The 400+ Best Chick Flicks Ever
- Heath Ledger, Julia Stiles, Joseph Gordon-Levitt
When it comes to witty dialogue, clever twists, and heartfelt romance, this modern adaptation of Shakespeare's The Taming of the Shrew has it all. With a standout performance by Heath Ledger and an endearing and feisty turn from Julia Stiles, it's no wonder this teen comedy is hailed as a classic. The palpable chemistry between the leads and the memorable supporting cast combine for a delightful romp full of laughs, love, and life lessons that'll keep viewers cheering for more. How can one resist the charm of the notorious bad boy wooing the stubborn, independent gal?
- #146 of 769 onThe Most Rewatchable Movies
- #143 of 704 onThe All-Time Greatest Comedy Films
- #2 of 136 onThe 100+ Best Movies For Date Night
- Reese Witherspoon, Luke Wilson, Selma Blair
A shining example of breaking stereotypes, this beloved flick follows a sorority girl turned Harvard law student who proves that wit and ambition can outshine any prejudice. Reese Witherspoon nails the role of Elle Woods, blending bubbly charisma with intelligence and determination, winning viewers' hearts in the process. Backed by a snappy script, unforgettable one-liners, and a plethora of pink, it's impossible not to be inspired and entertained by the film's message of female empowerment. It's a feel-good favorite - heck, even the courtroom scene will leave you cheering.
More Legally Blonde- #190 of 769 onThe Most Rewatchable Movies
- #113 of 704 onThe All-Time Greatest Comedy Films
- #24 of 136 onThe 100+ Best Movies For Date Night
- Lindsay Lohan, Rachel McAdams, Tina Fey
Deliciously snarky, endlessly quotable, and sharply insightful, this cult classic dissects the harsh world of high school cliques with biting humor. Written by the ever-talented Tina Fey and featuring an all-star ensemble cast (Lindsay Lohan, Rachel McAdams, and Amanda Seyfried, to name a few), the movie offers a pitch-perfect portrayal of teenage life and the dangers of conformity. Equal parts hilarious and thought-provoking, it's the kind of flick that'll have everybody quoting lines and craving a Burn Book of their own. In other words, it's simply "fetch."
More Mean Girls- Dig Deeper...Behind-The-Scenes Secrets Of 'Mean Girls'
- And Deeper...The Cast Of 'Mean Girls': Where Are They Now?
- #161 of 769 onThe Most Rewatchable Movies
- Alicia Silverstone, Stacey Dash, Brittany Murphy
As if any list of chick flicks would be complete without this iconic '90s masterpiece! Loosely based on Jane Austen's Emma, the film follows perpetually peppy Beverly Hills teen Cher Horowitz as she navigates love, friendship, and the tricky world of high school. With its unforgettable wardrobe, killer soundtrack, and endlessly quotable dialogue (seriously, who didn't start saying "as if!" after seeing it?), this delightful gem has aged like a fine wine. Alicia Silverstone's winning performance and Paul Rudd's irresistible charm only sweeten the deal, making it a timeless classic that still resonates with audiences today.
- Julie Andrews, Anne Hathaway, Héctor Elizondo
A common girl's fairy tale dream come true - that's the basic premise of this heartwarming and inspiring movie. Anne Hathaway shines in her breakout role as Mia Thermopolis, the awkward and relatable teenager who discovers she's actually the heir to a European kingdom. With guidance from her regal grandmother (an impeccable Julie Andrews), Mia learns to embrace her newfound royal status while balancing all the perils of high school. It's a delightful coming-of-age story that'll have viewers laughing, crying, and wishing for their own queenly transformations.
More The Princess Diaries- #319 of 769 onThe Most Rewatchable Movies
- #64 of 375 onThe Best Movies Based On Books
- #20 of 113 onThe Best Movies Of 2001
- Sandra Bullock, Ryan Reynolds, Mary Steenburgen
An unlikely pair forced into a fake marriage for the sake of a green card? It's a recipe for hilarity and romance in this irresistible comedy. Sandra Bullock and Ryan Reynolds display electrifying chemistry as they butt heads, navigate family dynamics, and eventually fall for one another. The witty banter, charming supporting cast, and beautiful Alaskan scenery make this romantic romp an absolute treat. And let's not forget the scene-stealing Betty White - her comedic timing and antics are simply priceless.
