| | | | 0-0 (0-0) | Non League | Waupun, WI | - | - |
| | | | 0-0 (0-0) | Non League | Waupun, WI | - | - |
| | | | 0-0 (0-0) | Non League | Waupun, WI | - | - |
| | | | 0-0 (0-0) | Non League | Juneau, WI | - | - |
| | | W 3-0 | 1-0 (0-0) | Non League | Waupun, WI | - | Watch |
| | | W 2-0 | 3-0 (0-0) | Non League | Mishicot, WI | - | - |
| | | W 2-0 | 3-0 (0-0) | Non League | Fish Creek, WI | - | - |
| | | W 2-1 | 6-1 (0-0) | Non League | Waupun, WI | - | - |
| | | W 2-0 | 6-1 (0-0) | Non League | Hilbert, WI | - | - |
| | | W 2-1 | 6-1 (0-0) | Non League | Waupun, WI | - | - |
| | | L 1-2 | 6-1 (0-0) | Non League | Waupun, WI | - | - |
| | | L 0-3 | 6-2 (0-0) | Non League | Rosendale, WI | - | - |
| | | W 3-0 | 7-2 (1-0) | League | Waupun, WI | - | Watch |
| | | W 2-0 | 8-2 (1-0) | Non League | Waupun, WI | - | - |
| | | W 2-1 | 9-2 (1-0) | Non League | Waupun, WI | - | - |
| | | L 0-2 | 9-3 (1-1) | League | Waupun, WI | - | Watch |
| | | W 3-0 | 10-3 (2-1) | League | Oshkosh, WI | - | - |
| | | W 2-0 | 12-3 (2-1) | Non League | Waupun, WI | - | - |
| | | W 2-0 | 12-3 (2-1) | Non League | Waupun, WI | - | - |
| | | W 2-1 | 13-3 (2-1) | Non League | Deerfield, WI | - | - |
| | | W 2-0 | 15-4 (2-1) | Non League | Waupun, WI | - | - |
| | | W 2-0 | 15-4 (2-1) | Non League | Waupun, WI | - | - |
| | | L 0-2 | 15-4 (2-1) | Non League | Waupun, WI | - | - |
| | | L 1-2 | 15-5 (2-1) | Non League | DeForest, WI | - | - |
| | | W 2-1 | 16-5 (2-1) | Non League | Randolph, WI | - | - |
| | | W 3-0 | 17-5 (2-1) | Non League | Waupun, WI | - | Watch |
| | | W 3-1 | 18-5 (2-1) | Non League | Waupun, WI | - | Watch |
| | | W 3-0 | 19-5 (2-1) | Non League | Waupun, WI | - | Watch |
| | | W 3-1 | 20-5 (2-1) | Non League | Waupun, WI | - | - |
| | | | 20-5 (2-1) | Non League | Turtle Lake, WI | - | Watch |