Best Comedies

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1.
The Apartment (1960)
    1 2 3 4 5 6 7 8 9 10 8.3/10 X  
A man tries to rise in his company by letting its executives use his apartment for trysts, but complications and a romance of his own ensue. (125 mins.)
Director: Billy Wilder
 
2.
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
 
3.
Bringing Up Baby (1938)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
While trying to secure a $1 million donation for his museum, a befuddled paleontologist is pursued by a flighty and often irritating heiress and her pet leopard, Baby. (102 mins.)
Director: Howard Hawks
 
4.
Tootsie (1982)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
Michael Dorsey, an unsuccessful actor, disguises himself as a woman in order to get a role on a trashy hospital soap. (116 mins.)
Director: Sydney Pollack
 
5.
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.)
 
6.
Breakfast at Tiffany's (1961)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
A young New York socialite becomes interested in a young man who has moved into her apartment building. (115 mins.)
Director: Blake Edwards
 
7.
Love in the Afternoon (1957)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
A middle-aged playboy becomes fascinated by the daughter of a private detective who has been hired to entrap him with the wife of a client. (130 mins.)
Director: Billy Wilder
 
8.
To Be or Not to Be (1942)
    1 2 3 4 5 6 7 8 9 10 8.2/10 X  
During the Nazi occupation of Poland, an acting troupe becomes embroiled in a Polish soldier's efforts to track down a German spy. (99 mins.)
Director: Ernst Lubitsch
 
9.
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
 
10.
One, Two, Three (1961)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
In West Berlin during the Cold War, a Coca-Cola executive is given the task of taking care of his boss' socialite daughter. (115 mins.)
Director: Billy Wilder
 
11.
American Beauty (1999)
    1 2 3 4 5 6 7 8 9 10 8.4/10 X  
A sexually frustrated suburban father has a mid-life crisis after becoming infatuated with his daughter's best friend. (122 mins.)
Director: Sam Mendes
 
12.
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
 
13.
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
 
14.
Chasing Amy (1997)
    1 2 3 4 5 6 7 8 9 10 7.3/10 X  
Holden and Banky are comic book artists. Everything's going good for them until they meet Alyssa, also a comic book artist. Holden falls for her, but his hopes are crushed when he finds out she's gay. (113 mins.)
Director: Kevin Smith
 
15.
Rushmore (1998)
    1 2 3 4 5 6 7 8 9 10 7.7/10 X  
The extracurricular king of Rushmore preparatory school is put on academic probation. (93 mins.)
Director: Wes Anderson
 
16.
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
 
17.
Irma la Douce (1963)
    1 2 3 4 5 6 7 8 9 10 7.4/10 X  
In Paris, a former policeman falls in love with a prostitute, and tries to get her out of that life by paying for all of her time. (147 mins.)
Director: Billy Wilder
 
18.
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
 
19.
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
 
20.
The Graduate (1967)
    1 2 3 4 5 6 7 8 9 10 8.0/10 X  
A disillusioned college graduate finds himself torn between his older lover and her daughter. (106 mins.)
Director: Mike Nichols
 
21.
The Hangover (2009)
    1 2 3 4 5 6 7 8 9 10 7.8/10 X  
Three buddies wake up from a bachelor party in Las Vegas, with no memory of the previous night and the bachelor missing. They make their way around the city in order to find their friend before his wedding. (100 mins.)
Director: Todd Phillips
 
22.
Groundhog Day (1993)
    1 2 3 4 5 6 7 8 9 10 8.1/10 X  
A weatherman finds himself living the same day over and over again. (101 mins.)
Director: Harold Ramis