| Ausztrál Victoria League - U21 | 2021/03/31 07:30 | Dandenong City - U21 v Oakleigh Cannons - U21 | W | 0-4 |
| Ausztrál Victoria League - U21 | 2021/06/26 05:06 | Green Gully - U21 v Oakleigh Cannons - U21 | L | 1-0 |
| Ausztrál Victoria League - U21 | 2021/06/18 08:15 | Oakleigh Cannons - U21 v Altona Magic - U21 | W | 3-0 |
| Ausztrál Victoria League - U21 | 2021/05/21 08:15 | Oakleigh Cannons - U21 v Hume City - U21 | L | 1-2 |
| Ausztrál Victoria League - U21 | 2021/05/16 02:30 | St Albans Saints - U21 v Oakleigh Cannons - U21 | L | 4-1 |
| Ausztrál Victoria League - U21 | 2021/05/07 10:15 | Oakleigh Cannons - U21 v Dandenong Thunder - U21 | L | 1-2 |
| Ausztrál Victoria League - U21 | 2021/05/01 03:00 | Port Melbourne - U21 v Oakleigh Cannons - U21 | W | 1-2 |
| Ausztrál Victoria League - U21 | 2021/04/23 08:15 | Oakleigh Cannons - U21 v Eastern Lions - U21 | W | 3-0 |
| Ausztrál Victoria League - U21 | 2021/04/16 08:15 | Bentleigh Greens - U21 v Oakleigh Cannons - U21 | D | 1-1 |
| Ausztrál Victoria League - U21 | 2021/06/25 08:30 | Dandenong City - U21 v Heidelberg Utd - U21 | W | 2-1 |
| Ausztrál Victoria League - U21 | 2021/06/20 02:30 | Avondale - U21 v Dandenong City - U21 | L | 4-1 |
| Ausztrál Victoria League - U21 | 2021/05/21 08:30 | Dandenong City - U21 v Port Melbourne - U21 | L | 0-2 |
| Ausztrál Victoria League - U21 | 2021/05/15 02:30 | Eastern Lions - U21 v Dandenong City - U21 | L | 3-2 |
| Ausztrál Victoria League - U21 | 2021/05/07 08:30 | Dandenong City - U21 v Bentleigh Greens - U21 | L | 0-4 |
| Ausztrál Victoria League - U21 | 2021/05/02 03:00 | Melbourne Knights - U21 v Dandenong City - U21 | L | 3-2 |
| Ausztrál Victoria League - U21 | 2021/04/23 08:30 | Dandenong City - U21 v Dél Melbourne - U21 | L | 0-2 |
| Ausztrál Victoria League - U21 | 2021/04/16 08:30 | Dandenong City - U21 v Green Gully - U21 | W | 2-1 |