| | | | 0-0 (0-0) | Non League | Wonewoc, WI | - | - |
| | | | 0-0 (0-0) | Non League | Wonewoc, WI | - | - |
| | | | 0-0 (0-0) | Non League | New Lisbon, WI | - | - |
| | | | 0-0 (0-0) | Non League | Elroy, WI | - | - |
| | | W 3-1 | 1-0 (0-0) | Non League | Ontario, WI | - | - |
| | | W 3-2 | 2-0 (0-0) | Non League | Bangor, WI | - | - |
| | | L 0-2 | 2-1 (0-0) | Non League | Brookfield, WI | - | - |
| | | W 2-0 | 3-1 (0-0) | Non League | Wonewoc, WI | - | - |
| | | W 2-1 | 4-1 (0-0) | Non League | Wonewoc, WI | - | - |
| | | W 2-0 | 5-1 (0-0) | Non League | Wonewoc, WI | - | - |
| | | L 0-2 | 6-3 (0-0) | Non League | Brookfield, WI | - | - |
| | | L 0-2 | 6-3 (0-0) | Non League | Brookfield, WI | - | - |
| | | W 2-0 | 6-3 (0-0) | Non League | Wonewoc, WI | - | - |
| | | W 3-0 | 7-3 (1-0) | League | Necedah, WI | - | - |
| | | W 3-2 | 8-3 (1-0) | Non League | Wonewoc, WI | - | - |
| | | W 3-0 | 9-3 (2-0) | League | Wonewoc, WI | - | - |
| | | L 2-3 | 9-4 (2-1) | League | Wonewoc, WI | - | - |
| | | W 3-0 | 10-4 (3-1) | League | Wonewoc, WI | - | - |
| | | L 0-3 | 10-5 (3-1) | Non League | Hillsboro, WI | - | - |
| | | L 1-3 | 10-6 (3-2) | League | Cashton, WI | - | - |
| | | W 3-2 | 11-6 (4-2) | League | Elroy, WI | - | - |
| | | W 3-0 | 12-6 (5-2) | League | New Lisbon, WI | - | - |
| | | W 3-0 | 13-6 (5-2) | Non League | Wonewoc, WI | - | - |
| | | L 1-3 | 13-7 (5-2) | Non League | Wonewoc, WI | - | - |