| | | | 0-0 (0-0) | Non League | Washburn, WI | - | - |
| | | | 0-0 (0-0) | Non League | Washburn, WI | - | - |
| | | | 0-0 (0-0) | Non League | Washburn, WI | - | - |
| | | | 0-0 (0-0) | Non League | Mellen, WI | - | Watch |
| | | W 3-1 | 1-0 (0-0) | Non League | Mercer, WI | - | Watch |
| | | L 0-3 | 1-1 (0-0) | Non League | Solon Springs, WI | - | Watch |
| | | L 1-3 | 1-2 (0-0) | Non League | Washburn, WI | - | - |
| | | W 3-1 | 2-2 (1-0) | League | Port Wing, WI | - | Watch |
| | | L 0-2 | 2-3 (1-0) | Non League | Baldwin, WI | - | - |
| | | L 0-2 | 2-4 (1-0) | Non League | Turtle Lake, WI | - | - |
| | | W 2-0 | 3-4 (1-0) | Non League | Luck, WI | - | - |
| | | W 3-1 | 4-4 (2-0) | League | Bayfield, WI | - | Watch |
| | | L 2-3 | 4-5 (2-1) | League | Butternut, WI | - | Watch |
| | | L 1-3 | 4-6 (2-2) | League | Drummond, WI | - | Watch |
| | | L 0-3 | 4-7 (2-2) | Non League | Hurley, WI | - | Watch |
| | | W 3-0 | 5-7 (2-2) | Non League | Washburn, WI | - | - |
| | | W 3-2 | 6-7 (2-2) | Non League | Thorp, WI | - | - |
| | | L 0-3 | 6-8 (2-2) | Non League | Edgar, WI | - | - |