| 11/20/20 | Elsberry Boys | 37 | @ | Winfield | 71 | ||
| Elsberry Girls | 43 | @ | Winfield | 28 | |||
| Silex Boys | 23 | vs | Missouri Military Academy | 55 | |||
| 11/23/20 | Bowling Green Girls | @ | Hannibal | V/JV | Cancelled | ||
| Louisiana Boys | @ | Canton | V | Postponed | |||
| Louisiana Girls | @ | Canton | V | Postponed | |||
| 11/24/20 | Bowling Green Boys | 29 | vs | Hannibal | 51 | ||
| Clopton Boys | 52 | vs | Liberty Christian | 47 | |||
| Clopton Girls | 61 | vs | Liberty Christian | 50 | |||
| Mark Twain Boys | vs | Paris | V | Cancelled | |||
| Mark Twain Girls | vs | Paris | V | Cancelled | |||
| Silex Boys | 56 | vs | North Christian | 39 | |||
| 11/28/20 | Elsberry Boys | 40 | @ | Canton | 46 | ||
| 11/30/20 | Montgomery County Tournament | ||||||
| (7) Bowling Green Girls | 7 | @ | (2) Montgomery County | 70 | Opening Round | ||
| (4) Clopton Girls | 46 | @ | (5) New Haven | 38 | Opening Round | ||
| Winfield Tournament | |||||||
| (2) Elsberry Girls | 27 | vs | (7) Trinity | 15 | |||
| Updated 12.02.20 | |||||||