| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Ripon | 26 | Watertown Luther Prep (NC) | 35 | |
| 8/30/2019 | 2 | Kiel (NC) | 30 | Ripon | 13 | |
| 9/6/2019 | 3 | Plymouth | 28 | Ripon | 10 | |
| 9/13/2019 | 4 | Ripon | 19 | Campbellsport | 20 | |
| 9/20/2019 | 5 | Berlin | 44 | Ripon | 6 | |
| 9/27/2019 | 6 | Ripon | 48 | Kettle Moraine Lutheran | 13 | |
| 10/4/2019 | 7 | Winneconne | 13 | Ripon | 14 | |
| 10/11/2019 | 8 | Ripon | 44 | Waupun | 7 | |
| 10/18/2019 | 9 | Kewaskum | 14 | Ripon | 17 | |