The 40+ Best Matt Dillon Movies

Ranker Film
Updated April 24, 2024 82.3K views 49 items
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Vote for your favorite Matt Dillon movies, regardless of critic reviews or how big the role was.
Latest additions: American Dreamer, A Day to Die
Most divisive: Inferno: A Linda Lovelace Story
Over 700 Ranker voters have come together to rank this list of The 40+ Best Matt Dillon Movies

With over 700 movie fans casting their votes, this list of the best Matt Dillon movies is sure to please both die-hard fans and casual viewers alike. An actor of extraordinary range and depth, Matt Dillon has been captivating audiences since his breakout role in The Outsiders back in 1983. Whether he's portraying a swaggering bad boy or an earnest everyman, Dillon brings each character to vivid life onscreen with effortless charm and raw emotion.

From the iconic coming-of-age drama Rumble Fish to the award winning Drugstore Cowboy, these films showcase not only Matt Dillon's immense talent but also his versatility as a performer. He commands attention whether playing a hilarious antagonist in There’s Something About Mary or a ruthless criminal mastermind in Wild Things – there’s no denying that he can do it all. But what are his greatest performances? That’s up for you to decide - so be sure to check out this list of top rated Matt Dillon films and vote for your favorites.

  • The Outsiders
    1
    Matt Dillon, C. Thomas Howell, Ralph Macchio
    222 votes

    For Fans Of: Drama, Coming-of-Age, Crime
    Reasons to Watch if you Love Matt Dillon: Set in the 1960s, this coming-of-age drama showcases a young Matt Dillon's impeccable acting skills as he plays the role of Dallas "Dally" Winston, a rebellious greaser with a tough exterior and complex emotional depth. Supporting an equally talented ensemble cast including Patrick Swayze, Rob Lowe, and Tom Cruise, Dillon's performance is both raw and authentic in capturing the essence of teenage angst and camaraderie. The film's compelling exploration of social class division and loyalty solidifies it as a must-watch for fans of Matt Dillon.

    In the heartland of 1960s Oklahoma, The Outsiders tells the story of a group of underprivileged teenagers known as the Greasers. Ponyboy Curtis (C. Thomas Howell), an introspective youth, and his friends Johnny Cade (Ralph Macchio) and Dallas Winston (Matt Dillon) navigate their way through social inequalities and personal struggles. This coming-of-age drama, directed by Francis Ford Coppola, is built on themes of friendship, societal pressure, and the harsh realities of socio-economic divisions. The film has been recognized for its authentic portrayal of teen angst amidst class conflicts.
  • Drugstore Cowboy
    2
    Matt Dillon, Kelly Lynch, James LeGros
    132 votes

    For Fans Of: Drama, Crime, Indie
    Reasons to Watch if you Love Matt Dillon: This gritty crime drama features one of Matt Dillon's most powerful performances as drug addict Bob Hughes who leads a group of junkies robbing pharmacies in the Pacific Northwest during the 1970s. Directed by Gus Van Sant, the film delves into addiction and desperation through Dillon's captivating portrayal of a man struggling to find redemption amidst chaos and self-destructive behavior. A critical success upon its release, Drugstore Cowboy remains relevant today for its unflinching look at addiction anchored by Dillon's standout performance.

    Bob Hughes (Matt Dillon) is the leader of a "family" of drug addicts consisting of his wife, Dianne (Kelly Lynch), and another couple who feed their habit by robbing drug stores as they travel across the country. After a tragedy befalls a member of his group, Bob decides he must leave his dysfunctional clan and go straight. Parting ways with his junkie past proves more difficult than expected when Bob is stalked by an old acquaintance looking to score drugs at any price.
  • Rumble Fish
    3
    Matt Dillon, Mickey Rourke, Diane Lane
    142 votes

    For Fans Of: Drama, Noir, Art House
    Reasons to Watch if you Love Matt Dillon: Reuniting with director Francis Ford Coppola after their collaboration on The Outsiders, this visually arresting adaptation of S.E. Hinton's novel showcases another stellar performance from Matt Dillon as Rusty James – an impulsive teenager living in his older brother's shadow. Exploring themes such as identity, alienation, and disillusionment with evocative black-and-white cinematography, Rumble Fish benefits immensely from Dillon's nuanced portrayal that adds depth to his troubled character. Alongside co-stars Mickey Rourke and Diane Lane, this atmospheric tale is essential viewing for fans seeking more of Dillon's early work.

