| | | | 0-0 (0-0) | Non League | Streator, IL | - | - |
| | | | 0-0 (0-0) | Non League | Ottawa, IL | - | Watch |
| | | | 0-0 (0-0) | Non League | Streator, IL | - | - |
| | | | 0-0 (0-0) | Non League | Streator, IL | - | - |
| | | | 0-0 (0-0) | Non League | Coal City, IL | - | - |
| | | | 0-0 (0-0) | Non League | Streator, IL | - | - |
| | | | 0-0 (0-0) | Non League | Dwight, IL | - | - |
| | | | 0-0 (0-0) | Non League | Herscher, IL | - | - |
| | | L 1-2 | 0-1 (0-0) | Non League | Streator, IL | - | - |
| | | L 1-2 | 0-2 (0-1) | League | Lisle, IL | - | - |
| | | L 0-2 | 0-3 (0-1) | Non League | Seneca, IL | - | - |
| | | L 0-2 | 0-4 (0-2) | League | Streator, IL | - | - |
| | | W 2-0 | 1-4 (0-2) | Non League | Streator, IL | - | - |
| | | W 2-0 | 2-4 (0-2) | Non League | Streator, IL | - | - |
| | | T 1-1 | 2-4-1 (0-2-1) | League | Streator, IL | - | - |
| | | W 2-0 | 4-4-1 (0-2-1) | Non League | Streator, IL | - | - |
| | | W 2-1 | 4-4-1 (0-2-1) | Non League | Streator, IL | - | - |
| | | L 0-2 | 4-5-1 (0-2-1) | Non League | Streator, IL | - | - |
| | | W 2-0 | 5-5-1 (1-2-1) | League | Braidwood, IL | - | Watch |
| | | L 0-2 | 5-6-1 (1-3-1) | League | Streator, IL | - | - |
| | | L 1-2 | 5-7-1 (1-4-1) | League | Streator, IL | - | - |
| | | W 2-1 | 6-7-1 (2-4-1) | League | Peotone, IL | - | - |
| | | L 0-2 | 6-8-1 (2-5-1) | League | Wilmington, IL | - | - |
| | | W 2-1 | 7-8-1 (3-5-1) | League | Streator, IL | - | - |
| | | L 0-2 | 7-9-1 (3-5-1) | Non League | Streator, IL | - | - |
| | | T 1-1 | 7-9-2 (3-5-1) | Non League | Streator, IL | - | - |
| | | T 1-1 | 7-9-3 (3-5-1) | Non League | Streator, IL | - | - |
| | | L 0-2 | 7-10-3 (3-5-1) | Non League | Streator, IL | - | - |
| | | L 0-2 | 7-11-3 (3-6-1) | League | Manteno, IL | - | - |
| | | W 2-0 | 8-11-3 (3-6-1) | Non League | Crete, IL | - | - |
| | | L 0-2 | 8-12-3 (3-6-1) | Non League | New Lenox, IL | - | - |