| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Bloomer | 22 | Saint Croix Falls | 7 | |
| 8/30/2019 | 2 | Bloomer | 50 | Chetek-Weyerhaeuser | 14 | |
| 9/6/2019 | 3 | Spooner | 15 | Bloomer | 50 | |
| 9/13/2019 | 4 | Bloomer | 52 | Hayward/La Courte Oreilles | 26 | |
| 9/20/2019 | 5 | Ladysmith | 12 | Bloomer | 42 | |
| 9/27/2019 | 6 | Bloomer | 28 | Cumberland | 34 | 1OT |
| 10/4/2019 | 7 | Barron | 7 | Bloomer | 48 | |
| 10/11/2019 | 8 | Bloomer | 18 | Northwestern | 42 | |
| 10/18/2019 | 9 | Cameron | 0 | Bloomer | 35 | |