The Greatest Female-Led Comedy Movies
- 1Reese Witherspoon, Luke Wilson, Selma Blair
At first glance, Reese Witherspoon's portrayal of a seemingly superficial sorority girl chasing after her ex might seem formulaic, but beneath the hot pink surface lies a compelling story of female empowerment. As the protagonist navigates law school, tackling discrimination and stereotypes head-on, she ultimately proves that there is more to women than their external appearances. With its unapologetically fierce and independent female lead, this film has cemented its place in cinema history as a celebration of brains, beauty, and determination.
More Legally Blonde
- #189 of 772 onThe Most Rewatchable Movies
- #113 of 702 onThe All-Time Greatest Comedy Films
- #41 of 66 onMovies You Wish You Could Still Watch for the First Time
- 2Lindsay Lohan, Rachel McAdams, Tina Fey
A sharp and insightful exploration of the cutthroat world of high school cliques through the eyes of a previously homeschooled teenage girl, this film offers both comedy and social commentary in equal measure. With a stellar cast, including the hilarious Amy Poehler, Tina Fey's brilliant writing brings to life the darkly comic aspects of teenage life. Its unforgettable one-liners and candid look at the cruel realities of female friendships make it a relatable and enduring classic.
More Mean Girls- Dig Deeper...Behind-The-Scenes Secrets Of 'Mean Girls'
- #6 of 113 onThe 100+ Best Movies About High School
- #161 of 772 onThe Most Rewatchable Movies
- 3Heath Ledger, Julia Stiles, Joseph Gordon-Levitt
This modern retelling of Shakespeare's The Taming of the Shrew focuses on a strong-willed young woman, wonderfully portrayed by the late Julia Stiles, who finds love in an unlikely suitor. The clever and witty script combines teenage romance, drama, and humor as it explores themes like the expectations society places on women and the importance of self-identity. Between Heath Ledger's swoon-worthy performance and the lovable array of quirky supporting characters, this film continues to hold a special place in the hearts of viewers for its endearing story and powerful feminist lead.
- #9 of 113 onThe 100+ Best Movies About High School
- #147 of 772 onThe Most Rewatchable Movies
- #132 of 702 onThe All-Time Greatest Comedy Films
- 4Sandra Bullock, Michael Caine, Benjamin Bratt
Sandra Bullock shines as a rough-around-the-edges FBI agent tasked with going undercover as a beauty pageant contestant, leading to hilarious makeovers and mishaps along the way. Simultaneously, it showcases the unexpected friendships that can develop in such competitive environments and offers a glimpse at the struggles and trials pageant contestants face. What makes this film stand out are its laugh-out-loud moments, coupled with a refreshing message about embracing inner beauty and defying stereotypes.
More Miss Congeniality- #124 of 772 onThe Most Rewatchable Movies
- #107 of 702 onThe All-Time Greatest Comedy Films
- #7 of 469 onThe 400+ Best Chick Flicks Ever
- 5Julie Andrews, Anne Hathaway, Héctor Elizondo
When a clumsy, awkward teenager, played by the enchanting Anne Hathaway, discovers she is actually a princess, she must navigate the difficult and often humorous process of becoming royalty. Julie Andrews' regal performance as her grandmother and mentor adds an element of charm to this delightful coming-of-age story. With its mix of heartfelt moments and laugh-out-loud situations, it remains a beloved fairytale that reminds us all that you never know what you're capable of until you try.
More The Princess Diaries- #318 of 772 onThe Most Rewatchable Movies
- #64 of 369 onThe Best Movies Based On Books
- #21 of 113 onThe Best Movies Of 2001
- 6Alicia Silverstone, Stacey Dash, Brittany Murphy
At first, this adaptation of Jane Austen's Emma might appear to center around the carefree life of a privileged Beverly Hills teenager, but as the story unfolds, we see the protagonist's personal growth as she learns valuable lessons about love and friendship. Alicia Silverstone's iconic portrayal of Cher Horowitz is both endearing and hilariously naive, making this film a cult classic. The witty dialogue, memorable catchphrases, and stellar cast ensure that it will continue to resonate with audiences for years to come.
