Movies Like 10 Things I Hate About You: Must-Watch Films

Diving into the cinematic universe of high school drama, romance, and the typical battle between individuality and societal norms, one cannot help but recall the iconic 90s movies like 10 Things I Hate About You. This movie has left a permanent mark on the hearts of its audience, blending Shakespearean inspiration with the love and vibrancy of teenage life.

As we embark on this journey to uncover movies like “10 Things I Hate About You,” we invite you to rekindle the flames of youth, rebellion, and those sweet, awkward first loves that shaped our formative years. The depiction of old movies lets you dive into the classic era.

In this blog, we delve into a curated list of must-watch films that encapsulate the spirit of teenage discovery, the complexities of growing up, and the timeless quest for identity amidst the chaotic backdrop of high school hallways and homecoming dances. Join us as we explore this carefully crafted selection, each film promising a unique blend of humor, heartache, and the unforgettable thrill of young love.

Movie Name10 Things I Hate About You
ProducerAndrew Lazar
DirectorGil Junger
First ReleaseMarch 31, 1999
Running time97 minutes
Budget$13 million
Box Office$60.4 million

10 Things I Hate About You (1999) Plot

The 1999 film “10 Things I Hate About You” presents a captivating plot that skillfully intertwines romance and teen drama. The plot is set in a typical American high school, and the story revolves around the Stratford sisters: the popular and sociable Bianca and her headstrong, fiercely independent older sister, Kat.

Bianca’s eagerness to date is upset by their father’s strict rule: she can only step into the dating scene when Kat does. Enter Patrick Verona, a mysterious new student with a bad-boy reputation, who is cleverly persuaded to woo Kat, setting the stage for an entangled tale of love and deception.

As Patrick’s genuine feelings for Kat surface, the plot delves into themes of authenticity, self-discovery, and the complexities of teenage relationships. “10 Things I Hate About You” masterfully blends humor with heartfelt moments, making it an enduring classic in teen cinema.

10 Things I Hate About You (1999) Plot

Box Office Collection

U.S. and Canada$38.2 million
Domestic Performance$8.3 million
Other Countries$15.3 million
Budget$60.4 million

20 Movies Like 10 Things I Hate About You (1999)

For fans seeking romantic movies like 10 Things I Hate About You, a treasure trove of films captures the same blend of humor, heart, and the highs and lows of young love. These movies delve into the whirlwind of teenage emotions, exploring themes of first crushes, the clash of cliques, and the journey of self-discovery that often accompanies high school romances.

Much like the 1999 classic, each film on this list offers a unique take on the complexities of relationships, whether through a bet, a makeover, or a secret pact, all while maintaining a light-hearted tone that resonates with audiences.

From the trials of navigating social hierarchies to the triumphs of unlikely love stories, these films are a must-watch for those who cherish the charming mix of comedy and romance that “10 Things I Hate About You” so effortlessly delivered.

She’s All That (1999)

Movie NameShe’s All That (1999)
DirectorRobert Iscove
ProducerPeter Abrams
Release DateJanuary 19, 1999
Total Budget$7–10 million
Gross Profit$103.2 million

“She’s All That” (1999) is a classic teen rom-com that spins the tale of high school transformation and unexpected romance. The plot centers around Zack Siler, a popular student who, after being dumped by his girlfriend, accepts a challenge to turn Laney Boggs, a reclusive and artsy classmate, into the prom queen.

What starts as a bet evolves into a genuine connection between the two, revealing the depth beneath superficial appearances. The movie beautifully unfolds themes of acceptance, true beauty, and the discovery of love in the most unexpected places, making it a heartfelt narrative that continues to charm audiences with its simplicity and relatable emotions.

She's All That (1999)

Down to You (2000)

Movie NameDown to You (2000)
DirectorKris Isacsson
ProducerJason Kliot
Release DateJanuary 21, 2000
Total Budget$35 million
Gross Profit$24.4 million

“Down to You” (2000) is a heartfelt romantic comedy exploring young love’s ups and downs. The story follows college sweethearts Al Connelly and Imogen, whose passionate relationship takes them on an emotional rollercoaster.

