The Best Jeremy Piven Movies

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Updated April 30, 2024 48 items
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List of the best Jeremy Piven movies, ranked best to worst with movie trailers when available. Jeremy Piven'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 Jeremy Piven movies is decided by how many votes they receive, so only highly rated Jeremy Piven movies will be at the top of the list. Jeremy Piven has been in a lot of films, so people often debate each other over what the greatest Jeremy Piven movie of all time is. If you and a friend are arguing about this then use this list of the most entertaining Jeremy Piven films to end the squabble once and for all.

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

List includes Serendipity, Smokin' Aces and more.

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

Notable directors that have worked with Jeremy Piven include names like Brett Ratner, Robert Altman and Ridley Scott.

  • Black Hawk Down
    1
    Josh Hartnett, Ewan McGregor, Tom Sizemore
    21 votes
    The film takes place in 1993 when the U.S. sent special forces into Somalia to destabilize the government and bring food and humanitarian aid to the starving population. Using Black Hawk helicopters to lower the soldiers onto the ground, an unexpected attack by Somalian forces brings two of the helicopters down immediately. From there, the U.S. soldiers must struggle to regain their balance while enduring heavy gunfire.
  • Old School
    2
    Luke Wilson, Will Ferrell, Vince Vaughn
    22 votes
    In Old School, Mitch (Luke Wilson) returns home to find his girlfriend involved in an unusual affair, leading him to start anew. He moves into a house near a college campus, where his friends Frank (Will Ferrell) and Beanie (Vince Vaughn) decide to revive their glory days by starting a fraternity. The trio juggles adulthood responsibilities and fraternity antics, causing hilarity and chaos. This comedy explores the paradox of growing up while refusing to let go of youth, all within the wild framework of college life. Old School became a cult classic for its humor and quotable lines.
  • Grosse Pointe Blank
    3
    John Cusack, Minnie Driver, Dan Aykroyd
    16 votes
    Grosse Pointe Blank, a unique blend of comedy and action, unravels the story of Martin Q. Blank (John Cusack), a professional hitman grappling with a mid-life crisis. As he is invited back to his high school reunion in Grosse Pointe, Michigan, he becomes torn between his past and present. Debi Newberry (Minnie Driver), his high school sweetheart, reenters his life while rival hitman Grocer (Dan Aykroyd) seeks to eliminate him. Amidst this chaos, he must confront his career choice and navigate through a maze of old acquaintances, assassins, and emotions.
  • Serendipity
    4
    John Cusack, Kate Beckinsale, Molly Shannon
    14 votes
    In Serendipity, Jonathan Trager (John Cusack) and Sara Thomas (Kate Beckinsale) cross paths serendipitously one Christmas in New York, sparking a love-at-first-sight connection. Yet, Sara believes in destiny. To test their fate, she writes her number in a book, promising that if he finds it, they are meant to be. Years later, both engaged to others, they can't shake the memory of their chance encounter. The movie is a romantic comedy-drama, exploring themes of fate and love with a dash of whimsy and humor. It's a tale about destiny's mysterious ways and the relentless pursuit of true love.
  • PCU
    5
    Jeremy Piven, Chris Young, Jon Favreau
    19 votes
    Nervous high school senior Tom Lawrence (Chris Young) visits Port Chester University, where he gets a taste of politically correct college life when he's guided by fraternity wild man Droz (Jeremy Piven) and his housemates at The Pit. But Droz and his pals have rivals in nasty preppy Rand McPherson (David Spade) and the school's steely president (Jessica Walter). With their house threatened with expulsion, Droz and company decide to throw a raging party where the various factions will collide.
  • Judgment Night
    6
    Emilio Estevez, Cuba Gooding, Denis Leary
    17 votes
    New father Frank (Emilio Estevez) departs for a night out, joining friends Mike (Cuba Gooding Jr.) and Ray (Jeremy Piven) as they head to a boxing match. At the last minute, they are joined by John (Stephen Dorff), Frank's brother. Stuck in gridlock traffic, the guys take a shortcut that gets them lost. In a very dangerous neighborhood, they witness a murder by a gang leader called Fallon (Denis Leary). They flee, but Fallon now wants them hunted down and and eliminated.