More Clueless- Dig Deeper...The Best Outfits from Clueless
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- And Deeper...The House Party In 'Clueless' Was Even Wilder Behind The Scenes
- 7Whoopi Goldberg, Maggie Smith, Kathy Najimy
Whoopi Goldberg's captivating turn as a nightclub singer who finds refuge in a convent after witnessing a crime showcases her impeccable comedic timing, powerhouse vocals, and unmatched screen presence. As her character transforms the convent's choir from drab to fabulous, the film offers uproarious musical numbers and tender moments of connection between the unlikely group of women. This warmhearted and inspired tale of redemption and the power of sisterhood remains an uplifting favorite.
More Sister Act- #159 of 772 onThe Most Rewatchable Movies
- #26 of 204 onMusical Movies With The Best Songs
- #51 of 66 onMovies You Wish You Could Still Watch for the First Time
- 8Mandy Moore, Zachary Levi, Donna Murphy
Disney's lively reimagining of the Rapunzel fairy tale features the voice talents of Mandy Moore and Zachary Levi, who bring a spirited charm and humor to their roles as the long-lost princess and her roguish companion. With its stunning animation, catchy musical numbers, and superb comedic timing, it offers a perfect balance of heart, wit, and adventure. This enchanting modern classic redefines the "princess story" by emphasizing the importance of independence and self-discovery.
More Tangled- Dig Deeper...Every Song in Tangled, Ranked by Singability
- #125 of 772 onThe Most Rewatchable Movies
- #29 of 204 onMusical Movies With The Best Songs
- 9Kristen Wiig, Maya Rudolph, Rose Byrne
Featuring an outstanding ensemble cast led by the incomparable Kristen Wiig, this hilarious and heartfelt story of female friendship and wedding planning offers a refreshing take on the often predictable genre of romantic comedies. Combining slapstick humor with achingly real portrayals of love, jealousy, and insecurity, it became an instant classic that continues to resonate with audiences. Viewers can't help but root for these flawed yet lovable characters as they navigate the often chaotic road to the altar.
More Bridesmaids- Dig Deeper...Behind The Scenes Of How 'Bridesmaids' Became A Comedy Classic
- #383 of 772 onThe Most Rewatchable Movies
- #123 of 702 onThe All-Time Greatest Comedy Films
- 10Anna Kendrick, Skylar Astin, Rebel Wilson
Anna Kendrick leads a talented cast of misfits in this infectiously catchy and hilariously charming tale of a college a cappella group's rise to success. As the female singers find their voices and forge an unbreakable bond, they challenge convention and defy expectations. This film's success lies in its celebration of female friendship, perseverance, and the transformative power of music.
More Pitch Perfect- Dig Deeper...The Best Songs in Pitch Perfect and Pitch Perfect 2
- #406 of 772 onThe Most Rewatchable Movies
- #39 of 204 onMusical Movies With The Best Songs
- 11Jennifer Garner, Mark Ruffalo, Judy Greer
In this heartfelt and humorous exploration of what it means to grow up, Jennifer Garner flawlessly portrays a girl who wakes up in the body of her 30-year-old self, only to discover that adulthood isn't all it's cracked up to be. The film deftly navigates the joys and pains of adolescence, culminating in a poignant reminder of the importance of embracing our inner child. Its nostalgic 80s soundtrack and effervescent spirit make it a crowd-pleasing favorite.
More 13 Going on 30- #422 of 772 onThe Most Rewatchable Movies
- #4 of 99 onThe Best Period Movies Set in the '80s
- #43 of 155 onThe 150+ Best Classic Tween Movies
- 12Lindsay Lohan, Dennis Quaid, Natasha Richardson
This delightful remake of the 1961 classic stars a young Lindsay Lohan in dual roles as long-lost twin sisters who scheme to reunite their estranged parents. The film boasts a lovable cast of characters and an amusing story that tugs at the heartstrings, making it a timeless family favorite. With its heartwarming message of love and family, it continues to enchant viewers of all ages.
