| | | | 0-0 (0-0) | Non League | Darlington, WI | - | - |
| | | | 0-0 (0-0) | Non League | Cuba City, WI | - | - |
| | | | 0-0 (0-0) | Non League | Darlington, WI | - | - |
| | | | 0-0 (0-0) | Non League | Darlington, WI | - | - |
| | | L 0-3 | 0-1 (0-0) | Non League | Darlington, WI | - | - |
| | | | 0-1 (0-0) | Non League | Darlington, WI | - | - |
| | | | 0-1 (0-0) | Non League | Darlington, WI | - | - |
| | | L 0-3 | 0-2 (0-1) | League | Darlington, WI | - | - |
| | | W 3-0 | 1-2 (1-1) | League | Muscoda, WI | - | - |
| | | L 1-2 | 1-3 (1-1) | Non League | Darlington, WI | - | - |
| | | | 1-3 (1-1) | Non League | Darlington, WI | - | - |
| | | W 3-0 | 2-3 (2-1) | League | Darlington, WI | - | - |
| | | W 3-0 | 3-3 (3-1) | League | Boscobel, WI | - | - |
| | | W 2-0 | 4-3 (4-1) | League | Darlington, WI | - | - |
| | | W 2-0 | 5-3 (5-1) | League | Darlington, WI | - | - |
| | | W 2-0 | 6-3 (6-1) | League | Darlington, WI | - | - |
| | | W 3-2 | 7-3 (7-1) | League | Darlington, WI | - | - |
| | | W 3-0 | 8-3 (7-1) | Non League | Darlington, WI | - | - |
| | | L 1-3 | 8-4 (7-1) | Non League | Viroqua, WI | - | - |