22 Best 2000s Comedy Movies You Can’s Miss

2000s Comedy Movies You Can's Miss

Studies have confirmed that “laughter is the best medicine”. And one of the easiest ways to make yourself laugh is to watch some funny movies. If you want to laugh out loud, here are the 22 best 2000s comedy movies you should check out:

1. Eurotrip (2004)

English 1h 32m IMDb
Eurotrip (2004)

Director: Jeff Schaffer, Alec Berg(uncredited), David Mandel(uncredited)

Stars: Scott Mechlowicz, Jacob Pitts, Michelle Trachtenberg

There’s nothing quite like going on a trip after graduation! And that’s what the teens in 2004’s Eurotrip did! If you love teen comedies, consider adding this movie to your list.

The main characters’ trip in the movie is pretty interesting. There are some mishaps here and there. And these will surely make you laugh! As a bonus, you might spot cameo appearances by Matt Dillon and Vinnie Jones! And don’t be surprised if you find yourself singing “Scotty Doesn’t Know” even after the movie ends.

2. Step Brothers (2008)

English 1h 38m IMDb
Step Brothers (2008)

Director: Adam McKay

Stars: Will Ferrell, John C. Reilly, Mary Steenburgen

It’s not often that you get to see adults fight each other in a step-sibling-centered movie. However, that’s the case with Step Brothers. Will Ferrell and John C Reilly teamed up again for a comedy movie.

The movie has a hilarious and silly storyline, leaving you laughing non-stop. It’s filled with jokes and ridiculous moments. The combination of Ferrell and Reilly is, once again, great! They work so well together in making the audience laugh.

3. Superbad (2007)

English 1h 53m IMDb

Superbad (2007)

Director: Greg Mottola

Stars: Michael Cera, Jonah Hill, Christopher Mintz-Plasse

If you are looking for a crass and awkward comedy led by high schoolers, you should check out the cult classic, Superbad. If you have heard of “McLovin”, then it’s probably from this movie. You have to watch this to figure out where and how that came to be.

Superbad has so many very funny moments. Jonah Hill, Michael Cera, and Christopher Mintz-Plasse are perfect for their roles. Seth Rogen, who also happens to be one of the co-writers of the film, has a cameo role. And so does Bill Hader.

4. Knocked Up (2007)

English 2h 9m IMDb
Knocked Up (2007)

Director: Judd Apatow

Stars: Seth Rogen, Katherine Heigl, Paul Rudd

Some people might think that a movie that starts  with a pregnancy is not funny. Well, Knocked Up proves that is not always the case. This is not your usual chick flick. This Judd Apatow movie is funny and heartwarming.

Apart from the script, the film’s cast – Seth Rogen, Katherine Heigl, Leslie Mann, and Paul Rudd – made the film even funnier. There might be some scenes and languages that might be too much for some people. But for the most part, this is one movie that will leave you laughing and maybe crying at the end.

5. Road Trip (2000)

English 1h 33m IMDb
Road Trip (2000)

Director: Todd Phillips

Stars: Breckin Meyer, Seann William Scott, Amy Smart

Join Josh and his friends as they drive to Austin to intercept a package containing an explicit video before it reaches his girlfriend. As with some impromptu trips, the trip is anything but smooth sailing.

If you don’t mind crude and funny movies, you should watch Road Trip. On the road, the group finds themselves in hilarious situations. And they need to get out if they want to make it to Austin in time. These scenes add so much comedy to the film.

6. Pineapple Express (2008)

English 1h 51m IMDb
Pineapple Express (2008)

Director: David Gordon Green

Stars: Seth Rogen, James Franco, Gary Cole

You don’t have to be stoned to enjoy Pineapple Express. Yes, the movie’s premise has something to do with a strain of weed but you can watch this sober for sure.

Pineapple Express is a funny movie. And James Franco and Seth Rogen is the comedic duo no one saw coming. Apart from the bromance and humor, there are some action and violent scenes. But overall, Pineapple Express is high on the comedic factor!

7. White Chicks (2004)

English 1h 49m IMDb
White Chicks (2004)

Director: Keenen Ivory Wayans

Stars: Marlon Wayans, Shawn Wayans, Busy Philipps

The Wayan Brothers have made another funny movie that’s become so iconic. Some people might say the plot is ridiculous, but they don’t know what they are missing! After all this movie is about two black cops who go undercover as white women.

White Chicks has elements of a good comedy. It’s funny, cheesy, fast-paced, and everything in between. And anyone who has seen this movie won’t ever forget Terry Crews’ rendition of A Thousand Miles!

