| 9/7/2019 | Olivet Nazarene | 18 | at | Siena Heights (7-3,7-3) | 20 | | | |
| 9/14/2019 | Concordia MI (8-3,7-2) | 22 | at | Olivet Nazarene | 14 | | | |
| 9/21/2019 | Lawrence Tech (1-9,0-9) | 31 | at | Olivet Nazarene | 49 | | | |
| 9/28/2019 | Olivet Nazarene | 24 | at | Indiana Wesleyan (6-4,6-3) | 28 | | | |
| 10/5/2019 | Olivet Nazarene | 28 | at | Missouri Baptist (2-9,1-7) | 13 | | | |
| 10/12/2019 | Saint Ambrose (4-5,4-5) | 17 | at | Olivet Nazarene | 7 | | | |
| 10/19/2019 | Olivet Nazarene | 45 | at | St Francis IL (3-8,3-7) | 28 | | | |
| 10/26/2019 | Robert Morris IL (5-5,5-5) | 35 | at | Olivet Nazarene | 41 | | | |
| 11/9/2019 | Olivet Nazarene | 42 | at | St Xavier (9-3,8-1) | 55 | | | |
| 11/16/2019 | Trinity International (1-10,0-9) | 7 | at | Olivet Nazarene | 84 | | | |
| 11/23/2019 | Olivet Nazarene | 69 | at | Greenville (8-3) | 8 | | | at UMWAC |