More The Proposal- #6 of 136 onThe 100+ Best Movies For Date Night
- #259 of 633 onThe 600+ Funniest Movies Of All Time
- #5 of 60 onRomantic Movies Your Girlfriend Forces You To Watch
- Sandra Bullock, Michael Caine, Benjamin Bratt
If you ever wanted proof that beauty and brawn can go hand-in-hand, look no further. Sandra Bullock stars as a tough FBI agent who goes undercover as a beauty pageant contestant to solve a crime, discovering the importance of female friendship and self-confidence along the way. With its endearing cast, snappy dialogue, and heartwarming message, this feel-good comedy hits all the right notes. Plus, it'll have you practicing your own self-defense moves and perfecting the ultimate makeover montage.
More Miss Congeniality- #123 of 769 onThe Most Rewatchable Movies
- #102 of 704 onThe All-Time Greatest Comedy Films
- #4 of 81 onThe Greatest Female-Led Comedy Movies
- Ryan Gosling, Rachel McAdams, James Garner
Get ready to sob your heart out with this emotionally charged love story that's become synonymous with romance and passion. Ryan Gosling and Rachel McAdams give career-defining performances as star-crossed lovers whose devotion spans decades, proving that true love can overcome even the greatest obstacles. The lush cinematography, captivating storytelling, and gut-wrenching plot twists create an unforgettable cinematic experience that'll leave you reaching for the tissues and believing in the power of everlasting love.
More The Notebook- #351 of 769 onThe Most Rewatchable Movies
- #78 of 375 onThe Best Movies Based On Books
- #4 of 136 onThe 100+ Best Movies For Date Night
- Meryl Streep, Anne Hathaway, Adrian Grenier
Fashion, ambition, and an icy-cold boss from hell all collide in this whip-smart dramedy. Anne Hathaway and Meryl Streep deliver top-notch performances as a naive journalist and her demanding fashion editor-in-chief, providing a fascinating glimpse into the glamorous (and sometimes cutthroat) world of high fashion. With its wickedly funny script, impeccable wardrobe, and empowering messages about career and personal growth, it's no wonder the movie has earned its place as a modern classic. Not to mention, it's practically impossible to resist the allure of Streep's iconic character, Miranda Priestly.
More The Devil Wears Prada- #316 of 769 onThe Most Rewatchable Movies
- #58 of 375 onThe Best Movies Based On Books
- #20 of 101 onThe Best Movies Of 2006
- Jennifer Garner, Mark Ruffalo, Judy Greer
What happens when a teenage girl magically transforms into a grown woman overnight? Hilarity, heartache, and life lessons abound in this charming and nostalgic rom-com. Jennifer Garner and Mark Ruffalo light up the screen with their undeniable chemistry and tender performances, taking viewers on an emotional rollercoaster as they navigate the complexities of adulthood while grappling with their unresolved teenage dreams. A perfect blend of humor, romance, and "be careful what you wish for" wisdom, this delightful flick will have you reminiscing about the '80s and questioning your own life choices.
More 13 Going on 30- #422 of 769 onThe Most Rewatchable Movies
- #4 of 99 onThe Best Period Movies Set in the '80s
- #44 of 155 onThe 150+ Best Classic Tween Movies
- Cameron Diaz, Kate Winslet, Jude Law
Looking for a feel-good romance set against a picturesque backdrop? This heartwarming tale of two women who swap homes for the holidays and unexpectedly find love delivers just that. Starring Kate Winslet, Cameron Diaz, Jude Law, and Jack Black, the movie weaves together parallel stories full of genuine emotion, humor, and growth. Breathtaking snowy landscapes and cozy English cottages only add to its charm, making it impossible not to feel all warm and fuzzy inside by the end.
More The Holiday- #19 of 136 onThe 100+ Best Movies For Date Night
- #42 of 126 onThe Best Christmas Movies Of All Time
- #78 of 138 onThe Best Rainy Day Movies, Ranked
- Kirsten Dunst, Eliza Dushku, Jesse Bradford
We can't help but cheer for this feisty, fun-filled flick that combines the excitement of competitive cheerleading with hilarious high school drama. Kirsten Dunst leads the spirited cast as an ambitious team captain who learns the importance of integrity, teamwork, and true friendship. With its killer soundtrack, jaw-dropping stunts, and undeniably catchy cheers, this movie never fails to entertain and inspire. It's the perfect pop of pep and girl power that every chick flick fan needs in their life.
