| | | W 3-0 | 1-0 (0-0) | Non League | Betsy Layne, KY | - | - |
| | | W 3-1 | 2-0 (0-0) | Non League | Pikeville, KY | - | - |
| | | W 3-0 | 3-0 (0-0) | Non League | Betsy Layne, KY | - | - |
| | | W 3-0 | 4-0 (0-0) | Non League | Betsy Layne, KY | - | - |
| | | | 4-0 (0-0) | Non League | Eastern, KY | - | - |
| | | T 0-0 | 4-0-1 (0-0) | Non League | Irvine, KY | - | - |
| | | L 0-2 | 4-1-1 (0-0) | Non League | Betsy Layne, KY | - | - |
| | | W 2-0 | 5-1-1 (0-0) | Non League | Betsy Layne, KY | - | - |
| | | | 5-2-1 (0-0) | Non League | Alexandria, KY | - | - |
| | | L 0-2 | 5-2-1 (0-0) | Non League | Monticello, KY | - | - |
| | | W 3-0 | 6-2-1 (0-0) | Non League | Betsy Layne, KY | - | - |
| | | L 0-3 | 6-3-1 (0-0) | Non League | Paintsville, KY | - | - |
| | | L 1-2 | 6-4-1 (0-0) | Non League | Hindman, KY | - | - |
| | | | 6-4-1 (0-0) | Non League | Betsy Layne, KY | - | - |
| | | W 2-0 | 7-4-1 (0-0) | Non League | Betsy Layne, KY | - | - |
| | | L 1-3 | 7-5-1 (0-0) | Non League | Betsy Layne, KY | - | - |
| | | W 3-0 | 8-5-1 (1-0) | League | Prestonsburg, KY | - | - |
| | | L 0-2 | 8-6-1 (1-0) | Non League | Betsy Layne, KY | - | - |
| | | | 8-6-1 (1-0) | Non League | Betsy Layne, KY | - | - |
| | | L 0-3 | 8-7-1 (1-0) | Non League | Pikeville, KY | - | - |
| | | W 3-0 | 9-7-1 (1-0) | Non League | Betsy Layne, KY | - | - |
| | | | 9-7-1 (1-0) | Non League | Betsy Layne, KY | - | - |
| | | W 3-0 | 10-7-1 (1-0) | Non League | Betsy Layne, KY | - | - |
| | | | 10-7-1 (1-0) | Non League | Betsy Layne, KY | - | - |
| | | | 10-7-1 (1-0) | Non League | Betsy Layne, KY | - | - |
| | | W 3-0 | 11-7-1 (1-0) | Non League | Betsy Layne, KY | - | - |
| | | L 0-3 | 11-8-1 (1-0) | Non League | Paintsville, KY | - | - |