| 8/24 | A | Brooklyn (3-7) | [4:13] | L | 18-19 | |
| 9/1 | H | Benedictine (7-4) | [3:9] | L | 12-49 | |
| 9/7 | A | Glenville (9-2) | [1:1] | L | 0-68 | |
| 9/21 | H | East (7-3) | [3:9] | L | 6-46 | |
| 9/25 | H | John Hay (4-6) | [2:6] | L | 0-14 | |
| 9/28 | A | East Technical (6-4) | [2:6] | L | 8-32 | |
| 10/5 | A | South (3-7) | [1:1] | L | 14-40 | |
| 10/12 | H | John Marshall (2-8) | [1:1] | W | 20-13 | |
| 10/19 | A | Lincoln West (0-9) | [1:1] | W | 32-8 | |
| 10/26 | H | Collinwood (1-9) | [1:1] | W | 20-14 |