The Best 2000s Comedies, Ranked
  • Photo:
    • Warner Bros. Pictures/The Hangover, Sony Pictures Entertainment Motion Picture Group/Step Brothers

The Best 2000s Comedies, Ranked

Ranker Film
Updated June 4, 2024 308.7K views 114 items
Ranked By
137.1K votes
8.9K voters
20 reranks
Voting Rules
Vote up the comedies released between January 2000 and December 2009 that make you laugh the hardest.

Delving into the realm of cinema, the 2000s was a unique era that witnessed some of the most hilarious, captivating, and deeply engaging comedic performances. This epoch stands tall in the annals of comedic movies, characterized by ingenious plotlines, scintillating humor, and remarkable performances that left audiences in peals of laughter. As we traverse through this comical labyrinth, we’ll encounter some of the best 2000s comedy movies that played an influential role in shaping the trajectory of comic cinema. 

Comedy in the 2000s brought with it an electrifying blend of humor, witty dialogues, comedic performances, and unparalleled entertainment value. The best comedies of the 2000s, like a fine wine, have aged gracefully, pleasing their audiences time and again. They have etched their places in the hearts of movie buffs, being prized for their innovative depiction of comedy which till date makes the viewers double over in laughter. These movies continue to uplift spirits, providing that much-needed comic relief amidst the tumultuous waves of life. 

Examples that accentuate the caliber of 2000s comedies include Step Brothers and Superbad. These represent the pinnacle of comedy with their clever humor, expertly delivered lines, and compelling character portrayals, earning them a spot among the funniest movies from the 2000s. They tickled the funny bone with such eloquence that they resonate with audiences even today. Other noteworthy mentions include The Hangover, Shrek, and The 40-Year-Old Virgin. These gems form the cornerstone of the selection, their comedy still leaving viewers clutching their stomachs in laughter. To heighten your experience, you can easily find streaming options for Netflix, Paramount+, Amazon Prime, Hulu, Disney+, and HBO Max nestled below each entry.

Underlining the essence of this era, these best 2000s comedy movies have left an indelible mark in film history. They exemplify the peak of comedy, with their unique blending of humor and storytelling that continues to entertain audiences to this day. From side-splitting sequences to engaging narratives, these funniest movies of the 2000s have it all. Embark on this voyage of hilarity and be prepared to immerse yourself in the world of comedic brilliance that defined the 2000s.

Most divisive: Team America: World Police
Over 8.9K Ranker voters have come together to rank this list of The Best 2000s Comedies, Ranked
  • The Hangover
    1

    The Hangover

    Bradley Cooper, Ed Helms, Zach Galifianakis
    3,645 votes

    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 HangoverRight Arrow
  • Step Brothers
    2

    Step Brothers

    Will Ferrell, John C. Reilly, Richard Jenkins
    3,680 votes

    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.

    More Step BrothersRight Arrow
  • The 40-Year-Old Virgin
    3

    The 40-Year-Old Virgin

    Steve Carell, Catherine Keener, Paul Rudd
    2,913 votes

    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.

    More The 40-Year-Old VirginRight Arrow
  • Superbad
    4

    Superbad

    Jonah Hill, Michael Cera, Christopher Mintz-Plasse
    3,627 votes

    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.

    More SuperbadRight Arrow
  • DodgeBall: A True Underdog Story
    5

    DodgeBall: A True Underdog Story

    Vince Vaughn, Christine Taylor, Ben Stiller
    2,721 votes

    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.

    More DodgeBall: A True Underdog StoryRight Arrow
  • Shrek
    6

    Shrek

    Mike Myers, Eddie Murphy, Cameron Diaz
    2,717 votes

    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 ShrekRight Arrow
  • Meet the Parents
    7

    Meet the Parents

    Robert De Niro, Ben Stiller, Blythe Danner
    2,475 votes

    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.

    More Meet the ParentsRight Arrow
  • Shaun of the Dead
    8

    Shaun of the Dead

    Simon Pegg, Kate Ashfield, Lucy Davis
    1,961 votes

    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.

    More Shaun of the DeadRight Arrow
  • Wedding Crashers
    9

    Wedding Crashers

    Owen Wilson, Vince Vaughn, Christopher Walken
    2,841 votes

    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.

    More Wedding CrashersRight Arrow
  • Zombieland
    10

    Zombieland

    Woody Harrelson, Jesse Eisenberg, Emma Stone
    1,993 votes

    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.

