| 1998 Olympics city | 18 |
| 1998 Olympics city in Japan | 27 |
| 1998 Olympics host | 18 |
| 1998 Olympics site | 18 |
| 1998 Outstanding Voice-Over Performance Emmy role | 49 |
| 1998 P.G.A. champ | 17 |
| 1998 P.G.A. Championship winner | 31 |
| 1998 Paul Simon musical, with "The" | 45 |
| 1998 Peter Weir film, with "The" | 42 |
| 1998 PGA Player of the Year | 27 |
| 1998 PGA Player of the Year Mark | 32 |
| 1998 Pixar film | 15 |
| 1998 Pulitzer nonfiction winner ___ Diamond | 43 |
| 1998 Pulitzer novelist | 22 |
| 1998 purchaser of Netscape | 26 |
| 1998 Ralph Fiennes role | 23 |
| 1998 Reeve memoir | 17 |
| 1998 remake in which Lindsay Lohan played twins | 47 |
| 1998 report producer | 20 |
| 1998 Robert De Niro thriller | 28 |
| 1998 Roberto Clemente Award winner | 34 |
| 1998 Robin Williams film | 24 |
| 1998 Robin Williams title role | 30 |
| 1998 role for Angelina Jolie | 28 |
| 1998 role for Cate Blanchett | 28 |
| 1998 role for Uma | 17 |
| 1998 runner-up to Lipinski | 26 |
| 1998 Sandler movie, with 'The' | 38 |
| 1998 Sandler portrayal | 22 |
| 1998 Sandra Bullock film | 24 |
| 1998 Sarah McLachlan ballad | 27 |
| 1998 Sarah McLachlan hit | 24 |
| 1998 Sarah McLachlan song | 25 |
| 1998 sci-fi film with Heather Graham | 36 |
| 1998 skating champ Lipinski | 27 |
| 1998 skating gold medalist Lipinski | 35 |
| 1998 Smashing Pumpkins single "___ Adore" | 51 |
| 1998 song by Rebecca Blake | 26 |
| 1998 song by the Goo Goo Dolls that was #1 for 18 weeks | 55 |
| 1998 Spielberg title role | 25 |
| 1998 Spike Lee film | 19 |
| 1998 Spike Lee joint | 20 |
| 1998 Stephen King novel | 23 |
| 1998 superhero film with two sequels | 36 |
| 1998 Tony winner for Best Play | 30 |
| 1998 Tony-winning play | 22 |
| 1998 Tony-winning play about a painting | 39 |
| 1998 Uma Thurman role | 21 |
| 1998 war film about a beard? | 28 |
| 1998 Wimbledon champ Novotna | 28 |
| 1998 Wimbledon winner Novotna | 29 |
| 1998 Winter Games site | 22 |
| 1998 Winter Olympics city | 25 |
| 1998 Winter Olympics host | 25 |
| 1998 Winter Olympics locale | 27 |
| 1998 Winter Olympics site | 25 |
| 1998 Winter Olympics skiing star | 32 |
| 1998 World Cup champs: Abbr. | 28 |
| 1998 World Series player | 24 |
| 1998 World Series star Ricky | 28 |
| 1998 World Series winning manager | 33 |
| 1998 World-Series-winning manager | 33 |
| 1998's 'Psycho,' e.g. | 33 |
| 1998's leading money winner on the PGA tour | 47 |
| 1998's ___ Report | 21 |
| 1998, e.g., in fancy language | 29 |
| 1998, to some | 13 |
| 1998, to the Chinese | 20 |
| 1998, with "A" | 24 |
| 1998-2001 ABC sitcom | 20 |
| 1998-2004 Olds model | 20 |
| 1998-2004 Oldsmobiles | 21 |
| 1998-2007 Lebanese president Lahoud | 35 |
| 1999 #1 hit that introduced the "Cher-bot" vocal recording technique | 78 |
| 1999 "Star Wars" release | 34 |
| 1999 A.L. Rookie of the Year Carlos | 35 |
| 1999 Academy Honorary Award recipient | 37 |
| 1999 Adam Sandler movie | 23 |
| 1999 air strike authorizer | 26 |
| 1999 album by the punk band Screeching Weasel | 45 |
| 1999 and 2015, for short | 24 |
| 1999 Anthony Hopkins movie | 26 |
| 1999 Arnold Schwarzenegger movie | 32 |
| 1999 astronomical event watched by many | 39 |
| 1999 Backstreet Boys hit | 24 |
| 1999 Best Actor winner | 22 |
| 1999 Best Director winner | 25 |
| 1999 best seller "___ Road" | 37 |
| 1999 best-selling memoir | 24 |
| 1999 Bill Pullman movie | 23 |
| 1999 biography starring Jim Carrey | 34 |
| 1999 Blink-182 smash | 20 |
| 1999 Brad Pitt film | 19 |
| 1999 Brad Pitt movie | 20 |
| 1999 Brendan Fraser film | 24 |
| 1999 Brendan Fraser film based on a Hanna-Barbera toon | 54 |
| 1999 Brendan Fraser movie | 25 |
| 1999 British Petroleum acquisition | 34 |
| 1999 Broadway hit, with "The" | 39 |
| 1999 Broadway revue | 19 |