| Date | Week | Home | Score | Away | Score | |
| 8/18/2023 | 1 | Wisconsin Lutheran (NC) | 21 | New Berlin Eisenhower | 0 | |
| 8/25/2023 | 2 | New Berlin Eisenhower | 14 | South Milwaukee (NC) | 32 | |
| 8/31/2023 | 3 | Wauwatosa West | 34 | New Berlin Eisenhower | 28 | |
| 9/8/2023 | 4 | New Berlin Eisenhower | 35 | Pius XI Catholic | 7 | |
| 9/15/2023 | 5 | New Berlin West | 35 | New Berlin Eisenhower | 7 | |
| 9/22/2023 | 6 | New Berlin Eisenhower | 16 | Wauwatosa East | 14 | |
| 9/29/2023 | 7 | *New Berlin Eisenhower | 28 | *New Glarus/Monticello (NC) | 21 | |
| 9/29/2023 | 7 | Milwaukee Lutheran | 0 | New Berlin Eisenhower | 1 | |
| 10/6/2023 | 8 | Catholic Memorial | 52 | New Berlin Eisenhower | 7 | |
| 10/13/2023 | 9 | Pewaukee | 37 | New Berlin Eisenhower | 7 | |