After the end of "Search for Tomorrow" in late 1986, and appearing with Robert Reed and Bert Convy on "Super Password", Gillette transitioned to film with a variety of notable roles such as that of Mona in 1987's "Moonstruck". Many of these roles had her as an on-screen mother to characters played by prominent actors; she played Jack Black's mother in "Bob Roberts" (1992), Mary-Louise Parker's mother in "Boys on the Side" (1995), Bill Murray's mother in "Larger Than Life" (1996), Jennifer Aniston's mother in "She's The One" (1996), and the mother of Bobby Cannavale's love interest in "The Guru" (2002). Her return to television in 2000's short-lived "Normal, Ohio" had her playing the mother of John Goodman's character (coincidentally with fellow former game show regular Orson Bean as her on-screen husband).