| TERMSOFENDEARMENT | 1983's Best Picture (and this puzzle's theme) |
| GIGI | 1958 Best Picture, and this puzzle's title |
| ENDEARMENT | "Terms of ___" (1983's Best Picture winner, which co-starred Danny) |
| CARA | Irene who sang 1980's Best Original Song "Fame" and 1983's Best Original Song "Flashdance ... What a Feeling" |
| PARASITE | This dramedy was the first to be named both best picture and best foreign-language film |
| CLINTEASTWOOD | Actor/director who won Best Picture and Best Director Oscars for Unforgiven and Million Dollar Baby (5,8) |
| ROMA | *Best Picture and Best Foreign Language Film nominee |
| ZHAO | Chloe who won Best Picture and Best Director in 2021 |
| GLADIATOR | 2000 film garnering Best Picture and Best Actor honors |
| UNFORGIVEN | 1992 western produced, directed and starring Clint Eastwood, which won Oscars for Best Picture and Director (10) |
| MOONLIGHT | Best Picture and Best Adapted Screenplay winner at the 2017 Oscars (9) |
| ILPOSTINO | Italian-language 1994 drama that got Best Picture and Best Actor nomination; its title means "The Mailman" |
| THESOUNDOF | 1965 film which won five Oscars including Best Picture and Best Director (3,5,2,5) |
| MUSIC | 1965 film which won five Oscars including Best Picture and Best Director (3,5,2,5) |
| CAVALCADE | 1933 drama film that won Oscars for Best Picture, and Best Director for Frank Lloyd |
| DEPARTED | 2006 Martin Scorsese film, The _, which won Oscars for Best Picture and Best Director (8) |
| EMILIAPEREZ | Musical comedy-thriller nominated for 13 Oscars, including Best Picture and Best Director |
| TITANIC | The winner of eleven Academy Awards in 1998 including Best Picture and Best Director (7) |
| ORDINARY | ___ People, first film directed by Robert Redford, winner of Oscars for Best Picture and Best Director (8) |
| THESOUNDOFMUSIC | Film which won Best Picture and Best Director at the 1966 Oscars (3,5,2,5) |