Currently having a chick flick marathon with my daughters... these are our favorites from the 2000s! Wedding Planner Sweet Home Alabama How to Lose a Guy in 10 Days 13 Going on 30 Hitch The Holiday Confessions of a Shopaholic 27 Dresses Answer from Exciting_Bee7020 on reddit.com
🌐
IMDb
imdb.com › list › ls023992166
2000's RomComs
A cocky, chauvinistic advertising executive magically acquires the ability to hear what women are thinking · An English Duke from 1876 is inadvertently dragged to modern day New York where he falls for a plucky advertising executive · Despite being caught in her imaginative world, young waitress ...
🌐
Marie Claire
marieclaire.com › culture › movies
25 Great 2000s Rom-Coms to Bring on the Nostalgia and Put You in Your Feelings
August 21, 2025 - These are the best rom-coms from the 2000s. Here are the iconic aughts movies worth watching, including classics starring Matthew McConaughey and Sandra Bullock.
🌐
Harper's BAZAAR
harpersbazaar.com › culture › film, tv & theatre › the definitive list of the best romantic comedies made in the 2000s
The 20 Best Romantic Comedies Made in the 2000s
October 9, 2024 - But, the formula that the ‘90s may have originally concocted was ultimately perfected by the 2000s. Romantic comedies made in the new millennium just hit different. They typically star a line-up of hardworking, cosmopolitan women (See: Andie Anderson in How to Lose a Guy in 10 Days, or Sara Melas in Hitch), and a charming love interest who inevitably wrecks the dating expectations of generations to come (I'm looking at you, Mark Ruffalo in 13 Going on 30). Overall, the decade between 2000 and 2010 spawned some of the most romantic movies that Hollywood has ever seen, and helped to cement the movie star status of some of our favorite leading ladies, including Anne Hathaway, Jennifer Lopez, and Kate Hudson.
🌐
Cosmopolitan
cosmopolitan.com › pop culture › movies › if you haven’t watched these rom-coms, cancel all your plans
31 Best Rom-Coms from Early 2000s
3 weeks ago - From 2000 through 2010, we were all gifted with some of the best rom-coms to grace the big screen: think classics like How To Lose A Guy In 10 Days, 13 Going On 30, The Proposal, Love Actually, and Bridget Jones' Diary, just to name a few. But there's a long legacy of romantic comedies that ...
🌐
GamesRadar+
gamesradar.com › entertainment › movies › rom coms
The 32 greatest 2000s rom-coms | GamesRadar+
December 27, 2024 - ... There isn't a more quintessential 2000s rom-com than Along Came Polly. Ben Stiller stars as an insurance risk analyst named Reuben whose newlywed wife (Debra Messing) cheats on him during their honeymoon. Heartbroken, Reuben returns to New York alone when he runs into an old ...
🌐
IMDb
imdb.com › list › ls070902073
The best romance/romantic comedies of the 90s/2000s
List your movie, TV & celebrity picks. ... Two North Carolina teens, Landon Carter and Jamie Sullivan, are thrown together after Landon gets into trouble and is sentenced to perform community service.DirectorAdam ShankmanStarsMandy MooreShane WestPeter Coyote ... A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend.
🌐
Movies Anywhere
moviesanywhere.com › collection › rom-com-00s-collection
Romantic Comedies: 2000 - 2009 Collection on Movies Anywhere | Movies Anywhere
Watch movies online with Movies Anywhere. Stream movies from Disney, Fox, Sony, Universal, and Warner Bros. Connect your digital accounts and import your movies from Apple iTunes, Amazon Prime Video, Fandango at Home, Xfinity, Google Play/YouTube, Verizon Fios TV, and DIRECTV.
Find elsewhere
🌐
Reddit
reddit.com › r/movies › help finding 2000s rom-com/feel good movies
r/movies on Reddit: Help finding 2000s rom-com/feel good movies
March 21, 2025 -

Hey there! So, I have a week off, and I want to binge-watch as many movies as possible. I’d really appreciate some recommendations for films similar to The Princess Diaries, The Devil Wears Prada, Mean Girls, and Legally Blonde. Basically, I’m looking for 2000s English rom-coms or feel-good movies that have the same vibe. Bonus points if they’re available on Disney+ Hotstar, but I’m open to other options too (including ahem less official sources). Let me know your suggestions!