    More ZombielandRight Arrow
  • Super Troopers
    11

    Super Troopers

    Jay Chandrasekhar, Kevin Heffernan, Steve Lemme
    1,697 votes
    Super 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 TroopersRight Arrow
  • Monsters, Inc.
    12

    Monsters, Inc.

    John Goodman, Billy Crystal, Mary Gibbs
    1,996 votes
    In 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.Right Arrow
  • Old School
    13

    Old School

    Luke Wilson, Will Ferrell, Vince Vaughn
    2,404 votes

    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.

    More Old SchoolRight Arrow
  • Anchorman: The Legend of Ron Burgundy
    14

    Anchorman: The Legend of Ron Burgundy

    Will Ferrell, Christina Applegate, Paul Rudd
    3,011 votes

    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.

    More Anchorman: The Legend of Ron BurgundyRight Arrow
  • Elf
    15

    Elf

    Will Ferrell, James Caan, Bob Newhart
    2,698 votes
    A 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 ElfRight Arrow
  • Forgetting Sarah Marshall
    16

    Forgetting Sarah Marshall

    Jason Segel, Kristen Bell, Mila Kunis
    1,862 votes
    In 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.
    More Forgetting Sarah MarshallRight Arrow
  • Mean Girls
    17

    Mean Girls

    Lindsay Lohan, Rachel McAdams, Tina Fey
    2,351 votes
    In 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 GirlsRight Arrow
  • Talladega Nights: The Ballad of Ricky Bobby
    18

    Talladega Nights: The Ballad of Ricky Bobby

    Will Ferrell, John C. Reilly, Sacha Baron Cohen
    864 votes

    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.

    More Talladega Nights: The Ballad of Ricky BobbyRight Arrow
  • Tropic Thunder
    19

    Tropic Thunder

    Ben Stiller, Jack Black, Robert Downey
    2,352 votes
    In 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 ThunderRight Arrow
  • 50 First Dates
    20

    50 First Dates

    Adam Sandler, Drew Barrymore, Rob Schneider
    1,857 votes
    In 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 DatesRight Arrow
  • Bruce Almighty
    21

    Bruce Almighty

    Jim Carrey, Morgan Freeman, Jennifer Aniston
    2,037 votes
    Bruce 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 AlmightyRight Arrow
  • Role Models
    22

    Role Models

    Seann William Scott, Paul Rudd, Christopher Mintz-Plasse
    1,274 votes
    After 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.
  • Napoleon Dynamite
    23

    Napoleon Dynamite

    Jon Heder, Jon Gries, Aaron Ruell
    2,106 votes
    Napoleon 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 DynamiteRight Arrow
  • Pineapple Express
    24

    Pineapple Express

    Seth Rogen, James Franco, Gary Cole
    1,829 votes
    Dale 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 ExpressRight Arrow
  • Zoolander
    25

    Zoolander

    Ben Stiller, Owen Wilson, Will Ferrell
    2,097 votes
    Derek 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 ZoolanderRight Arrow
  • School of Rock
    26

    School of Rock

    Jack Black, Joan Cusack, Mike White
    1,967 votes
    In 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 RockRight Arrow
  • Knocked Up
    27

    Knocked Up

    Seth Rogen, Katherine Heigl, Paul Rudd
    1,785 votes
    Rising journalist Alison Scott (Katherine Heigl) hits a serious bump in the road after a one-night stand with irresponsible slacker Ben Stone (Seth Rogen) results in pregnancy. Rather than raise the baby on her own, she decides to give Ben a chance to prove he is father material. However, he is unsure if he is ready to be a parent, and both wonder if they would be compatible lifetime partners.
    More Knocked UpRight Arrow
  • Legally Blonde
    28

    Legally Blonde

    Reese Witherspoon, Luke Wilson, Selma Blair
    1,470 votes
    Elle 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 BlondeRight Arrow
  • Harold & Kumar Go to White Castle
    29

    Harold & Kumar Go to White Castle

    John Cho, Kal Penn, Paula Garcés
    525 votes
    Harold & 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.
    More Harold & Kumar Go to White CastleRight Arrow
  • Miss Congeniality
    30

