| U20 Victoria Premier League 2 | 2019/04/05 06:30 | Dandenong City v Oakleigh Cannons | W | 0-1 |
| U20 Victoria Premier League 2 | 2019/07/05 08:15 | Oakleigh Cannons v Bentleigh Greens | W | 1-0 |
| U20 Victoria Premier League 2 | 2019/06/21 10:04 | Oakleigh Cannons v Altona Magic | W | 4-1 |
| U20 Victoria Premier League 2 | 2019/06/21 08:15 | Oakleigh Cannons v Altona Magic | W | 4-1 |
| U20 Victoria Premier League 2 | 2019/06/14 08:15 | Oakleigh Cannons v Kingston City | W | 1-0 |
| U20 Victoria Premier League 2 | 2019/06/08 07:00 | Dandenong Thunder v Oakleigh Cannons | L | 1-0 |
| U20 Victoria Premier League 2 | 2019/06/02 03:30 | Oakleigh Cannons v Hume City | W | 3-0 |
| U20 Victoria Premier League 2 | 2019/05/26 05:05 | Melbourne Knights v Oakleigh Cannons | W | 1-4 |
| U20 Victoria Premier League 2 | 2019/05/18 03:04 | Green Gully Cavaliers v Oakleigh Cannons | W | 0-3 |
| U20 Victoria Premier League 2 | 2019/07/06 07:00 | Dandenong Thunder v Dandenong City | L | 2-0 |
| U20 Victoria Premier League 2 | 2019/06/28 08:30 | Dandenong City v Hume City | L | 1-3 |
| U20 Victoria Premier League 2 | 2019/06/23 05:02 | Melbourne Knights v Dandenong City | D | 2-2 |
| U20 Victoria Premier League 2 | 2019/06/14 08:30 | Dandenong City v Green Gully Cavaliers | D | 1-1 |
| U20 Victoria Premier League 2 | 2019/06/07 08:15 | Pascoe Vale v Dandenong City | D | 1-1 |
| U20 Victoria Premier League 2 | 2019/05/31 08:33 | Dandenong City v South Melbourne | L | 0-1 |
| U20 Victoria Premier League 2 | 2019/05/31 06:30 | Dandenong City v South Melbourne | L | 0-1 |
| U20 Victoria Premier League 2 | 2019/05/25 02:30 | Avondale v Dandenong City | L | 1-0 |