Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Tue, Nov 30, 1999 | Russell County | home | W | 71–60 | 1-0 | ||
| Fri, Dec 3, 1999 | Monticello | away | W | 68–46 | 2-0 | ||
| Tue, Dec 7, 1999 | Knox Central | home | W | 58–41 | 3-0 | ||
| Tue, Dec 14, 1999 | Cumberland County | home | W | 91–63 | 4-0 | ||
| Tue, Dec 14, 1999 | Leslie County | at perry county central | W | 95–61 | 5-0 | Commodore 4 Classic | |
| Fri, Dec 17, 1999 | Monroe County | away | W | 103–61 | 6-0 | ||
| Tue, Dec 21, 1999 | Whitesburg | home | W | 97–64 | 7-0 | Toyota Holiday Classic Tournament | |
| Wed, Dec 22, 1999 | Frankfort | home | W | 83–64 | 8-0 | Toyota Holiday Classic Tournament | |
| Thu, Dec 23, 1999 | Bardstown | home | W | 77–71 | 9-0 | Toyota Holiday Classic Tournament | |
| Thu, Dec 23, 1999 | Madison Central | home | L | 57–65 | 9-1 | Toyota Holiday Classic Tournament | |
| Mon, Dec 27, 1999 | Mason County | at south laurel | W | 78–68 | 10-1 | Hoopin it Up Holiday Classic | |
| Tue, Dec 28, 1999 | Covington Catholic | at south laurel | L | 50–51 | 10-2 | Hoopin it Up Holiday Classic | |
| Wed, Dec 29, 1999 | Anderson County | at north laurel | W | 79–72 | 11-2 | Hoopin it Up Holiday Classic | |
| Thu, Dec 30, 1999 | Clay County | at north laurel | W | 66–52 | 12-2 | Hoopin it Up Holiday Classic | |
| Fri, Jan 7, 2000 | Somerset | away | L | 66–67 | 12-3 | (overtime) | |
| Fri, Jan 14, 2000 | Wayne County | away | W | 62–57 | 13-3 | ||
| Tue, Jan 18, 2000 | North Laurel | away | L | 48–51 | 13-4 | ||
| Fri, Jan 21, 2000 | South Laurel | home | L | 59–65 | 13-5 | ||
| Tue, Jan 25, 2000 | Casey County | home | |||||
| Fri, Jan 28, 2000 | Southwestern | home | W | 57–46 | 14-5 | ||
| Tue, Feb 1, 2000 | Russian Team | home | W | 71–55 | 15-5 | ||
| Fri, Feb 4, 2000 | Bell County | away | L | 69–86 | 15-6 | ||
| Tue, Feb 8, 2000 | Sayre | away | W | 80–55 | 16-6 | ||
| Sat, Feb 12, 2000 | Madison Central | at paul dunbar | L | 70–91 | 16-7 | S.T. Roach Classic | |
| Tue, Feb 15, 2000 | Clinton County | away | W | 96–77 | 17-7 | ||
| Fri, Feb 18, 2000 | Lincoln County | away | |||||
| Tue, Feb 22, 2000 | Harrodsburg | home | L | 50–64 | 17-8 | ||
| Fri, Feb 25, 2000 | Boyle County | home | W | 71–55 | 18-8 | ||
| Mon, Feb 28, 2000 | Somerset | at north laurel | L | 42–43 | 18-9 | 48th District 48th District Tournament |