The Best 50 Romantic Comedy Movies of All Time

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1.
Shakespeare in Love (1998)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A young Shakespeare, out of ideas and short of cash, meets his ideal woman and is inspired to write one of his most famous plays. (123 mins.)
Director: John Madden
 
2.
Breakfast at Tiffany's (1961)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
A young New York socialite becomes interested in a young man who has moved into her apartment building. (115 mins.)
Director: Blake Edwards
 
3.
Amélie (2001)
    1 2 3 4 5 6 7 8 9 10 8.4/10 X  
Amélie is an innocent and naive girl in Paris with her own sense of justice. She decides to help those around her and, along the way, discovers love. (122 mins.)
 
4.
Annie Hall (1977)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
Neurotic New York comedian Alvy Singer falls in love with the ditzy Annie Hall. (93 mins.)
Director: Woody Allen
 
5.
Some Like It Hot (1959)
    1 2 3 4 5 6 7 8 9 10 8.3/10 X  
When two male musicians witness a mob hit, they flee the state in an all-female band disguised as women, but further complications set in. (120 mins.)
Director: Billy Wilder
 
6.
Manhattan (1979)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
The life of a divorced television writer dating a teenage girl is further complicated when he falls in love with his best friend's mistress. (96 mins.)
Director: Woody Allen
 
7.
Singin' in the Rain (1952)
    1 2 3 4 5 6 7 8 9 10 8.3/10 X  
A silent film production company and cast make a difficult transition to sound. (103 mins.)
 
8.
As Good as It Gets (1997)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
A single mother/waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery. (139 mins.)
Director: James L. Brooks
 
9.
Roman Holiday (1953)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
A bored and sheltered princess escapes her guardians and falls in love with an American newsman in Rome. (118 mins.)
Director: William Wyler
 
10.
You've Got Mail (1998)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
Two business rivals who despise each other in real life unwittingly fall in love over the Internet. (119 mins.)
Director: Nora Ephron
 
11.
Pretty Woman (1990)
    1 2 3 4 5 6 7 8 9 10 6.9/10 X  
A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love. (119 mins.)
Director: Garry Marshall
 
12.
Love Actually (2003)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
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. (135 mins.)
Director: Richard Curtis
 
13.
Sleepless in Seattle (1993)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A recently widowed man's son calls a radio talk-show in an attempt to find his father a partner. (105 mins.)
Director: Nora Ephron
 
14.
Overboard (1987)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
A cruel but beautiful heiress screws over a hired carpenter, who later is the first one to find her when she gets amnesia. Looking for a little revenge he convinces her that she's his wife. (106 mins.)
Director: Garry Marshall
 
15.
City Lights (1931)
    1 2 3 4 5 6 7 8 9 10 8.6/10 X  
With the aid of a wealthy erratic tippler, a dewy-eyed tramp who has fallen in love with a sightless flower girl accumulates money to be able to help her medically. (87 mins.)
Director: Charles Chaplin
 
16.
10 Things I Hate About You (1999)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
A pretty, popular teenager can't go out on a date until her ill-tempered older sister does. (97 mins.)
Director: Gil Junger
 
17.
The Seven Year Itch (1955)
    1 2 3 4 5 6 7 8 9 10 7.2/10 X  
When his family goes away for the summer, a so far faithful husband is tempted by a beautiful neighbor. (105 mins.)
Director: Billy Wilder
 
18.
My Big Fat Greek Wedding (2002)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
A young Greek woman falls in love with a non-Greek and struggles to get her family to accept him while she comes to terms with her heritage and cultural identity. (95 mins.)
Director: Joel Zwick
 
19.
There's Something About Mary (1998)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
A man gets a chance to meet up with his dream girl from high school, even though his date with her back then was a complete disaster. (119 mins.)
 
20.
When Harry Met Sally... (1989)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship. (96 mins.)
Director: Rob Reiner
 
21.
It Happened One Night (1934)
    1 2 3 4 5 6 7 8 9 10 8.2/10 X  
A spoiled heiress running away from her family is helped by a man who is actually a reporter in need of a story. (105 mins.)
Director: Frank Capra
 
22.
Four Weddings and a Funeral (1994)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
Over the course of five social occasions, a committed bachelor must consider the notion that he may have discovered love. (117 mins.)
Director: Mike Newell
 
23.
Adam's Rib (1949)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
Domestic and professional tensions mount when a husband and wife work as opposing lawyers in a case involving a woman who shot her husband. (101 mins.)
Director: George Cukor
 
24.
Moonstruck (1987)
    1 2 3 4 5 6 7 8 9 10 7.1/10 X  
Loretta Castorini, a book keeper from Brooklyn, New York, finds herself in a difficult situation when she falls for the brother of the man she has agreed to marry. (102 mins.)
Director: Norman Jewison
 
25.
Ninotchka (1939)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
A stern Russian woman sent to Paris on official business finds herself attracted to a man who represents everything she is supposed to detest. (110 mins.)
Director: Ernst Lubitsch
 
26.
Notting Hill (1999)
    1 2 3 4 5 6 7 8 9 10 7.0/10 X  
The life of a simple bookshop owner changes when he meets the most famous film star in the world. (124 mins.)
Director: Roger Michell
 
27.
The Grand Budapest Hotel (2014)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
The adventures of Gustave H, a legendary concierge at a famous hotel from the fictional Republic of Zubrowka between the first and second World Wars, and Zero Moustafa, the lobby boy who becomes his most trusted friend. (99 mins.)
Director: Wes Anderson
 
28.
Chocolat (2000)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
A woman and her daughter open a chocolate shop in a small French village that shakes up the rigid morality of the community. (121 mins.)
 
