Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Tue, Nov 30, 1999 | West Carter | at paul dunbar | W | 78–55 | 1-0 | ||
| Fri, Dec 3, 1999 | Holmes | at paul dunbar | W | 79–46 | 2-0 | ||
| Tue, Dec 7, 1999 | West Jessamine | at paul dunbar | W | 85–62 | 3-0 | ||
| Fri, Dec 10, 1999 | Bryan Station | at paul dunbar | L | 50–69 | 3-1 | ||
| Sat, Dec 11, 1999 | Male | at lafayette | L | 62–65 | 3-2 | Republic Bank Lexington-Louisville Hoops Ch… | |
| Tue, Dec 14, 1999 | Grant County | away | W | 55–39 | 4-2 | Eagle Bank Classic | |
| Thu, Dec 16, 1999 | Ryle | at grant county | W | 60–45 | 5-2 | Eagle Bank Classic Tournament | |
| Fri, Dec 17, 1999 | Holmes | at grant county | W | 45–31 | 6-2 | Eagle Bank Classic Tournament | |
| Sat, Dec 18, 1999 | Boone County | at grant county | L | 54–57 | 6-3 | Eagle Bank Classic Tournament | |
| Mon, Dec 27, 1999 | Allen County-Scottsville | at berea | W | 67–50 | 7-3 | Berea Invitational | |
| Tue, Dec 28, 1999 | Powell County | at berea | W | 65–35 | 8-3 | Berea Invitational | |
| Wed, Dec 29, 1999 | George Rogers Clark | at berea | W | 45–44 | 9-3 | Berea Invitational | |
| Thu, Dec 30, 1999 | Garrard County | at berea | W | 58–37 | 10-3 | Berea Invitational (championship) | |
| Tue, Jan 4, 2000 | Lafayette | at paul dunbar | L | 64–67 | 10-4 | ||
| Fri, Jan 7, 2000 | Tates Creek | at paul dunbar | L | 54–58 | 10-5 | ||
| Tue, Jan 11, 2000 | Bullitt East | away | W | 71–53 | 11-5 | ||
| Fri, Jan 14, 2000 | Tates Creek | away | L | 60–61 | 11-6 | ||
| Tue, Jan 18, 2000 | Henry Clay | at paul dunbar | L | 56–64 | 11-7 | ||
| Fri, Jan 21, 2000 | Fleming County | away | W | 51–47 | 12-7 | ||
| Tue, Jan 25, 2000 | Madison Central | away | L | 44–58 | 12-8 | ||
| Fri, Jan 28, 2000 | Henry Clay | away | W | 72–62 | 13-8 | ||
| Tue, Feb 1, 2000 | Lafayette | away | L | 65–68 | 13-9 | ||
| Fri, Feb 4, 2000 | Bryan Station | away | W | 64–62 | 14-9 | (overtime) | |
| Fri, Feb 11, 2000 | Wayne County | at paul dunbar | W | 64–61 | 15-9 | ||
| Sat, Feb 12, 2000 | South Laurel | at paul dunbar | W | 88–81 | 16-9 | S.T. Roach Classic (double overtime) | |
| Tue, Feb 15, 2000 | George Rogers Clark | away | W | 60–54 | 17-9 | ||
| Fri, Feb 18, 2000 | Perry County Central | away | W | 72–70 | 18-9 | (overtime) | |
| Tue, Feb 22, 2000 | Franklin County | away | L | 38–55 | 18-10 | ||
| Tue, Feb 29, 2000 | Tates Creek | away | W | 58–56 | 19-10 | 43rd District 43rd District Tournament (ove… | |
| Thu, Mar 2, 2000 | Lafayette | at tates creek | L | 66–72 | 19-11 | 43rd District 43rd District Tournament |