| | | W 3-0 | 1-0 (0-0) | Non League | Somerset, KY | - | - |
| | | L 1-2 | 1-1 (0-0) | Non League | Monticello, KY | - | - |
| | | W 3-0 | 2-1 (0-0) | Non League | Somerset, KY | - | - |
| | | W 3-2 | 3-1 (0-0) | Non League | Somerset, KY | - | - |
| | | L 0-2 | 3-2 (0-0) | Non League | Somerset, KY | - | - |
| | | W 2-1 | 4-2 (0-0) | Non League | Pineville, KY | - | - |
| | | W 2-0 | 5-2 (0-0) | Non League | Jacksboro, TN | - | - |
| | | L 0-2 | 5-3 (0-0) | Non League | Williamsburg, KY | - | - |
| | | T 0-0 | 5-3-1 (0-0) | Non League | Alexandria, KY | - | - |
| | | L 1-3 | 5-4-1 (0-1) | League | Somerset, KY | - | - |
| | | | 5-4-1 (0-1) | Non League | Hindman, KY | - | - |
| | | L 0-2 | 5-5-1 (0-1) | Non League | Betsy Layne, KY | - | - |
| | | L 0-3 | 5-6-1 (0-1) | Non League | Columbia, KY | - | - |
| | | L 0-3 | 5-7-1 (0-1) | Non League | Somerset, KY | - | - |
| | | W 3-2 | 6-7-1 (0-1) | Non League | Somerset, KY | - | - |
| | | W 3-0 | 7-7-1 (1-1) | League | Somerset, KY | - | - |
| | | L 0-3 | 7-8-1 (1-1) | Non League | Campbellsville, KY | - | Watch |
| | | L 0-3 | 7-9-1 (1-1) | Non League | Williamsburg, KY | - | - |
| | | W 3-0 | 8-9-1 (2-1) | League | Somerset, KY | - | - |
| | | | 8-9-1 (2-1) | League | Somerset, KY | - | - |
| | | L 0-3 | 8-10-1 (2-1) | Non League | Monticello, KY | - | - |