| | | | 0-0 (0-0) | Non League | New Richmond, WI | - | - |
| | | | 0-0 (0-0) | Non League | Osceola, WI | - | - |
| | | | 0-0 (0-0) | Non League | Osceola, WI | - | - |
| | | W 2-1 | 1-0 (0-0) | Non League | Osceola, WI | - | - |
| | | W 2-1 | 2-2 (0-0) | Non League | Osceola, WI | - | - |
| | | L 0-2 | 2-2 (0-0) | Non League | Osceola, WI | - | - |
| | | L 0-2 | 2-2 (0-0) | Non League | Osceola, WI | - | - |
| | | L 2-3 | 2-3 (0-0) | Non League | Altoona, WI | - | - |
| | | W 2-1 | 3-3 (0-0) | Non League | Superior, WI | - | - |
| | | W 3-0 | 4-3 (1-0) | League | Osceola, WI | - | - |
| | | W 2-0 | 5-7 (1-0) | Non League | St. Croix Falls, WI | - | - |
| | | L 0-2 | 5-7 (1-0) | Non League | St. Croix Falls, WI | - | - |
| | | L 0-2 | 5-7 (1-0) | Non League | St. Croix Falls, WI | - | - |
| | | L 0-2 | 5-7 (1-0) | Non League | Edgar, WI | - | - |
| | | L 0-2 | 5-7 (1-0) | Non League | Hudson, WI | - | - |
| | | W 3-0 | 6-7 (2-0) | League | Osceola, WI | - | - |
| | | W 3-1 | 7-7 (3-0) | League | Hammond, WI | - | - |
| | | W 3-0 | 8-7 (4-0) | League | Somerset, WI | - | - |
| | | L 0-3 | 8-8 (4-1) | League | Osceola, WI | - | - |
| | | W 3-2 | 9-8 (4-1) | Non League | Osceola, WI | - | - |
| | | L 0-3 | 9-9 (4-1) | Non League | Barron, WI | - | - |