| Date | Opponent | Result |
|---|---|---|
| Thursday, October 16, 2025 |
|---|
| Union City 3 at Middleton 2 |
| Tuesday, August 26, 2025 |
| Collinwood 3 at Middleton 1 |
| Friday, August 22, 2025 |
| Jackson South Side 1 at Middleton 3 |
| Thursday, August 21, 2025 |
| Middleton 3 at Bolivar Central 0 |
| Trinity Christian | 6-0 | 14-5 |
| Scotts Hill | 4-4 | 10-12 |
| Madison Academic Magnet | 3-0 | 11-7 |
| Middleton | 1-5 | 1-7 |
| South Gibson | 0-2 | 4-9-1 |
| Decatur County Riverside | 0-3 | 0-5 |