| 1988 Costner/Sarandon film | 26 |
| 1988 cop movie that Ice-T rapped the title track to | 51 |
| 1988 Connery film, with "The" | 39 |
| 1988 Connery film (with "The") | 40 |
| 1988 comedy with Bette Midler and Lily Tomlin | 45 |
| 1988 comedy starring Richard Dreyfuss and Raul Julia | 52 |
| 1988 comeback hit for the Beach Boys | 36 |
| 1988 Christopher Walken children's comedy | 45 |
| 1988 chart-topping country album | 32 |
| 1988 Carl Weathers title role | 29 |
| 1988 buyer of Motown Records | 28 |
| 1988 buyer of Motown | 20 |
| 1988 Bush campaign adviser | 26 |
| 1988 Burt Reynolds flop | 23 |
| 1988 Burt Reynolds film | 23 |
| 1988 biopic about Dian Fossey, literally | 40 |
| 1988 Bill Murray movie | 22 |
| 1988 bicentennial city | 22 |
| 1988 Bette Midler/Lily Tomlin comedy | 36 |
| 1988 Best Supporting Actor | 26 |
| 1988 Best Play Tony winner inspired by Puccini | 46 |
| 1988 Best Picture, with the repeated line "I'm an excellent driver" | 81 |
| 1988 Best Picture | 17 |
| 1988 Best Actress winner | 24 |
| 1988 Belinda Carlisle hit "___ Weak" | 46 |
| 1988 Beach Boys hit | 19 |
| 1988 baseball scandal movie | 27 |
| 1988 baseball movie | 19 |
| 1988 baseball flick | 19 |
| 1988 animated action film set in 2019 Tokyo | 43 |
| 1988 and 2008 presidential candidate | 36 |
| 1988 and 1992 Olympic track gold medalist) | 42 |
| 1988 action hit that takes place on Christmas Eve | 49 |
| 1988 A.L. Rookie of the Year Weiss | 34 |
| 1988 A.L. Rookie of the Year Walt | 33 |
| 1988 A.L. MVP Canseco | 21 |
| 1988 A.L. MVP | 13 |
| 1988 A.L. Cy Young Award winner | 31 |
| 1988 #1 song with the lyrics "You make me feel so fine / You keep me rocking all of the time" | 103 |
| 1988 #1 Michael Jackson hit "Dirty ___" | 49 |
| 1988 #1 country album | 21 |
| 1987-95 Senate Judiciary Committee head | 39 |
| 1987-91 TV drama | 16 |
| 1987-91 Mideast hostage Terry | 29 |
| 1987-89 | 7 |
| 1987 Worst Actor winner | 23 |
| 1987 world figure skating champion Brian | 40 |
| 1987 world figure skating champion | 34 |
| 1987 Woody Allen movie | 22 |
| 1987 Woody Allen film | 21 |
| 1987 Wimbledon winner | 21 |
| 1987 Wimbledon champ | 20 |
| 1987 Warren Beatty flop | 23 |
| 1987 U2 album, with "The" | 35 |
| 1987 U2 album | 13 |
| 1987 U.S. Open tennis champ | 27 |
| 1987 Tony-winning play | 22 |
| 1987 Tony-winning actress for "Broadway Bound" | 56 |
| 1987 title law-enforcing cyborg | 31 |
| 1987 Suzanne Vega hit | 21 |
| 1987 Supreme Court nominee | 26 |
| 1987 Super Bowl MVP Simms | 25 |
| 1987 Steve Martin film | 22 |
| 1987 Stanley Kubrick war film | 29 |
| 1987 Stanley Kubrick movie | 26 |
| 1987 Stanley Kubrick film | 25 |
| 1987 Stanley Kubrick classic | 28 |
| 1987 skating champ Brian | 24 |
| 1987 self-titled million-selling album | 38 |
| 1987 sci-fi film set in near-future Detroit | 43 |
| 1987 rom-com with Bruce Willis in his first leading role | 56 |
| 1987 role for Costner | 21 |
| 1987 Rock and Roll Hall of Fame inductee | 40 |
| 1987 Reebok acquisition | 23 |
| 1987 R.E.M. hit, with "The" | 37 |
| 1987 Pulitzer-winning critic Richard ___ | 40 |
| 1987 Pulitzer critic Richard | 28 |
| 1987 Prince song and album | 26 |
| 1987 POW film with The | 26 |
| 1987 Plummer film | 17 |
| 1987 Peter Falk crime caper | 27 |
| 1987 Pet Shop Boys song | 23 |
| 1987 Pet Shop Boys hit | 22 |
| 1987 Peace Prize winner | 23 |
| 1987 Peace Prize recipient | 26 |
| 1987 Peace Nobelist from Costa Rica | 35 |
| 1987 Peace Nobelist | 19 |
| 1987 Pacific Southwest acquirer | 31 |
| 1987 Oscar-nominated role for Denzel Washington | 47 |
| 1987 Oscar role for Michael Douglas | 35 |
| 1987 Nobel Peace Prize winner | 29 |
| 1987 Nobel Peace Prize recipient | 32 |
| 1987 Nicolas Cage/Holly Hunter film | 35 |
| 1987 Nicolas Cage film | 22 |
| 1987 Nick Nolte movie | 21 |
| 1987 Nicholson/Streep film | 26 |
| 1987 NFL MVP John | 17 |
| 1987 NFL MVP | 12 |
| 1987 National League MVP Dawson | 31 |
| 1987 N.L. Rookie of the Year Santiago | 37 |