More Bring It On- #120 of 207 onThe Best Sports Movies Ever Made
- #395 of 769 onThe Most Rewatchable Movies
- #9 of 40 onThe 40 Best Movie Drinking Games, Ranked By Fans
- Emma Stone, Penn Badgley, Amanda Bynes
A clever, modern-day homage to The Scarlet Letter, this satirical comedy takes a biting look at high school rumors, reputations, and the power of owning one's narrative. Emma Stone shines as the sassy, quick-witted protagonist Olive who finds herself caught up in a web of lies and social misconceptions. With its snappy script, infectious soundtrack, and memorable performances (especially from Stanley Tucci and Patricia Clarkson as Olive's hilariously supportive parents), this movie delivers both humor and heart in spades. Above all, it's a poignant reminder that embracing our truth is often what sets us free.
More Easy A- #382 of 769 onThe Most Rewatchable Movies
- #136 of 375 onThe Best Movies Based On Books
- #187 of 704 onThe All-Time Greatest Comedy Films
- Anna Kendrick, Skylar Astin, Rebel Wilson
Music, humor, and the power of sisterhood harmonize beautifully in this infectiously enjoyable musical comedy. Anna Kendrick leads a phenomenal ensemble cast as an aspiring DJ who joins an all-female a cappella group on their quest for redemption and glory. Jam-packed with toe-tapping musical numbers, razor-sharp wit, and heartfelt moments, it's no wonder this flick (and its subsequent sequels) became a sensation. It's pitch-perfect entertainment that'll have you singing along and craving more.
More Pitch Perfect- Dig Deeper...The Best Songs in Pitch Perfect and Pitch Perfect 2
- #410 of 769 onThe Most Rewatchable Movies
- #39 of 204 onMusical Movies With The Best Songs
- Amanda Bynes, James Kirk, Channing Tatum
A hilarious and modern take on Shakespeare's Twelfth Night, this teen comedy showcases Amanda Bynes at the top of her game. As a spunky high schooler who disguises herself as her twin brother to play soccer, she navigates the challenges of love and identity with wit and heart. The supporting cast, including a swoon-worthy Channing Tatum, adds to the charm and comedic energy of the film. Packed with laughs, romance, and moments of self-discovery, it's a must-watch for fans of classic literature and modern teen comedies alike.
More She's the Man- #78 of 101 onThe Best Movies Of 2006
- #23 of 46 on50+ Quirky Romance Movies With Unique Love Stories
- #2 of 169 onThe 150+ Best Teen Romance Movies, Ranked
- Shane West, Mandy Moore, Peter Coyote
Tearjerkers don't come much more touching than this heartrending adaptation of Nicholas Sparks's novel. Mandy Moore shines as a kind-hearted, terminally ill student who changes the life of a rebellious bad boy (Shane West). As their unexpected romance unfolds, deep emotions and life lessons collide, creating a powerful and lasting impression. Keep tissues at hand, because the movie's poignant message about faith, love, and redemption will tug at even the hardest of heartstrings.
More A Walk to Remember- #654 of 769 onThe Most Rewatchable Movies
- #260 of 375 onThe Best Movies Based On Books
- #17 of 136 onThe 100+ Best Movies For Date Night
- Reese Witherspoon, Josh Lucas, Patrick Dempsey
Can you ever truly go home again? This captivating rom-com explores that very question as it follows Reese Witherspoon's vivacious New York City fashion designer down South to face her past and rekindle an old flame. With its charming small-town setting, witty banter, and swoon-worthy romance, this movie is the perfect blend of sweet and sassy. A delightful journey of self-discovery, forgiveness, and love, it's sure to leave a smile on any viewer's face.
More Sweet Home Alabama- #265 of 769 onThe Most Rewatchable Movies
- #10 of 136 onThe 100+ Best Movies For Date Night
- #47 of 152 onThe Best Movies of 2002
- Hilary Duff, Jennifer Coolidge, Chad Michael Murray
This modern and enchanting spin on the timeless fairy tale stars Hilary Duff as a high school outcast who dreams of escaping her wicked stepmother and stepsisters. With the help of her online Prince Charming (Chad Michael Murray), she learns to stand up for herself and follow her dreams. Full of heart, humor, and a healthy dose of high school drama, this Cinderella adaptation is a magical reminder that sometimes, all it takes is a little courage and determination to transform our lives.
