Of the 27 games scheduled, 25 have been played.
| Division I | 17-6 |
| Class 1A | 10-3 |
| Region 2 | 0-1 |
| District 3 | 0-1 |
| Region 5 | 0-1 |
| District 9 | 0-1 |
| Region 7 | 1-0 |
| District 14 | 1-0 |
| Region 8 | 9-1 |
| District 15 | 8-1 |
| District 16 | 1-0 |
| Class 2A | 5-3 |
| Region 6 | 0-1 |
| District 11 | 0-1 |
| Region 7 | 3-2 |
| District 14 | 3-2 |
| Region 8 | 2-0 |
| District 15 | 2-0 |
| Class 3A | 2-0 |
| Region 7 | 2-0 |
| District 13 | 2-0 |
Middleton: 55
Opponents: 24
| Home | 7-2 |
| Away | 5-1 |
| Neutral site | 6-4 |
| In overtime | 0-0 |
| # | Team | Overall | Classification |
|---|---|---|---|
| 4x | Trinity Christian | 17-16-0 | Division I, Class 1A, Region 8, District 15 |
| 3x | Liberty | 1-23-0 | Division I, Class 2A, Region 8, District 15 |
| 2x | Hardin County | 8-20-0 | Division I, Class 3A, Region 7, District 13 |
| 2x | Bolivar Central | 6-8-0 | Division I, Class 2A, Region 7, District 14 |
| 2x | Scotts Hill | 1-11-0 | Division I, Class 1A, Region 8, District 15 |
| 2x | Madison Academic Magnet | 0-14-0 | Division I, Class 1A, Region 8, District 15 |
| 1x | Camden Central | 31-4-0 | Division I, Class 2A, Region 6, District 11 |
| 1x | Eagleville | 29-16-0 | Division I, Class 1A, Region 5, District 9 |
| 1x | Jackson South Side | 24-11-0 | Division I, Class 2A, Region 7, District 14 |
| 1x | Concord Christian | 24-12-0 | Division I, Class 1A, Region 2, District 3 |
| 1x | Chester County | 18-10-0 | Division I, Class 2A, Region 7, District 14 |
| 1x | Trinity Christian | 17-16-0 | Division I, Class 1A, Region 8, District 15 |
| 1x | Mitchell | 14-2-0 | Division I, Class 1A, Region 8, District 16 |
| 1x | McNairy Central | 3-10-0 | Division I, Class 2A, Region 7, District 14 |
| 1x | Peabody | 1-7-0 | Division I, Class 1A, Region 7, District 14 |
| 1x | Ripley | 0-0-0 | |
| 1x | Oxford | 0-0-0 | |
| 1x | Madison Academic Magnet | 0-14-0 | Division I, Class 1A, Region 8, District 15 |