| Date | School | Score | Opponent | Score | Time | |
| Montgomery County Tournament | ||||||
| 1-Dec | (6) Bowling Green Girls | 46 | vs | (7) Clopton | 55 | Semi-Finals |
| Winfield Tournament | ||||||
| 1-Dec | (3) Elsberry Girls | 24 | vs | (2) Timberland | 56 | Semi-Finals |
| Montgomery County Tournament | ||||||
| 2-Dec | (5) Bowling Green Boys | 62 | vs | (8) Wellsville-Middletown | 59 | Semi-Finals |
| 2-Dec | (7) Clopton Boys | 44 | vs | (3) Hermann | 68 | Semi-Finals |
| Winfield Tournament | ||||||
| 2-Dec | (5) Elsberry Boys | 48 | vs | (8) Warrenton | 40 | |
| 2-Dec | Louisiana Boys | 65 | vs | Van-Far | 34 | |
| 2-Dec | Louisiana Girls | 53 | vs | Van-Far | 64 | |
| 2-Dec | Pittsfield Girls | vs | Winchester | |||
| 2-Dec | Pleasant Hill Girls | vs | Calhoun | |||
| 2-Dec | Silex Girls | 32 | @ | North Callaway | 47 | |
| 2-Dec | Van-Far Boys | 34 | @ | Louisiana | 65 | |
| 2-Dec | Van-Far Girls | 64 | @ | Louisiana | 53 | |
| Montgomery County Tournament | ||||||
| 3-Dec | (5) Bowling Green Boys | 26 | vs | (3) Hermann | 49 | Consolation |
| 3-Dec | (6) Bowling Green Girls | 32 | vs | (8) Wellsville-Middletown | 34 | Seventh Place |
| 3-Dec | (7) Clopton Boys | 35 | vs | (8) Wellsville-Middletown | 36 | Seventh Place |
| 3-Dec | (7) Clopton Girls | 53 | vs | (5) Fulton | 45 | Consolation |
| Winfield Tournament | ||||||
| 3-Dec | (3) Elsberry Girls | 42 | vs | (4) Winfield | 30 | Third Place |
| 3-Dec | Mark Twain Boys | 45 | @ | Community R-VI | 46 | |
| 3-Dec | Mark Twain Girls | 28 | @ | Community R-VI | 39 | |
| 3-Dec | Pittsfield Boys | 33 | @ | Southeastern | 38 | |
| 3-Dec | Silex Boys | 35 | @ | North Callaway | 65 | |
| Winfield Tournament | ||||||
| 4-Dec | (5) Elsberry Boys | 46 | vs | (3) Ft. Zumwalt East | 31 | Consolation |
| 4-Dec | Pleasant Hill Boys | @ | Greenview | Canceled | ||
| Monroe City Tournament | ||||||
| 6-Dec | (3) Louisiana Boys | 72 | vs | (6) Mark Twain | 39 | Opening Round |
| 6-Dec | (8) Louisiana Girls | 19 | vs | (1) South Shelby | 65 | Opening Round |
| 6-Dec | (6) Mark Twain Boys | 39 | vs | (3) Louisiana | 72 | Opening Round |
| 6-Dec | Pittsfield Girls | vs | Rushville-Industry | |||
| Spartan Classic | ||||||
| 6-Dec | Pleasant Hill Boys | 28 | vs | Greenfield/NW | 58 | |
| 6-Dec | Pleasant Hill Girls | @ | Brussels | |||
| Centralia Tournament | ||||||
| 6-Dec | (8)Van-Far Girls | 28 | vs | (1)Booneville | 76 | Opening Round |
| 7-Dec | Clopton Boys | 55 | vs | Canton | 50 | |
| 7-Dec | Clopton Girls | 44 | vs | Canton | 63 | |
| Monroe City Tournament | ||||||
| 7-Dec | (6) Mark Twain Girls | 38 | vs | (3) Marion County | 51 | Opening Round |
| 7-Dec | Pittsfield Boys | 43 | vs | West Central (Winchester) | 40 | |
| Spartan Classic | ||||||
| 7-Dec | Pleasant Hill Boys | 24 | vs | Western | 60 | |
| 7-Dec | Silex Boys | 42 | @ | New Haven | 51 | |
| Centralia Tournament | ||||||
| 7-Dec | (8)Van-Far Boys | 50 | vs | (1)Harrisburg | 65 | Opening Round |
| Monroe City Tournament | ||||||
| 8-Dec | (3)Louisiana Boys | 56 | vs | (2)Highland | 70 | Semi-Finals |
| 8-Dec | (8)Louisiana Girls | 23 | vs | (5)Monroe City | 60 | Semi-Finals |
| 8-Dec | (6)Mark Twain Boys | 68 | vs | (7)Paris | 61 | Semi-Finals |
| Spartan Classic | ||||||
| 8-Dec | Pleasant Hill Boys | vs | Calhoun/Brussels | Cancelled | ||
| 8-Dec | Silex Girls | 48 | vs | Bishop-DuBourg | 31 | |
| Centralia Tournament | ||||||
