| 19th Amendment beneficiaries | 28 |
| 1999-2004 Oldsmobile model | 26 |
| 1999-2000 name in the news | 26 |
| 1999, on Chinese calendars | 26 |
| 1999 World Series MVP Rivera | 28 |
| 1999 Winona Ryder movie | 23 |
| 1999 U.S. Open winner Stewart | 29 |
| 1999 U.S. Open winner Andre | 27 |
| 1999 U.S. Open champ Andre | 26 |
| 1999 Tony-winning musical | 25 |
| 1999 title role for Julia | 25 |
| 1999 subject of a tug-of-war | 28 |
| 1999 Stanley Cup winner | 23 |
| 1999 Stanley Cup champions | 26 |
| 1999 Seattle protest subj. | 26 |
| 1999 Sean Connery movie | 23 |
| 1999 satire of reality shows | 28 |
| 1999 Russell Crowe movie | 24 |
| 1999 Ron Howard satire | 22 |
| 1999 Ron Howard comedy | 22 |
| 1999 Reese Witherspoon movie | 28 |
| 1999 reality-show satire | 24 |
| 1999 Plummer movie The _____ | 28 |
| 1999 peacekeeping mission | 25 |
| 1999 Nobelist in literature | 27 |
| 1999 Nissan Open winner | 23 |
| 1999 National League MVP | 24 |
| 1999 N.C.A.A. hoops champs | 26 |
| 1999 Meryl Streep movie | 23 |
| 1999 Melissa Joan Hart movie | 28 |
| 1999 Matthew McConaughey film | 29 |
| 1999 Limp Bizkit single | 23 |
| 1999 Lenny Kravitz hit | 22 |
| 1999 Kidman/Cruise film? | 24 |
| 1999 Kevin Spacey film | 22 |
| 1999 John Larroquette sitcom | 28 |
| 1999 Jodie Foster title role | 28 |
| 1999 hit '-- to Know' | 29 |
| 1999 Heisman winner Dayne | 25 |
| 1999 Heisman Trophy winner | 26 |
| 1999 headline-grabbing child | 28 |
| 1999 Glenn Gould Prize winner | 29 |
| 1999 French Open winner | 23 |
| 1999 French Open champ | 22 |
| 1999 Frank McCourt memoir | 25 |
| 1999 Frank McCourt book | 23 |
| 1999 Exxon merger partner | 25 |
| 1999 Emmy-winning soap role | 27 |
| 1999 Denzel Washington role | 27 |
| 1999 David Bowie single | 23 |
| 1999 Crystal/De Niro film | 25 |
| 1999 Clorox acquisition | 23 |
| 1999 Brendan Fraser movie | 25 |
| 1999 Brendan Fraser film | 24 |
| 1999 Bill Pullman movie | 23 |
| 1999 best-selling memoir | 24 |
| 1999 Best Director winner | 25 |
| 1999 Best Actor winner | 22 |
| 1999 Backstreet Boys hit | 24 |
| 1999 Anthony Hopkins movie | 26 |
| 1999 and 2015, for short | 24 |
| 1999 air strike authorizer | 26 |
| 1999 Adam Sandler movie | 23 |
| 1998, with "A" | 24 |
| 1998, e.g., in fancy language | 29 |
| 1998 World Series star Ricky | 28 |
| 1998 World Series player | 24 |
| 1998 World Cup champs: Abbr. | 28 |
| 1998 Winter Olympics site | 25 |
| 1998 Winter Olympics locale | 27 |
| 1998 Winter Olympics host | 25 |
| 1998 Winter Olympics city | 25 |
| 1998 Winter Games site | 22 |
| 1998 Wimbledon winner Novotna | 29 |
| 1998 Wimbledon champ Novotna | 28 |
| 1998 war film about a beard? | 28 |
| 1998 Tony-winning play | 22 |
| 1998 Stephen King novel | 23 |
| 1998 Spielberg title role | 25 |
| 1998 song by Rebecca Blake | 26 |
| 1998 skating champ Lipinski | 27 |
| 1998 Sarah McLachlan song | 25 |
| 1998 Sarah McLachlan hit | 24 |
| 1998 Sarah McLachlan ballad | 27 |
| 1998 Sandra Bullock film | 24 |
| 1998 Sandler portrayal | 22 |
| 1998 runner-up to Lipinski | 26 |
| 1998 role for Cate Blanchett | 28 |
| 1998 role for Angelina Jolie | 28 |
| 1998 Robin Williams film | 24 |
| 1998 Robert De Niro thriller | 28 |
| 1998 Ralph Fiennes role | 23 |
| 1998 purchaser of Netscape | 26 |
| 1998 Pulitzer novelist | 22 |
| 1998 PGA Player of the Year | 27 |
| 1998 Olympics city in Japan | 27 |
| 1998 Nick Hornby novel | 22 |
| 1998 National League MVP | 24 |
| 1998 National League M.V.P. | 27 |
| 1998 N.L. M.V.P. from Chicago | 29 |