| | | | 0-0 (0-0) | Non League | West Salem, WI | - | - |
| | | | 0-0 (0-0) | Non League | Black River Falls, WI | - | - |
| | | | 0-0 (0-0) | Non League | Viroqua, WI | - | - |
| | | | 0-0 (0-0) | Non League | West Salem, WI | - | - |
| | | W 3-1 | 1-0 (0-0) | Non League | Onalaska, WI | - | - |
| | | W 3-0 | 2-0 (1-0) | League | West Salem, WI | - | - |
| | | W 3-0 | 3-0 (2-0) | League | Black River Falls, WI | - | - |
| | | W 3-0 | 4-0 (3-0) | League | Arcadia, WI | - | - |
| | | W 3-0 | 5-0 (4-0) | League | Viroqua, WI | - | - |
| | | L 1-2 | 5-1 (4-0) | Non League | Barron, WI | - | - |
| | | W 2-0 | 6-1 (4-0) | Non League | Clayton, WI | - | - |
| | | L 1-2 | 6-3 (4-0) | Non League | Hudson, WI | - | - |
| | | L 0-2 | 6-3 (4-0) | Non League | Edgar, WI | - | - |
| | | W 3-0 | 7-3 (5-0) | League | Westby, WI | - | - |
| | | W 3-0 | 8-3 (6-0) | League | Galesville, WI | - | - |
| | | W 2-0 | 9-3 (6-0) | Non League | Cuba City, WI | - | - |
| | | W 2-0 | 10-3 (6-0) | Non League | Amherst, WI | - | - |
| | | W 2-0 | 11-3 (6-0) | Non League | Wisconsin Dells, WI | - | - |
| | | W 3-0 | 12-3 (7-0) | League | Onalaska, WI | - | - |
| | | W 3-0 | 13-3 (7-0) | Non League | West Salem, WI | - | - |
| | | W 3-2 | 14-3 (7-0) | Non League | Rice Lake, WI | - | - |
| | | L 1-3 | 14-4 (7-0) | Non League | Barron, WI | - | - |