Romantic Comedies Since 2000by jesicabloom | created - 22 Jun 2011 | updated - 14 Jul 2012 | Public
- Instant Watch Options
- Movies or TV
- IMDb Rating
- In Theaters
- On TV
- Release Year
1. Return to Me (2000)
PG | 115 min | Comedy, Drama, Romance
A man who falls in love with the woman who received his wife's heart must decide which woman it is who holds his heart.
Votes: 18,070 | Gross: $32.66M
2. Coyote Ugly (2000)
PG-13 | 100 min | Comedy, Drama, Music
Aspiring songwriter Violet Sanford, after getting a job at a women-run NYC bar that teases its male patrons, comes out of her shell.
Votes: 99,019 | Gross: $60.79M
4. Miss Congeniality (2000)
PG-13 | 109 min | Action, Comedy, Crime
An F.B.I. Agent must go undercover in the Miss United States beauty pageant to prevent a group from bombing the event.
Votes: 162,271 | Gross: $106.81M
5. The Wedding Planner (2001)
PG-13 | 103 min | Comedy, Romance
Mary Fiore is San Francisco's most successful supplier of romance and glamor. She knows all the tricks. She knows all the rules. But then she breaks the most important rule of all: she falls in love with the groom.
Votes: 69,062 | Gross: $60.40M
8. Get Over It (2001)
PG-13 | 87 min | Comedy, Romance
A high school senior's girlfriend breaks up. His friends try to make him think of something else. His friend's sister Kelly helps him with the school musical. Spending time with Kelly has an effect.
Votes: 16,713 | Gross: $11.56M
9. Someone Like You... (2001)
PG-13 | 97 min | Comedy, Romance
After being jilted by her boyfriend, a talk show talent scout writes a column on the relationship habits of men which gains her national fame.
Votes: 21,877 | Gross: $27.34M
10. Bridget Jones's Diary (2001)
R | 97 min | Comedy, Drama, Romance
A British woman is determined to improve herself while she looks for love in a year in which she keeps a personal diary.
Votes: 199,604 | Gross: $71.54M
11. Legally Blonde (2001)
PG-13 | 96 min | Comedy, Romance
Elle Woods, a fashionable sorority queen is dumped by her boyfriend. She decides to follow him to law school, while she is there she figures out that there is more to her than just looks.
Votes: 156,957 | Gross: $96.52M
12. Two Can Play That Game (2001)
R | 90 min | Comedy, Romance
An arrogant career woman plays a series of heartless mind-games with her boyfriend to "put him in line," only to discover that he has a few tricks up his own sleeve.
Votes: 5,685 | Gross: $22.24M
13. Serendipity (2001)
PG-13 | 90 min | Comedy, Romance
A couple search for each other years after the night they first met, fell in love, and separated, convinced that one day they'd end up together.
Votes: 95,934 | Gross: $50.29M
14. Kate & Leopold (2001)
PG-13 | 118 min | Comedy, Fantasy, Romance
An English Duke from 1876 is inadvertedly dragged to modern day New York where he falls for a plucky advertising executive.
Votes: 72,442 | Gross: $47.12M
15. The Sweetest Thing (2002)
R | 88 min | Comedy, Romance
A girl finds she is forced to educate herself on the etiquette of wooing the opposite sex when she finally meets Mr. Right.
Votes: 50,757 | Gross: $24.72M
17. Sweet Home Alabama (2002)
PG-13 | 108 min | Comedy, Romance
A young woman who's reinvented herself as a New York City socialite must return home to Alabama to obtain a divorce from her husband, after seven years of separation.
Votes: 93,187 | Gross: $127.22M
19. Maid in Manhattan (2002)
PG-13 | 105 min | Comedy, Drama, Romance
A Senatorial candidate falls for a hotel maid, thinking she is a socialite, when he sees her trying on a wealthy woman's dress.
Votes: 76,497 | Gross: $94.01M
20. How to Lose a Guy in 10 Days (2003)
PG-13 | 116 min | Comedy, Romance
Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days. Andie Anderson covers the "How To" beat for "Composure" magazine and is assigned to write an article on "How to Lose a Guy in 10 days." They meet in a bar shortly after the bet is made.
Votes: 184,182 | Gross: $105.81M
21. Deliver Us from Eva (2003)
R | 105 min | Comedy, Drama, Romance
Eva Dandridge is a very uptight young woman who constantly meddles in the affairs of her sisters and their husbands. Her in-laws, who are tired of Eva interfering in their lives, decide to ... See full summary »
Votes: 5,891 | Gross: $17.33M
22. What a Girl Wants (2003)
PG | 105 min | Comedy, Drama, Family
An American teenager learns that her father is a wealthy British politician running for office. Although she is eager to find him, she realizes it could cause a scandal and cost him the election.
Votes: 53,577 | Gross: $35.99M
23. Love Actually (2003)
R | 135 min | Comedy, Drama, Romance
Follows the lives of eight very different couples in dealing with their love lives in various loosely interrelated tales all set during a frantic month before Christmas in London, England.
Votes: 367,442 | Gross: $59.70M
24. The Fighting Temptations (2003)
PG-13 | 123 min | Comedy, Drama, Music
A New York advertising executive travels to a small Southern town to collect an inheritance but finds he must create a gospel choir and lead it to success before he can collect.
Votes: 6,281 | Gross: $30.24M
26. Something's Gotta Give (2003)
PG-13 | 128 min | Comedy, Drama, Romance
A swinger on the cusp of being a senior citizen with a taste for young women falls in love with an accomplished woman closer to his age.
