Can We All Agree These Are the 15 Funniest Movies of the 21st Century?

Comedy films have a special way of bringing people together, making us laugh until our sides hurt. The 21st century has delivered some incredible movies that blend sharp wit, absurd situations, and heartfelt moments. From teen misadventures to wild satires, these films have left a mark on audiences worldwide.

I’ve put together a list of the 15 funniest movies since the year 2000, each one a gem in its own right. These picks span different styles of humor, from slapstick to clever wordplay, ensuring there’s something for everyone. Let’s dive into the films that have kept us chuckling over the years.

Step Brothers (2008)

Brennan and Dale, two grown men living with their parents, become reluctant roommates when their folks get married. Will Ferrell and John C. Reilly deliver side-splitting performances as they bicker, bond, and wreak havoc with childish antics. Their absurd rivalry, like building bunk beds for ‘activities,’ is pure comedic gold.

The film’s sharp satire pokes fun at arrested development, with the two leads nailing every over-the-top moment. It’s a masterclass in physical comedy and quotable lines, making it a fan favorite for group viewings. You’ll laugh at their ridiculousness while secretly rooting for their oddball friendship.

Elf (2003)

Buddy, a human raised by elves, heads to New York City to find his real dad. Will Ferrell’s boundless energy as a naive, Christmas-obsessed man-child is infectious, turning simple scenes like eating candy-covered spaghetti into comedy classics. His fish-out-of-water charm lights up every frame.

The movie balances silly humor with a warm heart, perfect for holiday rewatches. Ferrell’s ability to play both goofy and sincere makes Buddy unforgettable. It’s a feel-good comedy that never fails to bring smiles, no matter the season.

Legally Blonde (2001)

Elle Woods, a sorority girl underestimated by everyone, enrolls in Harvard Law to prove herself. Reese Witherspoon’s vibrant performance transforms Elle into a hilarious yet inspiring figure, tossing out witty one-liners while rocking pink outfits. Her charm makes every scene pop.

The film’s humor comes from subverting stereotypes, blending sharp dialogue with Elle’s relentless optimism. It’s endlessly quotable, with lines like ‘bend and snap’ still sparking laughs. This comedy’s mix of sass and heart keeps it fresh and rewatchable.

Kung Fu Hustle (2004)

A wannabe gangster in 1940s China stumbles into a slum ruled by quirky martial artists. Stephen Chow’s blend of slapstick and over-the-top fight scenes creates a chaotic, laugh-out-loud experience. The cartoonish energy, like a landlady chasing goons, is pure fun.

Chow’s direction mixes wild visuals with clever gags, making every fight a comedy show. The film’s absurd characters and fast-paced humor make it a standout. It’s a unique action-comedy that delivers big laughs and bigger kicks.

Anchorman: The Legend of Ron Burgundy (2004)

Ron Burgundy, a pompous 1970s news anchor, faces chaos when a talented woman joins his team. Will Ferrell’s absurd confidence and the ensemble cast, including Steve Carell and Paul Rudd, deliver nonstop hilarity. The newsroom brawls and Ron’s bizarre outbursts are comedy perfection.

The film’s rapid-fire jokes and ridiculous scenarios, like a jazz flute meltdown, make it a quote machine. Its satirical take on media and machismo still feels sharp. You’ll find yourself repeating lines long after the credits roll.

The Nice Guys (2016)

A bumbling private eye and a tough enforcer team up in 1970s Los Angeles to solve a missing person case. Ryan Gosling and Russell Crowe’s chemistry drives this action-comedy, with Gosling’s clumsy antics stealing the show. Their mismatched dynamic is laugh-out-loud funny.

Shane Black’s script blends sharp wit with gritty action, creating a retro vibe that’s both hilarious and thrilling. The film’s clever gags, like a botched interrogation at a party, keep you hooked. It’s a hidden gem that deserves more love.

Deadpool (2016)

Wade Wilson, a wisecracking mercenary, becomes a scarred, immortal antihero seeking revenge. Ryan Reynolds’ sharp humor and fourth-wall-breaking quips make every scene a riot. The mix of raunchy jokes and heartfelt moments sets this superhero flick apart.

