The Best 2000s Comedies, Ranked
- 1Bradley Cooper, Ed Helms, Zach Galifianakis
The Hangover is a comedy that redefined the genre with its wild take on a Las Vegas bachelor party gone awry. Directed by Todd Phillips and released in 2009, the film features a standout ensemble cast including Bradley Cooper, Ed Helms, and Zach Galifianakis, who play three friends retracing their steps after a night of outrageous antics to find their missing groom-to-be, portrayed by Justin Bartha. The film’s chaotic narrative is punctuated by the larger-than-life character of Mr. Chow, a scene-stealing performance by Ken Jeong.
Often cited as one of the best 2000s comedies, The Hangover captivated audiences with its clever script, unexpected twists, and relentless humor. Its success lies in the chemistry among the lead actors and the film's ability to turn a common pre-wedding ritual into an over-the-top adventure. Embedding itself in popular culture with iconic moments and quotable lines, The Hangover offers a hilariously fresh perspective on friendship and the consequences of a night of uninhibited revelry, ensuring its place in the annals of comedy cinema.
More The Hangover
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- 2Will Ferrell, John C. Reilly, Richard Jenkins
Step Brothers is a raucous comedy that delves into the absurdity of delayed adulthood and the unlikely bond formed between two middle-aged, rival step-siblings. Directed by Adam McKay and released in 2008, the film stars Will Ferrell and John C. Reilly as Brennan Huff and Dale Doback respectively, whose competitive antics escalate to hilarious extremes once they are forced to live under the same roof. The strong supporting cast includes Mary Steenburgen and Richard Jenkins as their baffled, newlywed parents.
The film's place among the best 2000s comedies is well-earned, thanks to its relentless humor, quotable lines, and the palpable comedic chemistry between Ferrell and Reilly. The duo's commitment to their overgrown child personas carves out a niche of comedy that's as endearing as it is ridiculous. Step Brothers thrives on its blend of awkward family dynamics and outlandish scenarios, setting a high bar for slapstick humor and character-driven farce in the era.
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- 3Steve Carell, Catherine Keener, Paul Rudd
The 40-Year-Old Virgin is a comedy that deftly combines heartfelt moments with raunchy humor, examining the social pressures surrounding sex and relationships. Directed by Judd Apatow and released in 2005, the film features Steve Carell in a breakout role as Andy Stitzer, an amiable electronics store worker with a little-known secret: he's still a virgin at 40. When his coworkers, played by Paul Rudd, Romany Malco, and Seth Rogen, discover this, a series of comedic escapades ensue as they help Andy navigate the dating scene. The film also stars Catherine Keener as Andy's love interest, adding depth and chemistry to the story.
Widely acclaimed as one of the best 2000s comedies, The 40-Year-Old Virgin stands tall for its blend of crude humor and surprisingly sweet character development. Carell's earnest portrayal of Andy brings a unique tenderness to a film filled with laugh-out-loud moments, ensuring that its comedy is both outrageous and relatable. Its thoughtful take on adult themes, combined with Apatow's directorial knack for balancing comedy with realism, has left a memorable imprint on the genre and solidified the film's status as a modern comedy classic.
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- 4Vince Vaughn, Christine Taylor, Ben Stiller
Dodgeball: A True Underdog Story is a comedy that embraces the absurd and delights in the ridiculous, showcasing the classic battle of underdogs versus corporate giants. Directed by Rawson Marshall Thurber in 2004, the film stars Vince Vaughn as Peter LaFleur, the laid-back owner of a rundown gym, and Ben Stiller as White Goodman, the egomaniacal owner of the trendy Globo-Gym across the street. Their rivalry comes to a head in a high-stakes dodgeball tournament, with a quirky ensemble of misfits played by Christine Taylor, Stephen Root, and Rip Torn joining Vaughn's team in the comedic clash.
This film clinches its spot as one of the best 2000s comedies thanks to its sharp wit, physical comedy, and unabashed embrace of a uniquely American pastime. Dodgeball has etched itself into the cultural lexicon with its outlandish characters, quotable lines ("If you can dodge a wrench, you can dodge a ball!"), and the ability to balance cringe with charm. Its celebration of camaraderie, determination, and the triumph of the little guy secures its legacy as a comedy that wholeheartedly entertains while rooting for the underdog.