    Disaffected and restless, Rusty James (Matt Dillon) is spoiling for a fight. Abandoned by his mother and living with his alcoholic father (Dennis Hopper), he hangs out with his girlfriend, Patty (Diane Lane), and his similarly aimless friends Midget (Larry Fishburne), Smokey (Nicolas Cage) and B.J. Jackson (Christopher Penn). When his brother, the Motorcycle Boy (Mickey Rourke), returns to town, Rusty hopes to gain guidance and wisdom from someone most people think is crazy.
  • Tex
    4
    Matt Dillon, Jim Metzler, Meg Tilly
    97 votes

    For Fans Of: Drama, Coming-of-Age, Adventure
    Reasons to Watch if you Love Matt Dillon: Based on another best-selling novel by S.E. Hinton, this coming-of-age drama features a young Matt Dillon in the titular role of Tex McCormick – a teenager grappling with the harsh realities of life while trying to keep his family together. Displaying an emotional vulnerability that resonates with audiences, Dillon's performance offers an intimate look at the struggles faced by adolescents growing up in challenging circumstances. Praised for its authentic portrayal of friendship and brotherhood, Tex is a prime example of why Dillon's early career was filled with promise and acclaim.

    Growing up on a farm with his elder brother, Mason (Jim Metzler), Tex McCormick (Matt Dillon) becomes troubled after his mother's death and his father's departure. While Tex and Mason try to live on their own, their individual teen woes threaten their relatively independent existence out in the country. In the meantime, Tex falls for local girl Jamie Collins (Meg Tilly), the sister of his friend, Johnny (Emilio Estevez), and faces disapproval from their strict father, Cole (Ben Johnson).
  • Little Darlings
    5
    Tatum O'Neal, Kristy McNichol, Matt Dillon
    92 votes

    For Fans Of: Drama, Coming-of-Age, Comedy
    Reasons to Watch if you Love Matt Dillon: This 1980 teen comedy-drama provides a glimpse into Matt Dillon's early acting days as he plays Randy Adams, a charismatic camp counselor who becomes the object of two girls' romantic pursuits during their summer break. Through his natural charm and screen presence, Dillon adds depth to his character, making him more than just eye candy in this female-led narrative exploring adolescent sexuality and rivalry. Little Darlings remains a testament to Dillon's ability to captivate viewers even in supporting roles.

    At camp for the summer, two teenage girls from very different backgrounds face off in an unexpected contest. Streetwise Angel (Kristy McNichol) comes from a poor neighborhood, while naïve Ferris (Tatum O'Neal) has never wanted for anything. Both girls are on the brink of womanhood and, due to some intense peer pressure, they agree to compete to see who can lose her virginity first. But their impressions of sex and love are challenged as they race toward adulthood.
  • There's Something About Mary
    6
    Cameron Diaz, Matt Dillon, Ben Stiller
    121 votes

    For Fans Of: Comedy, Farce, Romance
    Reasons to Watch if you Love Matt Dillon: Known for his dramatic prowess, it's always entertaining when Matt Dillon showcases his comedic side, as he does effortlessly in this hilarious Farrelly brothers' classic playing private investigator Pat Healy vying for the affections of Cameron Diaz's Mary Jensen. With outrageous humor and slapstick gags aplenty, there are laughs galore thanks to Dillon's impeccable comic timing alongside co-stars Ben Stiller and Chris Elliott. His versatility as an actor is evident throughout There's Something About Mary making it essential viewing for fans who want to see him tackle different genres.

    In There's Something About Mary, Ted Stroehmann (Ben Stiller) cherishes a high school crush on the radiant Mary Jensen (Cameron Diaz). After a prom night debacle, years pass. Now, finding himself still smitten, Ted hires private investigator Pat Healy (Matt Dillon) to track her down. The comedy unravels when Healy falls for Mary too, weaving a web of deceit to win her heart. A string of comedic misadventures ensues in this Farrelly Brothers' film, blending romance and hilarity in an unforgettable mix that earned Diaz a Golden Globe nomination.
  • My Bodyguard
    7
    Chris Makepeace, Adam Baldwin, Martin Mull
    87 votes

    For Fans Of: Drama, Coming-of-Age, Friendship
    Reasons to Watch if you Love Matt Dillon: In one of his earliest film roles, Matt Dillon portrays high school bully Melvin Moody in this heartfelt coming-of-age drama that tackles themes of friendship, loyalty, and facing one's fears. Displaying a natural talent for embodying complex characters even at a young age, Dillon adds nuance to his antagonist role and further cements his status as an exceptionally versatile actor. My Bodyguard is not only an entertaining film but also serves as a nostalgic glimpse into Dillon's early career.

