| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Racine Horlick | 20 | Milwaukee Marshall/Carmen Northwest/Juneau/Languages (NC) | 14 | |
| 8/29/2019 | 2 | Racine Horlick | 29 | Burlington (NC) | 41 | |
| 9/6/2019 | 3 | Racine Horlick | 0 | Kenosha Bradford/Reuther | 14 | |
| 9/13/2019 | 4 | Oak Creek | 20 | Racine Horlick | 21 | 1OT |
| 9/20/2019 | 5 | Racine Horlick | 0 | Racine Case | 21 | |
| 9/27/2019 | 6 | Racine Park | 12 | Racine Horlick | 0 | |
| 10/4/2019 | 7 | Racine Horlick | 26 | Kenosha Indian Trail | 45 | |
| 10/11/2019 | 8 | Franklin | 62 | Racine Horlick | 14 | |
| 10/18/2019 | 9 | Racine Horlick | 25 | Kenosha Tremper | 13 | |