- Dig Deeper...The 30 Best Movies Like 'Dodgeball', Ranked By Fans
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- 5Jonah Hill, Michael Cera, Christopher Mintz-Plasse
Superbad is a coming-of-age comedy that captures the essence of high school angst and the quest for social acceptance. Directed by Greg Mottola and released in 2007, the film was written by Seth Rogen and Evan Goldberg, drawing on their own teenage experiences. It stars Jonah Hill and Michael Cera as best friends Seth and Evan, who navigate a series of misadventures as they attempt to make the most of their remaining time before graduation. The film also helped launch the careers of Emma Stone and Christopher Mintz-Plasse, who leave lasting impressions with their breakout roles.
Renowned as one of the best 2000s comedies, Superbad stands out for its sharp, witty script and genuine portrayal of adolescent friendship. The movie resonates with audiences through its sincere, often cringe-worthy moments, interwoven with heartfelt humor. Superbad succeeds in blending relatable characters, quotable dialogue, and a sense of nostalgia, cementing its status as a cultural touchstone that humorously and accurately depicts the trials and tribulations of teenage life.
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- 6Robert De Niro, Ben Stiller, Blythe Danner
Meet the Parents is a comedy that delves into the relatable dread of meeting one's potential in-laws, pushing the limits of awkward family encounters. Directed by Jay Roach and released in 2000, the film stars Ben Stiller as Greg Focker, a male nurse who endures a series of mishaps in his effort to impress his girlfriend's formidable father, Jack Byrnes, played with deadpan perfection by Robert De Niro. The dynamic between Stiller and De Niro is complemented by a strong supporting cast, including Teri Polo, Blythe Danner, and Owen Wilson.
Earning its reputation as one of the best 2000s comedies, Meet the Parents masterfully balances physical comedy with the tension of social faux pas. Its success is driven by a universal theme and the convincing performances of its cast, particularly De Niro's turn as an intimidating, lie-detector-wielding ex-CIA father. The movie's clever, cringe-inducing humor and memorable catchphrases ("I have nipples, Greg, could you milk me?") have made it a staple in the genre, resonating with anyone who's ever felt the pressure of making a good first impression.
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- 7Simon Pegg, Kate Ashfield, Lucy Davis
Shaun of the Dead is a genre-bending horror-comedy that combines wit, slapstick, and genuine scares in a story about an underachieving Londoner's fight for survival during a zombie apocalypse. Directed by Edgar Wright and released in 2004, the film stars Simon Pegg as the eponymous Shaun, a directionless electronics salesman who becomes an unlikely hero as he tries to save his loved ones. Nick Frost co-stars as Ed, Shaun's best friend and sidekick, adding to the film's comedic charm with their dynamic rapport.
Regarded as one of the best 2000s comedies, Shaun of the Dead is celebrated for its sharp script, clever pop culture references, and satirical treatment of the living dead. The film's unique ability to pay homage to the conventions of zombie films while delivering fresh humor and emotional resonance has earned it a cult following. With its innovative blend of genres and memorable characters, Shaun of the Dead not only pioneered the "rom-zom-com" but also set a high bar for comedy storytelling in the new millennium.
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- 8Mike Myers, Eddie Murphy, Cameron Diaz
Shrek is a computer-animated comedy that turned the traditional fairy tale on its head and became a cultural phenomenon. Directed by Andrew Adamson and Vicky Jenson, the 2001 DreamWorks release stars the voice of Mike Myers as Shrek, a curmudgeonly ogre whose solitary swamp life is upended when he embarks on a quest to rescue Princess Fiona, voiced by Cameron Diaz. Alongside a fast-talking Donkey, brought to life by the unmistakable Eddie Murphy, and a villainous Lord Farquaad, voiced by John Lithgow, Shrek delivers a smart, subversive twist on classic characters and stories.
As one of the best 2000s comedies, Shrek stands out for its clever humor, cultural references, and the appeal it holds for both children and adults. Its fresh angle on well-known fairy tales, coupled with a heartfelt undercurrent about acceptance and true love, cemented its place in the hearts of audiences worldwide. The film's pioneering animation, memorable dialogue, and endearing characters have established Shrek not just as a pivotal moment in animation history, but as a timeless comedic treasure that resonates across generations.
More Shrek - 9Woody Harrelson, Jesse Eisenberg, Emma Stone
Zombieland, which stars Woody Harrelson, Jesse Eisenberg, and Emma Stone, is a comedy that follows a group of survivors navigating a world overrun by zombies. The film's humor is rooted in its witty one-liners, physical comedy, and over-the-top violence, and it is widely considered to be a standout comedy of the late 2000s.
