| Tuesday, 19 November, 2019 |
| BYE: New Berlin West |
| 6:00pm - West Milwaukee MS | Franklin Gold vs Oak Creek - White | 15 - 17 |
| 6:50pm - West Milwaukee MS | Greendale Panthers vs South Milwaukee Rockets | 25 - 10 |
| 7:40pm - West Milwaukee MS | Greenfield hawks vs West Allis Hale | 18 - 9 |
| 8:30pm - West Milwaukee MS | Muskego Warriors vs Whitnall | 10 - 20 |
| |
| Tuesday, 26 November, 2019 |
| BYE: Oak Creek - White |
| 6:00pm - West Milwaukee MS | Whitnall vs Greendale Panthers | 12 - 28 |
| 6:50pm - West Milwaukee MS | West Allis Hale vs Franklin Gold | 15 - 8 |
| 7:40pm - West Milwaukee MS | Muskego Warriors vs Greenfield hawks | 12 - 30 |
| 8:30pm - West Milwaukee MS | South Milwaukee Rockets vs New Berlin West | 37 - 10 |
| |
| Tuesday, 3 December, 2019 |
| BYE: South Milwaukee Rockets |
| 6:00pm - West Milwaukee MS | Franklin Gold vs Muskego Warriors | 14 - 11 |
| 6:50pm - West Milwaukee MS | New Berlin West vs Whitnall | 8 - 38 |
| 7:40pm - West Milwaukee MS | Oak Creek - White vs West Allis Hale | 14 - 23 |
| 8:30pm - West Milwaukee MS | Greendale Panthers vs Greenfield hawks | 23 - 13 |
| |
| Tuesday, 10 December, 2019 |
| BYE: West Allis Hale |
| BYE: New Berlin West |
| BYE: Greenfield hawks |
| 6:00pm - West Milwaukee MS | Muskego Warriors vs Oak Creek - White | 19 - 10 |
| 6:50pm - West Milwaukee MS | Greendale Panthers vs Franklin Gold | 23 - 11 |
| 7:40pm - West Milwaukee MS | Whitnall vs South Milwaukee Rockets | 23 - 25 |
| |
| Tuesday, 17 December, 2019 |
| BYE: Whitnall |
| BYE: Oak Creek - White |
| BYE: Greendale Panthers |
| 6:00pm - West Milwaukee MS | West Allis Hale vs Muskego Warriors | 18 - 14 |
| 6:50pm - West Milwaukee MS | South Milwaukee Rockets vs Greenfield hawks | 16 - 23 |
| 7:40pm - West Milwaukee MS | New Berlin West vs Franklin Gold | 2 - 13 |
| |
| Tuesday, 7 January, 2020 |
| BYE: Muskego Warriors |
| 6:00pm - West Milwaukee MS | Greenfield hawks vs Whitnall | 21 - 28 |
| 6:50pm - West Milwaukee MS | Greendale Panthers vs West Allis Hale | 21 - 10 |
| 7:40pm - West Milwaukee MS | Franklin Gold vs South Milwaukee Rockets | 8 - 17 |
| 8:30pm - West Milwaukee MS | New Berlin West vs Oak Creek - White | 8 - 11 |
| |
| Tuesday, 14 January, 2020 |
| BYE: Greenfield hawks |
| 6:00pm - West Milwaukee MS | West Allis Hale vs New Berlin West | 31 - 19 |
| 6:50pm - West Milwaukee MS | Whitnall vs Franklin Gold | 23 - 7 |
| 7:40pm - West Milwaukee MS | Muskego Warriors vs Greendale Panthers | 0 - 40 |
| 8:30pm - West Milwaukee MS | South Milwaukee Rockets vs Oak Creek - White | 23 - 19 |
| |
| Tuesday, 21 January, 2020 |
| BYE: Greendale Panthers |
| 6:00pm - West Milwaukee MS | South Milwaukee Rockets vs West Allis Hale | 9 - 8 |
| 6:50pm - West Milwaukee MS | New Berlin West vs Muskego Warriors | 24 - 22 |
| 7:40pm - West Milwaukee MS | Oak Creek - White vs Whitnall | 9 - 13 |
| 8:30pm - West Milwaukee MS | Franklin Gold vs Greenfield hawks | 19 - 18 |
| |
| Tuesday, 28 January, 2020 |
| BYE: Franklin Gold |
| 6:00pm - West Milwaukee MS | Greenfield hawks vs Oak Creek - White | 18 - 8 |
| 6:50pm - West Milwaukee MS | Muskego Warriors vs South Milwaukee Rockets | 7 - 14 |
| 7:40pm - West Milwaukee MS | Greendale Panthers vs New Berlin West | 54 - 10 |
| 8:30pm - West Milwaukee MS | Whitnall vs West Allis Hale | 21 - 12 |
| |
| Tuesday, 4 February, 2020 |
| BYE: South Milwaukee Rockets |
| 6:00pm - West Milwaukee MS | Greendale Panthers vs Greenfield hawks | 30 - 10 |
| 6:50pm - West Milwaukee MS | New Berlin West vs Oak Creek - White | 6 - 23 |
| 7:40pm - West Milwaukee MS | West Allis Hale vs Whitnall | 19 - 22 |
| 8:30pm - West Milwaukee MS | Franklin Gold vs Muskego Warriors | 12 - 19 |
| |
| Tuesday, 11 February, 2020 |
| BYE: Franklin Gold |
| 6:00pm - West Milwaukee MS | Greendale Panthers vs Whitnall | 19 - 7 |
| 6:50pm - West Milwaukee MS | Muskego Warriors vs Oak Creek - White | 11 - 10 |
| 7:40pm - West Milwaukee MS | Greenfield hawks vs New Berlin West | 32 - 7 |
| 8:30pm - West Milwaukee MS | South Milwaukee Rockets vs West Allis Hale | 16 - 26 |
| |
| Tuesday, 18 February, 2020 |
| BYE: Whitnall |
| BYE: West Allis Hale |
| BYE: Muskego Warriors |
| 6:00pm - West Milwaukee MS | Franklin Gold vs South Milwaukee Rockets | 10 - 26 |
| 6:50pm - West Milwaukee MS | Greendale Panthers vs Oak Creek - White | 32 - 4 |
| 7:40pm - West Milwaukee MS | Greenfield hawks vs New Berlin West | 31 - 18 |