More The Parent Trap- Dig Deeper...18 Reasons The Parent Trap Is Actually Really Messed Up
- And Deeper...Twitter Celebrates 24 Years Since The Release Of 'The Parent Trap'
- #321 of 772 onThe Most Rewatchable Movies
- 13Jamie Lee Curtis, Lindsay Lohan, Mark Harmon
This modern retelling of the classic body-swap tale stars Lindsay Lohan and Jamie Lee Curtis as a mother and daughter who magically switch places, leading to hilarious misunderstandings and heartfelt revelations. The film remains an enduring hit due to its sincere depiction of the challenges faced by both teenagers and parents, as well as its engaging story that emphasizes the power of empathy and understanding. With its perfect blend of humor and heart, it's no wonder this family-friendly flick continues to resonate with audiences.
More Freaky Friday- #16 of 113 onThe 100+ Best Movies About High School
- #408 of 772 onThe Most Rewatchable Movies
- #12 of 155 onThe 150+ Best Classic Tween Movies
- 14Winona Ryder, Christian Slater, Shannen Doherty
In this darkly satirical take on high school life, Winona Ryder shines as a disillusioned teenager who rebels against her seemingly perfect clique, inadvertently causing a series of grimly comedic events. Hauntingly stylish and wildly clever, this film exposes the ugly side of teenage cliques and the lengths some will go to in order to fit in. Its twisted humor and biting social commentary have cemented its status as a cult classic.
More Heathers- #14 of 113 onThe 100+ Best Movies About High School
- #113 of 399 onThe Best Movies Of The 1980s, Ranked
- #495 of 772 onThe Most Rewatchable Movies
- 15Emma Stone, Penn Badgley, Amanda Bynes
Emma Stone delivers a knockout performance as a high school student whose white lie about losing her virginity spirals into a campus-wide scandal, highlighting the pitfalls of gossip and judgment. Riffing on classic literary works like The Scarlet Letter, the screenplay is cleverly written and packed with enough wit to keep viewers laughing throughout. This film's appeal lies in its relatable depiction of teenage angst, coupled with a spirited defense of individuality and integrity.
More Easy A- #32 of 113 onThe 100+ Best Movies About High School
- #378 of 772 onThe Most Rewatchable Movies
- #200 of 702 onThe All-Time Greatest Comedy Films
- 16Nia Vardalos, John Corbett, Michael Constantine
This endearing romantic tale brings humor and warmth to the universal story of love and acceptance, as a woman struggles to reconcile her traditional Greek upbringing with her decidedly non-Greek fiancé. Nia Vardalos' charming and relatable performance makes it impossible not to root for her character as she navigates a chaotic and often hilarious journey to the altar. Through memorable one-liners and lighthearted cultural clashes, this film showcases the power of love to bridge even the most seemingly insurmountable divides.
- #338 of 772 onThe Most Rewatchable Movies
- #475 of 702 onThe All-Time Greatest Comedy Films
- #34 of 152 onThe Best Movies of 2002
- 17Reese Witherspoon, Josh Lucas, Patrick Dempsey
In this romantic romp, Reese Witherspoon stars as a successful New York fashion designer who returns to her small southern hometown to finalize her divorce from her childhood sweetheart. The film is packed with laugh-out-loud moments, thanks to a colorful cast of characters and a charmingly witty script. Its combination of heart and humor has made it a beloved classic for fans of both romance and comedy.
More Sweet Home Alabama- #259 of 772 onThe Most Rewatchable Movies
- #10 of 134 onThe 100+ Best Movies For Date Night
- #48 of 152 onThe Best Movies of 2002
- 18Drew Barrymore, David Arquette, Michael Vartan
As an awkward, aspiring journalist who goes undercover at a high school to expose the truth about teenage life, Drew Barrymore shines in this touching and funny story about second chances at love and self-acceptance. The film's message of embracing vulnerability resonates powerfully, thanks to Barrymore's exceptional ability to convey both humor and sincerity. Its heartfelt portrayal of the transformative power of love has solidified its place as a fan favorite.