The film pokes fun at comic book tropes while delivering action-packed laughs. Reynolds’ charm carries the chaotic energy, making Deadpool a fan favorite. It’s a bold, irreverent comedy that never takes itself too seriously.

In Bruges (2008)

Two Irish hitmen hide out in Belgium after a job goes wrong, leading to dark, hilarious chaos. Colin Farrell and Brendan Gleeson’s banter is razor-sharp, turning grim situations into comedy gold. The film’s mix of wit and tragedy is unforgettable.

Martin McDonagh’s debut balances pitch-black humor with deep emotion, with Ralph Fiennes stealing scenes as their unhinged boss. The medieval setting adds quirky charm to the absurd situations. It’s a cult classic that rewards every rewatch.

Booksmart (2019)

Two high-achieving teens realize they missed out on fun and throw an epic party before graduation. Kaitlyn Dever and Beanie Feldstein’s chemistry as best friends is hilarious and heartfelt. Their wild night, filled with awkward encounters, is comedy at its best.

Olivia Wilde’s directorial debut nails the coming-of-age vibe with sharp dialogue and fresh humor. The film’s energy and relatable characters make it a modern classic. It’s a perfect pick for anyone craving a fun, chaotic ride.

The Hangover (2009)

A bachelor party in Las Vegas goes off the rails when the groom goes missing. Zach Galifianakis, Bradley Cooper, and Ed Helms deliver a chaotic trio, stumbling through absurd clues like a tiger in their hotel. The escalating madness keeps you laughing.

Todd Phillips’ film captures the thrill of reckless nights with sharp humor and wild twists. Its iconic moments, like a baby in a closet, became instant classics. This comedy’s unpredictable energy makes it a rewatch staple.

Bridesmaids (2011)

Annie’s life unravels as she plans her best friend’s wedding, leading to hilarious disasters. Kristen Wiig’s raw performance and the ensemble, especially Melissa McCarthy, bring nonstop laughs. Scenes like the chaotic dress fitting are pure comedic brilliance.

Paul Feig’s film blends raunchy humor with heartfelt moments, making it a standout female-led comedy. Its sharp script and relatable chaos resonate with audiences. You’ll laugh and wince at Annie’s missteps every time.

Shaun of the Dead (2004)

A slacker faces a zombie apocalypse with his best friend, armed with little more than a cricket bat. Simon Pegg and Nick Frost’s chemistry drives this horror-comedy, mixing gore with laugh-out-loud gags. The pub standoffs are iconic.

Edgar Wright’s clever direction blends witty dialogue with zombie film tributes, creating a fresh take on the genre. Its heart and humor make it endlessly rewatchable. This film’s charm lies in its mix of scares and laughs.

Borat (2006)

A Kazakh journalist travels America, exposing absurdities with outrageous antics. Sacha Baron Cohen’s fearless performance as Borat blends prank comedy with biting satire. His interactions with unsuspecting people create cringeworthy, hilarious moments.

The film’s bold humor pushes boundaries, revealing cultural quirks through Borat’s naive lens. Its improvisational style keeps every scene unpredictable. This mockumentary remains a daring, laugh-filled ride.

The 40 Year Old Virgin (2005)

Andy, a shy electronics salesman, navigates dating with the help of his rowdy coworkers. Steve Carell’s heartfelt performance anchors this Judd Apatow comedy, blending raunchy gags with genuine warmth. The waxing scene alone is legendary.

The film’s mix of crude humor and emotional depth makes it a standout. Carell’s charm and the ensemble’s antics keep the laughs coming. It’s a comedy that feels both wild and surprisingly touching.

Superbad (2007)

Two awkward teens plan a wild party to boost their high school cred before graduation. Jonah Hill and Michael Cera’s friendship, paired with Christopher Mintz-Plasse’s iconic McLovin, delivers nonstop laughs. The chaotic night is teen comedy perfection.

Greg Mottola’s film captures the messy, hilarious reality of adolescence with sharp wit. Its quotable lines and relatable mishaps make it a timeless hit. You’ll laugh at every awkward moment and root for their friendship.

Which of these comedies is your go-to for a good laugh, or did I miss your favorite? Drop your thoughts in the comments!