    Clifford Peache (Chris Makepeace) is a sensitive, well-to-do teen who becomes the target of bully Melvin Moody (Matt Dillon) after he starts attending a new school. Tired of being picked on, Clifford recruits brooding tough kid Ricky Linderman (Adam Baldwin) to be his bodyguard. While this initially works, and Clifford and Linderman form an unlikely friendship, soon circumstances strain their bond. As Clifford is forced to confront Moody again, Linderman has to deal with his own troubled past.
  • Over the Edge
    8
    Michael Eric Kramer, Pamela Ludwig, Matt Dillon
    76 votes

    For Fans Of: Drama, Coming-of-Age, Crime
    Reasons to Watch if you Love Matt Dillon: This gripping suburban teen rebellion drama marks Matt Dillon's feature film debut as Ritchie White – a disillusioned teenager who leads his friends in an uprising against oppressive authority figures. Showcasing raw intensity and charisma that would come to define much of his later work, this cult classic sets the stage for Dillon's impressive body of work stretching across multiple genres. As his first venture into cinema, Over the Edge offers fans an intriguing look at the roots of his acting prowess.

    With only a recreation center to distract them, most of the teenagers in the drab planned community of New Granada have turned to drugs and delinquency. Carl (Michael Kramer), the son of a town councilman, is an exception, but he can't seem to help falling in with a charismatic and troubled classmate, Richie (Matt Dillon). Soon after, a trigger-happy sheriff (Harry Northrup) shoots Richie, and sole witness Carl has to go on the run, eventually inciting a dramatic teenage riot.
  • Crash
    9
    Sandra Bullock, Don Cheadle, Matt Dillon
    99 votes

    For Fans Of: Drama, Thriller, Race & Ethnicity
    Reasons to Watch if you Love Matt Dillon: This Academy Award-winning ensemble drama features Matt Dillon in one of his most compelling roles as LAPD officer John Ryan navigating a series of interconnected stories revolving around race and prejudice in Los Angeles. Delivering a powerful performance filled with nuance and complexity, Dillon garnered critical acclaim for his portrayal of a morally conflicted character grappling with personal demons while trying to do what's right amidst constant tension and chaos. The film's thought-provoking exploration of modern society ensures it remains relevant today, making it essential viewing for fans who appreciate Dillon's depth as an actor.

    Crash, a potent drama directed by Paul Haggis, weaves together the lives of a diverse set of characters in Los Angeles. Racial tension is at the heart of this narrative, with each character - from the district attorney Rick (Brendan Fraser) and his prejudiced wife Jean (Sandra Bullock), to the hardworking locksmith Daniel (Michael Peña) - grappling with their own prejudices and stereotypes. A pivotal car accident links these disparate lives together, setting off a chain reaction of events that challenge their perspectives on race and humanity. This film won the 2006 Academy Award for Best Picture.
  • The Flamingo Kid
    10
    Matt Dillon, Richard Crenna, Jessica Walter
    74 votes

    For Fans Of: Comedy, Coming-of-Age, Comedy-Drama
    Reasons to Watch if you Love Matt Dillon: In this charming coming-of-age comedy-drama set during the summer of 1963, Matt Dillon stars as Jeffrey Willis – a young man from Brooklyn who lands a job at an upscale beach club where he learns valuable life lessons from the eccentric clientele. Showcasing Dillon's natural charisma and likability, The Flamingo Kid offers a refreshing departure from his grittier roles, proving that he can excel in lighter fare just as effortlessly. With its nostalgic setting, engaging performances, and heartfelt story, this film remains an underrated gem in Matt Dillon's diverse filmography.

