| 9/7/2019 | Franklin (5-5) | 25 | at | Ill. Benedictine | 26 | HCA | ||
| 9/14/2019 | Ill. Benedictine | 14 | at | Loras (5-5) | 42 | at ARC | ||
| 9/21/2019 | Ill. Benedictine | 6 | at | Olivet (8-2) | 21 | at MIAA | ||
| 10/5/2019 | Ill. Benedictine | 27 | at | Concordia WI (5-5,3-4) | 21 | OT | ||
| 10/12/2019 | Rockford (1-9,0-7) | 13 | at | Ill. Benedictine | 48 | |||
| 10/19/2019 | Ill. Benedictine | 27 | at | Wisconsin Lutheran (2-8,2-5) | 3 | |||
| 10/26/2019 | Eureka (6-4,4-3) | 14 | at | Ill. Benedictine | 17 | |||
| 11/2/2019 | Ill. Benedictine | 25 | at | Aurora (9-2,7-0) | 27 | |||
| 11/9/2019 | Lakeland (4-6,3-4) | 26 | at | Ill. Benedictine | 34 | |||
| 11/16/2019 | Concordia IL (5-5,3-4) | 0 | at | Ill. Benedictine | 44 |
| vs Ill. Benedictine | vs Other Opponents | Ill. Benedictine compared to OOs | |
| Record: | 3-7 | 47-44 | |
| Points Scored: | 19.20 | 30.03 | 10.83 |
| Points Allowed: | 26.80 | 28.95 | -2.15 |
| Margin: | -7.60 | 1.08 | 8.68 |
| Total Points: | 46.00 | 58.98 | -12.98 |