The movie is set against the backdrop of New York City, and their love story navigates the challenges of growing up and making life-changing decisions. As they grapple with their aspirations and insecurities, Al and Imogen’s journey is a testament to the trials of first love and the lessons learned.

This film captures the essence of youthful romance, offering a mix of humor, heartache, and the timeless question of whether love can truly conquer all. It is one of the similar movies like 10 Things I Hate About You, so you must watch this film.

Down to You (2000)

Clueless (1995)

Movie NameClueless (1995)
DirectorAmy Heckerling
ProducerScott Rudin
Release DateJuly 19, 1995
Total Budget$12 million
Gross Profit$88 million

“Clueless” (1995) is a typical teen comedy that reimagines Jane Austen’s “Emma” in the full depiction, stylish world of Beverly Hills High School. The film follows Cher Horowitz, a wealthy and superficial yet kind-hearted teenager, as she navigates the complexities of young life. 

Cher’s life revolves around fashion, social status, and matchmaking, but her well-intentioned efforts often lead to humorous and sometimes unintended consequences. Her romantic and personal growth unfolds as she embarks on various projects, including giving a new student a makeover and setting up teachers.

This iconic movie cleverly addresses themes of friendship, self-discovery, and the realization that true worth lies beyond appearances, making “Clueless” a timeless classic with a witty, heartwarming charm. It is one of the ideal 90s movies like 10 Things I Hate About You.

Clueless (1995)

Never Been Kissed (1999)

Movie NameNever Been Kissed (1999)
DirectorRaja Gosnell
ProducerSandy Isaac
Release DateApril 9, 1999
Total Budget$25 million
Gross Profit$84.6 million

“Never Been Kissed” (1999) is a heartwarming romantic comedy that tells the story of Josie Geller, a young, awkward journalist played by Drew Barrymore. At 25, Josie has excelled in her career but struggles with personal relationships, particularly romantic ones, having never experienced her first kiss.

When her editor assigns her to go undercover as a high school student to report on contemporary teenage culture, Josie seizes the chance to relive her troubled high school years with the hope of rewriting her past. As she navigates the complex social hierarchy, she finds herself between maintaining her professional integrity and falling for her dreamy English teacher, Mr. Coulson.

The film beautifully captures the essence of second chances, self-discovery, and the timeless quest for authentic connections, making it a delightful watch for rom-com enthusiasts. It is one of the romance movies like 10 Things I Hate About You.

Never Been Kissed (1999)

Lady Bird (2017)

Movie NameLady Bird (2017)
DirectorGreta Gerwig
ProducerScott Rudin
Release DateSeptember 1, 2017
Total Budget$10 million
Gross Profit$79 million

“Lady Bird” (2017) is a captivating coming-of-age drama that explores the turbulent relationship between Christine “Lady Bird” McPherson, portrayed by Saoirse Ronan, and her strong-willed mother, Marion, played by Laurie Metcalf. 

The movie is set in Sacramento, California, in 2002. It follows Lady Bird in her senior year of high school as she yearns for adventure, sophistication, and opportunity beyond her hometown. The narrative beautifully intertwines Lady Bird’s journey through friendship, first loves, and the quest for her identity with her ongoing clashes and deep-seated bond with her mother.

Greta Gerwig’s directorial debut touches on themes of adolescence, familial dynamics, and self-discovery, making “Lady Bird” a dedicated, relatable, and heartwarming story for viewers navigating their path to adulthood.

Lady Bird (2017)

Romeo + Juliet (1996)

Movie NameRomeo + Juliet (1996)
DirectorBaz Luhrmann
ProducerBaz Luhrmann
Release DateOctober 27, 1996
Total Budget$14.5 million
Gross Profit$147.6 million

“Romeo + Juliet” (1996), directed by Baz Luhrmann, is a modern retelling of William Shakespeare’s timeless tragedy, set against the backdrop of Verona Beach. The film stars Leonardo DiCaprio and Claire Danes as the star-crossed lovers, Romeo Montague and Juliet Capulet. 