    Brooklyn teenager Jeffrey Willis (Matt Dillon), thoroughly unhappy with his modest homestead, embraces the other-world aspects of his summer job at the posh Flamingo Club. He spurns his father (Héctor Elizondo) in favor of the patronage of smooth-talking Phil Brody (Richard Crenna) and is seduced by the ample bikini charms of club member Carla Samson (Janet Jones). But thanks to a couple of late-summer hard lessons, the teen eventually realizes that family should always come first.
  • To Die For
    11
    Nicole Kidman, Matt Dillon, Joaquin Phoenix
    59 votes

    For Fans Of: Dark Comedy, Crime, Media Satire
    Reasons to Watch if you Love Matt Dillon: This darkly comedic crime drama, directed by Gus Van Sant, features Matt Dillon as Larry Maretto – the unsuspecting husband of a manipulative and ambitious woman (played by Nicole Kidman) who will stop at nothing to achieve fame. Displaying impeccable chemistry with his co-stars, Dillon's portrayal of a man caught in the crossfire of his wife's ruthless ambition adds gravitas to this satirical look at media obsession and the desire for notoriety. To Die For showcases Dillon's range as an actor and offers fans a wickedly entertaining viewing experience.

    Suzanne Stone (Nicole Kidman) is a weather reporter at her small-town cable station, but she dreams of being a big-time news anchor. However, she feels that her middle-class husband (Matt Dillon) is holding her back, so she decides to have him murdered. For this, she enlists Jimmy (Joaquin Phoenix), a high school boy who is enamored with her. The plan doesn't work exactly as she intended, though, and her husband's family starts to suspect that she was involved in his death.
  • Singles
    12
    Bridget Fonda, Matt Dillon, Campbell Scott
    51 votes

    For Fans Of: Romantic Comedy, Drama, Music
    Reasons to Watch if you Love Matt Dillon: Set against the backdrop of Seattle's 1990s grunge scene, this romantic comedy-drama directed by Cameron Crowe follows a group of young adults navigating love and life while pursuing their dreams. Matt Dillon shines as Cliff Poncier, the lead singer of an aspiring rock band whose relationship woes bring both laughter and heartbreak to the screen. Featuring an exceptional ensemble cast including Bridget Fonda and Kyra Sedgwick, as well as memorable cameos from iconic musicians like Pearl Jam and Soundgarden, Singles is sure to delight any fan seeking more of Dillon’s versatile performances.

    In Seattle during the era of grunge music, the lives and relationships of a group of young people, all living in the same apartment building, go through a period of flux. Among them are waitress and aspiring architect Janet (Bridget Fonda), who finds herself obsessed with bad boy musician Cliff (Matt Dillon) ; Linda (Kyra Sedgwick), an emotionally fragile environmentalist on the look-out for love; and Steve (Campbell Scott), a quintessential nice guy who studies traffic patterns.
  • Beautiful Girls
    13
    Timothy Hutton, Matt Dillon, Noah Emmerich
    52 votes

    For Fans Of: Drama, Romantic Comedy, Coming-of-Age
    Reasons to Watch if you Love Matt Dillon: This ensemble dramedy set during a snowy Massachusetts winter delves into the lives of a group of friends approaching their thirties as they reunite for their high school reunion. Matt Dillon plays Tommy "Birdman" Rowland, an aging ladies’ man struggling to come to terms with past relationships and unfulfilled potential – showcasing both his comedic timing and dramatic depth within one character. With its poignant exploration of friendship, love, and self-discovery alongside captivating performances from Natalie Portman, Uma Thurman, Timothy Hutton, and more, Beautiful Girls is a must-watch for fans of heartfelt character-driven stories.

    An all-star cast sparks this captivating comedy about a group of old friends whose 10-year high school reunion creates some hilariously unexpected surprises. Willie (Timothy Hutton), Tommy (Matt Dillon), and Paul may have lost a bit of their youth, but they're still ready to party with Uma Thurman, Rosie O'Donnell, Lauren Holly, and Mira Sorvino -- the beautiful girls who've turned their lives upside down!
  • Liar's Moon
    14
    Matt Dillon, Yvonne De Carlo, Hoyt Axton
    49 votes

    For Fans Of: Drama, Romance
    Reasons to Watch if you Love Matt Dillon: Set in 1949 Texas, this romantic drama stars a young Matt Dillon as Jack Duncan – a high schooler who falls in love with the daughter of a wealthy banker, despite their contrasting social backgrounds. The chemistry between Dillon and co-star Cindy Fisher lends authenticity to their forbidden romance, as they navigate the obstacles that threaten their relationship. Liar's Moon offers an opportunity for fans to witness Dillon’s early foray into the world of romantic dramas and root for his character in this engaging tale.