    Miss Congeniality

    Sandra Bullock, Michael Caine, Benjamin Bratt
    1,621 votes
    In Miss Congeniality, Sandra Bullock (Gracie Hart) is an FBI agent - rough around the edges, more at home in sweatpants than stilettos. When a beauty pageant becomes the target of a terrorist threat, Hart is the unlikely undercover operative chosen to prevent disaster. Undergoing a dramatic transformation with the help of Victor Melling (Michael Caine), a disgraced beauty consultant, she infiltrates the glitzy world of tiaras and sashes. As she navigates high heels and swimsuit rounds, Gracie must maintain her cover while preventing catastrophe. A comedic crime-drama, Miss Congeniality takes us on an unorthodox law enforcement ride and won Bullock a Golden Globe nomination for her performance.
    More Miss CongenialityRight Arrow
  • Scary Movie
    31

    Scary Movie

    Shawn Wayans, Marlon Wayans, Cheri Oteri
    1,632 votes
    In 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 MovieRight Arrow
  • Austin Powers: Goldmember
    32

    Austin Powers: Goldmember

    Britney Spears, Beyoncé Knowles, Tom Cruise
    1,453 votes
    Austin Powers in Goldmember is a 2002 American spy comedy film. It is the third installment of the Austin Powers film series starring Mike Myers in the title role. The film was directed by Jay Roach, and co-written by Mike Myers and Michael McCullers. Myers also plays the roles of Dr. Evil, Goldmember, and Fat Bastard. The movie co-stars Beyoncé Knowles in her theatrical film debut, as well as Robert Wagner, Seth Green, Michael York, Verne Troyer, Michael Caine, Mindy Sterling and Fred Savage. There are a number of cameo appearances including Steven Spielberg, Kevin Spacey, Britney Spears, Quincy Jones, Tom Cruise, Danny DeVito, Katie Couric, Gwyneth Paltrow, John Travolta, Nathan Lane, and The Osbournes. In a self-parody of the Austin Powers series, there is a film within the film in the opening. Austin Powers is featured in a bio-pic called Austinpussy directed by Steven Spielberg and starring Tom Cruise as Austin Powers, Gwyneth Paltrow as Dixie Normous, Kevin Spacey as Dr. Evil, Danny DeVito as Mini-Me, and John Travolta as Goldmember.
    More Austin Powers: GoldmemberRight Arrow
  • Hot Fuzz
    33

    Hot Fuzz

    Simon Pegg, Nick Frost, Jim Broadbent
    1,558 votes
    Hot Fuzz is a clever blend of comedy and action, directed by Edgar Wright. The plot centers around Nicholas Angel (Simon Pegg), an overachieving London policeman transferred to the sleepy village of Sandford. He teams up with bumbling partner Danny Butterman (Nick Frost) and together they unravel a series of mysterious deaths that rock this seemingly peaceful community. As they dig deeper, a sinister secret surfaces, turning their quaint country life into a high-octane nightmare. Hot Fuzz skilfully balances humor with thrills, delivering a genre-blending spectacle that earned it an Empire Award for Best British Film in 2007.
    More Hot FuzzRight Arrow
  • Shrek 2
    34

    Shrek 2

    Mike Myers, Eddie Murphy, Cameron Diaz
    1,655 votes
    In the genre-bending Shrek 2, Shrek (voiced by Mike Myers) and Princess Fiona (Cameron Diaz) set off on a new adventure. Fresh from their honeymoon, they're summoned to Fiona's homeland, Far Far Away, to meet her royal parents (John Cleese and Julie Andrews). A fairytale twist ensues as Prince Charming (Rupert Everett) plots to take Fiona's hand. The movie boasts a star-studded voice cast and has won an Academy Award for Best Animated Feature. It also introduces the swashbuckling Puss in Boots (Antonio Banderas), a memorable addition to the franchise. This sequel delivers a mix of humor, adventure, and romance while exploring themes of acceptance and identity.
    More Shrek 2Right Arrow
  • Me, Myself & Irene
    35

    Me, Myself & Irene

    Jim Carrey, Renée Zellweger, Chris Cooper
    1,133 votes
    Meet Charlie Baileygates, a 17-year veteran of the Rhode Island police force. Charlie is mild-mannered, hard-working, always helpful, and a devoted and loving father to three sons. Unfortunately, Charlie has Split Personality Disorder, and when he runs out of his medication ... Meet Hank Baileygates (Jim Carrey), Charlie's hyper-aggressive alter-ego. Hank's got a filthy mouth, drinks like a fish, breaks skulls and loves dirty, dirty sex.
    More Me, Myself & IreneRight Arrow
  • Joe Dirt
    36

