| Date | Week | Home | Score | Away | Score | |
| 8/20/2021 | 1 | Benton/Scales Mound IL/Shullsburg | 14 | Cuba City (NC) | 50 | |
| 8/27/2021 | 2 | Westby (NC) | 12 | Benton/Scales Mound IL/Shullsburg | 0 | |
| 9/3/2021 | 3 | Benton/Scales Mound IL/Shullsburg | 12 | River Ridge | 29 | |
| 9/10/2021 | 4 | Potosi/Cassville | 48 | Benton/Scales Mound IL/Shullsburg | 26 | |
| 9/17/2021 | 5 | Darlington | 58 | Benton/Scales Mound IL/Shullsburg | 6 | |
| 9/24/2021 | 6 | Iowa-Grant | 18 | Benton/Scales Mound IL/Shullsburg | 46 | |
| 10/1/2021 | 7 | Benton/Scales Mound IL/Shullsburg | 43 | Pecatonica/Argyle | 8 | |
| 10/8/2021 | 8 | Black Hawk/Warren, IL | 1 | Benton/Scales Mound IL/Shullsburg | 0 | |
| 10/15/2021 | 9 | *Benton/Scales Mound IL/Shullsburg | 0 | *Edgar (NC) | 42 | |
| 10/15/2021 | 9 | Benton/Scales Mound IL/Shullsburg | 1 | Southwestern/East Dubuque, IL | 0 | |