Votes: 100,882 | Gross: $124.73M
27. Chasing Liberty (2004)
PG-13 | 111 min | Comedy, Romance
Anna Foster has never had an ordinary life. At eighteen years old, she is the most protected girl in America; she is the First Daughter. Frustrated with her overprotective father, the ... See full summary »
Votes: 33,324 | Gross: $12.19M
28. Along Came Polly (2004)
PG-13 | 90 min | Comedy, Romance
A buttoned up newlywed finds his too organized life falling into chaos when he falls in love with an old classmate.
Votes: 116,265 | Gross: $88.10M
29. Win a Date with Tad Hamilton! (2004)
PG-13 | 95 min | Comedy, Romance
A small-town girl wins a date with a male celebrity through a contest. When the date goes better than expected, a love triangle forms between the girl, the male celebrity, and the girl's best friend.
Votes: 24,869 | Gross: $17.07M
30. 50 First Dates (2004)
PG-13 | 99 min | Comedy, Drama, Romance
Henry Roth is a man afraid of commitment up until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams, until he discovers she has short-term memory loss and forgets him the next day.
Votes: 296,685 | Gross: $120.91M
31. The Prince and Me (2004)
PG | 111 min | Comedy, Family, Romance
At college Paige meets Eddie, a fellow student from Denmark, whom she first dislikes but later accepts, likes, and loves; he proves to be Crown Prince Edvard. Paige follows him to Copenhagen, and he follows her back to school with a plan.
Votes: 35,118 | Gross: $28.18M
33. A Cinderella Story (2004)
PG | 95 min | Comedy, Family, Romance
Routinely exploited by her wicked stepmother, the downtrodden Sam Montgomery is excited about the prospect of meeting her Internet beau at the school's Halloween dance.
Votes: 72,644 | Gross: $51.44M
34. Saving Face (2004)
R | 91 min | Comedy, Drama, Romance
A Chinese-American lesbian and her traditionalist mother are reluctant to go public with secret loves that clash against cultural expectations.
Votes: 8,827 | Gross: $1.19M
35. Wimbledon (2004)
PG-13 | 98 min | Comedy, Romance, Sport
A pro tennis player has lost his ambition and has fallen in rank to 119. Fortunately for him, he meets a young player on the women's circuit who helps him recapture his focus for Wimbledon.
Votes: 55,907 | Gross: $17.00M
36. Bride & Prejudice (2004)
PG-13 | 122 min | Comedy, Drama, Musical
A modern adaptation of Jane Austen's classic novel, Pride and Prejudice, that features the lives of four unmarried daughters in an Indian family.
Votes: 18,767 | Gross: $6.60M
38. The Wedding Date (2005)
PG-13 | 90 min | Comedy, Romance
Single-girl anxiety causes Kat Ellis to hire a male escort to pose as her boyfriend at her sister's wedding. Her plan, an attempt to dupe her ex-fiancé, who dumped her a couple years prior, proves to be her undoing.
Votes: 43,923 | Gross: $31.73M
39. Hitch (I) (2005)
PG-13 | 118 min | Comedy, Romance
While helping his latest client woo the fine lady of his dreams, a professional "date doctor" finds that his game doesn't quite work on the gossip columnist with whom he's smitten.
Votes: 271,507 | Gross: $179.50M
40. Fever Pitch (2005)
PG-13 | 104 min | Comedy, Drama, Romance
Lindsay is stuck in the middle of her relationship with Ben and his passion for the Boston Red Sox.
Votes: 39,387 | Gross: $42.07M
41. The Baxter (2005)
PG-13 | 91 min | Comedy, Romance
In the style of a Howard Hawks comedy, Baxter follows the twists and turns of a young man's life during the two weeks before his wedding.
Votes: 4,442 | Gross: $0.18M
42. Monster-in-Law (2005)
PG-13 | 101 min | Comedy, Romance
The love life of Charlotte is reduced to an endless string of disastrous blind dates, until she meets the perfect man, Kevin. Unfortunately, his merciless mother will do anything to destroy their relationship.
Votes: 50,298 | Gross: $82.93M
43. Wedding Crashers (2005)
R | 119 min | Comedy, Romance
John Beckwith and Jeremy Grey, a pair of committed womanizers who sneak into weddings to take advantage of the romantic tinge in the air, find themselves at odds with one another when John meets and falls for Claire Cleary.
Votes: 307,504 | Gross: $209.22M
44. Must Love Dogs (2005)
PG-13 | 98 min | Comedy, Romance
A forty-something preschool teacher looks to the personals for a change of pace and a relationship, with hilarious results.
Votes: 28,732 | Gross: $43.89M
45. The 40-Year-Old Virgin (2005)
R | 116 min | Comedy, Romance
Goaded by his buddies, a nerdy guy who's never "done the deed" only finds the pressure mounting when he meets a single mother.
Votes: 352,164 | Gross: $109.45M
46. Imagine Me & You (2005)
R | 90 min | Comedy, Drama, Romance
A newlywed bride becomes infatuated with another woman, who questions her sexual orientation, promoting a stir among the bride's family and friends.
Votes: 26,684 | Gross: $0.67M
47. Just Like Heaven (2005)
PG-13 | 95 min | Comedy, Drama, Fantasy
A lonely landscape architect falls for the spirit of the beautiful woman who used to live in his new apartment.
Votes: 91,150 | Gross: $48.32M
49. Just Friends (I) (2005)
PG-13 | 96 min | Comedy, Romance