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