In this vibrant adaptation, the age-old feud between the Montague and Capulet families unfolds in a contemporary setting, complete with handguns bearing the family crests and a visual style that blends the old with the new. 

Despite the modern trappings, the characters speak in the original Shakespearean dialogue, adding a layer of poetic beauty to the intense emotions and dramatic conflicts. As Romeo and Juliet secretly marry and dream of a life together, the surrounding chaos and a series of misunderstandings lead to a tragic conclusion, underscoring themes of love, fate, and the destructive power of hatred. If you want to explore more movies like The 10 Things I Hate About You, you should watch this superhit movie.

Romeo + Juliet (1996)

Palm Springs (2020)

Movie NamePalm Springs (2020)
DirectorMax Barbakow
ProducerAndy Samberg
Release DateJanuary 26, 2020
Total Budget$5 million
Gross Profit$1.5 million

“Palm Springs” (2020) is an inventive and humorous twist on the time-loop genre, starring Andy Samberg and Cristin Milioti. The film unfolds at a wedding in Palm Springs, where Nyles (Samberg), a carefree guest stuck in a time loop, meets Sarah (Milioti), the bride’s sister. 

When Sarah becomes inadvertently trapped in the same loop, the duo embarks on a series of wild, existential adventures, reliving the same day in endless succession. As they navigate the complexities of their situation, they explore the themes of life, love, and the possibility of finding happiness in the most unexpected places.

“Palm Springs” blends witty humor with deep emotional undercurrents, making it a standout romantic comedy that redefines the boundaries of the genre with its originality and heart. 

Palm Springs (2020)

Dogfight (1991)

Movie NameDogfight (1991)
DirectorNancy Savoca
ProducerRichard Guay
Release DateOctober 4, 1991
Running time93 minutes
Gross Profit$394,631

“Dogfight” (1991) is an emotional and tender drama that delves into the complexities of love and human connection. The movie is set in San Francisco on the eve of the Vietnam War; the film follows a young Marine named Eddie Birdlace, portrayed by River Phoenix, and his friends who participate in a cruel game called “dogfight,” where Marines compete to bring the “ugliest” date to a party. 

Eddie chooses Rose, played by Lili Taylor, a shy and kind-hearted waitress. However, Eddie finds himself genuinely drawn to Rose’s inner beauty and strength as the night unfolds. Their unexpected bond challenges Eddie’s perceptions and leads both to a transformative evening that defies their initial intentions. 

“Dogfight” beautifully captures the nuances of personal growth and the redemptive power of love against the backdrop of a changing America. It is one of the good movies like 10 Things I Hate About You.

Dogfight (1991)

Save the Last Dance (2001)

Movie NameSave the Last Dance (2001)
DirectorThomas Carter
ProducerRobert W. Cort
Release DateJanuary 12, 2001
Total Budget$13 million
Gross Profit$131.7 million

“Save the Last Dance” (2001) is an inspiring drama film that intertwines dance and mixed-race romance. The film stars Julia Stiles as Sara, a promising ballet dancer who moves to a predominantly African-American neighborhood in Chicago after her mother’s tragic death. Struggling to fit in at her new high school, Sara’s passion for dance reignites when she meets Derek, played by Sean Patrick Thomas, a talented hip-hop dancer with dreams of his own. 

As Derek teaches Sara the rhythms of hip-hop, they develop a deep bond, challenging each other to pursue their dreams against societal expectations and racial stereotypes. “Save the Last Dance” skillfully blends emotive dance sequences with a compelling narrative, celebrating the power of love and ambition to overcome adversity.

