The Star Boarder(1919)

Larry's absurdly plush life of ease as a convict comes to an end when his sentence is up. Tossed out, he tries several ways, including a stickup to get back in the comfortable jail. Exchanging clothes with a lookalike escaped prisoner, he goes back, only to find he's to be hung. Now desperate to leave again, he joins other cons in a jailbreak.