| | | | 0-0 (0-0) | Non League | Glenwood City, WI | - | - |
| | | | 0-0 (0-0) | Non League | Boyceville, WI | - | - |
| | | W 2-0 | 1-0 (0-0) | Non League | Shell Lake, WI | - | - |
| | | L 0-2 | 1-2 (0-0) | Non League | Clayton, WI | - | - |
| | | L 0-2 | 1-2 (0-0) | Non League | Baldwin, WI | - | - |
| | | L 0-2 | 1-4 (0-0) | Non League | Cumberland, WI | - | - |
| | | L 0-2 | 1-4 (0-0) | Non League | Balsam Lake, WI | - | - |
| | | W 3-1 | 2-4 (1-0) | League | Colfax, WI | - | - |
| | | L 0-3 | 2-5 (1-0) | Non League | Glenwood City, WI | - | - |
| | | L 1-3 | 2-6 (1-0) | Non League | Glenwood City, WI | - | - |
| | | W 3-1 | 3-6 (2-0) | League | Glenwood City, WI | - | - |
| | | W 2-0 | 4-6 (2-0) | Non League | Amery, WI | - | - |
| | | | 4-6 (2-0) | Non League | Glenwood City, WI | - | - |
| | | | 4-6 (2-0) | Non League | Shell Lake, WI | - | - |
| | | | 4-6 (2-0) | League | Glenwood City, WI | - | - |
| | | L 2-3 | 4-7 (2-1) | League | Glenwood City, WI | - | - |
| | | L 0-2 | 4-8 (2-1) | Non League | Clayton, WI | - | - |
| | | L 0-2 | 4-9 (2-1) | Non League | Glenwood City, WI | - | - |
| | | | 4-9 (2-1) | Non League | Somerset, WI | - | - |
| | | W 2-0 | 5-9 (2-1) | Non League | Glenwood City, WI | - | - |
| | | | 5-9 (2-1) | Non League | Glenwood City, WI | - | - |
| | | L 0-3 | 5-10 (2-2) | League | Spring Valley, WI | - | - |
| | | L 0-3 | 5-11 (2-2) | Non League | Chetek, WI | - | - |
| | | L 2-3 | 5-12 (2-2) | Non League | Cadott, WI | - | - |