| Tony Shalhoub | Adrian Monk |
| Traylor Howard | Natalie Teeger |
| Jason Gray-Stanford | Randall Disher |
| Ted Levine | Captain Leland Stottlemeyer |
| Eric McCormack | James Novak |
| Brooke Adams | Leigh Harrison |
| Tim Bagley | Harold Krenshaw |
| Charles Carroll | Douglas Thurman |
| Ricardo Chavira | Jimmy Belmont |
| Rochelle Greenwood | Jillian |
| Ernie Grunwald | Vampire Manager |
| Kathryn Joosten | Neysa Gordon - Former Babysitter |
| Angela Kinsey | Arlene Boras |
| David Koechner | Joey Krenshaw |
| Howie Mandel | Ralph Roberts |
| Andy Richter | Hal Tucker |
| Melora Hardin | Trudy Monk |
| Sarah Silverman | Marci Maven |
| John Turturro | Ambrose Monk |
| Sarah Andrews | Melissa Novak |
| Bill Seward | TV Anchor |
| Kenneth White | Timothy Henn - Former Teacher |
| Lawrence Broughton | First SWAT Team |
| Aimee Bell | Kate Kindel |
| Jannel-Marie Diaz | Cassandre Rank |
| Marianne Davis | Barbara McFarland |
| Danielle Guerrero | Miranda Terhune |
| Sharon Lawrence | Linda Fusco |
| Jarrad Paul | Kevin Dorfman |