| | | | 0-0 (0-0) | Non League | Mineral Point, WI | - | - |
| | | | 0-0 (0-0) | Non League | New Glarus, WI | - | - |
| | | | 0-0 (0-0) | Non League | New Glarus, WI | - | - |
| | | | 0-0 (0-0) | Non League | Waterloo, WI | - | - |
| | | W 3-0 | 1-0 (0-0) | Non League | New Glarus, WI | - | - |
| | | W 3-1 | 2-0 (0-0) | Non League | Belleville, WI | - | - |
| | | W 2-1 | 3-0 (0-0) | Non League | Madison, WI | - | - |
| | | L 0-2 | 3-1 (0-0) | Non League | Jefferson, WI | - | - |
| | | W 2-0 | 6-1 (0-0) | Non League | Lake Mills, WI | - | - |
| | | W 2-0 | 6-1 (0-0) | Non League | Lake Mills, WI | - | - |
| | | W 2-0 | 6-1 (0-0) | Non League | New Glarus, WI | - | - |
| | | L 2-3 | 6-2 (0-1) | League | New Glarus, WI | - | - |
| | | L 1-3 | 6-3 (0-2) | League | New Glarus, WI | - | - |
| | | L 0-3 | 6-4 (0-3) | League | Waterloo, WI | - | - |
| | | L 0-3 | 6-5 (0-4) | League | Mazomanie, WI | - | - |
| | | W 3-2 | 7-5 (1-4) | League | New Glarus, WI | - | - |
| | | W 2-1 | 8-5 (1-4) | Non League | Reedsburg, WI | - | - |
| | | W 2-0 | 9-5 (2-4) | League | Mazomanie, WI | - | - |
| | | W 2-0 | 10-5 (2-4) | Non League | West Salem, WI | - | - |
| | | W 2-0 | 11-5 (2-4) | Non League | New Glarus, WI | - | - |
| | | L 0-3 | 11-6 (2-4) | Non League | Richland Center, WI | - | - |