8. Mr. Bean’s Holiday (2007)

English 1h 30m IMDb
Mr. Bean’s Holiday (2007)

Director: Steve Bendelack

Stars: Rowan Atkinson, Willem Dafoe, Steve Pemberton

You can’t deny Mr. Bean and his antics, whether you love or hate him. And in Mr. Bean’s Holiday, Rowan Atkinson is back to reprise his role as the silent funny man.

Mr. Bean’s Holiday takes him to France. And as predicted, he runs into one disaster after another. It won’t be a Mr. Bean adventure if he does not find himself in compromising positions. However, Mr. Bean redeems himself and delivers a humorous performance.

9. Yes Man (2008)

English 1h 44m IMDb
Yes Man (2008)

Director: Peyton Reed

Stars: Jim Carrey, Zooey Deschanel, Bradley Cooper

Jim Carrey stars in 2008’s Yes Man. He plays Carl Allen, a man who thrives on negative thinking. But after attending a seminar, Carl learns to live with a more positive and affirmative mindset. However, he soon discovers that saying “yes” all the time might not always be good.

The movie received mixed reviews from critics, but it did well at the box office. The film is funny, but that’s not the only thing it’s about. It also has a charm and cheesiness to it that works.

10. Little Miss Sunshine (2006)

English 1h 41m IMDb
Little Miss Sunshine (2006)

Director: Jonathan Dayton, Valerie Faris

Stars: Steve Carell, Toni Collette, Greg Kinnear

Imagine the chaos that ensues when a dysfunctional family goes on a road trip to a talent and beauty competition. Well, that’s what happens in Little Miss Sunshine.

The dynamics of the family involved in the film are interesting. And the actors all played their characters perfectly. It’s no surprise that it’s one of the most awarded films to come out that year. The film has its serious and sentimental scenes, but it also has some very funny and quirky moments.

11. I Love You, Man (2009)

English 1h 45m IMDb
I Love You, Man (2009)

Director: John Hamburg

Stars: Paul Rudd, Jason Segel, Rashida Jones

If you want a comedy film that can make you laugh out loud from beginning to end, then go watch I Love You, Man! The duo, Jason Segal and Paul Rudd, showcase their comedic talent in this film. The supporting cast is delightful too.

There are some adult-oriented scenes and languages in the movie. But it’s more on the cheeky or naughty side. If you like a more mature bromance comedy, check I Love You, Man soon!

12. Zombieland (2009)

English 1h 28m IMDb

Zombieland (2009)

Director: Ruben Fleischer

Stars: Jesse Eisenberg, Emma Stone, Woody Harrelson

Zombieland is not your typical zombie movie! While there’s gore in the film, there’s also some comedy and action. And the zombies here are built differently. They can think and are actually funny. It’s like an “off the beaten” track zombie comedy film!

There are great banters between the main characters played by actors like Jesse Eisenberg, Abigail Breslin, and Emma Stone. And also, you get Bill Murray and Woody Harrelson in this movie!

13. Scary Movie (2000)

English 1h 28m IMDb
Scary Movie (2000)

Director: Keenen Ivory Wayans

Stars: Anna Faris, Jon Abrahams, Marlon Wayans

If you liked horror and scary movies from the 90s, the scenes from Scary Movie might be familiar. Scary Movie, released in 2000, is a parody of movies like I Know What You Did Last Summer, The Blair Witch Project, Scream, and others.

The Wayan brothers lead the ensemble cast of this comedy film. The satire and spoof they injected in the movie are spot-on, leaving the viewers dying with laughter while watching it.

14. Meet The Parents (2000)

English 1h 48m IMDb

Director:  Jay Roach

Stars: Ben Stiller, Robert De Niro, Teri Polo

Meet The Parents might seem a little dated now, but it’s still a funny movie. It’s one of those comedy films that has become a classic, leaving the viewers in tears after laughing so much.

One of the highlights of the movie is the banter between Robert de Niro and Ben Stiller. While some scenes might seem ludicrous, they still add to the comedic factor of the film. And you will laugh every time you hear the last name of Ben Stiller’s character!

15. Borat: Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan (2006)

Borat Cultural Learnings of America for Make Benefit Glorious Nation of Kazakhstan (2006)

Director: Larry Charles

Stars: Sacha Baron Cohen, Ken Davitian, Luenell

Sacha Baron Cohen is known for his many characters. And one of the most famous ones he created was Borat. In 2006, the world got to know Borat and his shtick.