    Liar's Moon is a 1982 film directed by David Andrew Fisher and starring Matt Dillon, Cindy Fisher, Yvonne DeCarlo, and Hoyt Axton.
  • Mr. Wonderful
    15
    Matt Dillon, Annabella Sciorra, Mary-Louise Parker
    38 votes

    For Fans Of: Romantic Comedy, Drama
    Reasons to Watch if you Love Matt Dillon: In this lighthearted romantic comedy directed by Anthony Minghella, Matt Dillon plays Gus DeMarco – a recently divorced man searching for love while trying to help his ex-wife find happiness as well. Showcasing his ability to tap into characters' vulnerability and charm, Dillon's performance breathes life into Gus' journey towards self-discovery and emotional maturity. Supported by an outstanding ensemble cast including Annabella Sciorra and Mary-Louise Parker, Mr. Wonderful displays the lighter side of Dillon’s acting range that fans will certainly enjoy.

    Gus (Matt Dillon) is a New Yorker with an entrepreneurial spirit. He'd like to quit his job and and open a bowling alley, but financial obligations from his ex-marriage are standing in his way. Gus owes alimony to Leonora (Annabella Sciorra), but if she remarries, he'll be flush with cash. So he embarks on a scheme to find her a husband. Leonora is in a relationship with Tom (William Hurt), but like Gus, she's a romantic -- and soon Gus and Leonora find they may still have a spark left.
  • A Kiss Before Dying
    16
    Matt Dillon, Sean Young, Max von Sydow
    51 votes

    For Fans Of: Thriller, Crime, Neo-noir
    Reasons to Watch if you Love Matt Dillon: In this psychological thriller based on Ira Levin's best-selling novel, Matt Dillon stars as Jonathan Corliss – a cold-blooded sociopath determined to climb the social ladder at any cost, even if it means murder. Embodying one of his darkest roles yet, Dillon displays chilling intensity and cunning manipulation skills that keep viewers guessing until the final twist unfolds. A thrilling rollercoaster ride filled with suspenseful moments and standout performances from Sean Young and Diane Ladd makes A Kiss Before Dying essential viewing for those seeking Dillon's sinister side.

    Infatuated with the idea of becoming rich, college student Jonathan Corliss (Matt Dillon) secretly dates Dorothy Carlsson (Sean Young) to gain the approval of her wealthy father (Max von Sydow). When Dorothy tells Jonathan that she is pregnant and that her father will deny her inheritance if he finds out, Jonathan murders her, but he stages her death as a suicide. As Jonathan works his way onto Mr. Carlsson's payroll, Dorothy's twin sister, Ellen, investigates the apparent suicide.
  • The House That Jack Built
    17

    The House That Jack Built

    Matt Dillon, Bruno Ganz, Uma Thurman
    44 votes

    For Fans Of: Psychological Horror, Thriller, Drama
    Reasons to Watch if you Love Matt Dillon: In this controversial psychological horror film from Danish director Lars von Trier, Matt Dillon takes on one of his most challenging roles yet as a serial killer named Jack who recounts the grisly details of five murders he committed over 12 years. Delivering a bone-chilling performance that will haunt viewers long after the credits roll, Dillon’s portrayal of a disturbed individual wrestling with inner demons showcases just how far he's willing to push himself as an actor – making The House That Jack Built essential viewing for those craving an intense experience.

    In five episodes, failed architect and vicious sociopath Jack recounts his elaborately orchestrated murders -- each, as he views them, a towering work of art that defines his life's work as a serial killer in the Pacific Northwest.
  • You, Me and Dupree
    18
    Owen Wilson, Kate Hudson, Matt Dillon
    63 votes

    For Fans Of: Romantic Comedy, Slapstick
    Reasons to Watch if you Love Matt Dillon: This comedy film stars Matt Dillon as newlywed Carl Peterson, whose life is turned upside down when his best friend (played by Owen Wilson) moves in with him and his wife (Kate Hudson). Displaying excellent comedic chemistry with his co-stars, Dillon shines in this lighthearted romp that showcases his ability to effortlessly switch between drama and humor. A fun departure from some of his more intense roles, You, Me and Dupree offers fans a chance to see the actor at his most charming and relatable.

