Of the 20 games scheduled, 20 have been played.
| Division I | 3-16 |
| Class 1A | 1-12 |
| Region 8 | 1-12 |
| District 15 | 1-12 |
| Class 2A | 2-3 |
| Region 7 | 0-2 |
| District 14 | 0-2 |
| Region 8 | 2-1 |
| District 15 | 2-1 |
| Class 3A | 0-1 |
| Region 7 | 0-1 |
| District 13 | 0-1 |
| Division II | 1-0 |
| Class 1A | 1-0 |
Middleton: 68
Opponents: 192
| Home | 1-3 |
| Away | 3-13 |
| Neutral site | 0-0 |
| In overtime | 0-0 |
| # | Team | Overall | Classification |
|---|---|---|---|
| 2x | Scotts Hill | 31-7-1 | Division I, Class 1A, Region 8, District 15 |
| 2x | Jackson Christian | 23-16-1 | Division I, Class 1A, Region 8, District 15 |
| 2x | Decatur County Riverside | 21-9-0 | Division I, Class 1A, Region 8, District 15 |
| 2x | Bolivar Central | 11-16-0 | Division I, Class 2A, Region 7, District 14 |
| 2x | Adamsville | 5-8-0 | Division I, Class 1A, Region 8, District 15 |
| 2x | Madison Academic Magnet | 3-10-0 | Division I, Class 1A, Region 8, District 15 |
| 2x | Liberty | 2-20-0 | Division I, Class 2A, Region 8, District 15 |
| 1x | Jackson Christian | 23-16-1 | Division I, Class 1A, Region 8, District 15 |
| 1x | Trinity Christian | 10-14-0 | Division I, Class 1A, Region 8, District 15 |
| 1x | Trinity Christian | 10-14-0 | Division I, Class 1A, Region 8, District 15 |
| 1x | Hardin County | 6-15-0 | Division I, Class 3A, Region 7, District 13 |
| 1x | Jackson North Side | 3-15-0 | Division I, Class 2A, Region 8, District 15 |
| 1x | Sacred Heart of Jesus | 1-7-0 | Division II, Class 1A |