Best Romantic Comedies of the 2000s, Ranked
Nothing like a good romantic comedy to brighten your day. The movie industry knows that people love to laugh and they love romance. So, with that in mind, what could be more appealing to audiences than a romantic comedy? In our books, not much. Romantic comedies do a fantastic job of being hugely entertaining while being deeply emotional. That’s why we all keep coming back for more. There’s a rom-com for everyone, and if you’re looking for the right one, maybe look to the all-too-iconic 2000s.
A really good romantic comedy that doesn’t take itself too seriously. You need the fun of an extravagant best friend or a fake date plot as well as the seriousness of an old family trauma or a breakup. If we look back to the 2000s, the rom-com movie genre was alive and thriving. If you’re looking to laugh, fall in love, and maybe even cry a little, we’ve put together a list of some of the best rom-coms of the 2000s (the golden age of rom-coms) that we know will scratch that itchy rom-com.
13 He’s just not very interested
Dating these days can be tough, and for the women of the 2009 romantic comedy He’s just not very interested, romance, love and relationships can look like many different things. This film presents love and romance in all their complicated forms by making us laugh, tell stories and fall in love. This film also features a fantastic cast with Jennifer Aniston, Ben Affleck, Ginnifer Goodwin, Jennifer Connelly, Bradley Cooper, Drew Barrymore and Scarlett Johansson.
12 Made in Manhattan
By now, we pretty much all know that when it comes to Jennifer Lopez’s acting career, she’s no stranger to the romantic comedy genre. Made in Manhattan is an excellent portrayal of what a romantic comedy looked like in the early 2000s. Lopez plays Marisa Ventura, a New York-born woman, single mother, and maid at a posh city hotel. You could call it fate, but she meets Christopher Marshall, played by Ralph Fiennes, and the two get caught up in a whirlwind romance.
11 How to lose a guy in 10 days
The rom-com conversation can’t be complete without paying homage to How to lose a guy in 10 days. This film, starring Kate Hudson and Matthew McConaughey, was released in 2003 and is what our romantic comedy dreams are made of. Basically you get a woman who is convinced she has the steps necessary to make any man leave you in ten days paired with a man who is convinced he could get any woman to fall in love with him in ten days.
ten She is the man
Amanda Bynes makes it clear to us that she is the man in this movie. She is the man is the perfect romantic comedy any time of the year. It incorporates comedy, wit, charm, a kind of love square and a young Channing Tatum. What more could you want? Bynes plays Viola, a young girl tasked with impersonating her brother at a boarding school. As you might expect, this is pretty much a recipe for disaster, but also for a blossoming romance.
9 Mama Mia!
A romantic comedy is already corny. Well, if you mix punchy songs and some dance numbers, you’re going to hit a new level. Mama Mia! how could we resist you? Mama Mia! was released in 2008 and follows the mother-daughter relationship between Donna (Meryl Streep) and Sophie (Amanda Seyfried). Sophie is about to get married, but not before bringing in men from her mother’s past to hopefully find her real father. If you haven’t seen it yet, this one won’t disappoint.
What do you get when a bestselling book editor, played by Sandra Bullock, falsely announces a fake engagement to her assistant, played by Ryan Reynolds? We get 2009 Proposal. Bullock and Reynolds have an undeniable chemistry in this movie that makes this movie incredibly engaging and fun. When you have a fake date plot, it’s pretty hard to miss, and Proposal is absolutely fantastic.
seven 50 first dates
The duet between Adam Sandler and Drew Barrymore will go down in romantic comedy history. 2004 was the year that so graciously gave us 50 first dates. This film follows a woman who is the victim of an accident that causes her to lose her short-term memory. So every day, Henry (Sandler) is tasked with winning back her affection, essentially convincing her that they are in fact lovers despite her not knowing who he is. This movie is funny, heartfelt, and just a really solid romantic comedy.
Will Smith’s long and fantastic career has seen him in a variety of roles. However, none of them are quite like Coupling. Smith plays relationship coach Alex Hitchens, whose new client tries to bring down Allegra Cole, played by Amber Valetta, who loves him. With everything going on, Alex has his own relationship struggles. At this point every rom-com fan should check Coupling.
5 13 Ongoing 30
Jennifer Garner and Mark Ruffalo are a match made in romantic comedy heaven. 13 Ongoing 30 is a film that we will not stop recommending because it is so good. This movie follows a young girl who just can’t take the pressures of college anymore. She then wakes up as a grown adult and all hell pretty much breaks loose. If you want a new and exciting rom-com, this just might be it.
4 Bridget Jones Diary
New Year’s Day is pretty much a time for everyone to get a fresh start. For Bridget Jones, played by the fantastic Renée Zellweger, it’s time to take control of her life and keep a diary. Keeping a journal means that all of his innermost thoughts, opinions and questions are littered in it and how that translates into his life choices are pretty much the ingredients of this incredible romantic comedy. Bridget Jones Diary is available to watch on Netflix.
3 knocked up
Come on, every great romance has to start with a one-night stand, right? knocked up follows Alison Scott, a young journalist who faces her future when she becomes pregnant after a one-night stand with Ben Stone who, at first glance, is not the best candidate to raise a child. However, when faced with being a single mother or giving Ben a chance, Alison opts for the latter. This iconic 2007 romantic comedy stars the hilarious duo of Katherine Heigl and Seth Rogen.
Delighted came out in 2007, and we’re still obsessed with it. by Disney Delighted follows a princess (Amy Adams) as she is sent away from the kingdom of Andalusia and New York by an evil queen. She’s forced to adjust to life in the big city, stumbling upon new experiences, friendships, and the chance for true love. Oh, did we also mention there’s music? And, 15 years after the film’s release, we will have a sequel (Disillusioned) Later this year!
1 My Fat Greek Wedding
My Fat Greek Wedding is on his own throne in the romantic comedy cinematic universe. Nia Vardalos and John Corbett are absolutely magical in this movie. Vardalos plays Toula Portokalos, who, predictably, falls in love. However, it will not be a quick and easy bliss for the couple as he is not 100% Greek and vegetarian, which might not suit his family. This movie was so iconic that having a sequel is basically a no-brainer. My Fat Greek Wedding 2 was released in 2016 and, per Bustle, the third installment is on the way.