| 12/1/2020 | Montgomery County Tournament | ||||||
| (6) Bowling Green Boys | 42 | @ | (3) Mexico | 59 | Opening Round | ||
| (4) Clopton Boys | 47 | @ | (5) New Haven | 56 | Opening Round | ||
| Winfield Tournament | |||||||
| (8) Elsberry Boys | 22 | @ | (1) Christian | 72 | Semi-Finals | ||
| Louisiana Boys | vs | Highland | Postponed | ||||
| Louisiana Girls | vs | Highland | Postponed | ||||
| Mark Twain Boys | vs | Palmyra | Postponed | ||||
| Mark Twain Girls | vs | Palmyra | Postponed | ||||
| Silex Girls | 24 | vs | Orchard Farm | 44 | |||
| Van-Far Boys | 64 | @ | South Callaway | 66 | |||
| Van-Far Girls | 20 | @ | South Callaway | 78 | |||
| 12/2/2020 | Montgomery County Tournament | ||||||
| (4) Clopton Girls | 38 | vs | (1) Hermann | 49 | Semi-Finals | ||
| (7) Bowling Green Girls | 42 | vs | (6) Liberty Christian | 60 | Semi-Finals | ||
| Winfield Tournament | |||||||
| (2) Elsberry Girls | 32 | vs | (3) Hannibal | 28 | OT | Semi-Finals | |
| 12/3/2020 | Montgomery County Tournament | ||||||
| (6) Bowling Green Boys | 46 | vs | (7) Hermann | 51 | Semi-Finals | ||
| Winfield Tournament | |||||||
| (8) Elsberry Boys | vs | Bye | Semi-Finals | ||||
| Silex Girls | 47 | vs | North Callaway | 31 | |||
| Van-Far Boys | vs | Louisiana | Postponed | ||||
| Van-Far Girls | 62 | vs | Louisiana | 22 | |||
| 12/4/2020 | Montgomery County Tournament | ||||||
| (4) Clopton Boys | 53 | vs | (6) Bowling Green | 34 | Round Robin | ||
| Winfield Tournament | |||||||
| (2) Elsberry Girls | 46 | vs | (1) Ft. Zumwalt East | 23 | Championship | ||
| Mark Twain Boys | 48 | vs | Community R-VI | 48 | |||
| Mark Twain Girls | 44 | vs | Community R-VI | 54 | |||
| Silex Boys | 19 | vs | North Callaway | 65 | |||
| 12/5/2020 | Montgomery County Tournament | ||||||
| (4) Clopton Boys | 52 | vs | (7) Hermann | 51 | Consolation | ||
| (4) Clopton Girls | 62 | vs | (2) Montgomery County | 63 | OT | Third Place | |
| Winfield Tournament | |||||||
| (8) Elsberry Boys | 40 | vs | (6) St. Louis Knights | 47 | Consolation | ||
| 12/7/2020 | Monroe City Tournament | ||||||
| (4) Louisiana Boys | 73 | vs | (5) Paris | 51 | Opening Round | ||
| (8) Louisiana Girls | 11 | vs | (1) Monroe City | 81 | Opening Round | ||
| (5) Mark Twain Girls | 59 | vs | (4) Marion County | 53 | Opening Round | ||
| 12/8/2020 | Clopton Boys | 64 | @ | Canton | 50 | ||
| Clopton Girls | 54 | @ | Canton | 69 | |||
| Monroe City Tournament | |||||||
| (7) Mark Twain Boys | 24 | vs | (2) Palmyra | 61 | Opening Round | ||
| (3) Van-Far Boys | 52 | vs | (6) South Shelby | 50 | Opening Round | ||
| (7) Van-Far Girls | – | vs | (2) South Shelby | – | COVID | Opening Round | |
| Silex Boys | 29 | vs | New Haven | 58 | |||
| Silex Girls | @ | Bishop DuBourg | Postponed | ||||
| 12/9/2020 | Monroe City Tournament | ||||||
| (4) Louisiana Boys | 31 | vs | (1) Monroe City | 66 | Semi-Finals | ||
| (8) Louisiana Girls | 4 | vs | (4) Marion County | 43 | |||
| (5) Mark Twain Girls | 37 | vs | (1) Monroe City | 71 | Semi-Finals | ||
