| ISEEDEADPEOPLE | Line from a 1999 thriller |
| SCARLETBLUES | Mixtures that create purple (from a 1999 high school football movie)? |
| BUSINESSHILL | Mount where transactions take place (from a 1999 horror video game-turned-movie)? |
| BLAIR | "The ___ Witch Project" (1999 thriller) |
| SENSE | 1999 thriller, "The Sixth -" |
| INTOO | "___ Deep" (1999 thriller starring Omar Epps and Nia Long) |
| RIPLEY | The Talented Mr ___, 1999 thriller (6) |
| ROAD | "Arlington ___" (1999 thriller starring Tim Robbins) |
| THESIXTHSENSE | 1999 thriller starring Bruce Willis |
| INSIDER | The ___, 1999 thriller starring Al Pacino and Russell Crowe (7) |
| BONE | "The ___ Collector" (1999 thriller starring Denzel Washington and Angelina Jolie) |
| EYES | ___ Wide Shut, 1999 thriller film starring Tom Cruise and Nicole Kidman (4) |
| PILLPUSHERS | Pat Sajak said June 12 he'll retire from Wheel of Fortune in 2024 after 41 years; on a 1999 show, Sajak joked "This is Wheel of Fortune, Joe!" after a player guessed the last part of A GROUP OF ??LL-? |
| QADDAFI | "Wrong" way to spell a world leader's name in a New York Times crossword, according to a 1999 episod |
| STEVEHANLEY | This ex-Sale wing progressed from Aspatria RUFC to a 1999 England cap in less than a year (5,6) |
| THEBLUEROOM | A 1901 painting by Pablo Picasso, a 1998 play by David Hare or a 1999 EP by Coldplay |
| MATRIX | A glitch in it can cause deja vu, according to a 1999 movie |
| LITTLE | Stuart ____ , book by U.S. author EB White about a mouse-like boy later adapted as a 1999 animated film (6) |
| STEWART | English actor who played Ebenezer Scrooge in a 1999 TV film version of A Christmas Cami (7.7) |
| PATRICK | English actor who played Ebenezer Scrooge in a 1999 TV film version of A Christmas Cami (7.7) |