    Newlyweds Carl (Matt Dillon) and Molly (Kate Hudson) are anxious to start their lives together, but the pair soon become a trio when Carl invites his jobless buddy Randy (Owen Wilson) to crash at their place until he gets back on his feet. At first, Carl is happy to have him around, but that soon turns to annoyance when Randy threatens to become a permanent fixture in their home.
  • The Saint of Fort Washington
    19
    Danny Glover, Matt Dillon, Rick Aviles
    32 votes

    For Fans Of: Drama, Social Issues
    Reasons to Watch if you Love Matt Dillon: This poignant drama features Matt Dillon as Matthew – a young man struggling with mental illness who forms an unlikely bond with a homeless Vietnam War veteran (played by Danny Glover) on the harsh streets of New York City. Conveying vulnerability and strength through every scene, Dillon's powerful performance tugs at heartstrings while shedding light on society's flawed treatment of its most vulnerable members. An emotionally resonant tale anchored by strong acting from both leads, The Saint of Fort Washington is sure to leave lasting impressions on fans who value thought-provoking content.

    In New York City, Jerry (Danny Glover), a homeless, street-smart Vietnam veteran, befriends Matthew (Matt Dillon), a mentally ill young man who has recently been kicked out of his home. As Jerry teaches Matthew how survive as a homeless person, the two split time between the streets and a shelter, where they're viciously bullied by Little Leroy (Ving Rhames). As their friendship strengthens, the two plan to save enough money to rent an apartment.
  • Kansas
    20
    Matt Dillon, Kyra Sedgwick, Andrew McCarthy
    29 votes

    For Fans Of: Drama, Crime, Road Movie
    Reasons to Watch if you Love Matt Dillon: In this crime thriller, Matt Dillon stars as Doyle Kennedy – a small-town drifter who gets involved in a life of crime when he teams up with an old friend (played by Andrew McCarthy). As the pair embarks on a series of dangerous and thrilling adventures, Dillon effortlessly conveys the complexities of his character torn between loyalty, greed, and survival. With its blend of action, drama, and moral dilemmas, Kansas offers fans a chance to witness Dillon's commanding presence in this lesser-known gem.

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  • Employee of the Month
    21
    Matt Dillon, Christina Applegate, Steve Zahn
    36 votes

    For Fans Of: Romantic Comedy, Workplace Comedy
    Reasons to Watch if you Love Matt Dillon: This dark comedy stars Matt Dillon as David Walsh, a bank employee who finds himself in an unfavorable situation after being named Employee of the Month just before being laid off. Showcasing his talent for blending humor and pathos, Dillon brings depth to his character's journey from frustration to redemption while navigating his newfound unemployment. With its clever mix of laughter and tears, Employee of the Month stands as yet another testament to Dillon's versatility as an actor.

    The perpetually unlucky David Walsh (Matt Dillon) thinks he finally has it made after landing his dream job at a bank and getting engaged to Sara (Christina Applegate), a seemingly perfect woman. But in a single day, he's let go at work and his fiancée breaks up with him. Livid, David decides to come back to the bank armed and confront his boss, but, as he does so, a heist takes place. David's day somehow gets worse as the robbers draw him into their violent scheme.
  • City of Ghosts
    22
    Matt Dillon, James Caan, Natascha McElhone
    36 votes

    For Fans Of: Drama, Thriller, Crime
    Reasons to Watch if you Love Matt Dillon: Not only does this atmospheric noir thriller feature a captivating performance by Matt Dillon as con man Jimmy Cremmins seeking redemption in post-war Cambodia, but it also marks his directorial debut. Demonstrating considerable skill both behind and in front of the camera, Dillon navigates viewers through a web of intrigue, deception, and self-discovery amidst the haunting landscape of Southeast Asia. A unique entry in his filmography that showcases his multifaceted talents, City of Ghosts is an intriguing watch for fans interested in exploring different aspects of their favorite actor's career.