If you are easily offended by cringiness, then Borat is not for you. But if you are open to this type of humor, then get to know Borat! It’s clever and hilarious, and it’s unlike any other funny film you have watched. Despite the comical scenes and all that, you can sense the film trying to address certain sensitive issues of society.

16. The 40-year Old Virgin (2005)

English 1h 56m IMDb
The 40-year Old Virgin (2005)

Director: Judd Apatow

Stars: Steve Carell, Catherine Keener, Paul Rudd

Judd Appatow and Steve Carell teamed up in 2005’s 40 Year Old Virgin. Steve also plays the main character. And he plays the awkward and nerdy virgin Andy to perfection!

Andy’s friends try to help him lose his V card. But of course, before that happens, they have disastrous and failed attempts. There might be some crude language and humor in the film. However, you will still end up laughing because of the plot’s wittiness and the brilliant performances of the cast.

17. The Hangover (2009)

English 1h 40m IMDb

The Hangover (2009)

Director: Todd Phillips

Stars: Zach Galifianakis, Bradley Cooper, Justin Bartha

The Hangover is one of the most memorable comedy films of the 2000s. It starts with a stag party in Las Vegas, but the main cast finds themselves in jeopardizing situations.

The movie is crude and raunchy but it’s also funny. There are a lot of shock factors so you just have to see the movie for yourself. The ensemble cast of Bradley Cooper, Ed Helms, Zach Galifianakis, and Justin Bartha is dynamic. And their bond and misadventures make the movie comedy it is!

18. Anger Management (2003)

English 1h 46m IMDb
Anger Management (2003)Anger Management (2003)

Director: Peter Segal

Stars: Jack Nicholson, Adam Sandler, Marisa Tomei

Jack Nicholson and Adam Sandler star in 2003’s Anger Management. Dave (Sandler) is required to attend an Anger Management class after a plane incident. He meets an Anger Management coach who has his unconventional ways.

The humor in Anger Management borders on the slapstick side, but it hits home. It induces laughter from whoever is watching it. Nicholson and Sandler display great acting. As a bonus, watch out for the surprise appearances of some famous folks in the movie!

19. Me, Myself, & Irene (2000)

English 1h 56m IMDb
Me, Myself, & Irene (2000)

Director: Bobby Farrelly, Peter Farrelly

Stars: Jim Carrey, Renée Zellweger, Anthony Anderson

When it comes to comedy films, Jim Carrey is no stranger. And his role in Me, Myself, & Irene is another funny one!

Before watching the film, you should know that this is not for the politically correct. Some people might find some scenes offensive. If you don’t mind any of that, you will see just how talented Jim Carrey is as an actor and comedian, especially with the faces he makes throughout the film.

20. Big Momma’s House (2000)

English 1h 39m IMDb
Big Momma’s House (2000)

Director: Raja Gosnell

Stars: Martin Lawrence, Nia Long, Paul Giamatti

Are you in the mood for an unpretentious and fun action comedy film? Well, leave it to Martin Lawrence and Big Momma’s House!

The comedy of the movie is more on the physical side. And there are a lot of fat Momma jokes. If that’s something that doesn’t bode with you, then this might not be the film for you. If you like comedy movies that involve going undercover, then you have to meet Hattie Mae Pierce soon!

21. Little Nicky (2000)

English 1h 30m IMDb
Little Nicky (2000)

Director: Steven Brill

Stars: Adam Sandler, Patricia Arquette, Harvey Keitel

Satan’s sons have escaped Hell and it’s time for his youngest son, Nicky, to go to Earth and bring them back. Adam Sander, comedian extraordinaire, plays the lead character, Nicky.

If you are familiar with Adam Sandler’s comedy, you might see some familiar faces again in the movie. You just have to see the movie to find out who these people are! And while the plot of Little Nicky is as absurd as it gets, it will still make you laugh.

22. Zoolander (2001)

English 1h 30m IMDb
Zoolander (2001)

Director: Ben Stiller

Stars: Ben Stiller, Owen Wilson, Christine Taylor

Ben Stiller’s character, Derek Zoolander, is one of his most iconic roles to date. And it’s because Zoolander is an endearing and hilarious movie you shouldn’t skip!

The film is light-hearted and humorous, which can make anyone laugh. Apart from Stiller, the appearances of Owen Wilson and Will Ferrell amp the movie’s comedy factor. There are also so many cameos of famous people in the movie, including the legendary David Bowie!


Tickle Your Funny Bone With Movies

Relieve stress in your life by putting a movie on. There’s nothing quite like watching the 22 best 2000s comedy movies. There’s something comforting about them that you can’t get anywhere else!2000s Comedy Movies You Can's Miss


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