Schedule & results
| Date | Opponent | Site | Score | Record | Event | ||
|---|---|---|---|---|---|---|---|
| Tue, Nov 30, 1999 | East Jessamine | home | L | 75–80 | 0-1 | ||
| Thu, Dec 2, 1999 | Knox Central | at east jessamine | W | 67–53 | 1-1 | Wombles Classic | |
| Fri, Dec 3, 1999 | West Jessamine | away | L | 69–71 | 1-2 | ||
| Sat, Dec 4, 1999 | Henry Clay | at east jessamine | L | 69–78 | 1-3 | Wombles Classic (overtime) | |
| Wed, Dec 8, 1999 | Frankfort | away | L | 61–76 | 1-4 | Capital City Classic Tournament | |
| Wed, Dec 8, 1999 | Western Hills | away | W | 76–69 | 2-4 | Capital City Classic Tournament | |
| Sat, Dec 11, 1999 | Franklin County | at frankfort | L | 58–60 | 2-5 | Capital City Classic Tournament | |
| Tue, Dec 14, 1999 | Millersburg Military | at millersburg military academy | W | 89–38 | 3-5 | ||
| Fri, Dec 17, 1999 | Berea | home | W | 63–51 | 4-5 | ||
| Tue, Dec 21, 1999 | Sayre | home | W | 69–61 | 5-5 | ||
| Mon, Dec 27, 1999 | Powell County | at berea | L | 49–76 | 5-6 | Berea Invitational | |
| Tue, Dec 28, 1999 | Allen County-Scottsville | at berea | W | 88–56 | 6-6 | Berea Invitational | |
| Wed, Dec 29, 1999 | Australian Team | at berea | L | 82–85 | 6-7 | Berea Invitational | |
| Thu, Dec 30, 1999 | Russell County | at berea | W | 63–59 | 7-7 | Berea Invitational | |
| Fri, Jan 7, 2000 | Frankfort | away | L | 76–90 | 7-8 | ||
| Tue, Jan 11, 2000 | Franklin County | home | W | 60–58 | 8-8 | ||
| Fri, Jan 14, 2000 | Bourbon County | away | L | 70–86 | 8-9 | ||
| Tue, Jan 18, 2000 | Model | home | W | 85–71 | 9-9 | ||
| Fri, Jan 21, 2000 | Western Hills | home | L | 66–68 | 9-10 | ||
| Tue, Jan 25, 2000 | Mercer County | away | L | 73–75 | 9-11 | ||
| Fri, Jan 28, 2000 | Madison Southern | home | W | 85–67 | 10-11 | ||
| Tue, Feb 1, 2000 | Paris | home | |||||
| Tue, Feb 8, 2000 | South Oldham | away | L | 59–79 | 10-12 | ||
| Fri, Feb 11, 2000 | Anderson County | away | L | 58–68 | 10-13 | ||
| Sat, Feb 12, 2000 | Paris | at georgetown | L | 73–83 | 10-14 | Kentucky Bank Classic Tournament | |
| Tue, Feb 15, 2000 | West Jessamine | away | L | 85–87 | 10-15 | ||
| Fri, Feb 18, 2000 | Harrodsburg | away | L | 67–83 | 10-16 | ||
| Thu, Feb 24, 2000 | Tates Creek | home | L | 61–70 | 10-17 | ||
| Wed, Mar 1, 2000 | Frankfort | at franklin county | L | 78–89 | 10-18 | 41st District 41st District Tournament |