385 The Best Movies to Watch While Stoned

4
Ranker Video
Cameron Diaz, Sarah Silverman, Ben Stiller

Released: 1998

Directed by: Peter Farrelly, Bobby Farrelly

There's Something About Mary is a 1998 comedy film, directed by the Farrelly brothers, Bobby and Peter. It stars Cameron Diaz, Matt Dillon and Ben Stiller, and it is a combination of romantic ...more

More There's Something About Mary 

Behind-The-Scenes Stories From The Making Of ‘There’s Something About Mary’ #111 of 120 Movies That Need Sequelslisted on The 50 Highest Grossing '90s Movies, Ranked

5
Ranker Video
Matt Dillon, Emilio Estevez, Meg Tilly

Released: 1982

Directed by: Tim Hunter

Tex is a 1982 drama film directed by Tim Hunter and written by Charles S. Haas, based on the novel of the same name by S. E. Hinton. Matt Dillon and Jim Metzler play brothers who struggle after ...more

More Tex 

#172 of 399 The Best Western Movies Ever Made #60 of 82 The Best Stoner Movies #175 of 178 The Best Family Drama Movies of All Time

6
Ranker Video
Sandra Bullock, Brendan Fraser, Ludacris

Released: 2004

Directed by: Paul Haggis

This movie is a 2004 ensemble drama film co-written, produced, and directed by Paul Haggis. The film is about racial and social tensions in Los Angeles, California. A self-described ...more

More Crash 

#1,395 of 1,646 The Most Rewatchable Movies #59 of 63 Movies You Wish You Could Still Watch for the First Timelisted on Every Oscar Winning Film Ever

7
Ranker Video
Matt Dillon, Jennifer Beals, Joan Cusack

Released: 1980

Directed by: Tony Bill

My Bodyguard is a 1980 comedy-drama film released by 20th Century Fox, directed by Tony Bill, and written by Alan Ormsby. The film stars Chris Makepeace, Adam Baldwin, Matt Dillon, Martin Mull, ...more

More My Bodyguard 

#393 of 522 The Greatest Movies Of The 1980s, Ranked #212 of 324 The Funniest '80s Movies #70 of 75 The Best Bromance Movies

8
Ranker Video
Matt Dillon, Tatum O'Neal, Cynthia Nixon

Released: 1980

Directed by: Ronald F. Maxwell

Little Darlings is a 1980 teen film starring Tatum O'Neal and Kristy McNichol and featuring Armand Assante and Matt Dillon. It was directed by Ronald F. Maxwell. The screenplay was written by ...more

More Little Darlings 

#469 of 522 The Greatest Movies Of The 1980s, Ranked #953 of 1,138 The Absolute Funniest Movies Of All Time #321 of 363 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

9
Ranker Video
Matt Dillon, Vincent Spano, Harry Northup

Released: 1979

Directed by: Jonathan Kaplan

Over the Edge is a coming-of-age drama film directed by Jonathan Kaplan released in May 1979. Due to the negative publicity surrounding a wave of recent youth gang films such as The Warriors and ...more

More Over the Edge 

#1,569 of 1,646 The Most Rewatchable Movies #285 of 554 The Best '70s Movies #10 of 36 30+ Great Movies About Juvenile Delinquents

10
Ranker Video
Marisa Tomei, John Turturro, Janet Jones

Released: 1984

Directed by: Garry Marshall

The Flamingo Kid is a 1984 American comedy film directed by Garry Marshall and written by Marshall, Neal Marshall and Bo Goldman. It stars Matt Dillon, Richard Crenna, Hector Elizondo, Janet ...more

More The Flamingo Kid 

#460 of 522 The Greatest Movies Of The 1980s, Ranked #27 of 46 30+ Great Period Films with a 1960s Aesthetic #55 of 75 The Best Movies About Summer

11
Ranker Video
Kate Hudson, Seth Rogen, Michael Douglas

Released: 2006

Directed by: Anthony Russo, Joe Russo

You, Me and Dupree is a 2006 American romantic comedy film directed by Anthony Russo and Joe Russo, written by Mike LeSieur, and produced by Mary Parent, Scott Stuber, and Owen Wilson. The film ...more

More You, Me and Dupree 

#707 of 923 The All-Time Greatest Comedy Films #39 of 92 The Best Movies About Marriage #14 of 44 The Best Owen Wilson Movies

12
Ranker Video
Nicole Kidman, Joaquin Phoenix, Matt Dillon

Released: 1995

Directed by: Gus Van Sant

This film is a 1995 American comedy-drama film, made in a mockumentary format, directed by Gus Van Sant and written by Buck Henry, based on the novel of the same name by Joyce Maynard, which in ...more

More To Die For 

#308 of 373 The Funniest '90s Movies #47 of 100 Movies Turning 25 In 2020 #71 of 118 The Best Movies About Mental Illness

13
Ranker Video
Natalie Portman, Uma Thurman, Rosie O'Donnell

Released: 1996

Directed by: Ted Demme

Beautiful Girls is a 1996 American romantic comedy-drama film directed by Ted Demme from a screenplay written by Scott Rosenberg, starring Matt Dillon, Lauren Holly, Timothy Hutton, Rosie ...more
14
Ranker Video
Paul Giamatti, Eddie Vedder, Chris Cornell

Released: 1992

Directed by: Cameron Crowe

Singles is a 1992 American romantic comedy film written, co-produced, and directed by Cameron Crowe. The film stars Bridget Fonda, Campbell Scott, Kyra Sedgwick, and Matt Dillon.

