| Date | R | Home v Away | - | |
|---|---|---|---|---|
| 05/11 06:15 | - | Hume City U23 v Oakleigh Cannons U23 | D | 0-0 |
| 05/06 08:15 | - | Oakleigh Cannons U23 v Moreland City U23 | L | 3-8 |
| 04/28 06:00 | - | Melbourne Knights U23 v Oakleigh Cannons U23 | - | View |
| 04/19 08:15 | - | Oakleigh Cannons U23 v St Albans Saints U23 | W | 3-1 |
| 04/12 08:15 | - | Oakleigh Cannons U23 v Avondale U23 | D | 0-0 |
| 04/05 07:15 | - | Oakleigh Cannons U23 v Port Melbourne U23 | W | 6-1 |
| 03/22 07:15 | - | Oakleigh Cannons U23 v South Melbourne U23 | L | 2-4 |
| 03/15 07:15 | - | Oakleigh Cannons U23 v Green Gully U23 | W | 5-1 |
| 03/08 07:15 | - | Oakleigh Cannons U23 v Dandenong Thunder U23 | W | 4-2 |
| 03/03 02:30 | - | Dandenong City U23 v Oakleigh Cannons U23 | D | 3-3 |
| 02/25 02:00 | - | Oakleigh Cannons U23 v Altona Magic U23 | W | 3-2 |
| 02/19 08:00 | - | Heidelberg Utd U23 v Oakleigh Cannons U23 | L | 3-1 |
| 02/09 07:15 | - | Oakleigh Cannons U23 v Manningham Utd Blues U23 | - | View |