    Joe Dirt

    David Spade, Dennis Miller, Brittany Daniel
    322 votes
    He's the wrong person, at the wrong place, at the wrong time. Joe Dirt (David Spade) is a janitor with a mullet hairdo, acid-washed jeans and a dream -- to find the parents that he lost at the Grand Canyon when he was eight. As his wandering, misguided search takes him from one misadventure to another, he finds his way to Los Angeles, where a shock-jock (Dennis Miller) brings Joe on the radio to insult him. But as Joe's story unfolds, jeers turn to cheers, and an entire city is captivated.
    More Joe DirtRight Arrow
  • American Pie 2
    37

    American Pie 2

    Jason Biggs, Shannon Elizabeth, Alyson Hannigan
    1,154 votes
    The sequel to the hit comedy follows the exploits of Jim Levenstein (Jason Biggs), Kevin Myers (Thomas Ian Nicholas), and their high school friends as they navigate the challenges and delights of college life. After a year apart, they reunite for a summer of fun, pranks, and romance at a beach house. American Pie 2, filled with raunchy humor and awkward moments, paints an unfiltered picture of young adulthood. Despite the hilarity, it also touches upon themes of friendship and growing up in its own unique way.
    More American Pie 2Right Arrow
  • Ice Age
    38

    Ice Age

    Ray Romano, John Leguizamo, Denis Leary
    1,128 votes
    In the heart of the Ice Age, a woolly mammoth named Manny (Ray Romano), a sloth known as Sid (John Leguizamo), and a saber-toothed cat called Diego (Denis Leary) find themselves on an unexpected quest. A human infant has been lost, and this unlikely trio makes it their mission to return him to his tribe. As they traverse icy terrains and face prehistoric perils, they discover the power of friendship in their shared adventure. The movie Ice Age, an animated comedy-drama, earned an Academy Award nomination for Best Animated Feature.
    More Ice AgeRight Arrow
  • O Brother, Where Art Thou?
    39

    O Brother, Where Art Thou?

    George Clooney, John Turturro, Tim Blake Nelson
    1,441 votes
    In the uniquely styled film O Brother, Where Art Thou?, Ulysses Everett McGill (George Clooney) leads a motley crew of escaped convicts through 1930s Mississippi. Pete Hogwallop (John Turturro) and Delmar O'Donnell (Tim Blake Nelson) accompany him in an ambitious quest for hidden treasure. The unlikely trio navigates a landscape as rich in folklore as it is in danger, meeting a colorful cast of characters along their way. This Coen Brothers' cinematic odyssey, inspired by Homer's epic poem 'The Odyssey', marries comedy with drama and won a Grammy for its distinctive soundtrack.
    More O Brother, Where Art Thou?Right Arrow
  • Bad Santa
    40

    Bad Santa

    Billy Bob Thornton, Tony Cox, Brett Kelly
    1,191 votes
    In Bad Santa, Willie Soke (Billy Bob Thornton) is a conman and a thief who, with his partner Marcus (Tony Cox), has an unusual seasonal job. Every Christmas, they work as Santa and his helper in different department stores, using this cover to rob the establishments blind after hours. Willie, a man troubled by alcoholism and self-loathing, strikes up an unlikely friendship with a naive but kind-hearted kid named Thurman Merman (Brett Kelly). This relationship sets Willie on a path that might lead him towards redemption or ruin. The movie is a dark comedy that turns holiday tropes on their head, offering viewers a twisted yet hilarious take on the genre.
    More Bad SantaRight Arrow
  • Road Trip
    41

    Road Trip

    Seann William Scott, Breckin Meyer, DJ Qualls
    1,243 votes
    Road Trip is a comedy film that follows the chaotic journey of college student Josh Parker (Breckin Meyer) and his friends. When Josh mistakenly sends a raunchy video to his long-distance girlfriend, he embarks on a wild road trip from Ithaca, New York to Austin, Texas to intercept it. His companions are E.L. (Seann William Scott), Rubin (Paulo Costanzo), and Kyle (DJ Qualls). Directed by Todd Phillips, Road Trip combines humor with unexpected twists and turns, making it a memorable exploration of friendship, love, and the unanticipated adventures of college life.
    More Road TripRight Arrow
  • Grandma's Boy
    42

