| 9/7/2019 | Bluffton (2-8) | 6 | at | Wooster | 31 | HCA | ||
| 9/14/2019 | Oberlin (1-9,1-8) | 0 | at | Wooster | 17 | |||
| 9/21/2019 | Wooster | 12 | at | Wittenberg (7-3,7-2) | 14 | |||
| 10/5/2019 | Wooster | 26 | at | DePauw (6-4,6-3) | 31 | |||
| 10/12/2019 | Wabash (7-4,7-2) | 10 | at | Wooster | 24 | |||
| 10/19/2019 | Denison (8-2,7-2) | 38 | at | Wooster | 21 | |||
| 10/26/2019 | Wooster | 51 | at | Kenyon (3-7,2-7) | 13 | |||
| 11/2/2019 | Ohio Wesleyan (7-3,6-3) | 14 | at | Wooster | 16 | |||
| 11/9/2019 | Wooster | 14 | at | Allegheny (4-6,4-5) | 24 | |||
| 11/16/2019 | Wooster | 37 | at | Hiram (0-10,0-9) | 12 |
| vs Wooster | vs Other Opponents | Wooster compared to OOs | |
| Record: | 4-6 | 41-50 | |
| Points Scored: | 16.20 | 21.10 | 4.90 |
| Points Allowed: | 24.90 | 23.22 | 1.68 |
| Margin: | -8.70 | -2.12 | 6.58 |
| Total Points: | 41.10 | 44.32 | -3.22 |