  • Smokin' Aces
    7
    Ben Affleck, Andy Garcia, Alicia Keys
    24 votes
    Sleazy entertainer Buddy "Aces" Israel (Jeremy Piven) incurs the wrath of crime boss Primo Sparazza when he agrees to testify against the Las Vegas mob. Two FBI agents (Ray Liotta, Ryan Reynolds) have the difficult task of protecting him from a motley assortment of bounty hunters, hit men and nefarious vixens who are converging on his Lake Tahoe encampment to rub him out and collect a hefty reward.
  • Say Anything...
    8
    John Cusack, Ione Skye, John Mahoney
    16 votes
    Say Anything... is a 1989 romantic comedy-drama directed by Cameron Crowe. The film centers on the unlikely romance between Lloyd Dobler (John Cusack), an earnest, quirky kickboxer, and Diane Court (Ione Skye), a high-achieving valedictorian. Dobler's unconventional charm and persistent pursuit of Court forms the crux of this coming-of-age tale. The movie, while encompassing themes of young love and post-high school uncertainty, also delves into familial dynamics with James Court (John Mahoney), Diane's overprotective father. Say Anything... is noted for its iconic boombox scene and was ranked by Entertainment Weekly as one of the greatest modern movie romances.
  • RocknRolla
    9
    Gerard Butler, Tom Wilkinson, Thandie Newton
    14 votes
    Old-school mobster Lenny Cole (Tom Wilkinson) rules London's underworld with an iron fist and a score of well-greased palms. As big-time gangsters and petty crooks all scramble to get their cut of a Russian mobster's crooked land deal, street-wise hustler One Two (Gerard Butler) tries to play both sides of the fence as the lucrative deal falls into the lap of Lenny's presumed-dead son.
  • Runaway Jury
    10
    John Cusack, Gene Hackman, Dustin Hoffman
    9 votes
    After a workplace shooting in New Orleans, a trial against the gun manufacturer pits lawyer Wendell Rohr (Dustin Hoffman) against shady jury consultant Rankin Fitch (Gene Hackman), who uses illegal means to stack the jury with people sympathetic to the defense. But when juror Nicholas Easter (John Cusack) and his girlfriend, Marlee (Rachel Weisz), reveal their ability to sway the jury into delivering any verdict they want, a high-stakes cat-and-mouse game begins.
  • Cars
    11
    Owen Wilson, Paul Newman, Bonnie Hunt
    14 votes
    In the animated film Cars, Lightning McQueen (Owen Wilson), a brash racecar finds himself in a forgotten town, Radiator Springs. There, he meets an array of unique characters like Mater (Larry the Cable Guy) and Doc Hudson (Paul Newman). Through these interactions, McQueen learns the value of friendship and humility. Directed by John Lasseter, this film won the first Golden Globe for Best Animated Feature Film. A blend of comedy, adventure, and drama, Cars is a heartwarming tale about slowing down to appreciate life's simpler pleasures.
  • The Family Man
    12
    Nicolas Cage, Téa Leoni, Don Cheadle
    16 votes
    In The Family Man, Jack Campbell (Nicolas Cage), a single, wealthy Wall Street executive, confronts an alternate suburban reality. A glimpse into what life could have been, he wakes up married to his long-lost love, Kate (Téa Leoni), with two kids in tow. The genre blends romance and drama with a dash of comedy. Directed by Brett Ratner, the movie showcases how Jack navigates this unfamiliar world, grappling with domesticity and the demands of a middle-class lifestyle. Notably, it won the ASCAP Award for Top Box Office Films in 2001.
  • The Goods: Live Hard, Sell Hard
    13
    Jeremy Piven, Ving Rhames, James Brolin
    11 votes
    Don Ready (Jeremy Piven) is many things, but he is best-known as an extraordinary salesman. When a car dealership in Temecula teeters on the brink of bankruptcy, he and his ragtag team (Ving Rhames, James Brolin) dive in to save the day. But what Ready doesn't count on is falling in love and finding his soul.