🌐
The Knot
theknot.com › ideas & advice › news
The Best 2000s Rom-Coms for a Feel-Good Movie Night
February 17, 2025 - From early 2000s rom coms to 500 Days of Summer, here's The Knot's definitive list of must-see rom coms from the 2000s & where to watch them.
🌐
/Film
slashfilm.com › 2065042 › best-2000s-rom-coms-ranked
15 Best Rom-Coms Of The 2000s, Ranked - SlashFilm
3 days ago - In terms of movies, many will flock to romantic comedies like "It Happened One Night," "When Harry Met Sally," or "To All the Boys I've Loved Before" to get their fix. And though every generation has its own favorites, many out there turn to the 2000s for some of the most memorable rom-coms ...
🌐
IMDb
imdb.com › list › ls093184561
2000s Rom Coms and Chick Flicks
Unpopular schoolgirl Jenna Rink makes an unusual wish on her birthday. Miraculously, her wish comes true and the 13-year-old Jenna wakes up the next day as a 30-year-old woman.DirectorGary WinickStarsJennifer GarnerMark RuffaloJudy Greer
🌐
IMDb
imdb.com › list › ls505510638
90s - Early 2000s RomCom
A buttoned-up newlywed finds his strictly organized life descend into chaos when he falls in love with an old classmate.DirectorJohn HamburgStarsBen StillerJennifer AnistonDebra Messing
🌐
PureWow
purewow.com › entertainment › 2000s-rom-coms
25 2000s Rom-Coms That’ll Make You Believe Love Still Exists
July 24, 2024 - Love…that elusive, four-letter word. Sometimes it feels like we’ll never find it—but these 25 2000s rom coms will make you believe it still exists, from ‘How to Lose a Guy in 10 Days’ to ‘Sweet Home Alabama.’
🌐
Medium
anushkagopal07.medium.com › why-well-never-get-over-the-hollywood-romcoms-of-the-2000s-cff42181745d
Why We’ll Never Get Over the Hollywood RomComs of the Early 2000's | by Anushka | Medium
August 30, 2024 - There’s something about these films — The Devil Wears Prada, Love Actually, Notting Hill, 10 Things I Hate About You, My Big Fat Greek Wedding, The Princess Diaries, Legally Blonde, Mamma Mia!…they’re not just movies, they’re a time capsule of an era where love, humour and heartfelt ...
🌐
Katie Couric
katiecouric.com › home › movies & tv › 18 best romantic comedies from the early 2000s
18 Best Romantic Comedies from Early 2000s - Early 2000s Rom-Coms
March 27, 2025 - Our list of the 18 best early 2000s romantic comedies, including Legally Blonde & Hitch. These rom coms from the early 2000s are timeless.
🌐
Reddit
reddit.com › r/movies › rom-coms of the 2000’s
r/movies on Reddit: Rom-coms of the 2000’s
May 29, 2024 -

Im not the only one who feels this way, but the early 2000’s and maybe some of the 10’s had the best set of romantic comedies that i feel cant be replicated today.

They felt cheesy but not to the point where it ruined everything. They were cringe but not necessarily in a bad way. The only one that comes close for me lately is “anyone but you” and even then it was not the same.

Any movies you recommend that fit the vibe of the movies im talking about? Feel free to prove me wrong. Examples: -the wedding planner -what women want -sweet home alabama -how to lose a guy in 10 days -love actually -13 going on 30 And most importantly… -the holiday

🌐
Ranker
ranker.com › home › film › movies › the best romantic comedies of the 2000s, ranked by fans
The Best Romantic Comedies Of The 2000s, Ranked By Fans
October 15, 2025 - The Worst Boyfriends In Rom-Com Movies, Ranked ... Rom-Com Actors Who Went Dark For A Role And Nai... ... MGM Distribution Co. ... Vote up your favorite rom-coms released between 2000 and 2009. Nostalgia pairs well with love and laughter, especially when it comes to the best 2000s rom-coms.
🌐
Cosmopolitan
cosmopolitan.com › pop culture › movies › if you haven’t watched these rom-coms, cancel all your plans
The 40 Romantic Comedies We Keep Coming Back To
3 weeks ago - From 2000 through 2010, we were all gifted with some of the best rom-coms to grace the big screen: think classics like How To Lose A Guy In 10 Days, 13 Going On 30, The Proposal, Love Actually, and Bridget Jones' Diary, just to name a few. But there's a long legacy of romantic comedies that ...