More Never Been Kissed- Dig Deeper...Never Been Kissed Is Actually About Emotional Trauma And Weird Sexual Dynamics
- #41 of 113 onThe 100+ Best Movies About High School
- #457 of 772 onThe Most Rewatchable Movies
- 19Melanie Griffith, Harrison Ford, Sigourney Weaver
A trailblazer for films about ambitious women breaking barriers in the workplace, this story of a secretary who poses as her boss to negotiate a high-stakes business deal remains a powerful testament to female tenacity and determination. Melanie Griffith's endearing performance as the whip-smart protagonist, supported by memorable turns from Harrison Ford and Sigourney Weaver, creates a film that remains relevant and inspiring today. Its timely themes and engaging plot make it a must-watch for anyone seeking to cheer on an underdog's quest for success.
More Working Girl- Dig Deeper...Movies That Won Best Picture at the Oscars and Golden Globes
- #243 of 399 onThe Best Movies Of The 1980s, Ranked
- #262 of 279 on'Old' Movies Every Young Person Needs To Watch In Their Lifetime
- 20Kirsten Dunst, Eliza Dushku, Jesse Bradford
Kirsten Dunst shines as the captain of a high school cheerleading squad who discovers that their winning routines were stolen from another team in this spirited and hilarious comedy. The film offers a refreshing take on the often-derided world of cheerleading, showcasing the dedication and athleticism required of the sport while celebrating the importance of teamwork, fair play, and sisterhood. Its memorable quotes, energetic dance sequences, and winning performances make it a beloved favorite among fans of sports comedies.
More Bring It On- #18 of 113 onThe 100+ Best Movies About High School
- #403 of 772 onThe Most Rewatchable Movies
- #119 of 207 onThe Best Sports Movies Ever Made
- 21Elliot Page, Michael Cera, Jennifer Garner
This quirky and heartfelt dramedy tells the story of a pregnant teenager who decides to give her baby up for adoption, tackling the complexities of love, family, and teenage parenthood with equal parts humor and grace. Featuring an outstanding performance by Ellen Page and a standout supporting cast, the film serves as a powerful reminder of the resilience and strength of young women. With its sharp wit and sincere emotion, it remains a relevant and beloved exploration of the human experience.
More Juno- #538 of 772 onThe Most Rewatchable Movies
- #126 of 675 onThe Best Movies Roger Ebert Gave Four Stars
- #91 of 168 onThe 150+ Best Teen Romance Movies, Ranked
- 22Richard Gere, Julia Roberts, Ralph Bellamy
Julia Roberts' iconic turn as a charmingly unrefined prostitute who is hired by a wealthy businessman, played by Richard Gere, to be his companion for a week, captivated audiences with its modern take on the Cinderella story. The film is celebrated for its memorable performances, witty dialogue, and irresistibly romantic storyline, making it an enduring classic in the annals of romantic comedies. Its message of overcoming social barriers and embracing one's true self continues to resonate with viewers today.
More Pretty Woman- #24 of 50 onThe Biggest Movies Of The '90s, Ranked
- #58 of 772 onThe Most Rewatchable Movies
- #414 of 702 onThe All-Time Greatest Comedy Films
- 23Shelley Long, Craig T. Nelson, Betty Thomas
Shelley Long stars as a fabulously wealthy and unwittingly inept scout leader in this campy, feel-good romp that lovingly pokes fun at both high society and wilderness survival. As she leads her pampered group of "Wilderness Girls" through a series of hilarious misadventures, the film highlights the importance of teamwork, perseverance, and self-discovery. Its delightful blend of slapstick humor and heartfelt message ensures that it remains an enduring cult classic.
More Troop Beverly Hills- #324 of 399 onThe Best Movies Of The 1980s, Ranked
- #207 of 702 onThe All-Time Greatest Comedy Films
- #159 of 233 onThe Best '80s Comedy Movies, Ranked
- 24Melissa McCarthy, Jason Statham, Rose Byrne
Melissa McCarthy shines in her role as a desk-bound CIA analyst who is thrust into the dangerous world of international espionage, proving herself as a capable and hilarious leading lady. With a star-studded cast including Jason Statham, Rose Byrne, and Jude Law, the film offers action-packed sequences, gut-busting humor, and unexpected twists that keep audiences on the edge of their seats. This uproarious and empowering spy caper showcases the strength and bravery of its female protagonist, solidifying its status as a modern classic.
