Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Mon, Nov 30, 1998 | Restoration Christian, IN | away | |||||
| Fri, Dec 4, 1998 | DeSales | away | W | 74–51 | 1-0 | ||
| Sat, Dec 5, 1998 | — | at new albany, in | |||||
| Tue, Dec 8, 1998 | Male | home | W | 73–68 | 2-0 | ||
| Fri, Dec 11, 1998 | Trinity (Louisville) | away | L | 76–82 | 2-1 | ||
| Sat, Dec 12, 1998 | Shawnee | home | W | 115–75 | 3-1 | ||
| Tue, Dec 15, 1998 | DuPont Manual | away | W | 87–71 | 4-1 | ||
| Thu, Dec 17, 1998 | Paul Laurence Dunbar | at fairdale | W | 81–77 | 5-1 | King of the Bluegrass Tournament | |
| Sat, Dec 19, 1998 | Marion County | at fairdale | W | 79–72 | 6-1 | King of the Bluegrass | |
| Mon, Dec 21, 1998 | Muhlenberg North | at fairdale | W | 81–60 | 7-1 | King of the Bluegrass | |
| Tue, Dec 22, 1998 | Madison Central | at fairdale | L | 83–85 | 7-2 | Final King of the Bluegrass Overtime | |
| Sat, Dec 26, 1998 | Simon Kenton | at paul blazer | L | 72–87 | 7-3 | Ashland Invitational Tournament | |
| Mon, Jan 4, 1999 | Whitefield Academy | home | W | 96–85 | 8-3 | ||
| Wed, Jan 6, 1999 | St. Xavier | at louisville | W | 69–67 | 9-3 | Louisville Invitational Tournament | |
| Fri, Jan 8, 1999 | Scott County | at louisville | L | 78–93 | 9-4 | Louisville Invitational Tournament | |
| Tue, Jan 12, 1999 | Waggener | home | W | 89–75 | 10-4 | ||
| Fri, Jan 15, 1999 | Jeffersontown | home | W | 91–63 | 11-4 | ||
| Sat, Jan 16, 1999 | Central | away | L | 71–76 | 11-5 | ||
| Tue, Jan 19, 1999 | Seneca | home | W | 86–75 | 12-5 | ||
| Fri, Jan 22, 1999 | Moore | home | L | 69–76 | 12-6 | ||
| Tue, Jan 26, 1999 | North Bullitt | away | W | 108–77 | 13-6 | ||
| Fri, Jan 29, 1999 | Iroquois | home | L | 64–79 | 13-7 | ||
| Tue, Feb 2, 1999 | St. Xavier | away | L | 77–100 | 13-8 | ||
| Fri, Feb 5, 1999 | Eastern | away | W | 90–87 | 14-8 | ||
| Sat, Feb 6, 1999 | Paul Laurence Dunbar | at frankfort | L | 71–81 | 14-9 | Prep Classic | |
| Tue, Feb 9, 1999 | Atherton | home | W | 45–38 | 15-9 | ||
| Fri, Feb 12, 1999 | Ballard | away | L | 65–86 | 15-10 | ||
| Tue, Feb 16, 1999 | Butler | away | L | 65–73 | 15-11 | ||
| Wed, Feb 24, 1999 | Whitefield Academy | at moore | W | 69–68 | 16-11 | 27th District 27th District Semifinal | |
| Fri, Feb 26, 1999 | Moore | away | L | 55–75 | 16-12 | 27th District 27th District Championship | |
| Tue, Mar 2, 1999 | Ballard | away | L | 74–78 | 16-13 | 7th Region 7th Region First Round |