    Waiting for the heat to cool from a failed U.S. insurance scam, Jimmy (Matt Dillon) grows restless in Bangkok. When he hears rumors that his partner and mentor Marvin has surfaced in Cambodia, he sets off to get his promised cut. What he finds there is a mysterious and hostile environment where even the most polished criminal can end up on deadly ground. The further Jimmy gets in his search for Marvin, the deeper he plunges himself into a predicament from which he may not return.
  • In & Out
    23
    Kevin Kline, Joan Cusack, Matt Dillon
    34 votes

    For Fans Of: Comedy, LGBT, Romantic Comedy
    Reasons to Watch if you Love Matt Dillon: In this lighthearted comedy starring Kevin Kline, Joan Cusack, and Tom Selleck, Matt Dillon makes a memorable appearance as Cameron Drake – a Hollywood actor whose Oscar acceptance speech inadvertently outs his former high school teacher (Kline) as gay. Though a supporting role, Dillon leaves a lasting impression with his hilarious portrayal of an over-the-top celebrity caught up in the ensuing media frenzy surrounding Kline's character’s personal life. The laughs come aplenty with In & Out offering fans another opportunity to witness more comedic side from Matt Dillon.

    Upon winning an Academy Award, actor Cameron Drake (Matt Dillon) honors his high school teacher, Howard Brackett (Kevin Kline), who he announces, before millions of viewers, is gay. This comes as news to Brackett's parents (Wilford Brimley, Debbie Reynolds), his principal (Bob Newhart) and especially his fiancée (Joan Cusack). As a media blitz descends upon on his small Indiana town, Brackett attempts to convince everyone that he's your average straight American male.
  • Factotum
    24
    Matt Dillon, Lili Taylor, Marisa Tomei
    34 votes

    For Fans Of: Drama, Indie, Romance
    Reasons to Watch if you Love Matt Dillon: Based on the semi-autobiographical novel by Charles Bukowski, this independent drama features Matt Dillon as Henry Chinaski – an aspiring writer navigating a life filled with alcoholism, dead-end jobs, and tumultuous relationships. Showcasing his talent for embodying complex characters struggling with personal demons, Dillon delivers an authentically raw performance that captures the essence of Bukowski's literary anti-hero. A gritty exploration of creativity in the face of adversity, Factotum is essential viewing for fans looking to experience a lesser-known side of Dillon's acting prowess.

    A nomadic writer (Matt Dillon) drifts from one dead-end job to another in an attempt to fuel his passions for alcohol and women. Unable to maintain steady employment or sell his stories to the one publisher he respects, Henry Chinaski does what he can to earn enough cash.
  • Rebel
    25
    Matt Dillon, Bryan Brown, Bill Hunter
    26 votes

    For Fans Of: Action, Drama, Adventure
    Reasons to Watch if you Love Matt Dillon: This 1985 Australian film stars Matt Dillon as Rebel – an American graffiti artist living in Sydney during World War II who becomes involved with a group of bohemians led by an eccentric British poet (played by Bryan Brown). Demonstrating exceptional range and versatility as he navigates wartime politics, artistry, and romance against an exotic backdrop, Dillon proves once again why he remains one of cinema's most enduring talents. Offering viewers a fresh perspective on historical events through captivating performances and engaging storytelling, Rebel is worth seeking out for any fan eager to expand their knowledge of Dillon’s diverse filmography.

    Rebel is a 1985 Australian musical drama set in World War Two.
  • Target
    26
    Gene Hackman, Matt Dillon, Gayle Hunnicutt
    31 votes

    For Fans Of: Action, Thriller, Spy
    Reasons to Watch if you Love Matt Dillon: This action-packed thriller directed by Arthur Penn pairs Matt Dillon with screen legend Gene Hackman in a high-stakes game of espionage and deception. Playing Chris Lloyd, the son of a former CIA operative (Hackman) who becomes entangled in his father's dangerous past, Dillon holds his own alongside esteemed co-stars while showcasing impressive action chops amidst plot twists and turns. For fans seeking high-octane adventure and suspenseful storytelling complemented by strong performances, Target delivers on all fronts.

