| Date | Week | Home | Score | Away | Score | |
| 8/18/2023 | 1 | Black Hawk/Warren, IL | 58 | North Fond du Lac (NC) | 6 | |
| 8/25/2023 | 2 | Black Hawk/Warren, IL | 42 | Highland (NC) | 6 | |
| 9/1/2023 | 3 | Black Hawk/Warren, IL | 62 | Parkview/Albany | 6 | |
| 9/8/2023 | 4 | Fennimore | 0 | Black Hawk/Warren, IL | 30 | |
| 9/15/2023 | 5 | Southwestern/East Dubuque, IL | 20 | Black Hawk/Warren, IL | 32 | |
| 9/22/2023 | 6 | River Ridge | 6 | Black Hawk/Warren, IL | 14 | |
| 9/30/2023 | 7 | Black Hawk/Warren, IL | 20 | Potosi/Cassville | 41 | |
| 10/6/2023 | 8 | Black Hawk/Warren, IL | 60 | Benton/Scales Mound IL/Shullsburg | 0 | |
| 10/13/2023 | 9 | Pecatonica/Argyle | 6 | Black Hawk/Warren, IL | 44 | |