  • Lucas
    14
    Corey Haim, Kerri Green, Charlie Sheen
    13 votes
    Lucas (Corey Haim) is an unusually bright teenager whose nerdy looks and meek demeanor make him a favorite target for bullies. His life at school seems to improve when he befriends Maggie (Kerri Green), a cute new girl whose love interest, Cappie (Charlie Sheen), protects him from harassment. However, despite his friend Rina's (Winona Ryder) clear affection for him, Lucas falls for Maggie, and in a final effort to impress her, joins the high school football team.
  • Rush Hour 2
    15
    Jackie Chan, Chris Tucker, John Lone
    16 votes
    The sequel to the thrilling action-comedy, Rush Hour 2 revolves around two dynamic detectives - Chief Inspector Lee (Jackie Chan) and Detective James Carter (Chris Tucker). They unite again, this time embarking on an adventure in Hong Kong. The duo is caught up in a complex web of crime involving a Triad gang, counterfeit money, and an explosive conspiracy. Their journey is peppered with high-octane martial arts sequences, comedic banter, and a hint of romance with Secret Service agent Isabella Molina (Roselyn Sanchez). Despite its comedic undertones, Rush Hour 2 is also an action-packed ride that won the BMI Film Music Award in 2002.
  • Very Bad Things
    16
    Christian Slater, Cameron Diaz, Daniel Stern
    11 votes
    Kyle Fisher (Jon Favreau) heads to Las Vegas for a bachelor party with four friends. When one of them accidentally kills a hired stripper and a security guard finds the body, unstable Boyd (Christian Slater) kills the guard to keep him from calling the cops, then organizes the group to dispose of the corpses. Back home, Kyle is troubled and has difficulty hiding his worries from his fiancée (Cameron Diaz). Meanwhile, to ensure his own safety, Boyd begins killing the others.
  • One Crazy Summer
    17
    John Cusack, Demi Moore, Joel Murray
    13 votes
    After graduating from high school, art school hopeful Hoops McCann (John Cusack) struggles to complete his application to the Rhode Island School of Design. Resigning himself to a summer of boredom, McCann agrees to go along with his best friend, George Calamari (Joel Murray), on a family trip to Nantucket, Mass. But, after McCann and Calamari meet rocker-in-distress Cassandra (Demi Moore), it suddenly looks like it's going to be "one crazy summer."
  • Just Write
    18
    Sherilyn Fenn, Jeremy Piven, Alex Rocco
    4 votes
    A tour-bus driver (Jeremy Piven) meets his favorite actress (Sherilyn Fenn), who mistakes him for a famous scriptwriter and arranges to meet again.
  • Chasing Liberty
    19
    Mandy Moore, Matthew Goode, Jeremy Piven
    8 votes
    Anna Foster (Mandy Moore), code-named "Liberty," the daughter of the president of the United States (Mark Harmon), can't get the Secret Service off her back when she goes on dates with boys. Accompanying her father on a state visit to Prague, she eludes her protectors and meets a handsome British boy, Ben Calder (Matthew Goode), with whom she embarks on a romantic journey across Europe. But there's something she doesn't know about Ben: He's a Secret Service agent.
  • Bob Roberts
    20
    Tim Robbins, Giancarlo Esposito, Ray Wise
    6 votes
    Millionaire conservative Bob Roberts (Tim Robbins) launches an insurgent campaign against incumbent senator Brickley Paiste (Gore Vidal), firing up crowds at his rallies by singing '60s-style acoustic folk songs with lyrics espousing far-right conservative social and economic views. Investigative journalist Bugs Raplin (Giancarlo Esposito) shadows the Roberts campaign, trying to connect Roberts to a drug-trafficking scheme, but an assassination attempt lays suspicion on both men.