    Chris Lloyd (Matt Dillon) doesn't understand his father at all. Chris has a spontaneous personality and loves racing cars, while his father, Walter (Gene Hackman), is a conservative businessman. When Donna (Gayle Hunnicutt), Walter's wife, goes missing on her European vacation, Walter and Chris fly to Europe to locate her. But what Chris doesn't know is that Walter is a former CIA agent, and that some of his old intelligence contacts are the key to finding Donna.
  • Deuces Wild
    27
    Stephen Dorff, Brad Renfro, Fairuza Balk
    27 votes

    For Fans Of: Crime, Drama, Gangster
    Reasons to Watch if you Love Matt Dillon: Set in 1950s Brooklyn amid turf wars between rival gangs, this crime drama showcases Dillon as Fritzy Zennetti, an imprisoned mobster whose absence ignites a violent power struggle on the streets. Though a supporting role, Dillon manages to leave his mark in this gritty tale that highlights the actor's natural ability to exude menace and charisma in equal measure. Deuces Wild is a must-watch for fans interested in exploring darker roles from Matt Dillon's extensive résumé.

    Leon (Stephen Dorff) and Bobby (Brad Renfro) are brothers who, with their friends, are determined to maintain the way of life in their neighborhood. They are "The Deuces," trying to keep things the way they are. Loyalty means everything to them, and protecting friends and family is their main priority. Now, when a violent gang threatens to destroy their neighborhood, the Deuces are forced to fight to shield the world they know from becoming a world they want no part of.
  • Old Dogs
    28
    John Travolta, Robin Williams, Kelly Preston
    34 votes

    For Fans Of: Comedy, Family, Slapstick
    Reasons to Watch if you Love Matt Dillon: In this family comedy starring John Travolta and Robin Williams as best friends suddenly thrust into parenthood, Matt Dillon makes a scene-stealing appearance as an overly aggressive scoutmaster determined to teach them a lesson. Displaying impeccable comic timing and physical humor, Dillon's brief but memorable cameo provides plenty of laughs amidst heartwarming moments that make Old Dogs an enjoyable watch for fans seeking light-hearted entertainment featuring their favorite actor.

    While preparing for an important business deal, two bachelors (John Travolta, Robin Williams) become the unexpected caretakers of twin children. One debacle after another follows, as the two clueless men try to take care of both their business duties and the rambunctious siblings. Though their lives are turned upside-down, the men may just gain an understanding of what is really important in life.
  • Albino Alligator
    29
    Matt Dillon, Faye Dunaway, Gary Sinise
    27 votes

    For Fans Of: Thriller, Crime, Drama
    Reasons to Watch if you Love Matt Dillon: This tense crime thriller directed by Kevin Spacey features Matt Dillon as Dova – one of three small-time crooks who find themselves trapped in a New Orleans bar after a botched robbery attempt. As they navigate their way through increasingly dangerous situations while trying to evade capture by both police and rival criminals, Dillon delivers a riveting performance that showcases his talent for creating captivating characters under pressure. With its gripping premise and strong ensemble cast including Gary Sinise, Viggo Mortensen, and Faye Dunaway, Albino Alligator offers suspenseful thrills that will keep fans on the edge of their seats.

    When a robbery in New Orleans ends in disaster, the mercurial burglar Dova (Matt Dillon) escapes with his cohorts to a seedy, nearby bar. Capturing all those inside, the criminals trade barbs with the establishment's feisty bartender Janet Boudreaux (Faye Dunaway). The pub becomes highly volatile, however, when the police encircle it; as it turns out, they were already there surveilling another of the bar's patrons, a suspected illicit arms trafficker named Guy Foucard (Viggo Mortensen).
  • Armored
    30
    Matt Dillon, Jean Reno, Laurence Fishburne
    32 votes

    For Fans Of: Action, Crime, Thriller
    Reasons to Watch if you Love Matt Dillon: This action-packed heist film stars Matt Dillon as Mike Cochrane – the morally conflicted ringleader of group security guards plotting to steal millions from an armored truck company they work for. Surrounded by an impressive ensemble cast including Laurence Fishburne, Jean Reno, and Skeet Ulrich, Dillon holds his own as the film's central character grappling with greed and loyalty amidst high-stakes tension. Packed with thrilling chase scenes, twists, and turns, Armored provides an adrenaline-fueled cinematic ride for fans of Matt Dillon seeking fast-paced excitement.

    Following his return from Iraq, Ty Hackett (Columbus Short) takes a job at the same armored-car company where his father worked. At the end of his probation period, his mentor and godfather, Mike Cochrane (Matt Dillon), reveals to Ty his plan to rob one of the company's trucks. Faced with the loss of his house and his younger brother to foster care, Ty reluctantly agrees to the plan, but when the heist goes badly, it's every man for himself.