| | | | 0-0 (0-0) | Non League | Patch Grove, WI | - | - |
| | | | 0-0 (0-0) | Non League | Benton, WI | - | - |
| | | | 0-0 (0-0) | Non League | Belmont, WI | - | - |
| | | | 0-0 (0-0) | Non League | Shullsburg, WI | - | - |
| | | L 2-3 | 0-1 (0-0) | Non League | Benton, WI | - | - |
| | | | 0-1 (0-0) | Non League | Scales Mound, IL | - | - |
| | | | 0-1 (0-0) | Non League | Scales Mound, IL | - | - |
| | | L 0-3 | 0-2 (0-1) | League | Patch Grove, WI | - | - |
| | | L 0-3 | 0-3 (0-2) | League | Highland, WI | - | - |
| | | L 0-3 | 0-4 (0-3) | League | Potosi, WI | - | - |
| | | L 1-3 | 0-5 (0-4) | League | Benton, WI | - | - |
| | | W 2-0 | 1-5 (0-4) | Non League | Benton, WI | - | - |
| | | | 1-5 (0-4) | Non League | Benton, WI | - | - |
| | | L 0-2 | 1-6 (0-4) | Non League | Benton, WI | - | - |
| | | L 0-3 | 1-7 (0-5) | League | Benton, WI | - | - |
| | | W 3-0 | 2-7 (1-5) | League | Cassville, WI | - | - |
| | | L 0-3 | 2-8 (1-6) | League | Highland, WI | - | - |
| | | W 3-0 | 3-8 (1-6) | Non League | Monticello, WI | - | - |