| 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 | W | 5-1 |
| U20 Victoria Premier League 2 | 2017/03/24 09:30 | Oakleigh Cannons v South Melbourne | L | 2-1 |
| U20 Victoria Premier League 2 | 2019/04/27 07:02 | Dandenong Thunder v South Melbourne | W | 1-9 |
| U20 Victoria Premier League 2 | 2019/04/13 06:04 | South Melbourne v Hume City | D | 3-3 |
| U20 Victoria Premier League 2 | 2019/04/07 05:02 | Melbourne Knights v South Melbourne | W | 0-1 |
| U20 Victoria Premier League 2 | 2019/03/31 01:34 | South Melbourne v Green Gully Cavaliers | W | 3-0 |
| U20 Victoria Premier League 2 | 2019/03/22 07:20 | Pascoe Vale v South Melbourne | W | 3-4 |
| U20 Victoria Premier League 2 | 2019/03/18 07:15 | Kingston City v South Melbourne | W | 0-1 |
| U20 Victoria Premier League 2 | 2019/03/09 01:31 | Avondale v South Melbourne | W | 0-3 |
| U20 Victoria Premier League 2 | 2019/03/02 05:04 | P. Melb. Sharks SC v South Melbourne | W | 0-1 |
| U20 Victoria Premier League 2 | 2019/04/27 02:30 | Avondale v Oakleigh Cannons | W | 0-2 |
| U20 Victoria Premier League 2 | 2019/04/13 06:01 | P. Melb. Sharks SC v Oakleigh Cannons | D | 1-1 |
| U20 Victoria Premier League 2 | 2019/04/05 06:30 | Dandenong City v Oakleigh Cannons | W | 0-1 |
| U20 Victoria Premier League 2 | 2019/03/29 05:15 | Bentleigh Greens v Oakleigh Cannons | W | 1-2 |
| U20 Victoria Premier League 2 | 2019/03/22 07:15 | Oakleigh Cannons v Heidelberg Uts. | D | 1-1 |
| U20 Victoria Premier League 2 | 2019/03/16 05:05 | Altona Magic v Oakleigh Cannons | D | 1-1 |
| U20 Victoria Premier League 2 | 2019/03/11 07:15 | Kingston City v Oakleigh Cannons | L | 3-0 |
| U20 Victoria Premier League 2 | 2019/03/01 07:15 | Oakleigh Cannons v Dandenong Thunder | L | 0-2 |