| Australia Victoria U21 League | 2021/04/16 08:15 | Bentleigh Greens U21 v Oakleigh Cannons U21 | D | 1-1 |
| Australia Victoria U21 League | 2021/07/11 03:00 | Melbourne Knights U21 v Oakleigh Cannons U21 | W | 0-1 |
| Australia Victoria U21 League | 2021/07/02 08:15 | Oakleigh Cannons U21 v Dandenong City U21 | W | 2-0 |
| Australia Victoria U21 League | 2021/06/26 05:06 | Green Gully U21 v Oakleigh Cannons U21 | L | 1-0 |
| Australia Victoria U21 League | 2021/06/18 08:15 | Oakleigh Cannons U21 v Altona Magic U21 | W | 3-0 |
| Australia Victoria U21 League | 2021/05/21 08:15 | Oakleigh Cannons U21 v Hume City U21 | L | 1-2 |
| Australia Victoria U21 League | 2021/05/16 02:30 | St Albans Saints U21 v Oakleigh Cannons U21 | L | 4-1 |
| Australia Victoria U21 League | 2021/05/07 10:15 | Oakleigh Cannons U21 v Dandenong Thunder U21 | L | 1-2 |
| Australia Victoria U21 League | 2021/05/01 03:00 | Port Melbourne U21 v Oakleigh Cannons U21 | W | 1-2 |
| Australia Victoria U21 League | 2021/07/11 03:00 | Heidelberg Utd U21 v Bentleigh Greens U21 | W | 1-2 |
| Australia Victoria U21 League | 2021/07/03 02:15 | Avondale U21 v Bentleigh Greens U21 | L | 4-0 |
| Australia Victoria U21 League | 2021/06/25 08:15 | Bentleigh Greens U21 v Hume City U21 | W | 1-0 |
| Australia Victoria U21 League | 2021/06/20 02:30 | St Albans Saints U21 v Bentleigh Greens U21 | W | 0-2 |
| Australia Victoria U21 League | 2021/05/22 02:30 | South Melbourne U21 v Bentleigh Greens U21 | L | 6-1 |
| Australia Victoria U21 League | 2021/05/14 08:15 | Bentleigh Greens U21 v Melbourne Knights U21 | W | 4-1 |
| Australia Victoria U21 League | 2021/05/07 08:30 | Dandenong City U21 v Bentleigh Greens U21 | W | 0-4 |
| Australia Victoria U21 League | 2021/05/01 05:05 | Bentleigh Greens U21 v Green Gully U21 | D | 2-2 |