| 12/10/2020 | Elsberry Girls | 45 | vs | Clopton | 51 | 5OT’s | |
| Monroe City Tournament | |||||||
| (7) Mark Twain Boys | 47 | vs | (6) South Shelby | 76 | Semi-Finals | ||
| (3) Van-Far Boys | 27 | vs | (2) Palmyra | 77 | Semi-Finals | ||
| 12/11/2020 | Bowling Green Boys | 49 | vs | Highland | 56 | ||
| Bowling Green Girls | 32 | vs | Highland | 48 | |||
| Clopton Girls | 29 | vs | Hannibal | 18 | |||
| Elsberry Boys | 42 | vs | Clopton | 50 | |||
| Silex Boys | 17 | @ | Montgomery County | 63 | |||
| Monroe City Tournament | |||||||
| (4) Louisiana Boys | 67 | vs | (3) Van-Far | 38 | Third Place | ||
| (5) Mark Twain Girls | 41 | vs | (3) Palmyra | 50 | Third Place | ||
| 12/14/2020 | Silex Girls | 25 | @ | Montgomery County | 55 | ||
| 12/15/2020 | Clopton Girls | 58 | vs | Highland | 37 | ||
| Clopton Boys | 65 | vs | Highland | 57 | |||
| Elsberry Boys | 28 | @ | Ft. Zumwalt East | 58 | |||
| Louisiana Boys | 40 | vs | Bowling Green | 37 | OT | ||
| Louisiana Girls | 16 | vs | Bowling Green | 61 | |||
| Mark Twain Boys | @ | Monroe City | Postponed | ||||
| Mark Twain Girls | 43 | @ | Monroe City | 65 | |||
| Van-Far Boys | 50 | @ | North Callaway | 80 | |||
| Van-Far Girls | @ | North Callaway | Postponed | ||||
| 12/16/2020 | Elsberry Girls | 44 | vs | Liberty – Wentzville | 36 | ||
| Silex Boys | 40 | @ | Winfield | 45 | |||
| Silex Girls | 49 | @ | Winfield | 24 | |||
| 12/17/2020 | Elsberry Girls | 45 | @ | Christian O’Fallon | 39 | ||
| Louisiana Girls | 8 | @ | North Callaway | 59 | |||
| Mark Twain Boys | vs | Palmyra | Cancelled | ||||
| Mark Twain Girls | 41 | vs | Palmyra | 57 | |||
| 12/18/2020 | Clopton Boys | vs | Mark Twain | Postponed | |||
| Clopton Girls | vs | Mark Twain | Postponed | ||||
| Elsberry Boys | 56 | vs | Wright City | 53 | |||
| Louisiana Boys | 44 | @ | North Callaway | 55 | |||
| Van-Far Boys | vs | Silex | Postponed | ||||
| Van-Far Girls | vs | Silex | Postponed | ||||
| 12/19/2020 | Clopton Boys | 64 | @ | South Shelby | 49 | ||
| Clopton Girls | @ | South Shelby | Cancelled | ||||
| Van-Far Boys | 23 | @ | Mexico | 77 | |||
| Van-Far Girls | @ | Mexico | Cancelled | ||||
| 12/21/2020 | Louisiana Boys | 43 | vs | Palmyra | 59 | ||
| Louisiana Girls | 9 | vs | Palmyra | 63 | |||
| Mark Twain Boys | vs | Bowling Green | Postponed | ||||
| Mark Twain Girls | 43 | vs | Bowling Green | 30 | |||
| Silex Girls | @ | New Haven | Cancelled | ||||
| Van-Far Girls | @ | Pleasant Hill/Western | Cancelled | ||||
| 12/22/2020 | Van-Far Boys | 75 | @ | Community R-VI | 42 | ||
| Van-Far Girls | @ | Community R-VI | Cancelled | ||||
| 12/29/2020 | Bowling Green Boys | @ | MRMC Holiday Shootout | Cancelled | |||
| Louisiana Boys | vs | Highland | Postponed | ||||
| 12/30/2020 | Clopton Boys | 69 | vs | Orchard Farm | 64 | ||
| Van-Far Boys | 40 | vs | Northeast (Cairo) | 71 | |||
| Van-Far Girls | 51 | vs | Northeast (Cairo) | 50 | 2OT | ||
| 12/31/2020 | Clopton Girls | 22 | vs | Troy | 67 | ||
| Updated 12.31.20 | |||||||