Save the Last Dance (2001)

The Broken Hearts Club: A Romantic Comedy (2000)

Movie NameThe Broken Hearts Club: A Romantic Comedy (2000)
DirectorGreg Berlanti
ProducerMickey Liddell
Release DateJanuary 29, 2000
Total Budget$1 million
Gross Profit$2 million

“The Broken Hearts Club: A Romantic Comedy” (2000) is a heartfelt and witty film that delves into the lives and loves of a close-knit group of gay friends in West Hollywood. Directed by Greg Berlanti, the film portrays the complexities of finding love and friendship in the modern world through the eyes of its diverse characters, including the hopeful Dennis, played by Timothy Olyphant. 

As they navigate their personal and professional challenges, the group experiences the highs and lows of relationships, from fleeting romances to deeper bonds. The film’s honest depiction of friendship and the quest for happiness resonates with a universal audience, offering a humorous yet poignant look at the dynamics of love and friendship within the LGBTQ+ community.

The Broken Hearts Club A Romantic Comedy (2000)

Cruel Intentions (1999)

Movie NameCruel Intentions (1999)
DirectorRoger Kumble
ProducerNeal H. Moritz
Release DateMarch 5, 1999
Total Budget$10.5 million
Gross Profit$75.9 million

“Cruel Intentions” (1999) is a gripping tale of seduction and betrayal set amongst the elite youth of New York City. The plot centers around the manipulative step-siblings Kathryn Merteuil, played by Sarah Michelle Gellar, and Sebastian Valmont, portrayed by Ryan Phillippe. 

Kathryn challenges Sebastian to seduce the virtuous Annette Hargrove, played by Reese Witherspoon, to settle a personal score. However, the game turns unexpectedly when Sebastian genuinely falls for Annette, leading to a continuous series of events.

The film masterfully blends themes of love, revenge, and redemption, set against the backdrop of high society, making “Cruel Intentions” a dark yet enticing exploration of human desires and the consequences of manipulation.

Cruel Intentions (1999)

Deliver Us from Eva (2003)

Movie NameDeliver Us from Eva (2003)
DirectorGary Hardwick
ProducerPaddy Cullen
Release DateFebruary 7, 2003
Running time105 minutes
Gross Profit$17.6 million

“Deliver Us from Eva” (2003) is a romantic comedy spilling a tale of love, control, and schemes. The story centers around Eva Dandridge, played by Gabrielle Union, a strong-willed and somewhat meddlesome woman who oversees her three sisters’ lives with an iron fist, much to the interaction of their significant others. 

In a bid to loosen Eva’s grip, the men hire Ray Adams, a charming ladies’ man portrayed by LL Cool J, to distract her by winning her heart. What starts as a calculated plan to liberate themselves from Eva’s influence quickly spirals into unexpected territory as Ray genuinely falls for Eva, leading to a series of comedic and heartfelt moments. 

The film cleverly navigates themes of family, independence, and the unpredictable nature of love, making it a delightful watch. This is one of the best movies like 10 Things I Hate About You.

Deliver Us from Eva (2003)

Warm Bodies (2013)

Movie NameWarm Bodies (2013)
DirectorJonathan Levine
ProducerDavid Hoberman
Release DateJanuary 16, 2013
Total Budget$35 million
Gross Profit$117 million

“Warm Bodies” (2013) is a unique blend of horror, romance, and comedy that reimagines the classic zombie narrative. The story unfolds from the perspective of R, a zombie with a conscience, played by Nicholas Hoult. 

In a destructive world, R encounters Julie, a human survivor portrayed by Teresa Palmer, during a zombie raid. Instead of eating her, R is moved by her presence and decides to protect her. This unusual bond kickstarts a series of events that challenge the boundaries between the living and the undead. As their relationship deepens, it sparks a remarkable change in R and the zombie community.

Mutual relationship leads to a hopeful twist on the future of human-zombie relations. “Warm Bodies” offers a heartwarming tale of connection and transformation, proving that love can conquer all, even in a dystopian world. Get the answer to the query, “What are movies like 10 Things I Hate About You?” by watching this movie.

