1998-99 KHSAA STATE CHAMPIONS
| BASEBALL | |
| Lexington Catholic | |
| BASKETBALL | |
| Boys' - Ballard | Girls' - Lexington Catholic |
| CROSS COUNTRY | |
| Girls' | |
| 1A Individual - Jackie Wagner (St. Mary) | A Team - St. Henry |
| 2A Individual - Cara Nichols (Bowling Green) | 2A Team - Western Hills |
| 3A Individual - Sara Graybill (Daviess County) | 3A Team - Scott |
| Boys' | |
| A Team - St. Mary | A Individual - Alex Brey (Kentucky Country Day) |
| 2A Team - Green County | 2A Individual - Justin Hayden (Hancock County) |
| 3A Team - Daviess County | 3A Individual - David Christian (Daviess County) |
| FAST PITCH SOFTBALL | |
| Owensboro Catholic | |
| FOOTBALL | |
| Class A - Middlesboro | |
| Class AA - Caldwell County | |
| Class AAA - Highlands | |
| Class AAAA - Male | |
| GOLF | |
| Girls' Team - Glasgow | Girls' Individual - Katherine Neely (Logan County) |
| Boys' Team - Green County | Boys' Individual - John Holmes (Taylor County) |
| SLOW PITCH SOFTBALL | |
| Newport Central Catholic | |
| SOCCER | |
| Boys' Trinity (Louisville) | Girls' South Oldham |
| SWIMMING | |
| Girls' - Sacred Heart | |
| Boys' - St. Xavier | |
| Combined - Ballard (not KHSAA sponsored, sponsored by Coaches' Association) | |
| TENNIS | |
| Girls' Singles - Ashley Robards (Henderson County) | Girls' Doubles - Ashley Kroh/Tori Malone (Sacred Heart) |
| Boys' Singles - Johnny Lu (Kentucky Country Day) | Boys' Doubles - Adam Crawford/Rob Gould (Paducah Tilghman) |
| Girls' Team - Lone Oak | |
| Boys' Team - St. Xavier | |
| TRACK | |
| Class A Boys' - St. Henry | Class A Girls' - Bishop Brossart |
| Class AA Boys' - Russell | Class AA Girls' - Union County |
| Class AAA Boys' - Daviess County | Class AAA Girls' - North Hardin |
| VOLLEYBALL | |
| Assumption | |
| WRESTLING | |
| Woodford County | |
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