| U20 Victoria Premier League 2 | 2018/08/24 08:15 | Oakleigh Cannons v Pascoe Vale | L | 2-5 |
| U20 Victoria Premier League 2 | 2018/05/18 08:15 | Pascoe Vale v Oakleigh Cannons | D | 1-1 |
| U20 Victoria Premier League 2 | 2017/08/11 08:15 | Oakleigh Cannons v Pascoe Vale | W | 2-1 |
| U20 Victoria Premier League 2 | 2017/05/05 08:15 | Pascoe Vale v Oakleigh Cannons | L | 1-0 |
| U20 Victoria Premier League 2 | 2019/05/05 01:30 | South Melbourne v Oakleigh Cannons | L | 2-1 |
| 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 | 2019/05/03 08:15 | Pascoe Vale v Dandenong Thunder | D | 2-2 |
| U20 Victoria Premier League 2 | 2019/04/27 09:48 | Hume City v Pascoe Vale | L | 3-1 |
| U20 Victoria Premier League 2 | 2019/04/12 08:21 | Pascoe Vale v Melbourne Knights | L | 2-3 |
| U20 Victoria Premier League 2 | 2019/04/06 02:03 | Green Gully Cavaliers v Pascoe Vale | W | 0-2 |
| U20 Victoria Premier League 2 | 2019/03/29 07:16 | Pascoe Vale v Kingston City | W | 2-1 |
| U20 Victoria Premier League 2 | 2019/03/22 07:20 | Pascoe Vale v South Melbourne | L | 3-4 |
| U20 Victoria Premier League 2 | 2019/03/16 01:30 | Avondale v Pascoe Vale | W | 0-1 |
| U20 Victoria Premier League 2 | 2019/03/08 07:18 | Pascoe Vale v P. Melb. Sharks SC | W | 3-1 |