Warm Bodies (2013)

O (2001)

Movie NameO (2001)
DirectorTim Blake Nelson
ProducerDaniel Fried
Release DateAugust 31, 2001
Total Budget$5 million
Gross Profit$19.2 million

“O” (2001) is a compelling drama film that modernizes Shakespeare’s “Othello” into a contemporary high school setting, blending timeless themes with the intensity of adolescent rivalries. The film stars Mekhi Phifer as Odin James, the only Black student and star basketball player at an elite private school. He becomes the target of a jealousy-driven plot by his envious friend Hugo, played by Josh Hartnett. 

Hugo’s manipulative schemes, driven by his desire for recognition and fueled by racial undertones, aim to destroy Odin’s relationship with his girlfriend, Desi, portrayed by Julia Stiles. As Hugo’s deceitful actions unfold, the lives of all involved spiral into tragedy, showcasing the devastating impact of jealousy, trust, and betrayal. 

“O” is a powerful exploration of the complexities of the human heart set against the backdrop of youth and privilege. Get more movies to watch like 10 things I hate about you for enjoying romanticism.

O (2001)

Moxie (2021)

Movie NameMoxie (2021)
DirectorAmy Poehler
ProducerKim Lessing
Release DateMarch 3, 2021
Running time111 minutes

“Moxie” (2021) is an empowering and spirited film directed by Amy Poehler that captures the essence of teenage rebellion and feminism. The story follows Vivian, a shy 16-year-old played by Hadley Robinson, who is inspired by her mother’s rebellious past and a new outspoken classmate. 

Frustrated by the sexist and toxic culture at her high school, Vivian anonymously publishes a zine called “Moxie” to expose the injustices and call out the oppressive behavior, sparking a school-wide movement. As the zine gains traction, a diverse group of girls and allies unite to challenge the status quo, navigate the complexities of friendship, and fight for equality. 

“Moxie” celebrates the power of youth activism, the importance of solidarity, and the courage to stand up for what’s right, making it a resonant and inspiring watch for all ages. Explore more movies to watch if you like 10 Things I Hate About You by watching this masterpiece.

Moxie (2021)

Honor Society (2022)

Movie NameHonor Society (2022)
DirectorOran Zegman
ProducerDon Dunn
Release DateJuly 29, 2022
Running time97 minutes

“Honor Society” (2022) is a refreshing and smart comedy that dives into the ambitious world of high school academia. The film centers on Honor, portrayed by Angourie Rice, a high-achieving student focused on getting into Harvard. In her strategic plan to outshine her competitors, Honor manipulates the three other top students who stand in her way. 

However, her calculated journey takes an unexpected turn when she develops genuine feelings for one of her targets, Michael, played by Gaten Matarazzo. This unforeseen twist leads Honor to question her own values and the cutthroat approach she’s taken. 

“Honor Society” cleverly navigates themes of ambition, integrity, and the complexity of human connections, offering a witty yet insightful look at the pressures of modern-day academia. It is one of the similar movies that are like 10 Things I Hate About You.

Honor Society (2022)

The Half of It (2020)

Movie NameThe Half of It (2020)
DirectorAlice Wu
ProducerAnthony Bregman
Release DateMay 1, 2020
Running Time104 minutes

“The Half of It” (2020) is a heartwarming and introspective take on the classic Cyrano de Bergerac tale, set in a small town high school. Centered on Ellie Chu, portrayed by Leah Lewis, the narrative unfolds around a reserved and introverted pupil who earns additional income by composing assignments for her peers. Her life takes a turn when Paul, a sweet but inarticulate jock, enlists her help to write love letters to Aster, the girl they both secretly love. 

As Ellie helps Paul woo Aster through their correspondence, she starts grappling with her feelings and the complexities of love and friendship. Directed by Alice Wu, the film beautifully explores themes of identity, self-discovery, and the bittersweet nature of relatable love, making “The Half of It” a poignant and modern coming-of-age story.

The Half of It (2020)

The Edge of Seventeen (2016)

Movie NameThe Edge of Seventeen (2016)
DirectorKelly Fremon Craig
ProducerJames L. Brooks
Release DateSeptember 16, 2016
Total Budget$9 million
Gross Profit$19.4 million

“The Edge of Seventeen” (2016) is a frank and humorous look at the trials of adolescence. In the movie, Hailee Steinfeld plays the role of Nadine, a junior in high school who experiences a growing sense of alienation as her closest friend, Krista, begins a relationship with her well-liked elder brother, Darian.

