| 1989 World Champion figure skater | 33 |
| 1989 Winona Ryder movie | 23 |
| 1989 Wilbur Smith novel | 23 |
| 1989 war film | 13 |
| 1989 underwater thriller, with "The" | 46 |
| 1989 underwater sci-fi film | 27 |
| 1989 undersea thriller | 22 |
| 1989 Tom Selleck movie | 22 |
| 1989 Tom Petty hit | 18 |
| 1989 Tom Hanks movie | 20 |
| 1989 Tom Hanks film, with "The" | 41 |
| 1989 Tom Hanks film with The | 32 |
| 1989 Tom Hanks film | 19 |
| 1989 Tom Hanks comedy, with "The" | 43 |
| 1989 Tom Hanks comedy | 21 |
| 1989 They Might Be Giants jam | 29 |
| 1989 tennis retiree | 19 |
| 1989 Steven Spielberg film | 26 |
| 1989 Spike Lee film | 19 |
| 1989 skateboarding film | 23 |
| 1989 Sean Penn film | 19 |
| 1989 sci-fi novel by William Shatner | 36 |
| 1989 sci-fi movie sequel, with "The" | 46 |
| 1989 sci-fi film with The | 29 |
| 1989 Sally Field/Dolly Parton/Shirley MacLaine movie | 52 |
| 1989 Rush album with a rabbit in a top hat on its cover | 55 |
| 1989 Rush album | 15 |
| 1989 Roseanne Barr title role | 29 |
| 1989 Rolling Stones album | 25 |
| 1989 Rod Stewart hit | 20 |
| 1989 Rock and Roll Hall of Fame inductee | 40 |
| 1989 Robin Williams film | 24 |
| 1989 Ricki Lake TV movie | 24 |
| 1989 Richard Dreyfuss film shown on BET, appropriately? | 55 |
| 1989 Radio Hall of Fame inductee | 32 |
| 1989 R.E.M. single | 18 |
| 1989 R.E.M. hit | 15 |
| 1989 protest site in China | 26 |
| 1989 play about Capote | 22 |
| 1989 Peace Prize winner | 23 |
| 1989 Peace Prize recipient | 26 |
| 1989 Peace Nobelist | 19 |
| 1989 Paul McCartney song | 24 |
| 1989 Oscar-winning title role for Jessica Tandy | 47 |
| 1989 Oscar winner Jessica | 25 |
| 1989 Oscar winner | 17 |
| 1989 one-man show | 17 |
| 1989 one-man Broadway drama | 27 |
| 1989 Nobel Peace Prize winner | 29 |
| 1989 New Kids on the Block hit | 30 |
| 1989 Neill/Kidman thriller | 26 |
| 1989 National Radio Hall of Fame inductee | 41 |
| 1989 Nancy Reagan book | 22 |
| 1989 movie with the line "Badgers? Badgers? We don't need no stinking badgers!" | 93 |
| 1989 movie with "Weird Al" Yankovic | 45 |
| 1989 movie with "Weird Al" | 36 |
| 1989 movie featuring principal Joe Clark | 40 |
| 1989 movie featuring four Oscar-winning actresses | 49 |
| 1989 Morgan Freeman movie | 25 |
| 1989 Morgan Freeman film | 24 |
| 1989 Michener novel | 19 |
| 1989 Michael Moore documentary | 30 |
| 1989 Michael Douglas movie set in Japan | 39 |
| 1989 Matt Dillon film | 21 |
| 1989 Madonna hit | 16 |
| 1989 Madonna album | 18 |
| 1989 Literature Nobelist Camilo | 31 |
| 1989 Literature Nobelist | 24 |
| 1989 Kevin Costner film | 23 |
| 1989 John Travolta-Kirstie Alley comedy | 39 |
| 1989 John Travolta film | 23 |
| 1989 John Hughes movie starring John Candy | 42 |
| 1989 John Cusack romantic comedy | 32 |
| 1989 John Candy film | 20 |
| 1989 John Candy comedy | 22 |
| 1989 James Woods film | 21 |
| 1989 James Michener novel | 25 |
| 1989 James Cameron underwater thriller | 38 |
| 1989 James Cameron sci-fi thriller, with "the" | 56 |
| 1989 James Cameron film, with "The" | 45 |
| 1989 Jack Lemmon tearjerker | 27 |
| 1989 Jack Lemmon film | 21 |
| 1989 Isaac Asimov book | 22 |
| 1989 in-flight movie? | 21 |
| 1989 high-school film based on a song title | 43 |
| 1989 Heisman Trophy winner Ware | 31 |
| 1989 Heglers best seller | 24 |
| 1989 Hanks/Fisher comedy | 24 |
| 1989 Halloween-themed horror film | 33 |
| 1989 Great White album | 22 |
| 1989 Grammy winner for "Nick of Time" | 47 |
| 1989 Grammy Lifetime Achievement Award winner | 45 |
| 1989 Gold Glove winner Darling | 30 |
| 1989 GM debut | 13 |
| 1989 General Motors debut | 25 |
| 1989 French Open winner Michael | 31 |
| 1989 French Open winner and others | 34 |
| 1989 French Open winner | 23 |
| 1989 Fred Savage comedy | 23 |
| 1989 film written as "Teenie Weenies" | 47 |