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- 10Owen Wilson, Vince Vaughn, Christopher Walken
Wedding Crashers is a boisterous rom-com that catapults its protagonists into a world of romance and raucous wedding receptions. Directed by David Dobkin and hitting theaters in 2005, the film stars Owen Wilson and Vince Vaughn as John Beckwith and Jeremy Grey, two charming womanizers who sneak into weddings to take advantage of the romantic atmosphere. Their foolproof plan hits a snag when they encounter a particularly memorable family, with Rachel McAdams, Isla Fisher, and Christopher Walken delivering memorable performances that round out the riotous plot.
Recognized as one of the best 2000s comedies, Wedding Crashers allowed audiences to revel in the duo's outrageous antics, providing a comedic exploration of love and friendship. The film is celebrated for its dynamic lead pairing, with Wilson and Vaughn's comedic timing and chemistry propelling the film's success. Coupled with its quotable lines and playful take on love, Wedding Crashers remains a cherished example of how a comedy can blend heart, humor, and a touch of irreverence to leave a lasting impact on its viewers.
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- 11Jay Chandrasekhar, Kevin Heffernan, Steve LemmeSuper Troopers, an American comedy film, is a riotous ride through the lives of five Vermont state troopers. Led by Thorny (Jay Chandrasekhar), these zany law enforcers spend their days pranking each other and drivers they pull over, more interested in fun than upholding the law. The troop includes Mac (Steve Lemme), Foster (Paul Soter), Rabbit (Erik Stolhanske), and the loudmouthed Farva (Kevin Heffernan). Their antics escalate when they stumble upon a drug smuggling operation. A quirky twist on the buddy cop genre, Super Troopers delivers laughs with every patrol car siren's wail.More Super Troopers
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- 12John Goodman, Billy Crystal, Mary GibbsIn the enchanting world of Monsters, Inc., James P. Sullivan (John Goodman) and Mike Wazowski (Billy Crystal) are top scarers at Monsters, Incorporated. Their job? Harness children's screams as an energy source for their city, Monstropolis. However, chaos ensues when a little girl named Boo (Mary Gibbs) accidentally enters their realm. This animated comedy from Pixar won an Academy Award for Best Original Song. It's a unique tale that explores themes of friendship and fear, while delivering laughs and thrilling moments in equal measure. With memorable characters and a compelling storyline, Monsters, Inc. is a movie that transcends the animation genre.More Monsters, Inc.
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- 13Luke Wilson, Will Ferrell, Vince Vaughn
Old School is a comedic take on the ethos of fraternities and the desire to recapture the glory days of youth. Directed by Todd Phillips and released in 2003, the film stars Luke Wilson as Mitch, a man trying to get over a recent breakup, who inadvertently becomes the leader of a misfit-collegiate pack. Alongside him are Will Ferrell as the amiable but wild Frank "The Tank" and Vince Vaughn as the smooth-talking Beanie, both of whom lead the charge in turning Mitch's new home into a fraternity house for non-students seeking a second shot at college life.
Celebrated as one of the best 2000s comedies, Old School resonates due to its laugh-out-loud humor and the nuanced portrayals of friendships amidst a ludicrous backdrop. The film delivers a series of unforgettable moments, including Ferrell's infamous streaking scene, which became an instant classic. Old School's cult following is a testament to its perfectly cast ensemble and the underlying message that it's never too late to embrace life's crazier moments, all while maintaining a humorous and endearing perspective on adulthood.
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- 14Will Ferrell, Christina Applegate, Paul Rudd
Anchorman: The Legend of Ron Burgundy, starring Will Ferrell, is a comedy set in the 1970s that follows the life of a legendary anchorman and his news team. The film's humor is rooted in its quirky and absurd characters and its satirical take on the world of broadcast journalism and is widely considered to be one of the defining comedies of the mid-2000s.
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- 15Will Ferrell, James Caan, Bob NewhartA charming blend of whimsy and comedy, Elf is a festive delight. The film chronicles the journey of Buddy (Will Ferrell), an oversized elf who hails from Santa's workshop in the North Pole. Raised among elves, Buddy discovers he's actually human and embarks on a quest to New York City to find his biological father, Walter Hobbs (James Caan). Encountering a world that lacks Christmas spirit, Buddy is determined to win over his cynical dad while spreading holiday cheer. Directed by Jon Favreau, Elf spins a heartwarming yarn about identity, family, and the magic of Christmas without revealing too much or transforming into a saccharine overdose. This is a movie that has won hearts without claiming any major awards.More Elf
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- 16Jason Segel, Kristen Bell, Mila KunisIn the comedic romp Forgetting Sarah Marshall, Peter Bretter (Jason Segel) is a down-on-his-luck musician struggling to move on from his television star ex-girlfriend, Sarah Marshall (Kristen Bell). In an attempt to heal, he takes an impromptu trip to Hawaii, only to find himself at the same resort as Sarah and her new rockstar boyfriend, Aldous Snow (Russell Brand). Amidst the tropical backdrop, hilarity ensues as Peter navigates heartbreak, unexpected friendships with hotel staff like Rachel Jansen (Mila Kunis), and the complexities of love.