More Spy- #631 of 772 onThe Most Rewatchable Movies
- #193 of 702 onThe All-Time Greatest Comedy Films
- #265 of 630 onThe 600+ Funniest Movies Of All Time
- 25Sandra Bullock, Melissa McCarthy, Demián Bichir
Sandra Bullock and Melissa McCarthy team up in this buddy-cop comedy as two mismatched law enforcement officers on a mission to take down a ruthless drug lord. The film's success lies in the fantastic chemistry between its leads, who effortlessly deliver rapid-fire banter, outrageous comedic situations, and touching moments of vulnerability. Clever, raucous, and uproarious, this film proves that female-driven comedies can hold their own against any other genre.
More The Heat- #545 of 702 onThe All-Time Greatest Comedy Films
- #541 of 772 onThe Most Rewatchable Movies
- #302 of 469 onThe 400+ Best Chick Flicks Ever
- 26Cameron Diaz, Christina Applegate, Selma Blair
Cameron Diaz, Christina Applegate, and Selma Blair star as a trio of party-loving friends who embark on a wild road trip in pursuit of true love in this outrageous and raunchy romantic comedy. The film's irreverent humor, memorable one-liners, and infectious energy have made it a cult classic among fans of female-centric comedies. Its brazen depiction of female friendship and its celebration of women's sexuality make it a must-watch for those seeking a bawdy and empowering comedic romp.
More The Sweetest Thing- #77 of 152 onThe Best Movies of 2002
- #178 of 469 onThe 400+ Best Chick Flicks Ever
- #415 of 630 onThe 600+ Funniest Movies Of All Time
- 27Kathleen Turner, Sam Waterston, Ricki Lake
Kathleen Turner delivers a wickedly funny performance as a seemingly perfect suburban housewife who secretly moonlights as a murderous vigilante in this deliciously dark satire from cult director John Waters. The film gleefully skewers societal expectations placed on women while offering a twisted and uproarious take on the traditional "family film." With its biting wit, outrageous scenarios, and unforgettable central performance, it remains an enduring favorite among fans of dark comedies.
More Serial Mom- #375 of 702 onThe All-Time Greatest Comedy Films
- #373 of 379 onThe Best Movies Of The 1990s
- #279 of 279 on'Old' Movies Every Young Person Needs To Watch In Their Lifetime
- 28Kathleen Turner, Nicolas Cage, Kevin J. O'Connor
Kathleen Turner gives a marvelous performance as a woman experiencing a midlife crisis who finds herself mysteriously transported back to her high school days, allowing her to relive her teenage experiences and reevaluate her past choices. Funny, nostalgic, and bittersweet, the film skillfully balances humor with introspection as it explores themes of love, regret, and second chances. Its unique blend of time-traveling adventure and heartfelt sentiment has earned it a place among the greats of romantic comedies.
- #233 of 399 onThe Best Movies Of The 1980s, Ranked
- #122 of 233 onThe Best '80s Comedy Movies, Ranked
- #224 of 675 onThe Best Movies Roger Ebert Gave Four Stars
- 29Cher, Nicolas Cage, Vincent Gardenia
Cher delivers a powerhouse performance as a widowed Italian-American woman who finds herself unexpectedly falling in love with her fiancé's estranged younger brother, played by Nicolas Cage, in this enchanting romantic comedy. The film's exploration of love, family, and destiny is beautifully balanced with an oddball sense of humor and a tender emotional core. Its unforgettable performances, lush cinematography, and timeless story make it an enduring classic among fans of the genre.
More Moonstruck- #237 of 399 onThe Best Movies Of The 1980s, Ranked
- #654 of 772 onThe Most Rewatchable Movies
- #265 of 279 on'Old' Movies Every Young Person Needs To Watch In Their Lifetime
- 30Jena Malone, Mandy Moore, Macaulay Culkin
In this biting religious satire, a group of zealous and rebellious high school students navigate the trials of adolescence, faith, and acceptance while attending a conservative Christian school. Featuring standout performances from Jena Malone, Mandy Moore, and Macaulay Culkin, the film deftly combines razor-sharp wit with heartfelt emotion as it examines the complexities of morality, identity, and love. Its clever subversion of stereotypes and incisive humor make it a must-watch for fans of dark comedies.
More Saved!- #64 of 99 onThe Best Movies Of 2004, Ranked
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