| TIN | Cate Blanchett starred in this 1999 comedy with John Cusack, Pushing - (3) |
| OFFICESPACE | This 1999 comedy famously starred Gary Cole as a smug manager (6,5) |
| DOGMA | 1999 comedy with Ben Affleck and Matt Damon (5) |
| THESIXTHSENSE | Bruce Willis is Dr Malcolm Crowe in this 1999 movie (3,5,5) |
| FIGHTCLUB | Brad Pitt is Tyler Durden in this 1999 movie (5,4) |
| GET | Gangster comedy with John Travolta, ... Shorty (3) |
| IDEAL | Cate Blanchett starred in the 1999 movie of Oscar Wilde's An ... Husband |
| CATE | - Blanchett, starred in Virgin Queen (4) |
| MAN | see 22ac, 1999 comedy-drama sci-fi film starring Robin Williams |
| IGOR | 2008 animated horror comedy film with John Cusack voicing the title character (4) |
| PIE | "American ___" (1999 comedy) |
| TEN | "___ Things I Hate About You" (1999 comedy) |
| GETSHORTY | 1995 gangster comedy with John Travolta and Rene Russo |
| HOLYGRAIL | 1975 comedy with John Cleese, Monty Python and the - (4,5) |
| UNCLE | 1990 comedy with John Candy and Macaulay Culkin, ----- Buck (5) |
| MATINEE | A Joe Dante comedy with John Goodman (7) |
| FIDELITY | High -, Nick Hornby novel filmed with John Cusack (8) |
| UTOPIA | US sci-fi TV series with John Cusack and Ashleigh LaThrop (6) |
| GRIFTERS | The ___, 1991 crime film with John Cusack (8) |
| THEMATRIX | This 1999 movie features the character, Neo (3,6) |
