Tony Shalhoub Adrian Monk Actor Ted Levine Capt. Leland Stottlemeyer Actor Bitty Schram Sharona Fleming Actor Jason Gray-Stanford Lt. Randall Disher Actor Max Morrow Benjy Fleming Guest Star Rosalba Martinni Mitzi Guest Star Sandra McCurdy Nicole Young Guest Star Liliane Clune Irene Fenimore Guest Star Amanda Martínez Lupe Guest Star Craig Webster M.C. Guest Star Rosario Rivadeneira Maria Guest Star Beatriz Pizano Mrs. Garcia Guest Star Polly Draper Rita Bronwyn Guest Star Hardee T. Lineham Groundskeeper Guest Star Chuck Byrn Himself Guest Star Graham Harley Tony Landis Guest Star Andrew Airlie Shawn Guest Star Barry Flatman John Fenimore Guest Star Shea Crandles Teenage Girl Guest Star Irene Lopez Kuchilan Gabriel Guest Star Hy Conrad Writer Kevin Inch Director