    Grandma's Boy

    Doris Roberts, Allen Covert, Shirley Jones
    1,299 votes
    When he and his roommate can't pay their rent, video game creator Alex (Allen Covert) finds himself homeless and moves in with Lilly (Doris Roberts), his wacky grandmother. Lilly and her elderly pals like to hang out in front of the television all day, but their constant presence puts a damper on Alex's social life and pot smoking. Alex wants to court co-worker Samantha (Linda Cardellini), but he's preoccupied by a rivalry with another game designer, so the would-be relationship is in limbo.
    More Grandma's BoyRight Arrow
  • EuroTrip
    43

    EuroTrip

    Scott Mechlowicz, Michelle Trachtenberg, Jacob Pitts
    358 votes
    In the rollicking comedy EuroTrip, high school graduate Scott Thomas (Scott Mechlowicz) embarks on a wild journey across Europe after his girlfriend dumps him. With his best friend Cooper (Jacob Pitts), and twins Jenny and Jamie (Michelle Trachtenberg and Travis Wester), they experience hilarious misadventures. Directed by Jeff Schaffer, the film is an adventurous romp through various European locales, offering a comedic exploration of cultural stereotypes. From Berlin's raves to Vatican City's clergy, no place is safe from their youthful antics. The four navigate love, friendship, and everything in between as they traverse the continent.
    More EuroTripRight Arrow
  • I Love You, Man
    44

    I Love You, Man

    Paul Rudd, Jason Segel, Rashida Jones
    1,100 votes
    In I Love You, Man, Peter Klaven (Paul Rudd) is a successful real estate agent with a looming wedding but no best man. In his quest to find a suitable friend, he stumbles upon Sydney Fife (Jason Segel), an eccentric and free-spirited man. Their kinship grows unexpectedly, causing turbulence in Peter's life as he juggles between his bride-to-be Zooey (Rashida Jones) and his new found buddy. This comedy film, directed by John Hamburg, explores the nuances of friendship amidst adult responsibilities and societal expectations, without surrendering to clichés.
    More I Love You, ManRight Arrow
  • Waiting...
    45

    Waiting...

    Ryan Reynolds, Anna Faris, Justin Long
    1,124 votes
    Staffers at the restaurant Shenaniganz engage in various pranks and games -- both on and off the clock. However, in the course of one day, waiter Dean (Justin Long) must choose to either accept a promotion to manager or go off in search of greener pastures. Meanwhile, his co-worker and roommate, Monty (Ryan Reynolds), fights temptation in the form of an underage colleague, while showing a new employee (John Francis Daley) the ins and outs, providing him the worst first day of his life.
    More Waiting...Right Arrow
  • Jay and Silent Bob Strike Back
    46

    Jay and Silent Bob Strike Back

    Ben Affleck, Jeff Anderson, Diedrich Bader
    1,020 votes
    Jay and Silent Bob Strike Back, a comedy directed by Kevin Smith, centers on the shenanigans of two characters: Jay (Jason Mewes) and Silent Bob (Kevin Smith). When they discover a movie is being made about their comic book alter egos, Bluntman and Chronic, they set out to sabotage it. Along the way, they encounter an array of colorful characters, including Federal Wildlife Marshal Willenholly (Will Ferrell) and Justice (Shannon Elizabeth), a jewel thief with a heart of gold. This comedic romp takes the duo from New Jersey to Hollywood in a zany quest for justice.
    More Jay and Silent Bob Strike BackRight Arrow
  • Meet the Fockers
    47

    Meet the Fockers

    Robert De Niro, Ben Stiller, Dustin Hoffman
    322 votes
    Meet the Fockers is a comedic romp, a sequel to the hit movie Meet the Parents. Gaylord Greg Focker (Ben Stiller) and his fiancé Pam Byrnes (Teri Polo) decide it's time for their parents to meet. The reserved, conservative Byrnes family, led by patriarch Jack (Robert De Niro), travels to Florida to spend time with Greg's free-spirited, eccentric parents - Bernie and Roz Focker (Dustin Hoffman and Barbra Streisand). As cultural clashes unfold, hilarity ensues. This light-hearted comedy won the People's Choice Award for Favorite Comedy Movie in 2005.
    More Meet the FockersRight Arrow
  • Men in Black II
    48

