| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Flambeau | 1 | Lake Holcombe/Cornell (NC) | 0 | |
| 8/30/2019 | 2 | Gilman (NC) | 27 | Flambeau | 0 | |
| 9/6/2019 | 3 | Unity | 49 | Flambeau | 6 | |
| 9/13/2019 | 4 | Flambeau | 20 | Webster | 26 | |
| 9/20/2019 | 5 | Lake Holcombe/Cornell | 45 | Flambeau | 0 | |
| 9/27/2019 | 6 | Flambeau | 6 | Grantsburg | 45 | |
| 10/4/2019 | 7 | Clear Lake | 42 | Flambeau | 14 | |
| 10/11/2019 | 8 | Flambeau | | Elmwood/Plum City | | |
| 10/11/2019 | 8 | Flambeau | 18 | Elmwood/Plum City | 20 | 1OT |
| 10/18/2019 | 9 | Flambeau | 0 | Turtle Lake | 36 | |