| 8/28 | Mark Twain | 1 | @ | Canton | 7 | |
| 9/2 | Mark Twain | 0 | @ | Hallsville | 10 | |
| 9/3 | Mark Twain | 8 | vs | Palmyra | 13 | |
| 9/8 | Mark Twain | @ | Montgomery County | ppd | ||
| 9/9 | Mark Twain | 1 | @ | Monroe City | 11 | |
| 9/10 | Mark Twain | 4 | @ | Bowling Green | 9 | |
| 9/15 | Mark Twain | 5 | vs | Silex | 8 | |
| 9/17 | Mark Twain | 6 | @ | Van-Far | 0 | |
| North Shelby Tournament | ||||||
| 9/19 | (2) Mark Twain | 3 | vs | (6) Marion County | 2 | Opening Round |
| (2) Mark Twain | 6 | vs | (3) Scotland County | 8 | Semi-Finals | |
| (2) Mark Twain | 2 | vs | (5) Clopton | 7 | Third Place | |
| 9/21 | Mark Twain | 13 | @ | Madison | 0 | |
| 9/22 | Mark Twain | 8 | vs | Wright City | 9 | |
| 9/28 | Mark Twain | 1 | vs | Community R-VI | 10 | |
| 9/29 | Mark Twain | 5 | vs | Clopton | 12 | |
| 10/1 | Mark Twain | @ | Elsberry | 5:00 | ||
| South Callaway Tournament | ||||||
| 10/3 | (7) Mark Twain | 5 | vs | (2) Salisbury | 9 | Opening Round |
| (7) Mark Twain | 6 | vs | (6) St. Elizabeth | 8 | Semi-Finals | |
| (7) Mark Twain | 8 | vs | (8) South Callaway | 7 | Seventh Place | |
| 10/6 | Mark Twain | 1 | vs | North Callaway | 10 | |
| 10/8 | Mark Twain | 11 | vs | Louisiana | 1 | |
| 10/9 | Mark Twain | 5 | vs | Montgomery County | 6 | |
| Districts – Class 2 District 5 | ||||||
| 10/14 | (5) Mark Twain | 1 | vs | (4) Highland | 2 | Opening Round |