| 8-Dec | (8)Van-Far Girls | 42 | vs | (5)Salisbury | 61 | Semi-Finals |
| 9-Dec | Clopton Girls | 51 | vs | Elsberry | 53 | 2OT |
| 9-Dec | Elsberry Girls | 53 | @ | Clopton | 51 | 2OT |
| Monroe City Tournament | ||||||
| 9-Dec | (6) Mark Twain Girls | 48 | vs | (7) Paris | 26 | Semi-Finals |
| 9-Dec | Pittsfield Girls | vs | Calhoun | |||
| Spartan Classic | ||||||
| 9-Dec | Pleasant Hill Boys | vs | North Greene | Cancelled | ||
| 9-Dec | Pleasant Hill Girls | vs | Routt Catholic @ Barry | Cancelled | ||
| 9-Dec | Silex Girls | 46 | vs | St. Louis Christian Knights | 37 | |
| Centralia Tournament | ||||||
| 9-Dec | (8)Van-Far Boys | 43 | vs | (4)Booneville | 51 | Semi-Finals |
| 10-Dec | Clopton Boys | 58 | vs | Elsberry | 67 | |
| 10-Dec | Clopton Girls | 42 | @ | Hannibal | 33 | |
| 10-Dec | Elsberry Boys | 67 | @ | Clopton | 58 | |
| Monroe City Tournament | ||||||
| 10-Dec | (3) Louisiana Boys | 58 | vs | (4) Palmyra | 40 | Third Place |
| 10-Dec | (6) Mark Twain Boys | 47 | vs | (5) South Shelby | 54 | Consolation |
| 10-Dec | (6) Mark Twain Girls | 37 | vs | (5) Monroe City | 28 | Consolation |
| 10-Dec | Pittsfield Boys | 52 | @ | Riverton | 40 | |
| 10-Dec | Silex Boys | 43 | vs | Montgomery County | 66 | |
| 11-Dec | Pittsfield Boys | vs | Jersey | Cancelled | ||
| 11-Dec | Pleasant Hill Girls | @ | West Hancock | Cancelled | ||
| 13-Dec | Pittsfield Girls | @ | Liberty | |||
| 13-Dec | Pleasant Hill Boys | vs | Payson-Seymour | Cancelled | ||
| 13-Dec | Pleasant Hill Girls | vs | Unity @ Barry | Cancelled | ||
| 13-Dec | Silex Girls | 30 | vs | Montgomery County | 49 | |
| 13-Dec | Van-Far Girls | 50 | vs | North Callaway | 40 | |
| 14-Dec | Bowling Green Boys | 60 | vs | Louisiana | 68 | |
| 14-Dec | Bowling Green Girls | 47 | vs | Louisiana | 41 | |
| 14-Dec | Louisiana Boys | 68 | @ | Bowling Green | 60 | |
| 14-Dec | Louisiana Girls | 41 | @ | Bowling Green | 47 | |
| 14-Dec | Mark Twain Boys | 55 | vs | North Point | 22 | |
| 14-Dec | Mark Twain Girls | 51 | vs | Monroe City | 47 | OT |
| 14-Dec | Pittsfield Boys | 34 | @ | Griggsville-Perry | 31 | |
| 14-Dec | Van-Far Boys | 68 | vs | North Callaway | 69 | |
| 16-Dec | Elsberry Boys | 47 | vs | Fort Zumwalt East | 45 | |
| 15-Dec | Elsberry Girls | 41 | @ | Liberty – Wentzville | 20 | |
| 15-Dec | Silex Boys | 35 | vs | Winfield | 58 | |
| 16-Dec | Pittsfield Girls | @ | Piasa Southwestern | PPD 1/4/22 | ||
| 16-Dec | Pleasant Hill Girls | vs | Carrollton | Cancelled | ||
| 17-Dec | Bowling Green Boys | 69 | @ | Highland | 72 | |
| 17-Dec | Bowling Green Girls | 40 | @ | Highland | 47 | |
| 17-Dec | Clopton Boys | 58 | @ | Mark Twain | 21 | |
| 17-Dec | Clopton Girls | 60 | @ | Mark Twain | 42 | |
| 17-Dec | Elsberry Boys | 56 | @ | Wright City | 44 | |
| 17-Dec | Louisiana Boys | vs | North Callaway | Cancelled | ||
| 17-Dec | Louisiana Girls | vs | North Callaway | Cancelled | ||
| 17-Dec | Mark Twain Boys | 21 | vs | Clopton | 58 | |
| 17-Dec | Mark Twain Girls | 42 | vs | Clopton | 60 | |
| 17-Dec | Pittsfield Boys | vs | North Greene | Cancelled | ||
| 17-Dec | Pleasant Hill Boys | vs | Routt Catholic | Cancelled | ||
| 17-Dec | Silex Boys | 25 | @ | Van-Far | 59 | |
| 17-Dec | Silex Girls | 53 | @ | Van-Far | 43 | |
| 17-Dec | Van-Far Boys | 59 | vs | Silex | 25 | |
| 17-Dec | Van-Far Girls | 43 | vs | Silex | 53 | |
| 18-Dec | Van-Far Boys | 50 | @ | Paris at Mexico | 41 | |
