| 8/29/2019 | Dakota Wesleyan | 30 | at | Dakota State | 33 | 2OT | GPAC | |
| Rocky Mountain | 23 | at | Dickinson State | 21 | Front | |||
| Jamestown | 14 | at | Valley City State | 20 | GPAC | |||
| 8/31/2019 | Lewis-Clark Valley | 8 | at | Mayville State | 47 | None (Unk?) | ||
| Trinity International | 28 | at | Presentation | 26 | MSFA | |||
| Briar Cliff | 10 | at | Waldorf | 17 | GPAC | |||
| 9/7/2019 | Dakota State | 10 | at | Briar Cliff | 13 | @ GPAC | ||
| Presentation | 0 | at | Dakota Wesleyan | 44 | @ GPAC | |||
| Waldorf | 9 | at | Dordt | 30 | @ GPAC | |||
| Dickinson State | 34 | at | Jamestown | 0 | @ GPAC | |||
| Valley City State | 7 | at | Northwestern IA | 47 | @ GPAC | |||
| Mayville State | 35 | at | St Scholastica | 42 | OT | @ UMWAC (D3) | ||
| 9/14/2019 | Trinity Bible | 0 | at | Mayville State | 67 | None (Unk?) | ||
| Valley City State | 67 | at | Minnesota-Morris | 7 | @ UMWAC (D3) | |||
| Presentation | 13 | at | St Scholastica | 41 | @ UMWAC (D3) | |||
| 9/21/2019 | Wisconsin-Stevens Point | 21 | at | Dakota State | 38 | WIAC (D3) | ||
| Wisconsin-La Crosse | 17 | at | Dickinson State | 23 | WIAC (D3) | |||
| Mayville State | 7 | at | Merrimack | 76 | @ NE (1AA) | |||
| Wisconsin-River Falls | 24 | at | Waldorf | 27 | WIAC (D3) | |||
| 9/28/2019 | Waldorf | 21 | at | Dickinson State | 28 | OT | ||
| Mayville State | 34 | at | Presentation | 15 | ||||
| Dakota State | 6 | at | Valley City State | 10 | ||||
| 10/5/2019 | Presentation | 16 | at | Dakota State | 43 | |||
| Dickinson State | 79 | at | Mayville State | 14 | ||||
| Valley City State | 17 | at | Waldorf | 37 | ||||
| 10/13/2019 | Dickinson State | 31 | at | Dakota State | 14 | |||
| Waldorf | 63 | at | Mayville State | 0 | ||||
| Valley City State | 35 | at | Presentation | 7 | ||||
| 10/19/2019 | Presentation | 21 | at | Dickinson State | 42 | |||
| Mayville State | 19 | at | Valley City State | 30 | ||||
| Dakota State | 9 | at | Waldorf | 59 | ||||
| 10/26/2019 | Dakota State | 35 | at | Mayville State | 14 | |||
| Waldorf | 26 | at | Presentation | 3 | ||||
| Dickinson State | 22 | at | Valley City State | 23 | ||||
| 11/2/2019 | Valley City State | 30 | at | Dakota State | 18 | |||
| Presentation | 51 | at | Mayville State | 35 | ||||
| Dickinson State | 30 | at | Waldorf | 28 | ||||
| 11/9/2019 | Mayville State | 13 | at | Dickinson State | 63 | |||
| Dakota State | 31 | at | Presentation | 29 | ||||
| Waldorf | 28 | at | Valley City State | 7 | ||||
| 11/23/2019 | Dickinson State | 14 | at | Morningside | 57 | NAIA Playoffs | @ GPAC |