More A Cinderella Story- #68 of 136 onThe 100+ Best Movies For Date Night
- #63 of 82 onThe 75+ Best Fairytale Movies
- #9 of 169 onThe 150+ Best Teen Romance Movies, Ranked
- Katherine Heigl, James Marsden, Malin Akerman
A delightful exploration of love, friendship, and the unexpected surprises that life has in store, this charming rom-com is sure to please. Katherine Heigl stars as the perennial bridesmaid who finds herself questioning her own happily ever after when her sister becomes engaged to her longtime crush. With a swoon-worthy romance, plenty of laughs, and a bit of self-discovery, this movie serves up the perfect mix of feel-good moments and lighthearted fun.
More 27 Dresses- #36 of 81 onThe Greatest Female-Led Comedy Movies
- #128 of 185 onMovies With The Best Soundtracks
- #10 of 60 onRomantic Movies Your Girlfriend Forces You To Watch
- Keira Knightley, Matthew McFadyen, Brenda Blethyn
Elegant, romantic, and simply breathtaking - this sumptuous adaptation of Jane Austen's beloved novel is an absolute treat for the senses. Keira Knightley shines as the spirited Elizabeth Bennet, whose wit and independence capture the heart of the brooding Mr. Darcy (Matthew Macfadyen). With its stunning cinematography, lush costumes, and impeccable cast, this cinematic masterpiece is a true feast for any lover of classic literature and period romance.
More Pride & Prejudice- #598 of 769 onThe Most Rewatchable Movies
- #60 of 375 onThe Best Movies Based On Books
- #156 of 675 onThe Best Movies Roger Ebert Gave Four Stars
- Kristen Wiig, Maya Rudolph, Rose Byrne
A riotously funny and heartwarming take on female friendship, this hit comedy struck a chord with audiences everywhere thanks to its all-star ensemble cast (led by Kristen Wiig) and relatable exploration of life's ups and downs. As Wiig's character navigates her best friend's wedding preparations, she faces challenges both personal and hilariously absurd. Bursting with unforgettable comedic moments and a strong dose of girl power, this flick has undoubtedly become an instant classic. It's the perfect pick for a girls' night in or anyone in need of a good belly laugh.
More Bridesmaids- Dig Deeper...Behind The Scenes Of How 'Bridesmaids' Became A Comedy Classic
- #379 of 769 onThe Most Rewatchable Movies
- #118 of 704 onThe All-Time Greatest Comedy Films
- Molly Ringwald, Anthony Michael Hall, Michael Schoeffling
A quintessential coming-of-age tale, this classic John Hughes movie perfectly captures the trials and tribulations of growing up. Molly Ringwald stars as a teen struggling to survive her sixteenth birthday, complete with family drama, unrequited crushes, and high school angst. Charming, relatable, and undeniably nostalgic, this iconic flick will have viewers reminiscing about their own teenage years and rooting for a happy ending.
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- #48 of 399 onThe Best Movies Of The 1980s, Ranked
- #144 of 769 onThe Most Rewatchable Movies
- Adam Sandler, Drew Barrymore, Rob Schneider
Combining humor, romance, and a surprisingly heartwarming storyline, this inventive comedy stars Adam Sandler and Drew Barrymore as an unlikely couple brought together by fate. Their chemistry is undeniable as they navigate a unique courtship, with Barrymore's character suffering from short-term memory loss. Through persistence, creativity, and love, the pair forms an unforgettable bond that'll leave viewers both laughing and shedding happy tears.
More 50 First Dates- Dig Deeper...50 First Dates Isn't Romantic - It's About A Guy Who Takes Advantage Of A Disabled Woman
- #113 of 769 onThe Most Rewatchable Movies
- #260 of 704 onThe All-Time Greatest Comedy Films
- Leonardo DiCaprio, Kate Winslet, Billy Zane
An epic love story set against one of the most tragic events in history, this unforgettable film has earned its place as a true cinematic masterpiece. Starring Leonardo DiCaprio and Kate Winslet as star-crossed lovers from different worlds, their passionate romance and heart-wrenching fate resonate deeply with audiences worldwide. With sweeping visuals, haunting music, and emotional depth, it's no wonder this movie has captured countless hearts (and a boat-load of awards).
