Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Tue, Nov 30, 1999 | Gallatin County | home | W | 68–45 | 1-0 | ||
| Fri, Dec 3, 1999 | Lafayette | home | L | 68–75 | 1-1 | ||
| Tue, Dec 7, 1999 | Lee County | away | W | 75–34 | 2-1 | ||
| Fri, Dec 10, 1999 | Paul Laurence Dunbar | at paul dunbar | W | 69–50 | 3-1 | ||
| Sat, Dec 11, 1999 | Pleasure Ridge Park | at lafayette | W | 72–67 | 4-1 | Republic Bank Lexington-Louisville Hoops Ch… | |
| Tue, Dec 14, 1999 | Tates Creek | away | W | 59–46 | 5-1 | ||
| Fri, Dec 17, 1999 | Henry Clay | home | W | 75–60 | 6-1 | ||
| Tue, Dec 21, 1999 | Newport Central Catholic | home | W | 56–50 | 7-1 | ||
| Mon, Dec 27, 1999 | Garrard County | at berea | L | 49–55 | 7-2 | Berea Invitational | |
| Tue, Dec 28, 1999 | Monticello | at berea | W | 70–33 | 8-2 | Berea Invitational | |
| Wed, Dec 29, 1999 | Russell County | at berea | W | 72–49 | 9-2 | Berea Invitational | |
| Tue, Jan 4, 2000 | George Rogers Clark | away | L | 50–53 | 9-3 | ||
| Fri, Jan 7, 2000 | Henry Clay | away | L | 44–46 | 9-4 | ||
| Tue, Jan 11, 2000 | Lexington Catholic | home | W | 55–53 | 10-4 | (overtime) | |
| Fri, Jan 14, 2000 | Lafayette | away | L | 49–53 | 10-5 | ||
| Tue, Jan 18, 2000 | Tates Creek | home | W | 54–38 | 11-5 | ||
| Fri, Jan 21, 2000 | Harrison County | home | W | 58–47 | 12-5 | ||
| Tue, Jan 25, 2000 | Lincoln County | away | W | 70–66 | 13-5 | (overtime) | |
| Fri, Feb 4, 2000 | Paul Laurence Dunbar | home | L | 62–64 | 13-6 | (overtime) | |
| Tue, Feb 8, 2000 | Boyle County | away | W | 54–40 | 14-6 | ||
| Sat, Feb 12, 2000 | Warren Central | home | W | 60–40 | 15-6 | Sweetheart Classic Tournament | |
| Sat, Feb 19, 2000 | Owensboro Catholic | home | W | 61–54 | 16-6 | ||
| Sat, Feb 26, 2000 | McCreary Central | home | W | 74–60 | 17-6 | ||
| Wed, Mar 1, 2000 | Henry Clay | at tates creek | W | 69–60 | 18-6 | 43rd District 43rd District Tournament | |
| Sat, Mar 4, 2000 | Lafayette | at tates creek | L | 68–74 | 18-7 | 43rd District 43rd District Tournament Cham… | |
| Wed, Mar 8, 2000 | Madison Central | at farnham dudgeon civic center | L | 55–61 | 18-8 | 11th Region 11th Region Tournament |