Entertainment
The Best Romantic Comedies Of The 2000s
List Rules
Vote up your favorite rom-coms released between 2000 and 2009.
These are the best 2000s romantic comedies, ranked from best to worst by user votes. Some of these great 2000s romantic comedies feature main characters that just can't do anything right but find love nonetheless, and there are others on this list that see their heroes looking for love in all the wrong places. Many of the greatest 2000s romantic comedies even inspired sequels, and even highly lucrative franchises.
What films will you find on this best 2000s romcom list? Love Actually is one of the best. Taking place over the holiday season, this early 2000s chick flick finds the funny in love through several intersecting storylines. Wedding Crashers, starring Vince Vaughn and Owen Wilson, is another great romantic comedy from the 2000s.
Judd Apatow always makes hilarious R-Rated comedies, but he also shared a sweet romantic story in his film The 40-Year-Old Virgin. Other good movies that are featured on this top '00s romantic comedies list include 50 First Dates, Hitch and Fever Pitch.
What 2000s romantic comedy film is your favorite? Give the best movies a thumbs up and get in on the conversation in the comments section.
list ordered by
- Faced with deportation to her native Canada, high-powered book editor Margaret Tate (Sandra Bullock) says she's engaged to marry Andrew Paxton (Ryan Reynolds), her hapless assistant. Andrew agrees to ...more
- Shy San Francisco teenager Mia Thermopolis (Anne Hathaway) is thrown for a loop when, from out of the blue, she learns the astonishing news that she's a real-life princess! As the heir apparent to ...more
- Perennial bridesmaid Jane (Katherine Heigl) always puts the needs of others before her own, making her the go-to gal whenever someone needs help with wedding plans. So when Jane's younger sister Tess ...more
- An advice columnist, Andie Anderson (Kate Hudson), tries pushing the boundaries of what she can write about in her new piece about how to get a man to leave you in 10 days. Her editor, Lana (Bebe ...more
- Elle Woods (Reese Witherspoon) has it all. She wants nothing more than to be Mrs. Warner Huntington III. But there is one thing stopping him (Matthew Davis) from proposing: She is too blond. Elle ...more
- A girl who's sick of the social strictures of junior high is transformed into a grownup overnight. In this feel-good fairy tale, teenager Jenna (Christa B. Allen) wants a boyfriend, and when she's ...more
- When a terrorist threatens to bomb the Miss United States pageant, the FBI rushes to find a female agent to go under cover as a contestant. Unfortunately, Gracie is the only female FBI agent who can ...more
- Viola Johnson (Amanda Bynes) is in a real jam. Complications threaten her scheme to pose as her twin brother, Sebastian, and take his place at a new boarding school. She falls in love with her ...more
- Will Hayes (Ryan Reynolds), a thirtysomething Manhattanite, is in the middle of divorce proceedings when his young daughter (Abigail Breslin) asks him about his life before marriage, including how he ...more
- New York fashion designer Melanie (Reese Witherspoon) suddenly finds herself engaged to the city's most eligible bachelor. But Melanie's past holds many secrets, including Jake (Josh Lucas), the ...more
- On a magical night when they are in in their 20s, Jonathan (John Cusack) meets Sara (Kate Beckinsale). He finds it love at first sight, but Sara believes in destiny. After 10 years the two -- with ...more
- Like many New York City gals, Rebecca Bloomwood (Isla Fisher) loves to shop. The trouble is, she shops so much that she is drowning in debt. Rebecca would love to work at the city's top fashion ...more
- Dedicated environmental lawyer Lucy Kelson (Sandra Bullock) goes to work for billionaire George Wade (Hugh Grant) as part of a deal to preserve a community center. Indecisive and weak-willed George ...more
- Mia (Anne Hathaway), still coming to terms with her life as a princess, graduates from Princeton. She returns to Genovia, and her best friend, Lilly (Heather Matarazzo), goes with her. When they ...more
- Nine intertwined stories examine the complexities of the one emotion that connects us all: love. Among the characters explored are David (Hugh Grant), the handsome newly elected British prime ...more
- Baltimore-based friends and lovers, all in their 20s and 30s, try to navigate their way through the complexities of modern relationships. Beth (Jennifer Aniston) wants commitment from Neil (Ben ...more
- Playboy vet Henry sets his heart on romancing Lucy, but she has short-term memory loss; she can't remember anything that happened the day before. So every morning, Henry has to woo her again. Her ...more
- At the start of the New Year, 32-year-old Bridget (Renée Zellweger) decides it's time to take control of her life -- and start keeping a diary. Now, the most provocative, erotic and hysterical book ...more
- With the wedding of her younger sister (Amy Adams) fast approaching, Kat Ellis (Debra Messing) faces the undesirable prospect of traveling alone to London for the ceremony. While this is bad enough, ...more
- 20Dating coach Alex "Hitch" Hitchens (Will Smith) mentors a bumbling client, Albert (Kevin James), who hopes to win the heart of the glamorous Allegra Cole (Amber Valletta). While Albert makes ...more
- Donna (Meryl Streep), an independent hotelier in the Greek islands, is preparing for her daughter's wedding with the help of two old friends. Meanwhile Sophie, the spirited bride, has a plan. She ...more
- While celebrating her newest and most lucrative account -- the wedding of Internet tycoon Fran Donelly (Bridgette Wilson-Sampras) -- Mary (Jennifer Lopez) is rescued from a near-fatal collision with ...more
- Jeremy (Vince Vaughn) and John (Owen Wilson) are divorce mediators who spend their free time crashing wedding receptions. For the irrepressible duo, there are few better ways to drink for free and ...more
- Banished by an evil queen, Princess Giselle (Amy Adams) from a fairy-tale world lands in modern Manhattan, where music, magic and "happily ever after" are sorely lacking. She is adrift in this ...more
- The story of Marisa Ventura (Jennifer Lopez), a single mother born and bred in the boroughs of New York City, who works as a maid in a first-class Manhattan hotel. By a twist of fate and mistaken ...more
