- as Adrian Monk
- as Natalie Teeger
- as Dianne Brooks
- as Kyle Brooks
- as Clinic Doctor
- as Todd
- as Simon
- as Younger Trudy
- as Younger Monk
- as Drew Cooney
- as Delivery Man
- as Alumni Husband
- as Uniform Cop
- as Gertrude
- as Alumni Wife
- as Dennis
- as Captain Leland Stottlemeyer
- as First Student
- as Lt. Randall Disher
- as Woman at Next Table
- as Alumni Two
- as Alumni Chairwoman
- as Juliette
- as Katherine Rutherford
- as Bartender
- as Alumni One
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Watch "Monk > Mr. Monk and the Class Reunion":