Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Tue, Nov 30, 1999 | Bishop Brossart | home | L | 59–67 | 0-1 | overtime | |
| Fri, Dec 3, 1999 | Ludlow | home | W | 68–43 | 1-1 | ||
| Tue, Dec 7, 1999 | Boone County | away | W | 62–40 | 2-1 | ||
| Fri, Dec 10, 1999 | Southwestern | at pulaski southwestern | W | 66–54 | 3-1 | ||
| Tue, Dec 14, 1999 | Walton-Verona | away | W | 65–55 | 4-1 | ||
| Fri, Dec 17, 1999 | Covington Catholic | away | L | 67–76 | 4-2 | (double overtime) | |
| Tue, Dec 21, 1999 | Ryle | away | L | 55–58 | 4-3 | ||
| Tue, Jan 4, 2000 | Newport Central Catholic | home | L | 60–71 | 4-4 | ||
| Tue, Jan 11, 2000 | Dixie Heights | away | L | 53–70 | 4-5 | ||
| Fri, Jan 14, 2000 | St. Henry | home | L | 71–74 | 4-6 | ||
| Tue, Jan 18, 2000 | Lloyd Memorial | home | L | 51–57 | 4-7 | ||
| Fri, Jan 21, 2000 | Corbin | away | (rescheduled to a later date) | ||||
| Sat, Jan 22, 2000 | South Dearborn, IN | at south dearborn, in | W | 58–57 | 5-7 | ||
| Tue, Jan 25, 2000 | Scott | home | L | 76–83 | 5-8 | ||
| Fri, Jan 28, 2000 | Newport | away | W | 82–58 | 6-8 | ||
| Tue, Feb 1, 2000 | Holmes | home | W | 57–56 | 7-8 | ||
| Fri, Feb 4, 2000 | Holy Cross (Covington) | away | L | 43–46 | 7-9 | ||
| Tue, Feb 8, 2000 | Simon Kenton | away | W | 63–62 | 8-9 | ||
| Fri, Feb 11, 2000 | Campbell County | away | L | 64–67 | 8-10 | ||
| Tue, Feb 15, 2000 | Boone County | home | W | 77–40 | 9-10 | ||
| Fri, Feb 18, 2000 | Pendleton County | away | W | 79–73 | 10-10 | ||
| Tue, Feb 22, 2000 | Highlands | home | W | 58–51 | 11-10 | ||
| Fri, Feb 25, 2000 | Grant County | home | W | 74–49 | 12-10 | ||
| Tue, Feb 29, 2000 | Heritage (Florence) | at boone county | W | 65–38 | 13-10 | 33rd District 33rd District Tournament | |
| Wed, Mar 1, 2000 | Ryle | at boone county | W | 56–46 | 14-10 | 33rd District 33rd District Tournament | |
| Fri, Mar 3, 2000 | Simon Kenton | at boone county | L | 62–65 | 14-11 | 33rd District 33rd District Tournament Cham… | |
| Tue, Mar 7, 2000 | Scott | at ryle | W | 68–60 | 15-11 | 9th Region 9th Region Tournament | |
| Fri, Mar 10, 2000 | Newport Central Catholic | at ryle | L | 38–39 | 15-12 | 9th Region 9th Region Tournament |