    Men in Black II

    Tommy Lee Jones, Will Smith, Rip Torn
    939 votes
    Men in Black II is a blend of science fiction and comedy, released in 2002. Agent J (Will Smith) finds himself the sole protector of Earth from alien threats. However, when the devious Kylothian queen, Serleena (Lara Flynn Boyle), plots to destroy humanity, J must bring his former partner, Agent K (Tommy Lee Jones), out of retirement. Despite K's memory wipe from the first film, he remains the only one with knowledge capable of defeating Serleena. This sequel also features an expanded universe and more outrageous alien designs, maintaining its predecessor's playful tone while introducing fresh narrative elements.
    More Men in Black IIRight Arrow
  • Idiocracy
    49

    Idiocracy

    Luke Wilson, Maya Rudolph, Dax Shepard
    1,009 votes
    In Idiocracy, Joe Bauers (Luke Wilson), an average American, is selected by the Pentagon for a top-secret hibernation program. He is forgotten and wakes up 500 years later, finding society so dumbed down that he's now the smartest person alive. Frito (Dax Shepard) becomes his guide in this new world ruled by stupidity. Rita (Maya Rudolph), a woman from his time, also wakes up and together they try to survive. The satirical comedy lampoons societal trends, predicting a future where idiocy reigns supreme. Directed by Mike Judge, it's a humorous critique of modern culture's potential downfall.
    More IdiocracyRight Arrow
  • Ocean's Eleven
    50

    Ocean's Eleven

    George Clooney, Matt Damon, Andy Garcia
    1,034 votes
    Ocean's Eleven, a stylish heist film, revolves around the suave mastermind Danny Ocean (George Clooney) and his handpicked crew of specialists. The team, including the likes of Rusty Ryan (Brad Pitt) and Linus Caldwell (Matt Damon), embarks on an audacious mission. They aim to simultaneously rob three Las Vegas casinos - Bellagio, Mirage and MGM Grand - all owned by ruthless tycoon Terry Benedict (Andy Garcia). Director Steven Soderbergh expertly weaves this intricate plot with wit and slick dialogue, earning the film five nominations at the 2002 BAFTA Awards. With its blend of crime, comedy, and suspense, Ocean's Eleven is a cinematic rollercoaster ride in the world of high-stakes thievery.
    More Ocean's ElevenRight Arrow
  • Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan
    51
    Take a journey across the United States with Borat Sagdiyev (Sacha Baron Cohen), a journalist from Kazakhstan. In Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan, Borat sets off on an enlightening mission to understand American society and culture. His travels are both humorous and shocking, often challenging social norms and revealing deep-seated prejudices. Alongside him is his producer Azamat Bagatov (Ken Davitian), who aids in navigating this foreign terrain. This satirical mockumentary, directed by Larry Charles, won the Golden Globe Award for Best Actor - Motion Picture Musical or Comedy for Cohen's unflinchingly bold performance.
    More Borat: Cultural Learnings of America for Make Benefit Glorious Nation of KazakhstanRight Arrow
  • White Chicks
    52

    White Chicks

    Shawn Wayans, Marlon Wayans, Jaime King
    1,313 votes
    In White Chicks, FBI agents Kevin Copeland (Shawn Wayans) and Marcus Copeland (Marlon Wayans) have the task of protecting socialite sisters, Brittany Wilson (Maitland Ward) and Tiffany Wilson (Anne Dudek), from a kidnapping plot. When things take an unexpected turn, the agents find themselves donning whiteface and drag to impersonate the sisters, diving headfirst into high society shenanigans. This comedy film, directed by Keenen Ivory Wayans, is filled with slapstick humor and clever disguises that keep the laughs coming as the brothers navigate their new identities while solving the case.
    More White ChicksRight Arrow
  • The Princess Diaries
    53

    The Princess Diaries

    Julie Andrews, Anne Hathaway, Héctor Elizondo
    872 votes
    Stepping into the realm of teenage comedy, The Princess Diaries is a delightful tale that revolves around Mia Thermopolis (Anne Hathaway), a seemingly ordinary high school girl. Unbeknownst to her, she's actually royalty, a fact revealed by her regal grandmother, Queen Clarisse Renaldi (Julie Andrews). The transformation from clumsy teen to elegant princess isn't smooth sailing, with numerous comedic mishaps along the way. Trapped between two worlds, Mia must choose her path. Directed by Garry Marshall, this light-hearted film is an entertaining mix of comedy and romance, suitable for all ages.
    More The Princess DiariesRight Arrow
  • Shallow Hal
    54

    Shallow Hal

    Gwyneth Paltrow, Jack Black, Jason Alexander
    1,052 votes
    The story revolves around Hal (Jack Black) who, taking his dying father's advice, dates only the embodiments of female physical perfection. But that all changes after Hal has an unexpected run-in with self-help guru Tony Robbins. Intrigued by Hal's shallowness, Robbins hypnotizes him into seeing the beauty that exists even in the least physically appealing women.
    More Shallow HalRight Arrow
  • Dude, Where's My Car?
    55

    Dude, Where's My Car?

