| Date | R | Home v Away | - | |
|---|---|---|---|---|
| 05/21 08:15 | - | Oakleigh Cannons U21 v Hume City U21 | L | 1-2 |
| 05/16 02:30 | - | St Albans Saints U21 v Oakleigh Cannons U21 | L | 4-1 |
| 05/07 10:15 | - | Oakleigh Cannons U21 v Dandenong Thunder U21 | L | 1-2 |
| 05/01 03:00 | - | Port Melbourne U21 v Oakleigh Cannons U21 | W | 1-2 |
| 04/23 08:15 | - | Oakleigh Cannons U21 v Eastern Lions U21 | W | 3-0 |
| 04/16 08:15 | - | Bentleigh Greens U21 v Oakleigh Cannons U21 | D | 1-1 |
| 04/09 08:15 | - | Oakleigh Cannons U21 v Melbourne Knights U21 | W | 3-1 |
| 03/31 07:30 | - | Dandenong City U21 v Oakleigh Cannons U21 | W | 0-4 |
| 03/26 07:15 | - | Oakleigh Cannons U21 v Green Gully U21 | W | 1-0 |
| 03/20 07:00 | - | Altona Magic U21 v Oakleigh Cannons U21 | L | 4-1 |
| 03/12 07:15 | - | Oakleigh Cannons U21 v South Melbourne U21 | L | 0-2 |
| 03/05 07:15 | - | Oakleigh Cannons U21 v Heidelberg Utd U21 | W | 4-0 |
| 02/28 02:30 | - | Avondale U21 v Oakleigh Cannons U21 | W | 1-4 |