| Date | Week | Home | Score | Away | Score | |
| 8/17/2023 | 1 | Pewaukee (NC) | 49 | Milwaukee Riverside/Golda Meir | 6 | |
| 8/25/2023 | 2 | Milwaukee Riverside/Golda Meir | 36 | Milwaukee Reagan | 38 | |
| 9/1/2023 | 3 | Saint Viator (IL) (NC) | 53 | Milwaukee Riverside/Golda Meir | 0 | |
| 9/8/2023 | 4 | Milwaukee Bradley Tech/Milw Arts | 8 | Milwaukee Riverside/Golda Meir | 48 | |
| 9/14/2023 | 5 | Milwaukee Bay View/Milw Lifelong Learning | 6 | Milwaukee Riverside/Golda Meir | 54 | |
| 9/22/2023 | 6 | Milwaukee King | 35 | Milwaukee Riverside/Golda Meir | 0 | |
| 9/30/2023 | 7 | Milwaukee Riverside/Golda Meir | 18 | Milwaukee Marshall/Carmen NW/Milw Juneau/Milw Languages | 26 | |
| 10/6/2023 | 8 | Milwaukee Hamilton/Audubon Tech | 14 | Milwaukee Riverside/Golda Meir | 38 | |
| 10/12/2023 | 9 | Obama SCTE | 0 | Milwaukee Riverside/Golda Meir | 28 | |