| | | | 0-0 (0-0) | Non League | Galena, IL | - | - |
| | | | 0-0 (0-0) | Non League | Cuba City, WI | - | - |
| | | | 0-0 (0-0) | Non League | Livingston, WI | - | - |
| | | W 3-0 | 1-0 (0-0) | Non League | Muscoda, WI | - | - |
| | | W 3-1 | 2-0 (0-0) | Non League | Fennimore, WI | - | - |
| | | W 3-2 | 3-0 (1-0) | League | Mineral Point, WI | - | - |
| | | W 2-0 | 4-0 (1-0) | Non League | Cuba City, WI | - | - |
| | | L 1-2 | 4-1 (1-0) | Non League | Cuba City, WI | - | - |
| | | W 2-0 | 5-1 (1-0) | Non League | Cuba City, WI | - | - |
| | | W 3-0 | 6-1 (2-0) | League | Hazel Green, WI | - | - |
| | | L 0-3 | 6-2 (2-0) | Non League | Platteville, WI | - | - |
| | | L 0-2 | 6-3 (2-0) | Non League | Cuba City, WI | - | - |
| | | W 2-0 | 7-3 (2-0) | Non League | Cuba City, WI | - | - |
| | | W 2-1 | 8-3 (2-0) | Non League | Wisconsin Dells, WI | - | - |
| | | W 2-0 | 9-3 (2-0) | Non League | Amherst, WI | - | - |
| | | W 2-0 | 10-3 (2-0) | Non League | Cuba City, WI | - | - |
| | | W 2-0 | 11-3 (3-0) | League | Cuba City, WI | - | - |
| | | W 2-1 | 12-3 (4-0) | League | Fennimore, WI | - | - |
| | | W 2-0 | 13-3 (5-0) | League | Cuba City, WI | - | - |
| | | W 3-0 | 14-3 (6-0) | League | Cuba City, WI | - | - |
| | | W 3-0 | 15-3 (6-0) | Non League | Cuba City, WI | - | - |
| | | W 3-0 | 16-3 (7-0) | League | Cuba City, WI | - | - |
| | | L 2-3 | 16-4 (7-0) | Non League | Cuba City, WI | - | - |