35+ Best Movies Like 10 Things I Hate About You - Endless Popcorn

Movies Like 10 Things I Hate About You

The 90s were a great time for many things. The music was excellent, the TV shows were incredible and the movies were absolutely unforgettable. One of those unforgettable movies is 10 Things I Hate About You which has been loved by fans since it first came out in 1999. This list will show you some other amazing movies like 10 Things I Hate About You that are from around the same decade! These films are just as good if not better than 10 Things I Hate About You! Get ready to have your heart melted with these romantic comedies we’ve got ready for you!

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Our top picks for movies like 10 Things I Hate About You are: Mean Girls, Clueless, She’s All That, She’s The Man, Ferris Bueller’s Day Off, The Breakfast Club, and How To Lose A Guy In 10 Days.

1.  Clueless

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When you think of movies like 10 Things I hate About You, Clueless has too be one of the first films that comes to mind. There’s a ton of similarities between the films. If you liked one of them then you’re bound to like the other!

Clueless Movie Description

As one of the most popular students in her Beverly Hills High School, Cher (Alicia Silverstone) saw herself as a matchmaker. Her first matchmaking success was convincing two of her teachers to date each other. With her confidence rising, she then sets her sights on a new target. Tai (Brittany Murphy), a new and strange student. Cher gives Tai a complete makeover. This eventually leads to her becoming more popular than Cher herself. Realizing that she had been wrong about everything, and how her stepbrother was right about her, and how ill-considerate she is, Cher inevitably finds herself falling for him.

Check out our post listing all the different Amazing Movies Like Clueless!

2.  She's All That

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Anytime a popular person messes with a nerdy student it ultimately leads to the two of them falling it love! At least in movies. Prove us wrong! If you enjoy that type of film then this one here is perfect for you!

She’s All That Movie Description

Zach Siler (Freddie Prinze Jr.) was once the most popular kid in school. He had the looks, the charm, and the athletics to back it up. But all of that changed when his high school sweetheart, Taylor (Jodi Lyn O’Keefe), left him for a slimy reality-television star. Zach is determined to revive his reputation and agrees to help nerdy outcast Laney become the next prom queen in only six weeks. With Zach’s guidance and support, Laney transforms into a confident young woman who earns the respect of her peers. What started off as a bet ends up turning into something significantly more.

3.  How to Lose a Guy in 10 Days

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It’s a pretty interesting concept to watch two people date when they both have different agendas. One person trying to get the other to fall in love and the other the opposite. Truly a hilariously entertaining movie!

How to Lose a Guy in 10 Days Movie Description

Andie Anderson (Kate Hudson), an advice columnist, attempts to write about how to get a man to leave you in 10 days. Her editor ends up approving and making a bet with her, telling Andie that if she succeeds, she’ll be allowed to write more significant stories. Andie quickly sets off to find her first test subject.

It isn’t long before she runs into an executive named Ben Berry (Matthew McConaughey) who believes he has the capability of getting any woman to fall in love with him in 10 days. This leads them to dislike each other from the start. At first, neither of them can make the other do as planned, but it isn’t long before feeling start to change.

Here’s what we think are the Best Matthew McConaughey Movies You Can’t Miss.

4.  Mean Girls

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There’s not quite anything as entertaining as watching a group a mean girls wreck havoc on their high school peers! Mean Girls is an amazing film that’s worth a watch. Plus it has young Lindsay Lohan in it!

Mean Girls Movie Description

When Cady (Lindsay Lohan) moves to a new neighborhood in Illinois, she finally has the opportunity to attend public school. She quickly learns about the social cliques that exist among her classmates. Cady befriends a group of girls who she soon realizes are known as “the Plastics.” It isn’t long before Cady realizes just how shallow and vapid her new friends are and why they earned the nickname they have.

5.  Ferris Bueller's Day Off

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You already know we had to add Ferris Bueller’s Day Off on this list. This has to be one of the most fun film to watch out there. Its something nearly everyone can relate too because at some point or another we’ve all attempted to skip out of school! If you haven’t seen this movie for some reason go do so now!

Ferris Bueller’s Day Off Movie Description

Ferris Bueller (Matthew Broderick) has the legendary ability to miss classes without getting into trouble. On the day before his graduation, Ferris calls in sick and takes off in a red Ferrari on a day-long sightseeing tour of Chicago. He does list as one last hoorah before leaving high school. However, the high school principal Mr. Rooney (Jeffrey Jones) is hot on Buellers tail and will stop at nothing to prove that Ferris is needlessly skipping school.

6.  The Breakfast Club

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If you haven’t seen The Breakfast Club then there’s something wrong with you! Nearly everyone has heard of it and for good reason! It’s one of the best classics out there. Even if you have seen it, do yourself a favor and watch it again!

The Breakfast Club Movie Description

When five high school students from different walks of life are forced to spend a Saturday detention together, they each have an opportunity to tell their story. It isn’t long before they grow close and feel completely different about each other compared to how they felt when they first met.

7.  She's the Man

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Ending our list of movies like 10 Things I Hate About You, we have a pretty funny one. Honestly, how could no one notice that this girl was just posing as a guy!? If you haven’t seen this one, it’ll give you a good laugh.

She’s the Man Movie Description

Viola Johnson (Amanda Bynes) is in a difficult position. Her plan to impersonate her twin brother, Sebastian (James Kirk), and attend a new boarding school comes under threat as the complications mount up. Duke (Channing Tatum), who adores the beautiful Olivia (Laura Ramsey), who has fallen for Viola’s brother Sebastian! To make matters even more complicated, Viola’s brother has returned to London early and has no idea that she has replaced him on campus.

Check out our list of the Best Channing Tatum Movies You Have To Watch.


Those films above are what we believe are the best and most similar movies to 10 Things I Hate About You. But, maybe you’ve already seen them all or are simply looking for more films to choose from. If that’s the case we have a boatload of more movies like 10 Things I Hate About You right below!

30 More Funny Romance Movies Like 10 Things I Hate About You

  • The Perfect Date (2019)
  • Always Be My Maybe (2019)
  • The Proposal (2009)
  • Can’t Buy Me Love (1987)
  • A Walk To Remember (2002)
  • The Duff (2015)
  • Legally Blonde (2001)
  • Never Been Kissed (1999)
  • Holidate (2020)
  • Drive Me Crazy (1999)
  • (500) Days Of Summer (2009)
  • Get Over It (2001)
  • Cruel Intentions (1999)
  • Love, Simon (2018)
  • 27 Dresses (2008)
  • Emma (2020)
  • Runaway Bride (1999)
  • The Edge of Seventeen (2016)
  • My Best Friend’s Wedding (1997)
  • Easy A (2010)
  • The Spectacular Now (2013)
  • Leap Year (2010)
  • Wild Child (2008)
  • A Cinderella Story (2004)
  • The Perks Of Being A Wallflower (2012)
  • Bring It On (2000)
  • Pretty In Pink (1986)
  • Coyote Ugly (2000)
  • Juno (2007)
  • Save The Last Dance (2001)

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