Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Fri, Dec 3, 1999 | Danville | away | L | 52–64 | 0-1 | ||
| Tue, Dec 7, 1999 | North Laurel | away | L | 75–76 | 0-2 | ||
| Fri, Dec 10, 1999 | Harrodsburg | away | L | 58–62 | 0-3 | ||
| Tue, Dec 14, 1999 | Garrard County | away | L | 38–65 | 0-4 | ||
| Thu, Dec 16, 1999 | Washington County | home | L | 51–56 | 0-5 | McDonalds Classic | |
| Fri, Dec 17, 1999 | Danville | home | W | 61–48 | 1-5 | McDonalds Classic Tournament | |
| Sat, Dec 18, 1999 | Paris | home | W | 68–60 | 2-5 | McDonalds Classic Tournament | |
| Mon, Dec 27, 1999 | Russell County | at berea | W | 63–40 | 3-5 | Berea Invitational | |
| Tue, Dec 28, 1999 | Rowan County | at berea | W | 83–73 | 4-5 | Berea Invitational (overtime) | |
| Wed, Dec 29, 1999 | Garrard County | at berea | L | 62–69 | 4-6 | Berea Invitational | |
| Thu, Dec 30, 1999 | George Rogers Clark | at berea | L | 55–76 | 4-7 | Berea Invitational | |
| Tue, Jan 4, 2000 | Burgin | home | L | 71–83 | 4-8 | ||
| Fri, Jan 7, 2000 | Boyle County | home | W | 73–70 | 5-8 | ||
| Tue, Jan 11, 2000 | Harrodsburg | home | W | 62–47 | 6-8 | ||
| Sat, Jan 15, 2000 | Burgin | away | L | 69–72 | 6-9 | ||
| Tue, Jan 18, 2000 | Taylor County | home | W | 63–60 | 7-9 | ||
| Fri, Jan 21, 2000 | Estill County | home | W | 73–65 | 8-9 | ||
| Tue, Jan 25, 2000 | Woodford County | home | W | 75–73 | 9-9 | ||
| Fri, Jan 28, 2000 | Williamsburg | away | L | 64–70 | 9-10 | ||
| Fri, Feb 4, 2000 | Garrard County | home | L | 55–65 | 9-11 | ||
| Tue, Feb 8, 2000 | Casey County | home | L | 74–79 | 9-12 | ||
| Fri, Feb 11, 2000 | Lincoln County | home | W | 69–65 | 10-12 | ||
| Fri, Feb 18, 2000 | Anderson County | away | L | 63–65 | 10-13 | ||
| Tue, Feb 22, 2000 | Bethlehem | home | L | 85–87 | 10-14 | (overtime) | |
| Thu, Feb 24, 2000 | Southwestern | home | W | 66–57 | 11-14 | ||
| Fri, Feb 25, 2000 | Lexington Catholic | home | L | 61–89 | 11-15 | ||
| Mon, Feb 28, 2000 | Garrard County | home | W | 57–51 | 12-15 | 46th District 46th District Tournament | |
| Fri, Mar 3, 2000 | Harrodsburg | home | L | 51–53 | 12-16 | 46th District 46th District Tournament Cham… | |
| Tue, Mar 7, 2000 | Lincoln County | at wayne county | W | 68–66 | 13-16 | 12th Region 12th Region Tournament | |
| Fri, Mar 10, 2000 | Wayne County | away | W | 68–55 | 14-16 | 12th Region 12th Region Tournament | |
| Sat, Mar 11, 2000 | Harrodsburg | at wayne county | W | 56–49 | 15-16 | 12th Region 12th Region Tournament Champion… | |
| Wed, Mar 15, 2000 | Scott County | at rupp arena | L | 47–95 | 15-17 | Boys Sweet Sixteen® Basketball Tournament F… |