| Date | Week | Home | Score | Away | Score | |
| 8/23/2019 | 1 | Ozaukee | 2 | Reedsville | 21 | |
| 8/30/2019 | 2 | Hilbert | 56 | Ozaukee | 7 | |
| 9/6/2019 | 3 | Ozaukee | 27 | Mishicot | 6 | |
| 9/13/2019 | 4 | Ozaukee | 7 | Oostburg | 14 | |
| 9/20/2019 | 5 | Cedar Grove-Belgium | 42 | Ozaukee | 0 | |
| 9/27/2019 | 6 | Ozaukee | 35 | Manitowoc Lutheran | 13 | |
| 10/4/2019 | 7 | Random Lake | 21 | Ozaukee | 18 | |
| 10/11/2019 | 8 | Ozaukee | 44 | Kohler/Sheboygan Lutheran/Sheboygan Christian | 20 | |
| 10/18/2019 | 9 | Howards Grove | 20 | Ozaukee | 33 | |