| Date | Week | Home | Score | Away | Score | |
| 8/18/2023 | 1 | Highland (NC) | 7 | River Ridge | 14 | |
| 8/25/2023 | 2 | River Ridge | 19 | Wauzeka-Steuben/Seneca (NC) | 0 | |
| 9/1/2023 | 3 | River Ridge | 24 | Belleville | 0 | |
| 9/8/2023 | 4 | Mineral Point | 31 | River Ridge | 22 | |
| 9/16/2023 | 5 | Pecatonica/Argyle | 12 | River Ridge | 48 | |
| 9/22/2023 | 6 | River Ridge | 6 | Black Hawk/Warren, IL | 14 | |
| 9/29/2023 | 7 | River Ridge | 36 | Southwestern/East Dubuque, IL | 24 | |
| 10/6/2023 | 8 | Potosi/Cassville | 34 | River Ridge | 26 | |
| 10/13/2023 | 9 | Benton/Scales Mound IL/Shullsburg | 8 | River Ridge | 60 | |