| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Colby | 46 | Osseo-Fairchild | 6 | |
| 8/30/2019 | 2 | Colby | 44 | Neillsville/Granton | 7 | |
| 9/6/2019 | 3 | Altoona | 0 | Colby | 65 | |
| 9/13/2019 | 4 | Spring Valley (NC) | 39 | Colby | 0 | |
| 9/20/2019 | 5 | Fall Creek | 0 | Colby | 59 | |
| 9/27/2019 | 6 | Spencer/Columbus Catholic | | Colby | | |
| 9/27/2019 | 6 | Spencer/Columbus Catholic | 22 | Colby | 28 | 1OT |
| 10/4/2019 | 7 | Colby | 9 | Regis | 40 | |
| 10/11/2019 | 8 | Colby | 20 | Cadott | 0 | |
| 10/18/2019 | 9 | Stanley-Boyd | 6 | Colby | 33 | |