| Date | Week | Home | Score | Away | Score | |
| 8/18/2023 | 1 | Cambridge (NC) | 12 | New Glarus/Monticello | 22 | |
| 8/25/2023 | 2 | Belleville (NC) | 0 | New Glarus/Monticello | 7 | |
| 9/1/2023 | 3 | New Glarus/Monticello | 21 | Turner | 0 | |
| 9/8/2023 | 4 | Edgewood | 14 | New Glarus/Monticello | 20 | |
| 9/15/2023 | 5 | Lakeside Lutheran | 28 | New Glarus/Monticello | 0 | |
| 9/22/2023 | 6 | New Glarus/Monticello | 0 | Lake Mills | 20 | |
| 9/29/2023 | 7 | Big Foot | 0 | New Glarus/Monticello | 1 | |
| 9/29/2023 | 7 | *New Berlin Eisenhower (NC) | 28 | *New Glarus/Monticello | 21 | |
| 10/6/2023 | 8 | New Glarus/Monticello | 7 | Lodi | 49 | |
| 10/13/2023 | 9 | New Glarus/Monticello | 6 | Columbus | 38 | |