The late 1990s and early 2000s were a golden era for romantic comedy films, with many humorous unforgettable moments that are still widely remembered today. While critics do not often suggest them, the audience enjoys them for the timeless vibe they provide throughout the film.

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Many films dubbed "chick flicks" shaped actors into who they are now, allowing them to jumpstart their careers. These films will always be appreciated by those who watch them and will be watched for decades to come. Users have voted on Ranker and selected their favorites from this genre.

13 Going On 30 (2004) - Stream On HBO Max

Jenna and Matt cuddling on a couch in 13 Going on 30

13 Going On 30 features Jennifer Garner as a young teenager who wishes she was older, and she ends up having that come true. This film makes the audience nostalgic for the early 2000s when romantic comedies were arguably at their peak.

All of the characters in this film are both fashionable and incredibly likable, including Mark Ruffalo, who excels in his scenes throughout the film. This chick flick conveys the concept that many people are never truly satisfied with their age.

Miss Congeniality (2000) - Rent On Apple TV

Sandra Bullock dangling handcuffs from her fingertip on the Miss Congeniality poster

Sandra Bullock wowed viewers as FBI Agent Grace Hart in Miss Congeniality. The movie was empowering for the audience because of its fierce female scenes, which helped it become as famous as it did.

The plot of an FBI agent going undercover as a beauty pageant candidate for Miss United States may not sound like a typical chick flick plot, but that is what makes this film so excellent and why it is popular among viewers.

The Proposal (2009) - Rent On Vudu

Margaret tells her bosses she will marry Andrew

This film stars Sandra Bullock and Ryan Reynolds before his transformation as Deadpool. They may appear to be an unlikely pair, but they complement one other perfectly and are both wonderful in their roles, which makes this work.

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While The Proposal is a chick flick, it is also really touching. The couple wasn't looking for love at the time, but everything fell into place when Margaret and Andrew faked their marriage so she could stay in the United States. Despite the film's plotline, the romance is kept to a minimum, with the focus instead being on the characters' comedic predicament.

The Princess Diaries (2001) - Stream On Disney+

Mia and the Queen in a ball in The Princess Diaries

Anne Hathaway's first major break as an actor came with The Princess Diaries, in which she played a high school student who had no idea she was a princess in a different country. The audience gets to witness the character grow from a typical student to a genuine princess in training.

This film contains all of the humor in what would happen if a teenager suddenly had to accept significant royal obligations. For many individuals, watching this film is pure nostalgia, and it is well worth seeing on a movie night. There are also many hints that a third movie may happen which would be awesome.

The Devil Wears Prada (2006) - Stream On Starz

Andy in front of her desk talking to Emily and Serena

The Devil Wears Prada has it all: fashion, gossip, romance, and a fantastic cast that includes Anne Hathaway, Meryl Streep, and Emily Blunt. One of the best aspects of a chick flick is the light-hearted humor that it presents, and this film offers exactly that.

This movie is easily one of the top chick movies of the 2000s since it includes some of the top actresses who do an excellent job presenting the witty humor of the film. It also provides viewers with an intriguing behind-the-scenes glimpse at the fashion world and is among the most quotable movies of the decade.

The Notebook (2004) - Stream On HBO Max

Allie and Noah on a canoe in The Notebook

The Notebook is widely considered as one of the best romantic movies of all time, and rightly so. It is extremely touching and tugs at all the heartstrings, with wonderful acting and cinematography.

Ryan Gosling and Rachel McAdams play two lovers who were tragically separated by fate only to find their way back to each other in the end. The Notebook is the perfect chick flick, though it may be a good idea to have some tissues on hand.

Mean Girls (2004) - Stream On Paramount+

Cady and the Plastics doing the "shh" sign in a poster for Mean Girls

Even though Mean Girls was released in the early 2000s, it has become a cult classic thanks to the iconic characters and the quotes that they say. Memes of this movie are very common on social media since it is greatly appreciated by fans and will never get old.

This film has become a masterpiece due to the unforgettable characters played by actors such as Lindsey Lohan and Rachel McAdams. Mean Girls is packed full of hilarious scenes that never cease to entertain, which is why it remains iconic.

10 Things I Hate About You (1999) - Stream On Disney+

Patrick and Kat pointing at the camera in 10 Things I Hate About You.

The film 10 Things I Hate About You was released 24 years ago, but it remains timeless and is still talked about today. It has corny cliches, wonderful characters, and hilarious drama, all of which contribute to its high entertainment level.

This romantic comedy has a big following because of its superb cast and unforgettable scenes that are appreciated because of the film's unique storyline. This movie checks all the boxes, though it would have been interesting to see more of what happened to Kat and Patrick after they made up.

Clueless (1995) - Stream On HBO Max

Josh and Cher kissing at the end of Clueless

If there is one movie that should be on every list of the greatest chick flicks, it is this one. Clueless is the ultimate chick flick comedy, with genuine friendship and very little romance. This coming-of-age film is delightful from beginning to end and is well worth revisiting.

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Clueless is a film that celebrates strong, independent women and has touched many people's hearts. This film has had a lasting cultural impact even 20 years after its initial release. Also, chances are Paul Rudd still looks exactly the same as he does today.

Legally Blonde (2001) - Stream On Netflix

Elle Woods looking excited arriving at Harvard in Legally Blonde

This film begins with the main character, Elle Woods, being dumped because her boyfriend believes she's not serious enough for his future after Harvard Law, even though she eventually becomes more successful than him. Elle is excellently portrayed by Reese Witherspoon, and this is one of the best feel-good chick flick flicks.

This movie sends a strong message to all viewers that women can be just as equal as men and stand up to any situation that arises. Legally Blonde will always be entertaining for audiences and is well-deserving of its number one position.

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