29.
La Dolce Vita (1960)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
A series of stories following a week in the life of a philandering paparazzo journalist living in Rome. (174 mins.)
 
30.
Jerry Maguire (1996)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
When a sports agent has a moral epiphany and is fired for expressing it, he decides to put his new philosophy to the test as an independent with the only athlete who stays with him. (139 mins.)
Director: Cameron Crowe
 
31.
The Philadelphia Story (1940)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
When a rich woman's ex-husband and a tabloid-type reporter turn up just before her planned remarriage, she begins to learn the truth about herself. (112 mins.)
Director: George Cukor
 
32.
Cyrano de Bergerac (1990)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
Embarrassed by his large nose, a romantic poet/soldier romances his cousin by proxy. (137 mins.)
 
33.
The Family Man (2000)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A fast-lane investment broker, offered the opportunity to see how the other half lives, wakes up to find that his sports car and girlfriend have become a mini-van and wife. (125 mins.)
Director: Brett Ratner
 
34.
Sabrina (1954)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
A playboy becomes interested in the daughter of his family's chauffeur, but it's his more serious brother who would be the better man for her. (113 mins.)
Director: Billy Wilder
 
35.
The Wedding Singer (1998)
    1 2 3 4 5 6 7 8 9 10 6.8/10 X  
Robbie, a singer, and Julia, a waitress, are both engaged, but to the wrong people. Fortune intervenes to help them discover each other. (95 mins.)
Director: Frank Coraci
 
36.
Groundhog Day (1993)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
A weatherman finds himself inexplicably living the same day over and over again. (101 mins.)
Director: Harold Ramis
 
37.
Midnight in Paris (2011)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
While on a trip to Paris with his fiancée's family, a nostalgic screenwriter finds himself mysteriously going back to the 1920s everyday at midnight. (94 mins.)
Director: Woody Allen
 
38.
While You Were Sleeping (1995)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A hopeless romantic Chicago Transit Authority token collector is mistaken for the fiancée of a coma patient. (103 mins.)
Director: Jon Turteltaub
 
39.
Hitch (2005)
    1 2 3 4 5 6 7 8 9 10 6.6/10 X  
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. (118 mins.)
Director: Andy Tennant
 
40.
Death Becomes Her (1992)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
When a woman learns of an immortality treatment, she sees it as a way to outdo her long-time rival. (104 mins.)
Director: Robert Zemeckis
 
41.
My Best Friend's Wedding (1997)
    1 2 3 4 5 6 7 8 9 10 6.3/10 X  
When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding. (105 mins.)
Director: P.J. Hogan
 
42.
(500) Days of Summer (2009)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
An offbeat romantic comedy about a woman who doesn't believe true love exists, and the young man who falls for her. (95 mins.)
Director: Marc Webb
 
43.
Six Days Seven Nights (1998)
    1 2 3 4 5 6 7 8 9 10 5.8/10 X  
Robin Monroe, a New York magazine editor, and the gruff pilot Quinn Harris must put aside their mutual dislike if they are to survive after crash landing on a deserted South Seas island. (98 mins.)
Director: Ivan Reitman
 
44.
What Women Want (2000)
    1 2 3 4 5 6 7 8 9 10 6.4/10 X  
After an accident, a chauvinistic executive gains the ability to hear what women are really thinking. (127 mins.)
Director: Nancy Meyers
 
45.
Runaway Bride (1999)
    1 2 3 4 5 6 7 8 9 10 5.5/10 X  
A reporter is assigned to write a story about a woman who has left a string of fiances at the altar. (116 mins.)
Director: Garry Marshall
 
46.
Bruce Almighty (2003)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A guy who complains about God too often is given almighty powers to teach him how difficult it is to run the world. (101 mins.)
Director: Tom Shadyac
 
47.
Bridget Jones's Diary (2001)
    1 2 3 4 5 6 7 8 9 10 6.7/10 X  
A British woman is determined to improve herself while she looks for love in a year in which she keeps a personal diary. (97 mins.)
Director: Sharon Maguire
 
48.
An Affair to Remember (1957)
    1 2 3 4 5 6 7 8 9 10 7.6/10 X  
A couple falls in love and agrees to meet in six months at the Empire State Building - but will it happen? (115 mins.)
Director: Leo McCarey
 
49.
Charade (1963)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
Romance and suspense ensue in Paris as a woman is pursued by several men who want a fortune her murdered husband had stolen. Who can she trust? (113 mins.)
Director: Stanley Donen
 
50.
Splash (1984)
    1 2 3 4 5 6 7 8 9 10 6.2/10 X  
A young man is reunited with a mermaid who saves him from drowning as a boy and falls in love not knowing who/what she is. (111 mins.)
Director: Ron Howard