| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Pecatonica/Argyle | 7 | Lancaster (NC) | 14 | |
| 8/30/2019 | 2 | Pecatonica/Argyle | 34 | Iowa-Grant (NC) | 6 | |
| 9/6/2019 | 3 | Benton/Scales Mound IL/Shullsburg | | Pecatonica/Argyle | | |
| 9/6/2019 | 3 | Benton/Scales Mound IL/Shullsburg | 32 | Pecatonica/Argyle | 8 | |
| 9/13/2019 | 4 | Pecatonica/Argyle | 0 | River Ridge | 14 | |
| 9/21/2019 | 5 | Pecatonica/Argyle | 11 | Southwestern/East Dubuque, IL | 19 | 1OT |
| 9/28/2019 | 6 | Pecatonica/Argyle | 51 | Boscobel | 6 | |
| 10/4/2019 | 7 | Potosi/Cassville | 50 | Pecatonica/Argyle | 6 | |
| 10/11/2019 | 8 | Belleville (NC) | 6 | Pecatonica/Argyle | 12 | |
| 10/18/2019 | 9 | Pecatonica/Argyle | 7 | Black Hawk/Warren IL | 27 | |