Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Tue, Nov 23, 1999 | St. Patrick | away | L | 54–89 | 0-1 | ||
| Tue, Nov 30, 1999 | Augusta | away | W | 87–69 | 1-1 | ||
| Fri, Dec 3, 1999 | Menifee County | home | L | 77–80 | 1-2 | ||
| Tue, Dec 7, 1999 | Silver Grove | home | L | 68–95 | 1-3 | ||
| Fri, Dec 10, 1999 | Dayton | away | W | 69–65 | 2-3 | ||
| Fri, Dec 17, 1999 | Nicholas County | away | L | 54–60 | 2-4 | ||
| Wed, Dec 29, 1999 | Nicholas County | at bath county | L | 54–86 | 2-5 | McDonalds Holiday Tournament | |
| Tue, Jan 4, 2000 | Augusta | home | L | 88–109 | 2-6 | ||
| Fri, Jan 7, 2000 | Rose Hill Christian | home | W | 55–50 | 3-6 | ||
| Sat, Jan 8, 2000 | Covington Latin | away | W | 72–49 | 4-6 | ||
| Tue, Jan 11, 2000 | St. Patrick | home | L | 29–101 | 4-7 | ||
| Fri, Jan 14, 2000 | Estill County | away | L | 61–88 | 4-8 | ||
| Wed, Jan 19, 2000 | St. Patrick | at paris | L | 45–99 | 4-9 | All A Classic (10th Region) | |
| Tue, Jan 25, 2000 | Nicholas County | home | L | 39–72 | 4-10 | ||
| Fri, Jan 28, 2000 | Bracken County | home | L | 66–76 | 4-11 | ||
| Sat, Feb 5, 2000 | Paris | away | L | 62–77 | 4-12 | ||
| Tue, Feb 8, 2000 | Pendleton County | away | L | 38–90 | 4-13 | ||
| Fri, Feb 11, 2000 | Rose Hill Christian | away | L | 50–65 | 4-14 | ||
| Sat, Feb 12, 2000 | Covington Latin | home | |||||
| Sat, Feb 12, 2000 | Menifee County | away | L | 70–77 | 4-15 | ||
| Tue, Feb 15, 2000 | Bath County | home | W | 73–67 | 5-15 | ||
| Thu, Feb 17, 2000 | Millersburg Military | at millersburg military academy | W | 65–43 | 6-15 | ||
| Fri, Feb 18, 2000 | Silver Grove | away | L | 53–94 | 6-16 | ||
| Tue, Feb 22, 2000 | Harrison County | home | L | 59–81 | 6-17 | ||
| Fri, Feb 25, 2000 | Raceland | home | L | 55–71 | 6-18 | ||
| Tue, Feb 29, 2000 | St. Patrick | at fleming county | L | 55–75 | 6-19 | 39th District 39th District Tournament |