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- 17Lindsay Lohan, Rachel McAdams, Tina FeyIn the teen comedy Mean Girls, Cady Heron (Lindsay Lohan) is a naive newcomer to public school, having been homeschooled in Africa. She finds herself in the whirlwind of high school politics and cliques, especially when she crosses paths with Regina George (Rachel McAdams), the queen bee of North Shore High School's most popular clique, The Plastics. As Cady navigates this new terrain, she becomes entangled in The Plastics' manipulative games. Tina Fey, who also wrote the screenplay, stars as Ms. Norbury, a teacher who provides guidance for Cady. Mean Girls was nominated for multiple awards and won a Teen Choice Award for Choice Movie: Comedy.More Mean Girls
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- 18Will Ferrell, John C. Reilly, Sacha Baron Cohen
Talladega Nights: The Ballad of Ricky Bobby, starring Will Ferrell, is a sports comedy that follows the life of a NASCAR driver and his rise to fame. The film's humor is rooted in its absurd and exaggerated depictions of the world of NASCAR racing and its quirky and memorable characters.
- 19Ben Stiller, Jack Black, Robert DowneyIn Tropic Thunder, a comedic action-packed spectacle, a group of self-absorbed actors find themselves in over their heads while shooting a big-budget war movie. Leading man Tugg Speedman (Ben Stiller) joins forces with five-time Academy Award-winning Australian method actor Kirk Lazarus (Robert Downey Jr.), action star Jeff Portnoy (Jack Black), and other eccentric cast members. However, the line between fiction and reality blurs as they're unwittingly thrown into real-life combat. Directed by Ben Stiller, this film is a satirical jab at Hollywood's sometimes absurd inner workings and the pretentiousness that often accompanies stardom.More Tropic Thunder
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- 20Adam Sandler, Drew Barrymore, Rob SchneiderIn the romantic comedy 50 First Dates, marine veterinarian Henry Roth (Adam Sandler) lives an uncommitted life in Hawaii until he meets Lucy Whitmore (Drew Barrymore). Tragically, Lucy suffers from short-term memory loss, unable to remember anything from the day before. Undeterred, Henry, smitten and determined, has to win her heart anew each day. Directed by Peter Segal with a supporting cast including Rob Schneider and Sean Astin, this film is a humorous yet touching exploration of love's persistence against adversity. Despite its comedic tones, it subtly sheds light on the challenges of living with a cognitive disorder.More 50 First Dates
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- 21Jim Carrey, Morgan Freeman, Jennifer AnistonBruce Nolan (Jim Carrey), a television reporter in Buffalo, N.Y., is discontented with almost everything in life despite his popularity and the love of his girlfriend Grace (Jennifer Aniston). At the end of the worst day of his life, Bruce angrily ridicules and rages against God - who responds by endowing Bruce with divine powers. This comedy-drama explores what happens when an ordinary man receives extraordinary powers, and whether he uses them for self-interest or altruism. Directed by Tom Shadyac, Bruce Almighty offers a humorous yet profound look at human nature and our relationship with the divine.More Bruce Almighty
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- 22Seth Rogen, James Franco, Gary ColeDale Denton (Seth Rogen), a process server, enjoys his routine life of serving subpoenas and smoking pot. His peaceful existence takes a turn when he witnesses a murder by his drug dealer's boss, Ted Jones (Gary Cole). In panic, Dale leaves behind a rare strain of marijuana named 'Pineapple Express'. Realizing the unique weed can be traced back to him, Dale ropes in his dealer, Saul Silver (James Franco), to flee from the hitmen. This action-comedy film directed by David Gordon Green is an exhilarating ride of friendship, drug haze, and survival.More Pineapple Express
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- 23Seann William Scott, Paul Rudd, Christopher Mintz-PlasseAfter salesmen Danny (Paul Rudd) and Wheeler (Seann William Scott) trash a company truck, the court gives them a choice: jail time or community service in a mentoring program. Thinking to take the easy way out, the two overgrown adolescents find themselves paired with a teenager (Christopher Mintz-Plasse), who is experiencing the pangs of first love, and a foul-mouthed fifth-grader (Bobb'e J. Thompson), who needs an attitude adjustment.More Role Models
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- 24Ben Stiller, Owen Wilson, Will FerrellDerek Zoolander (Ben Stiller), a dim-witted yet lovable fashion model, takes center stage in the comedy movie Zoolander. His nemesis, Hansel (Owen Wilson), is a rising star in the fashion industry. The plot thickens when fashion mogul Mugatu (Will Ferrell) brainwashes Zoolander to assassinate Malaysia's Prime Minister to protect cheap child labor for his clothing line. Winning the VH1 Fashion Award becomes a critical turning point in this quirky narrative. Across its run, Zoolander weaves together absurdity and satire, presenting a hilarious critique of the fashion world.More Zoolander