More Titanic- Dig Deeper...Weird But True Behind-The-Scenes Stories From The Set Of 'Titanic'
- #6 of 50 onThe Biggest Movies Of The '90s, Ranked
- #67 of 769 onThe Most Rewatchable Movies
- John Travolta, Olivia Newton-John, Stockard Channing
This toe-tapping musical extravaganza never fails to entertain and delight with its catchy tunes, irresistible dance numbers, and timeless teenage love story. John Travolta and Olivia Newton-John light up the screen as high school sweethearts Danny and Sandy, navigating the challenges of adolescence in their 1950s world. Bursting with energy, nostalgia, and feel-good vibes, this beloved classic is sure to get everyone singing and dancing along.
More Grease- Dig Deeper...The Best Songs in Grease, Ranked by Singability
- And Deeper...Which Character From 'Grease' Would You Be, According To Your Zodiac?
- #48 of 769 onThe Most Rewatchable Movies
- Nia Vardalos, John Corbett, Michael Constantine
A heartwarming and hilarious look at love, family, and cultural differences, this delightful rom-com struck a chord with audiences everywhere. Nia Vardalos stars as a Greek-American woman who unexpectedly falls for a non-Greek man (John Corbett), navigating the challenges of their whirlwind romance amidst her eccentric, larger-than-life family. Full of wit, charm, and relatable moments, this movie is a celebration of love, tradition, and finding one's own path.
More My Big Fat Greek Wedding- #337 of 769 onThe Most Rewatchable Movies
- #459 of 704 onThe All-Time Greatest Comedy Films
- #33 of 152 onThe Best Movies of 2002
- Richard Gere, Julia Roberts, Ralph Bellamy
A modern fairy tale with a twist, this iconic romantic comedy stars Julia Roberts and Richard Gere as an unlikely couple brought together by fate. Roberts shines as a spirited prostitute who captures the heart of a wealthy businessman, navigating the glitz and glamour of high-society life. Overflowing with charm, wit, and heartfelt moments, this enduring classic is sure to steal viewers' hearts time and time again.
More Pretty Woman- #25 of 50 onThe Biggest Movies Of The '90s, Ranked
- #59 of 769 onThe Most Rewatchable Movies
- #404 of 704 onThe All-Time Greatest Comedy Films
- Sandra Bullock, Bill Pullman, Peter Gallagher
Sandra Bullock shines as a lonely, lovelorn transit worker who inadvertently becomes entangled in a comatose man's life - and falls for his brother along the way. A charming and heartwarming exploration of love, fate, and the unexpected surprises life has in store, this romantic comedy is sure to leave viewers feeling warm and fuzzy.
More While You Were Sleeping- #65 of 126 onThe Best Christmas Movies Of All Time
- #170 of 278 on'Old' Movies Every Young Person Needs To Watch In Their Lifetime
- #98 of 168 onThe Best '90s Comedy Movies, Ranked
- Amy Adams, Patrick Dempsey, James Marsden
A magical, modern twist on classic fairy tales, this enchanting film stars Amy Adams as a princess-to-be who finds herself transported to the hustle and bustle of New York City. With delightful musical numbers, whimsical humor, and an endearing romance, this family-friendly flick offers a refreshing take on happily ever after.
More Enchanted- #454 of 769 onThe Most Rewatchable Movies
- #101 of 452 onThe 400+ Best Animated Kids Movies
- #47 of 204 onMusical Movies With The Best Songs
- Piper Perabo, Adam Garcia, Maria Bello
Featuring a killer soundtrack, dazzling dance numbers, and a story about chasing dreams, this spirited flick has all the ingredients for a fun-filled experience. Piper Perabo stars as a small-town girl who moves to the big city to pursue her passion for music, eventually finding work at the infamous Coyote Ugly bar. Filled with female empowerment, romance, and a healthy dose of sass, this movie delivers an unforgettable blend of drama and entertainment.
More Coyote Ugly- #29 of 40 onThe 40 Best Movie Drinking Games, Ranked By Fans
- #123 of 138 onThe Best Rainy Day Movies, Ranked
- #9 of 96 onThe Best Movies About Female Friendship, Ranked