More Singles 

#93 of 195 The Best Movies About Music #463 of 693 The Greatest Chick Flicks Ever Made #52 of 299 The Greatest Soundtracks of All Time

15
Ranker Video
Mary-Louise Parker, Matt Dillon, William Hurt

Released: 1993

Directed by: Anthony Minghella

Mr. Wonderful is a 1993 romantic comedy film directed by Academy Award winning director Anthony Minghella. The film stars Matt Dillon, Annabella Sciorra, and features one of the few appearances ...more

More Mr. Wonderful 

#26 of 32 The Best Movies About Rekindled Romance #32 of 33 The Very Best Movies About Life After Divorce #29 of 29 The Best Movies About Being Single

16
Ranker Video
Matt Dillon, Sean Young, Max von Sydow

Released: 1991

Directed by: James Dearden

A Kiss Before Dying is a 1991 British-American neo-noir film. It was directed by James Dearden, and based on the eponymous novel by Ira Levin, whose book won the 1954 Edgar Award for "Best ...more
17
Ranker Video
Matt Dillon, Yvonne De Carlo, Hoyt Axton

Released: 1982

Directed by: David Fisher

Liar's Moon is a 1982 film directed by David Andrew Fisher and starring Matt Dillon, Cindy Fisher, Yvonne DeCarlo, and Hoyt Axton.
18
Ranker Video
Christina Applegate, Jenna Fischer, Matt Dillon

Released: 2004

Directed by: Mitch Rouse

Employee of the Month is a 2004 American dark comedy starring Matt Dillon and Christina Applegate.
19
Ranker Video
The House That Jack Built Matt Dillon, Bruno Ganz, Uma Thurman

Released: 2018

Directed by: Lars von Trier

The House That Jack Built is a 2018 psychological horror-thriller film directed by Lars von Trier. The story follows Jack (Matt Dillon), a highly intelligent serial killer over the course of 12 ...more

More The House That Jack Built 

#161 of 241 The Best Psychological Thrillers of All Time #678 of 784 The Best Horror Movies Of All Time #5 of 22 The Most Pretentious Horror Movies Ever Made

20
Ranker Video
Gene Hackman, Matt Dillon, Josef Sommer

Released: 1985

Directed by: Arthur Penn

Target is a 1985 film directed by Arthur Penn. It stars Matt Dillon and Gene Hackman.
21
Ranker Video
Rose Byrne, James Caan, Matt Dillon

Released: 2003

Directed by: Matt Dillon

City of Ghosts is a 2002 drama film co-written, directed by and starring Matt Dillon, about a con artist who must go to Cambodia to collect his share of money from an insurance scam. The film ...more
22
Ranker Video
Whoopi Goldberg, Glenn Close, Tom Selleck

Released: 1997

Directed by: Frank Oz

In & Out is a 1997 American romantic comedy film directed by Frank Oz and starring Kevin Kline, Tom Selleck, Joan Cusack, Matt Dillon, Debbie Reynolds, and Wilford Brimley. It is an original ...more
23
Ranker Video
John Travolta, Robin Williams, Ann-Margret

Released: 2009

Directed by: Walt Becker

Old Dogs is a 2009 American ensemble comedy film directed by Wild Hogs '​s Walt Becker and starring John Travolta and Robin Williams with an ensemble supporting cast played by Kelly Preston, ...more

More Old Dogs 

#23 of 33 The Best Lori Loughlin Shows & Movies, Ranked #18 of 52 The Best Movies About Having A Midlife Crisis #29 of 63 The Best Ever Robin Williams Movies

24
Ranker Video
Nick Nolte, Matt Dillon, Emily Mortimer

Released: 2018

Directed by: Til Schweiger

Head Full of Honey is a 2018 drama film directed by Til Schweiger, based on the 2014 German film. A widowed grandfather (Nick Nolte) suffering from Alzheimer's disease is taken on a road trip to ...more
25
Ranker Video
Lindsay Lohan, Anna Faris, Michael Keaton

Released: 2005

Directed by: Angela Robinson

Herbie: Fully Loaded is a 2005 American comedy film directed by Angela Robinson and produced by Robert Simonds for Walt Disney Pictures. It stars Lindsay Lohan as the youngest member of an ...more