| Side 1 | Division 2 - Section 5 | ||
|---|---|---|---|
| Round | Date | Home | Away |
| 01 | 01-Oct-2019 | Bayswater-1 | Ashburton-1 |
| 02 | 08-Oct-2019 | Ashburton-1 | Mitcham-1 |
| 03 | 15-Oct-2019 | North Bawyin-2 | Ashburton-1 |
| 04 | 22-Oct-2019 | Ashburton-1 | Vermont South-3 |
| 05 | 29-Oct-2019 | Ashburton-1 | Glen Waverley-1 |
| 06 | 12-Nov-2019 | Mulgrave CC-3 | Ashburton-1 |
| 07 | 26-Nov-2019 | Ashburton-1 | Heatherdale-1 |
| 08 | 03-Dec-2019 | Blackburn-1 | Ashburton-1 |
| 09 | 10-Dec-2019 | Ashburton-1 | Ringwood-2 |
| 10 | 17-Dec-2019 | Ashburton-1 | Bayswater-1 |
| 11 | 21-Jan-2020 | Mitcham-1 | Ashburton-1 |
| 12 | 28-Jan-2020 | Ashburton-1 | North Bawyin-2 |
| 13 | 04-Feb-2020 | Vermont South-3 | Ashburton-1 |
| 14 | 11-Feb-2020 | Glen Waverley-1 | Ashburton-1 |
| 15 | 18-Feb-2020 | Ashburton-1 | Mulgrave CC-3 |
| 16 | 25-Feb-2020 | Heatherdale-1 | Ashburton-1 |
| 17 | 03-Mar-2020 | Ashburton-1 | Blackburn-1 |
| 18 | 10-Mar-2020 | Ringwood-2 | Ashburton-1 |
| Side 2 | Division 2 - Section 7 | ||
|---|---|---|---|
| Round | Date | Home | Away |
| 01 | 01-Oct-2019 | Chadstone-1 | Ashburton-2 |
| 02 | 08-Oct-2019 | Ashburton-2 | Hampton-1 |
| 03 | 15-Oct-2019 | Elwood-1 | Ashburton-2 |
| 04 | 22-Oct-2019 | Ashburton-2 | Beaumaris-2 |
| 05 | 29-Oct-2019 | Ashburton-2 | Malvern-1 |
| 06 | 12-Nov-2019 | Elsternwick Club-1 | Ashburton-2 |
| 07 | 26-Nov-2019 | Ashburton-2 | Camberwell Central-1 |
| 08 | 03-Dec-2019 | Middle Park-1 | Ashburton-2 |
| 09 | 10-Dec-2019 | Ashburton-2 | Caufield Park Alma-2 |
| 10 | 17-Dec-2019 | Ashburton-2 | Chadstone-1 |
| 11 | 21-Jan-2020 | Hampton-1 | Ashburton-2 |
| 12 | 28-Jan-2020 | Ashburton-2 | Elwood-1 |
| 13 | 04-Feb-2020 | Beaumaris-2 | Ashburton-2 |
| 14 | 11-Feb-2020 | Malvern-1 | Ashburton-2 |
| 15 | 18-Feb-2020 | Ashburton-2 | Elsternwick Club-1 |
| 16 | 25-Feb-2020 | Camberwell Central-1 | Ashburton-2 |
| 17 | 03-Mar-2020 | Ashburton-2 | Middle Park-1 |
| 18 | 10-Mar-2020 | Caufield Park Alma-2 | Ashburton-2 |