| | | | 0-0 (0-0) | Non League | Brodhead, WI | - | - |
| | | | 0-0 (0-0) | Non League | Evansville, WI | - | - |
| | | | 0-0 (0-0) | Non League | Clinton, WI | - | - |
| | | L 0-2 | 0-1 (0-0) | Non League | Milton, WI | - | - |
| | | L 0-2 | 0-2 (0-0) | Non League | Platteville, WI | - | - |
| | | | 0-2 (0-0) | Non League | Madison, WI | - | - |
| | | | 0-2 (0-0) | Non League | Madison, WI | - | - |
| | | L 0-2 | 0-4 (0-0) | Non League | Edgerton, WI | - | - |
| | | L 0-2 | 0-4 (0-0) | Non League | Edgerton, WI | - | - |
| | | W 3-1 | 1-4 (1-0) | League | Walworth, WI | - | - |
| | | W 3-0 | 2-4 (2-0) | League | Beloit, WI | - | - |
| | | | 2-4 (2-0) | League | Brodhead, WI | - | - |
| | | W 3-0 | 3-4 (3-0) | League | Brodhead, WI | - | - |
| | | W 3-0 | 4-4 (4-0) | League | Brodhead, WI | - | - |
| | | W 3-0 | 5-4 (5-0) | League | Brodhead, WI | - | - |
| | | W 2-0 | 6-4 (6-0) | League | Walworth, WI | - | - |
| | | W 2-1 | 7-4 (6-0) | Non League | Racine, WI | - | - |
| | | L 0-3 | 7-5 (6-1) | League | Brodhead, WI | - | - |
| | | W 3-0 | 8-5 (7-1) | League | Brodhead, WI | - | - |
| | | W 3-1 | 9-5 (7-1) | Non League | Brodhead, WI | - | Watch |
| | | L 0-3 | 9-6 (7-1) | Non League | Brodhead, WI | - | - |