Feeling betrayed and alone, Nadine’s world seems to crumble, leading her to befriend the thoughtful yet awkward Erwin and find solace in her sarcastic history teacher, Mr. Bruner, played by Woody Harrelson. 

As Nadine navigates the complexities of friendships, family dynamics, and first loves, she realizes that life is far more complicated than she thought. Directed by Kelly Fremon Craig, “The Edge of Seventeen” delivers a touching, relatable story of self-discovery, resilience, and the rocky path to adulthood.

The Edge of Seventeen (2016)

To All the Boys I’ve Loved Before (2018)

Movie NameTo All the Boys I’ve Loved Before (2018)
DirectorSusan Johnson
ProducerJordan Levin
Release DateAugust 17, 2018
Running Time99 minutes

“To All the Boys I’ve Loved Before” (2018) is a charming and sweet-natured romantic comedy that captures the essence of young love and the complexities of teenage emotions. The film follows the life of Lara Jean Covey, played by Lana Condor, a high school junior who writes secret love letters to her crush but never intends to send them. Her world turns upside down when the letters mysteriously get mailed out, exposing her deepest feelings. 

Among the recipients is Peter Kavinsky, portrayed by Noah Centineo, who proposes a fake relationship with Lara Jean to make his ex-girlfriend jealous. As they navigate this pretend romance, genuine feelings emerge, leading to unexpected consequences and discoveries about love, identity, and vulnerability. 

The movie is directed by Susan Johnson. The film beautifully blends humor, heart, and the pains of growing up, making it a relatable and endearing story. If you are searching for the query “What movies are like 10 things I hate about you?” you must explore this film.

To All the Boys I've Loved Before (2018)

Easy A (2010)

Movie NameEasy A (2010)
DirectorWill Gluck
ProducerZanne Devine
Release DateSeptember 11, 2010
Total Budget$8 million
Gross Profit$75 million

“Easy A” (2010) cleverly modernizes the concept of reputation and rumor in a high school setting, inspired by Nathaniel Hawthorne’s “The Scarlet Letter.” The film stars Emma Stone as Olive Penderghast, an unnoticed student who accidentally starts a rumor about losing her virginity, catapulting her into an unwanted spotlight and drastically changing her social status. 

Embracing her newfound notoriety, Olive uses the gossip mill to her advantage, symbolically sewing a red “A” onto her clothing. However, as the charade spirals out of control, Olive confronts the consequences of her actions and the impact of rumors on real life. 

Easy A (2010)


In short, exploring more movies like 10 Things I Hate About You offers a delightful journey through the realms of teen romance, comedy, and coming-of-age tales. With its witty dialogue, charming characters, and heartfelt themes, 10 Things I Hate About You Movies Like Stuff has left a permanent mark on audiences, making it a timeless classic. However, for those craving similar cinematic experiences, there’s a treasure trove of must-watch films awaiting discovery. 

From the individual humor of “Easy A” to the sharp reflections of “To All the Boys I’ve Loved Before,” each movie offers its unique spin on teenage angst, love, and self-discovery. Whether it’s the modern retelling of Shakespearean classics like “O” or the heartwarming journey of “The Edge of Seventeen,” these films promise to captivate and entertain, making them essential additions to any movie marathon inspired by “10 Things I Hate About You.”

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Jordan Counsel

Jordan Counsel is a passionate movie enthusiast with a keen eye for cinematic details. With years of experience in the film world, Jordan brings a unique perspective to the art of movie analysis and critique. Whether dissecting the latest blockbuster or delving into the nuances of independent cinema, Jordan's writing provides readers with insightful and engaging content. When not glued to the silver screen, Jordan enjoys exploring the world of cinema, attending film festivals, and sharing recommendations for movie lovers everywhere.