| | | | 0-0 (0-0) | Non League | Muscoda, WI | - | - |
| | | | 0-0 (0-0) | Non League | Hazel Green, WI | - | - |
| | | L 0-3 | 0-1 (0-0) | Non League | Muscoda, WI | - | - |
| | | W 3-0 | 1-1 (0-0) | Non League | Boscobel, WI | - | - |
| | | W 3-2 | 2-1 (1-0) | League | Livingston, WI | - | - |
| | | L 0-3 | 2-2 (1-1) | League | Muscoda, WI | - | - |
| | | | 2-2 (1-1) | Non League | Richland Center, WI | - | - |
| | | | 2-2 (1-1) | Non League | Blanchardville, WI | - | - |
| | | W 2-0 | 3-2 (1-1) | Non League | Benton, WI | - | - |
| | | L 1-3 | 3-3 (1-2) | League | Fennimore, WI | - | - |
| | | L 0-2 | 3-4 (1-3) | League | Cuba City, WI | - | - |
| | | L 0-2 | 4-5 (1-3) | Non League | Muscoda, WI | - | - |
| | | W 2-0 | 4-5 (1-3) | Non League | Fennimore, WI | - | - |
| | | L 0-3 | 4-6 (1-4) | League | Mineral Point, WI | - | - |
| | | L 1-3 | 4-7 (1-4) | Non League | Oakfield, WI | - | - |