| | | | 0-0 (0-0) | Non League | Butternut, WI | - | - |
| | | W 3-0 | 1-0 (0-0) | Non League | Butternut, WI | - | Watch |
| | | W 3-0 | 2-0 (0-0) | Non League | Butternut, WI | - | Watch |
| | | W 3-1 | 3-0 (1-0) | League | Butternut, WI | - | Watch |
| | | W 3-0 | 4-0 (2-0) | League | Port Wing, WI | - | Watch |
| | | W 3-2 | 5-0 (3-0) | League | Butternut, WI | - | Watch |
| | | L 1-2 | 5-1 (3-0) | Non League | Hurley, WI | - | - |
| | | W 2-1 | 6-1 (3-0) | Non League | Holcombe, WI | - | - |
| | | W 2-0 | 7-1 (3-0) | Non League | Calumet, MI | - | - |
| | | W 3-0 | 8-1 (4-0) | League | Bayfield, WI | - | Watch |
| | | W 3-0 | 9-1 (5-0) | League | Drummond, WI | - | Watch |
| | | | 9-1 (5-0) | Non League | Owen, WI | - | - |
| | | L 0-2 | 9-2 (5-0) | Non League | Phillips, WI | - | - |
| | | W 2-0 | 10-2 (5-0) | Non League | Cornell, WI | - | - |
| | | L 0-3 | 10-3 (5-0) | Non League | Clayton, WI | - | - |
| | | L 2-3 | 10-4 (5-0) | Non League | Butternut, WI | - | Watch |
| | | W 3-0 | 11-4 (6-0) | League | Butternut, WI | - | Watch |
| | | L 2-3 | 11-5 (6-1) | League | Solon Springs, WI | - | Watch |
| | | L 1-3 | 11-6 (6-1) | Non League | Winter, WI | - | - |