| 18-Dec | Van-Far Girls | 41 | @ | Paris at Mexico | 22 | |
| 20-Dec | Bowling Green Boys | 67 | vs | Mark Twain | 50 | |
| 20-Dec | Bowling Green Girls | 35 | vs | Mark Twain | 40 | |
| 20-Dec | Elsberry Girls | 37 | vs | St. Louis Blue Knights | 40 | |
| 20-Dec | Louisiana Boys | 62 | @ | Palmyra | 43 | |
| 20-Dec | Louisiana Girls | 11 | @ | Palmyra | 69 | |
| 20-Dec | Mark Twain Boys | 50 | @ | Bowling Green | 67 | |
| 20-Dec | Mark Twain Girls | 40 | @ | Bowling Green | 35 | |
| 20-Dec | Pleasant Hill Girls | @ | Van-Far | Cancelled | ||
| 20-Dec | Silex Girls | 33 | vs | New Haven | 59 | |
| 21-Dec | Clopton Boys | 49 | @ | JWCC Shootout (Mendon-Unity) | 43 | |
| 21-Dec | Clopton Girls | 31 | @ | JWCC Shootout (Mendon-Unity) | 81 | |
| 21-Dec | Elsberry Boys | 64 | vs | St. Louis Blue Knights | 55 | |
| 21-Dec | Van-Far Boys | 57 | vs | Community R-VI | 60 | OT |
| 21-Dec | Van-Far Girls | 34 | vs | Community R-VI | 59 | |
| 22-Dec | Elsberry Girls | 48 | vs | Christian | 13 | |
| 22-Dec | Silex Girls | 65 | vs | Winfield | 42 | |
| 23-Dec | Pleasant Hill Girls | @ | North Greene | |||
| Macomb-Western Holiday Tournament | ||||||
| 27-Dec | Pittsfield Boys | 44 | vs | Monmouth-Roseville | 30 | Opening Round |
| Beardstown Holiday Tournament | ||||||
| 27-Dec | (11) Pittsfield Girls | 43 | vs | (22) Rushville-Industry | 17 | Round One |
| 27-Dec | (11) Pittsfield Girls | 34 | vs | (6) Routt | 45 | Round Two |
| 27-Dec | (23) Pleasant Hill | 26 | vs | (10) Macomb | 58 | Round One |
| Mississippi Valley Invitational | ||||||
| 27-Dec | Pleasant Hill Boys | 58 | @ | Unity | 73 | Opening Round |
| 28-Dec | Bowling Green Boys | 47 | @ | Ft. Zumwalt East | 45 | |
| Macomb-Western Holiday Tournament | ||||||
| 28-Dec | Pittsfield Boys | 22 | vs | Macomb | 40 | Semi-Finals |
| Beardstown Holiday Tournament | ||||||
| 28-Dec | (11) Pittsfield Girls | 53 | vs | (14) West Hancok | 39 | Round Three |
| 28-Dec | (23) Pleasant Hill Girls | 28 | vs | (18) South Fulton | 44 | Round Two |
| Mississippi Valley Invitational | ||||||
| 28-Dec | Pleasant Hill Boys | 39 | vs | Western | 46 | Semi-Finals |
| Moberly Holiday Shootout | ||||||
| 29-Dec | Clopton Boys | 52 | vs | Linn | 32 | |
| 29-Dec | Clopton Girls | 62 | vs | Linn | 59 | |
| 29-Dec | Van-Far Boys | 51 | vs | Highland | 41 | |
| 29-Dec | Van-Far Girls | 42 | vs | Highland | 53 | |
| Macomb-Western Holiday Tournament | ||||||
| 29-Dec | Pittsfield Boys | 43 | vs | Lewistown | 47 | Finals |
| Beardstown Holiday Tournament | ||||||
| 29-Dec | (11) Pittsfield Girls | 42 | vs | (7) Midwest Central-Delavan | 32 | Round Four |
| 29-Dec | (23) Pleasant Hill Girls | 34 | vs | (22) Rushville-Industry | 30 | Round Three |
| Mississippi Valley Invitational | ||||||
| 29-Dec | Pleasant Hill Boys | 27 | vs | West Prairie | 74 | Seventh Place |
| Moberly Holiday Shootout | ||||||
| 30-Dec | Bowling Green Boys | 57 | vs | Moberly | 51 | |
| 30-Dec | Bowling Green Girls | 20 | vs | Moberly | 53 | |
| 30-Dec | Elsberry Boys | 81 | vs | Liberty Christian | 55 | |
| 30-Dec | Elsberry Girls | 44 | vs | Liberty Christian | 51 | |
| Beardstown Holiday Tournament | ||||||
| 30-Dec | (11) Pittsfield Girls | 32 | vs | (12) North Fulton | 20 | Consolation |
| 30-Dec | (23) Pleasant Hill Girls | 26 | vs | (24) Illini Central | 29 | Round Four |
| 31-Dec | Clopton Boys | 60 | vs | Community R-VI | 35 | |