| | | W 2-0 | 1-0 (0-0) | Non League | Flemingsburg, KY | - | - |
| | | | 1-0 (0-0) | Non League | Flemingsburg, KY | - | - |
| | | | 1-0 (0-0) | Non League | Flemingsburg, KY | - | - |
| | | L 1-3 | 1-1 (0-0) | Non League | Greenup, KY | - | - |
| | | L 0-2 | 1-2 (0-0) | Non League | Maysville, KY | - | Watch |
| | | L 0-2 | 1-3 (0-0) | Non League | Lexington, KY | - | - |
| | | W 2-0 | 2-3 (0-0) | Non League | Frankfort, KY | - | Watch |
| | | | 2-3 (0-0) | Non League | Cynthiana, KY | - | - |
| | | W 2-0 | 3-3 (0-0) | Non League | Brooksville, KY | - | Watch |
| | | | 3-3 (0-0) | Non League | Falmouth, KY | - | - |
| | | L 1-2 | 3-4 (0-0) | Non League | Frankfort, KY | - | - |
| | | W 3-0 | 4-4 (1-0) | League | Flemingsburg, KY | - | - |
| | | W 2-1 | 5-4 (1-0) | Non League | Mt. Olivet, KY | - | - |
| | | L 1-3 | 5-5 (1-0) | Non League | Flemingsburg, KY | - | - |
| | | W 2-0 | 6-5 (1-0) | Non League | Flemingsburg, KY | - | - |
| | | L 1-3 | 6-6 (1-0) | Non League | Brooksville, KY | - | Watch |
| | | L 0-3 | 6-7 (1-0) | Non League | Flemingsburg, KY | - | - |
| | | W 3-0 | 7-7 (2-0) | League | Frenchburg, KY | - | - |
| | | | 7-7 (2-0) | Non League | Paris, KY | - | Watch |
| | | | 7-7 (2-0) | League | Flemingsburg, KY | - | - |
| | | | 7-8 (2-1) | Non League | Morehead, KY | - | - |
| | | L 0-3 | 7-8 (2-1) | League | Morehead, KY | - | - |
| | | L 0-3 | 7-9 (2-1) | Non League | Russell, KY | - | Watch |