| | | | 0-0 (0-0) | Non League | Rio, WI | - | - |
| | | | 0-0 (0-0) | Non League | Deerfield, WI | - | - |
| | | | 0-0 (0-0) | Non League | Williams Bay, WI | - | - |
| | | | 0-0 (0-0) | Non League | Orfordville, WI | - | - |
| | | | 0-0 (0-0) | League | Orfordville, WI | - | - |
| | | L 0-2 | 0-1 (0-0) | Non League | Blanchardville, WI | - | - |
| | | L 0-2 | 0-2 (0-0) | Non League | Shullsburg, WI | - | - |
| | | | 0-2 (0-0) | Non League | Boscobel, WI | - | - |
| | | L 1-3 | 0-3 (0-1) | League | Orfordville, WI | - | - |
| | | L 1-3 | 0-4 (0-2) | League | Palmyra, WI | - | - |
| | | L 1-2 | 0-5 (0-2) | Non League | Oshkosh, WI | - | - |
| | | L 0-2 | 0-6 (0-2) | Non League | Palmyra, WI | - | - |
| | | L 0-3 | 0-7 (0-2) | Non League | Orfordville, WI | - | Watch |