| 09/06/2023 15:15 | 17 | Oakleigh Cannons U21  | 3 - 0 | Heidelberg United U21 | T |
| 02/06/2023 15:15 | 16 | Oakleigh Cannons U21 | 3 - 0 | Dandenong Thunder U21 | T |
| 26/05/2023 15:15 | 15 | Oakleigh Cannons U21 | 5 - 4 | Melbourne Knights U21 | T |
| 20/05/2023 12:00 | 14 | Green Gully Cavaliers U21 | 1 - 3 | Oakleigh Cannons U21 | T |
| 13/05/2023 10:00 | 13 | Moreland City U21 | 0 - 4 | Oakleigh Cannons U21 | T |
| 06/05/2023 09:30 | 12 | Oakleigh Cannons U21 | 0 - 1 | North Geelong Warriors U21 | B |
| 29/04/2023 09:15 | 11 | Avondale FC U21 | 1 - 1 | Oakleigh Cannons U21 | H |
| 21/04/2023 15:15 | 10 | Oakleigh Cannons U21 | 5 - 0 | Altona Magic U21 | T |
| 17/04/2023 15:15 | 9 | Oakleigh Cannons U21 | 1 - 4 | Port Melbourne Sharks SC U21 | B |
| 10/04/2023 11:30 | 8 | Oakleigh Cannons U21 | 2 - 1 | Bentleigh greens U21 | T |
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