| Date | Week | Home | Score | Away | Score | |
| 8/22/2019 | 1 | Milwaukee Hamilton/Audubon (NC) | 20 | Shoreland Lutheran | 21 | |
| 8/29/2019 | 2 | Shoreland Lutheran | 14 | Johnson Creek (NC) | 43 | |
| 9/6/2019 | 3 | Shoreland Lutheran | 21 | Racine Lutheran | 62 | |
| 9/13/2019 | 4 | Catholic Central | 20 | Shoreland Lutheran | 6 | |
| 9/20/2019 | 5 | Martin Luther | 47 | Shoreland Lutheran | 0 | |
| 9/27/2019 | 6 | Shoreland Lutheran | 7 | Kenosha St. Joseph Catholic Academy | 34 | |
| 10/3/2019 | 7 | Racine St. Catherine’s | 61 | Shoreland Lutheran | 0 | |
| 10/11/2019 | 8 | Shoreland Lutheran | 52 | Saint Thomas More | 6 | |
| 10/18/2019 | 9 | Dominican | 48 | Shoreland Lutheran | 27 | |