| Date | Week | Home | Score | Away | Score | |
| 8/22/2019 | 1 | Kenosha St. Joseph Catholic Academy | 34 | Milwaukee Bradley/Milw Arts (NC) | 8 | |
| 8/31/2019 | 2 | Hope Christian (NC) | 6 | Kenosha St. Joseph Catholic Academy | 43 | |
| 9/6/2019 | 3 | Kenosha St. Joseph Catholic Academy | 56 | Saint Thomas More | 8 | |
| 9/13/2019 | 4 | Dominican | 15 | Kenosha St. Joseph Catholic Academy | 34 | |
| 9/21/2019 | 5 | Kenosha St. Joseph Catholic Academy | 0 | Racine Lutheran | 35 | |
| 9/27/2019 | 6 | Shoreland Lutheran | 7 | Kenosha St. Joseph Catholic Academy | 34 | |
| 10/4/2019 | 7 | Kenosha St. Joseph Catholic Academy | 21 | Martin Luther | 42 | |
| 10/11/2019 | 8 | Kenosha St. Joseph Catholic Academy | 14 | Catholic Central | 21 | 1OT |
| 10/17/2019 | 9 | Racine St. Catherine’s | 41 | Kenosha St. Joseph Catholic Academy | 7 | |