| 9/7/2019 | Wheaton (12-1) | 38 | at | Monmouth IL | 0 | CCIW | ||
| 9/14/2019 | Monmouth IL | 9 | at | Wartburg (10-2) | 38 | at ARC | ||
| 9/28/2019 | St Norbert (6-3,5-2) | 14 | at | Monmouth IL | 34 | |||
| 10/5/2019 | Monmouth IL | 20 | at | Ripon (4-6,3-5) | 0 | |||
| 10/19/2019 | Illinois College (6-3,5-2) | 15 | at | Monmouth IL | 30 | |||
| 10/26/2019 | Monmouth IL | 27 | at | Cornell IA (4-5,3-4) | 14 | |||
| 11/2/2019 | Monmouth IL | 21 | at | Chicago (6-3,6-1) | 20 | OT | ||
| 11/9/2019 | Knox (3-6,2-5) | 3 | at | Monmouth IL | 31 | |||
| 11/16/2019 | St Norbert (6-3,5-2) | 7 | at | Monmouth IL | 10 | |||
| 11/23/2019 | Monmouth IL | 10 | at | Wisconsin-Whitewater (13-2) | 35 | D3 Playoff round 1 | at WIAC |
| vs Monmouth IL | vs Other Opponents | Monmouth IL compared to OOs | |
| Record: | 3-7 | 67-25 | |
| Points Scored: | 18.40 | 34.59 | 16.19 |
| Points Allowed: | 19.20 | 19.26 | -0.06 |
| Margin: | -0.80 | 15.33 | 16.13 |
| Total Points: | 37.60 | 53.85 | -16.25 |