    Ashton Kutcher, Seann William Scott, Kristy Swanson
    957 votes
    Last night, two party-hearty Dudes had an unbelievably sweet time. Too bad, they can't remember a thing, including where they parked their car. So, the Dudes embark on a mission: retrace their steps to find out what they did last night hoping it will lead them to the missing car. Little do the Dudes know, they're in for the ride of their lives.
    More Dude, Where's My Car?Right Arrow
  • Kung Fu Panda
    56

    Kung Fu Panda

    Jack Black, Angelina Jolie, Jackie Chan
    933 votes
    In the animated comedy Kung Fu Panda, Po the Panda (voiced by Jack Black) finds himself chosen as the Dragon Warrior, despite his lack of fitness and martial arts skills. Trained by Master Shifu (Dustin Hoffman), Po prepares to face Tai Lung (Ian McShane), a formidable villain. With an ensemble voice cast including Angelina Jolie and Jackie Chan, this movie combines humor, action, and a heartwarming story. Kung Fu Panda won the Annie Award for Best Animated Feature in 2008 and was nominated for an Academy Award for Best Animated Feature.
    More Kung Fu PandaRight Arrow
  • Team America: World Police
    57

    Team America: World Police

    Trey Parker, Matt Stone, Kristen Miller
    1,198 votes
    In the audacious satire Team America: World Police, an elite group of puppet operatives, led by Gary Johnston (Trey Parker), are on a mission to save the world. This unconventional squad, comprised of Lisa (Kristen Miller), Chris (Matt Stone), and others, battles global threats from North Korea to Hollywood. Co-created by South Park's Trey Parker and Matt Stone, this film uniquely combines marionette-based visual storytelling with political commentary. Despite its comedic appearance, it offers a sharp critique on American foreign policy and celebrity culture. The movie is known for its iconic songs and memorable one-liners that contribute to its cult status.
    More Team America: World PoliceRight Arrow
  • Accepted
    58

    Accepted

    Justin Long, Jonah Hill, Blake Lively
    313 votes
    In Accepted, Bartleby Gaines (Justin Long) finds himself rejected by every college he applied to. Not ready to face the disappointment, he concocts a plan - create a fake university. With his friends, Sherman Schrader (Jonah Hill), Hands Holloway (Columbus Short), and Glen (Adam Herschman), they transform an abandoned psychiatric hospital into the South Harmon Institute of Technology. Their ruse becomes wildly successful, attracting other students also rejected by traditional colleges. But when their deception draws the attention of education authorities, Bartleby must fight to keep his university alive, teaching us that acceptance comes in many forms.
    More AcceptedRight Arrow
  • Get Smart
    59

    Get Smart

    Steve Carell, Anne Hathaway, Dwayne Johnson
    310 votes
    In Get Smart, we follow the unpredictable yet humorous journey of Maxwell Smart (Steve Carell), an analyst turned field agent for CONTROL - a secret American government counter-intelligence agency. Assisting him is Agent 99 (Anne Hathaway), a seasoned operative with a mysterious past. Together, they grapple with KAOS, an international criminal syndicate bent on world domination. As Smart's ineptitude results in comedic chaos, he must rely on his wit and unlikely skills to save the day. This action-comedy romp, directed by Peter Segal, delivers laughs and thrills in equal measure while maintaining the spirit of the original 1960s television series.
    More Get SmartRight Arrow
  • National Lampoon's Van Wilder
    60

    National Lampoon's Van Wilder

    Ryan Reynolds, Tara Reid, Tim Matheson
    902 votes
    He's the biggest man on campus. He's the boss with the sauce. He's the guy all the girls want and all the guys want to be. 'Cause in the collegiate jungle, there can be only one king ... and at Coolidge College it's Van Wilder. In the grand tradition of comedy classics like "National Lampoon's Animal House" and "National Lampoon's Vacation," "National Lampoon's Van Wilder" will charm you, move you and gross you out.
    More National Lampoon's Van WilderRight Arrow