| 8/31/2019 | Briar Cliff (5-6) | 10 | at | Waldorf | 17 | GPAC | ||
| 9/7/2019 | Waldorf | 9 | at | Dordt (7-4) | 30 | at GPAC | ||
| 9/21/2019 | Wisconsin-River Falls (2-8) | 24 | at | Waldorf | 27 | WIAC (D3) | ||
| 9/28/2019 | Waldorf | 21 | at | Dickinson State (8-3,6-1) | 28 | OT | ||
| 10/5/2019 | Valley City State (7-3,5-2) | 17 | at | Waldorf | 37 | |||
| 10/13/2019 | Waldorf | 63 | at | Mayville State (3-8,1-6) | 0 | |||
| 10/19/2019 | Dakota State (5-5,3-4) | 9 | at | Waldorf | 59 | |||
| 10/26/2019 | Waldorf | 26 | at | Presentation (1-9,1-6) | 3 | |||
| 11/2/2019 | Dickinson State (8-3,6-1) | 30 | at | Waldorf | 28 | |||
| 11/9/2019 | Waldorf | 28 | at | Valley City State (7-3,5-2) | 7 |
| vs Waldorf | vs Other Opponents | Waldorf compared to OOs | |
| Record: | 3-7 | 48-43 | |
| Points Scored: | 15.80 | 29.40 | 13.60 |
| Points Allowed: | 31.50 | 26.66 | 4.84 |
| Margin: | -15.70 | 2.74 | 18.44 |
| Total Points: | 47.30 | 56.06 | -8.76 |