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- 25Jon Heder, Jon Gries, Aaron RuellNapoleon Dynamite (Jon Heder) exists in the quiet town of Preston, Idaho, a place where life hums at a slower pace. This quirky comedy, directed by Jared Hess, unravels the curious exploits of this oddball high schooler with an afro and moon boots. His life becomes entangled with his new friend Pedro (Efren Ramirez), who decides to run for class president against the popular girl. Napoleon's brother Kip (Aaron Ruell) is also part of the mix, as he seeks love online. The movie won Best Feature at the MTV Movie Awards in 2005. It's a tale about friendship, small-town high school politics, and finding one's unique groove in life.More Napoleon Dynamite
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- 26Jack Black, Joan Cusack, Mike WhiteIn the vibrant comedy, School of Rock, Dewey Finn (Jack Black), a passionate yet failed musician, finds himself posing as a substitute teacher at an elite prep school. Faced with a class of overachieving students, he diverts from the standard curriculum and instead instructs his pupils in the art of rock 'n' roll. The film, directed by Richard Linklater, explores themes of identity and rebellion while showcasing compelling performances from its cast. Joanna 'Joey' Mullins (Rebecca Brown) and Zack Mooneyham (Joey Gaydos Jr.) play pivotal roles as members of the makeshift band. The movie was nominated for several awards, including Best Comedy at the 2004 MTV Movie Awards.More School of Rock
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- 27Seth Rogen, Katherine Heigl, Paul RuddKnocked Up, a comedic romp, navigates the unexpected consequences of a one-night stand. The film introduces Ben Stone (Seth Rogen), an aimless party-goer, and Alison Scott (Katherine Heigl), a career-focused television producer. After their casual encounter results in an unforeseen pregnancy, they're thrust into a world of adult responsibilities. Their clashing lifestyles and differing personalities create a whirlwind of humor and life lessons. Directed by Judd Apatow, this comedy-drama expertly blends lighthearted laughs with serious themes of responsibility and parenthood.More Knocked Up
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- 28John Cho, Kal Penn, Paula GarcésHarold & Kumar Go to White Castle is a comedy adventure film that follows the journey of Harold Lee (John Cho) and Kumar Patel (Kal Penn). The plot revolves around their quest for the perfect burger from White Castle, which turns into an unexpected night full of absurd encounters. Their simple craving transforms into an epic odyssey filled with bizarre obstacles and hilarious misadventures. Despite its comedic surface, the film subtly explores themes of racial stereotypes and societal expectations. Released in 2004, this movie has since spawned several sequels, establishing itself as a cult classic within the stoner comedy genre.
- #340 of 702 onThe All-Time Greatest Comedy Films
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- 29Reese Witherspoon, Luke Wilson, Selma BlairElle Woods (Reese Witherspoon), the effervescent protagonist in Legally Blonde, is a fashion-merchandising major at UCLA, whose life takes a dramatic turn when she decides to enroll in Harvard Law School. This surprising decision comes after her boyfriend, Warner Huntington III (Matthew Davis), dumps her for someone more serious. The film traces Elle's journey through law school, defying stereotypes and proving her worth. A comedy-drama of determination and wit, this movie won the Golden Globe Award for Best Actress - Motion Picture Musical or Comedy. Elle's metamorphosis from a ditzy blonde to a respected law student forms the crux of this engaging narrative.More Legally Blonde
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- 30Shawn Wayans, Marlon Wayans, Cheri OteriIn the realm of horror-comedy, Scary Movie finds its unique niche. Directed by Keenen Ivory Wayans, it's a satirical romp through familiar horror tropes. Cindy Campbell (Anna Faris) is an average high school student whose world spirals into absurdity when she becomes the target of a mysterious killer. Also featuring memorable performances from Marlon Wayans as Shorty Meeks and Regina Hall as Brenda Meeks, Scary Movie parodies iconic scenes from popular horror films, injecting humor into terror. Its unexpected blend of genres ensures an entertaining viewing experience without the usual chills associated with horror flicks.More Scary Movie
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