| | | | 0-0 (0-0) | Non League | Milton, WI | - | - |
| | | | 0-0 (0-0) | Non League | Monona, WI | - | - |
| | | L 2-3 | 0-1 (0-0) | Non League | DeForest, WI | - | - |
| | | W 3-0 | 1-1 (0-0) | Non League | Elkhorn, WI | - | - |
| | | L 0-2 | 1-2 (0-0) | Non League | Milton, WI | - | - |
| | | W 2-0 | 2-2 (0-0) | Non League | Milton, WI | - | - |
| | | W 2-0 | 3-2 (0-0) | Non League | Madison, WI | - | - |
| | | | 3-2 (0-0) | Non League | Milton, WI | - | - |
| | | | 3-2 (0-0) | Non League | Milton, WI | - | - |
| | | W 2-0 | 4-2 (0-0) | Non League | Milton, WI | - | - |
| | | L 0-2 | 4-3 (0-0) | Non League | Edgerton, WI | - | - |
| | | W 2-0 | 5-3 (0-0) | Non League | Milton, WI | - | - |
| | | W 3-1 | 6-3 (1-0) | League | Milton, WI | - | - |
| | | L 1-3 | 6-4 (1-1) | League | Milton, WI | - | - |
| | | W 3-0 | 7-4 (1-1) | Non League | Milton, WI | - | - |
| | | W 2-0 | 8-4 (1-1) | Non League | Milton, WI | - | - |
| | | W 2-0 | 9-4 (1-1) | Non League | Fennimore, WI | - | - |
| | | W 2-0 | 10-4 (1-1) | Non League | Milton, WI | - | - |
| | | W 2-0 | 11-4 (1-1) | Non League | Stanley, WI | - | - |
| | | W 3-0 | 12-4 (1-1) | Non League | Milton, WI | - | - |
| | | W 2-0 | 15-6 (2-1) | Non League | Waunakee, WI | - | - |
| | | L 1-2 | 15-6 (2-1) | Non League | Oregon, WI | - | - |
| | | W 2-1 | 15-6 (2-1) | League | Watertown, WI | - | - |
| | | L 1-2 | 15-6 (2-1) | Non League | DeForest, WI | - | - |
| | | W 2-0 | 15-6 (2-1) | Non League | Milton, WI | - | - |
| | | W 3-0 | 16-6 (3-1) | League | Milton, WI | - | - |
| | | W 3-0 | 17-6 (3-1) | Non League | Milton, WI | - | - |
| | | W 3-0 | 18-6 (3-1) | Non League | Mukwonago, WI | - | - |
| | | L 0-3 | 18-7 (3-1) | Non League | Oconomowoc, WI | - | - |