Best Charlie Chaplin Films Under Keystone Studios

Chaplin appeared in 36 films for Keystone Studios, all produced by Mack Sennett.
The Top Ten
1 Cruel, Cruel Love

Cruel, Cruel Love is a 1914 American comedy silent film starring Charlie Chaplin. Here, Chaplin plays a character quite different from the Tramp for which he would become famous. He is a rich, upper-class gentleman whose romance is endangered when his girlfriend sees him being embraced by a maid.

2 Kid Auto Races At Venice

Kid Auto Races at Venice (also known as The Pest) is a 1914 American film starring Charles Chaplin in which his " Little Tramp " character makes his first appearance in a film exhibited before the public.

3 Tango Tangles

Tango Tangles is a 1914 American -made film comedy short starring Charles Chaplin and Roscoe Arbuckle. Chaplin appears with no moustache. The action takes place in a dance hall, with a drunken Chaplin, Ford Sterling, and the huge, menacing, and acrobatic Arbuckle fighting over a girl.

4 Making a Living

Making a Living (also known as Doing His Best, A Busted Johnny, Troubles and Take My Picture) is the first film starring Charlie Chaplin. It premiered on February 2, 1914. Chaplin plays Edgar English, a lady-charming swindler who runs afoul of the Keystone Kops.

5 His Musical Career

His Musical Career (also known as Musical Tramp) is a 1914 American comedy silent film starring Charlie Chaplin. Charlie and his partner Mike work at a piano store, whose manager orders them to deliver a piano to Mr. Rich at 666 Prospect Street and repossess one from Mr. Poor at 999 Prospect Street. Hilarity ensues when they do exactly the opposite after mixing up the addresses of their customers.

6 Mabel At The Wheel

Mabel at the Wheel is a 1914 American motion picture starring Charles Chaplin and Mabel Normand, and directed by Mabel Normand and Mack Sennett.

7 Mabel's Strange Predicament

Mabel's Strange Predicament is a 1914 American film starring Mabel Normand and Charles Chaplin, notable for being the first film for which Chaplin donned The Tramp costume.

8 Caught In A Cabaret

Caught in a Cabaret is a 1914 short comedy film written and directed by Mabel Normand and starring Normand and Charles Chaplin. Chaplin plays a waiter who fakes being a Greek Ambassador to impress a girl. He then is invited to a garden party where he gets in trouble with the girl's jealous boyfriend.

9 The Star Boarder

The Star Boarder is a 1914 American short comedy film starring Charlie Chaplin. The film is also known as The Landlady's Pet, its 1918 American reissue title.

10 Caught In The Rain

Caught in the Rain is a 1914 American comedy silent film starring Charlie Chaplin. This film was the first of many movies in which Chaplin both directed and played the lead. The short film was produced by Mack Sennett for Keystone Studios with a running time of 16 minutes.

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