| U20 Victoria Premier League 2 | 2019/08/02 08:15 | Oakleigh Cannons v South Melbourne | W | 2-0 |
| U20 Victoria Premier League 2 | 2019/05/05 01:30 | South Melbourne v Oakleigh Cannons | L | 2-1 |
| U20 Victoria Premier League 2 | 2018/08/18 05:00 | South Melbourne v Oakleigh Cannons | D | 0-0 |
| U20 Victoria Premier League 2 | 2018/03/09 07:19 | Oakleigh Cannons v South Melbourne | D | 2-2 |
| U20 Victoria Premier League 2 | 2017/06/24 05:00 | South Melbourne v Oakleigh Cannons | L | 5-1 |
| U20 Victoria Premier League 2 | 2017/03/24 09:30 | Oakleigh Cannons v South Melbourne | W | 2-1 |
| U20 Victoria Premier League 2 | 2020/02/21 07:28 | Oakleigh Cannons v Heidelberg Uts. | D | 1-1 |
| U20 Victoria Premier League 2 | 2020/02/15 02:35 | Oakleigh Cannons v Avondale | W | 3-1 |
| U20 Victoria Premier League 2 | 2019/08/25 02:33 | Oakleigh Cannons v Green Gully Cavaliers | W | 3-1 |
| U20 Victoria Premier League 2 | 2019/08/21 09:50 | Heidelberg Uts. v Oakleigh Cannons | W | 1-2 |
| U20 Victoria Premier League 2 | 2019/08/16 08:20 | Pascoe Vale v Oakleigh Cannons | L | 4-0 |
| U20 Victoria Premier League 2 | 2019/08/02 08:15 | Oakleigh Cannons v South Melbourne | W | 2-0 |
| U20 Victoria Premier League 2 | 2019/07/27 06:45 | Oakleigh Cannons v Avondale | W | 1-0 |
| U20 Victoria Premier League 2 | 2019/07/21 03:30 | Oakleigh Cannons v P. Melb. Sharks SC | W | 1-0 |
| U20 Victoria Premier League 2 | 2020/02/23 08:32 | South Melbourne v ESL | W | 2-0 |
| U20 Victoria Premier League 2 | 2020/02/15 03:03 | South Melbourne v Heidelberg Uts. | L | 1-2 |
| U20 Victoria Premier League 2 | 2019/08/25 02:32 | South Melbourne v Heidelberg Uts. | L | 0-2 |
| U20 Victoria Premier League 2 | 2019/08/18 01:30 | South Melbourne v Altona Magic | W | 3-1 |
| U20 Victoria Premier League 2 | 2019/08/02 08:15 | Oakleigh Cannons v South Melbourne | L | 2-0 |
| U20 Victoria Premier League 2 | 2019/07/28 03:30 | South Melbourne v Dandenong Thunder | W | 2-0 |
| U20 Victoria Premier League 2 | 2019/07/20 09:45 | Hume City v South Melbourne | L | 1-0 |
| U20 Victoria Premier League 2 | 2019/07/13 03:39 | South Melbourne v Melbourne Knights | D | 1-1 |