10 Things I Hate About You Julia Stiles Heath Ledger

The 30 Best Chick Flicks Of All Time

It's the age-old dilemma: You're curled up on the couch for a night; you have your snacks, your girls, and maybe even your wine, but something is missing: the movie!  While I know this decision can be very tough, worry no more! After deliberating, we curated a list of 30 of the best chick flicks known to date. Ones that will make you cry, debate, and wish for true love after watching. Snuggle up and settle in, it's going to be a great night.

  1. 1. The Notebook (2004)

    The Notebook Trailer

    The Notebook is a classic love story that's bound to make you believe that true love really does exist. Rachel McAdams and Ryan Gosling play as star crossed lovers who are destined to find each other again. The challenge with this movie is trying not to cry because this movie is a real tear-jerker. 

  2. 2. Clueless (1995)

    Clueless Alicia Silverstone

    Clueless is the ultimate 90s chick flick. Alicia Stone plays the OG Beverly Hills baddie whose life revolves around boys, Burberry, and her fully stocked revolving closet. High school is tricky as ever as Cher has to navigate having an unrequited crush, playing matchmaker, and stumbling upon an unexpected love situation. Grab your fanny pack and your best sequin tank top, girls – we roll at midnight.

  3. 3. Mean Girls (2004)

    This movie made "fetch" a thing and October 3rd a national holiday. Mean Girls is an early 2000s staple and after watching it, "Jingle Bell Rock" will never sound that same. Actual mean girls went out of style a while ago but in this movie, they're trendy, funny, and you might even want to be one of them. – the name Regina George ring a bell?  

  4. 4. Romy and Michele's High School Reunion (1997)

    Romy and Michele's High School Reunion

    Romy and Michele's High School Reunion might be a hilarious movie about two blondes on a mission, but it teaches you an important lesson about being yourself. As if Lisa Kudrow isn't funny enough as Pheobe in Friends, Romy and Michele's High School Reunion is a hilarious tale of two fabulous friends as they attend their high-school reunion. It's definitely a must-see and a great way to laugh about what your high school reunion might be like in the near future.

  5. 5. 10 Things I Hate About You (1999)

    10 Things I Hate About You Julia Stiles Heath Ledger

    This movie puts a whole new spin on Shakespeare's The Taming of the Shrew. Set to a modern day 90s high school, this twisted love story is too irresistible to ignore. Plus, you get to watch Heath Ledger on screen *swoons*. Love stories like this one really show you that although you might not think you want love, you'll always need it. 

  6. 6. Miss Congeniality (2000)

    miss congeniality sandra bullock

    Miss Congeniality brings a whole new meaning to "kick ass." How many women do you know who can go undercover as an FBI agent for a beauty pageant? Exactly. Sandra Bullock plays an agent with a gun, a temper, and a competition to win. Btw, what's your favorite date?  

  7. 7. Sweet Home Alabama (2002)

    Sweet Home Alabama Reese Witherspoon

    Reese Witherspoon might actually just be the luckiest woman in the world because she finds herself in a love triangle with Patrick Dempsy and Josh Lucas. I mean could she get any luckier?! This is in addition to the fact that she's a successful designer just thriving in New York City. This movie teaches you that home is always where the heart is.

  8. 8. Love & Basketball (2000)

    Love & Basketball

    What happens when you mix together two dedicated athletes, a love for the game of basketball, and a fate-driven relationship? You get Love & Basketball, of course. Quincy and Monica are childhood friends turned lovers that encounter a few bumps as they chase their identical dreams of going pro. The two have to figure out sports, high school, college, and even adulthood all while trying to figure out this whole "love" thing. This movie has a complex, yet necessary view of Black love. 

  9. 9. Twilight (2008)

    The Twilight Saga Edward and Bella

    How could make a list of the best chick flicks without including at least one of the movies from the Twilight saga? Exactly, you can't! Honestly, this movie will be immortalized, not only for its timeless love story, but because it forced us to make one of the hardest decision of our lives in middle school: Team Edward or Team Jacob? Ugh, its 2020 and I still can't decide.

  10. 10. Valentine's Day (2010)

    Talk about good timing! With Valentine's Day coming up in a week, this is the perfect chick flick for you and your partner to watch.Valentine's Day follows several awesomely adorable love stories and you might even recognize a lot of the faces in this star-studded cast. It's a great movie that's guaranteed to make you smile.

  11. 11. Just Wright (2010)

    Queen Latifah and Common Just Wright

    Sometimes, rehabilitating yourself means tearing yourself down completely, to reveal a new and better version of yourself. This much is true for NBA player, Scott McKnight, who loses everything after a nearly career-ending injury. With the help of a good woman and an abundance of patience, Scott realizes that all that glitters isn't exactly gold.

  12. 12. Friends With Benefits (2011)

    Friends with Benefits Justin Timberlake Mila Kunis

    Friends With Benefits is a pretty self-explanatory title. That said, the plot is anything but average. All the adorable scenes make Mila Kunis and Justin Timberlake a hilarious romantic comedy team! I mean haven't you ever fantasized about a future with your FWB? No? Me either, girl.