  • Highway
    21
    Jake Gyllenhaal, Jared Leto, Selma Blair
    3 votes
    Highway is a 2002 American independent drama film written by Scott Rosenberg and directed by James Cox. It stars Jared Leto, Jake Gyllenhaal, and Selma Blair.
  • Keeping Up with the Steins
    22
    Jeremy Piven, Jami Gertz, Garry Marshall
    9 votes
    Benjamin Fiedler (Daryl Sabara) has a lot to be nervous about; his bar mitzvah is fast approaching, and his parents (Jeremy Piven, Jami Gertz) are caught up in plans to make his party even more lavish than the one the Steins threw for their son. Amid his family's debate over whether to invite an estranged grandfather (Garry Marshall), the youth solves the problem by arranging for Grandpa to arrive two weeks early.
  • Layin' Low
    23
    Jeremy Piven, Edie Falco, Louise Lasser
    4 votes
    Layin' Low is a 1996 film directed by Danny Leiner and stars Jeremy Piven.
  • I Melt with You
    24
    Thomas Jane, Jeremy Piven, Rob Lowe
    8 votes
    Four college pals reminisce about their glory days during a sex-and-drug-fueled retreat, but events take a dark turn when they are faced with a secret from the past.
  • Kiss the Girls
    25
    Morgan Freeman, Ashley Judd, Cary Elwes
    10 votes
    In the chilling thriller Kiss the Girls, forensic psychologist Alex Cross (Morgan Freeman) locks horns with a serial kidnapper known as Casanova. The predator's eerie modus operandi involves abducting young women who possess specific qualities, creating a collection of victims in his hidden underground lair. Aided by detective Kate McTiernan (Ashley Judd), herself an escapee from Casanova's clutches, Cross navigates a twisted game of cat and mouse. Set against the backdrop of North Carolina, this movie intertwines suspense and mystery, presenting a haunting portrayal of obsession and power.
  • The Player
    26
    Tim Robbins, Greta Scacchi, Fred Ward
    9 votes
    The Player is a satirical drama that plunges viewers into the murky depths of Hollywood. At its heart is Griffin Mill (Tim Robbins), a studio executive caught in the ruthless grip of the film industry. Mill's life takes a sinister turn when he starts receiving death threats from a disgruntled writer. Director Robert Altman masterfully navigates the labyrinth of power and deceit, infusing irony and suspense at every twist and turn. The movie, noted for its star-studded cast and audacious opening sequence, won critical acclaim and bagged three Golden Globe Awards.
  • Singles
    27
    Bridget Fonda, Matt Dillon, Campbell Scott
    8 votes
    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.
  • Spy Kids: All the Time in the World
    28
    Jessica Alba, Alexa PenaVega, Jeremy Piven
    7 votes
    Marissa Cortez Wilson (Jessica Alba) is a retired spy who keeps that identity hidden from her clueless husband and whip-smart twin stepchildren, Rebecca (Rowan Blanchard) and Cecil (Mason Cook). However, when a villain called Timekeeper (Jeremy Piven) threatens to conquer the world, Marissa springs back into action as head of the OSS, home of the now-defunct Spy Kids Division. With help from some cool gadgets and two former spy kids, Rebecca and Cecil join the fight to save Earth.
  • The Kingdom
    29
    Jamie Foxx, Chris Cooper, Jennifer Garner
    8 votes
    Charged with the most important assignment of his career, federal agent Ron Fleury (Jamie Foxx) has one week to assemble a team, infiltrate and destroy a terrorist cell based in Riyadh, Saudi Arabia. Culture shock and opposition from local law enforcement combine to hinder his progress and that of his elite team (Chris Cooper, Jennifer Garner, Jason Bateman), but a sympathetic Saudi police captain becomes an unexpected comrade-in-arms.
  • The Crew
    30
    Burt Reynolds, Jennifer Tilly, Carrie-Anne Moss
    6 votes
    The Crew is a 2000 black comedy crime film, directed by Michael Dinner and starring Burt Reynolds, Seymour Cassel, Richard Dreyfuss, Dan Hedaya and Jennifer Tilly. Barry Sonnenfeld was one of the film's producers.