  13. 13. The Parent Trap (1998)

    Parent Trap Lindsay Lohan

    This might be a twist, but how many people do you know that love The Parent Trap? Lindsay Lohan plays not one, but two, little adorable redheads who are on an important journey to find out where she and her twin sister come from. Oreos with peanut butter, anyone?

  14. 14. Sex & The City (2008)

    carrie bradshaw i live here

    The legend, the fashion-icon, and trendsetter, Carrie Bradshaw, finally gets her happy ending in this movie ... or does she? When the show ended in 2004, fans were left without their weekly fix, just praying that they would see Carrie, Miranda, Samantha, and Charlotte again. In 2008, their dreams came true and this movie was everything the fans could've asked for. This movie has sex (obviously – I mean it's in the title), a pregnant Charlotte, a wedding, a heartbreak and a comback that literally everyone needed.

  15. 15. Honey (2003)


    It started when a girl named, Honey, got her big break as a backup dancer. Honey makes sure to show you that if you believe in yourself, then the rest of the world is sure to believe in you too. All it takes is a little vision and a lot of passion. Go get it, girl! 

  16. 16. How to Lose a Guy in 10 Days (2003)

    How to Lose a Guy in 10 days Kate Hudson Matthew McConaughey

    I mean honestly, how can you not love Kate Hudson and Mathew McConaughey in a movie together? FYI, I can lose a guy in 10 days on my own, thank you very much.

  17. 17. 27 Dresses (2008)

    27 dresses ceremony scene

    "Always the bridesmaid, never the bride" seriously takes on a whole new meaning with this terribly funny movie. My favorite line is, "it must be so hard to watch your younger sister get married before you." Big yikes.

  18. 18. Gone With the Wind (1939)

    Gone with the Wind

    "You should be kissed, and often, and by someone who knows how." Wow, I mean, just wow.

  19. 19. Mamma Mia (2008)

    mamma mia three dads

    If you don't know this movie, do you even know good cinema?! I mean Mamma Mia gives you one girl, three dads, a great plot, and singing?! What more could you possibly ask for?

  20. 20. Love Jones (1997)

    Some say that love is like poetry and Love Jones exemplifies this perfectly. Nina, played by Nia Long, and Darius, played by Larenz Tate, play the perfectly unperfect couple who gives an inside look at love in your 20s – it's turbulent, it's steamy, and it's raw. This movie is a learning lesson about settling (or rather learning not to settle at all). 

  21. 21. When Harry Met Sally (1989)

    When Harry Met Sally

    When Harry Met Sally is a classic friendship-turned-relationship story. It is a must-see flick for everyone.

  22. 22. Legally Blonde (2001)

    Legally Blonde

    The epitome of a wonderful chick flick. From Elle Woods' sorority house scene to the video that got her into Harvard, Legally Blonde definitely deserves its spot on this list.

  23. 23. Breakfast at Tiffany’s (1961)

    breakfast at tiffanys back

    Audrey Hepburn is an icon. She made elbow high gloves a thing and truthfully, those little bun tiaras are too cute! Audrey shows us that being an independent woman takes little effort.

  24. 24. Sixteen Candles (1984)

    Sixteen Candles cake scene

    This movie has all of the flair of a classic love story with a great sense of humor. It’s a great rendition of those awkward teenage years.

  25. 25. Dirty Dancing (1987)

    Dirty Dancing

    Patrick Swayze is incredible... and so is the music. Dirty Dancing always guarantees a fun night.

  26. 26. Bridesmaids (2011)

    bridesmaids kristen wiig drunk plane scene

    This modern comedy will have you rolling on the floor laughing. Bridesmaids has three comedy staples: Kristin Wiig, Maya Rudolph, and Melissa McCarthy – the comedic trinity. Quick, name that scene: "help me, I'm poor."

  27. 27. Pretty Woman (1990)

    Pretty Woman shopping scene

    Julia Roberts’ interesting career choice makes this movie hilarious and romantic. Never ever judge a book by its cover, ok? That would be a "big mistake, huge mistake."

  28. 28. Titanic (1997)

    titanic im flying scene

    Titanic is possibly one of the saddest and most romantic movies of all time. It's a long one, so so curl up with a blanket and a snack, but don’t forget your Kleenex. It'll make you wonder, "could they really have both fit?" IYKYK.

  29. 29. Bring It On (2000)

    Bring It On Kirsten Dunst

    This movie is literally the only cheerleading movie that matters. It is the movie of all movies that will make you highly appreciate the sport itself. Bring It On gives you so many lessons to choose from ranging from hard work and determination, being original, and even, not stealing black culture (which is still totally relevant in 2020). Kirsten Dunst will always have a special place in my heart from her role as Torrence and nobody had a more important role than the "spirit stick." Alexa, play "Brrr, it's cold in here."

  30. 30. Someone Great (2019)

    Someone Great Netflix

    Think about the last time you got your heartbroken. Super painful right? Did you have your girls and an earful full of tears? This R-rated film reminds you that that's okay. Someone Great gives the very realistic side of a breakup because not everything is ideal but everything will be okay in the end. Raise your glass because this movie is real af and you'll appreciate it.

Okay, make sure you pick me up at seven, okay? I want to watch too!