| Australia Victoria U21 League | 2023/04/10 04:30 | Oakleigh Cannons U21 v Bentleigh Greens U21 | L | 2-1 |
| Australia Victoria U21 League | 2022/07/22 08:15 | Bentleigh Greens U21 v Oakleigh Cannons U21 | D | 1-1 |
| Australia Victoria U21 League | 2022/04/25 05:15 | Oakleigh Cannons U21 v Bentleigh Greens U21 | L | 3-0 |
| Australia Victoria U21 League | 2021/04/16 08:15 | Bentleigh Greens U21 v Oakleigh Cannons U21 | D | 1-1 |
| Australia Victoria U21 League | 2023/07/02 02:30 | St Albans Saints U21 v Bentleigh Greens U21 | W | 1-2 |
| Australia Victoria U21 League | 2023/06/24 07:30 | Bentleigh Greens U21 v Heidelberg Utd U21 | W | 1-0 |
| Australia Victoria U21 League | 2023/06/17 02:30 | Dandenong Thunder U21 v Bentleigh Greens U21 | W | 2-3 |
| Australia Victoria U21 League | 2023/06/11 03:30 | Bentleigh Greens U21 v Melbourne Knights U21 | W | 6-1 |
| Australia Victoria U21 League | 2023/06/03 05:00 | Green Gully U21 v Bentleigh Greens U21 | W | 0-6 |
| Australia Victoria U21 League | 2023/05/28 03:30 | Bentleigh Greens U21 v Moreland City U21 | W | 10-2 |
| Australia Victoria U21 League | 2023/05/20 02:45 | North Geelong U21 v Bentleigh Greens U21 | W | 1-2 |
| Australia Victoria U21 League | 2023/05/13 03:00 | Bentleigh Greens U21 v Avondale U21 | L | 0-3 |
| Australia Victoria U21 League | 2023/07/02 08:30 | South Melbourne U21 v Oakleigh Cannons U21 | W | 0-4 |
| Australia Victoria U21 League | 2023/06/24 05:30 | Hume City U21 v Oakleigh Cannons U21 | W | 0-2 |
| Australia Victoria U21 League | 2023/06/16 08:15 | Oakleigh Cannons U21 v St Albans Saints U21 | W | 2-1 |
| Australia Victoria U21 League | 2023/06/09 08:15 | Oakleigh Cannons U21 v Heidelberg Utd U21 | W | 3-0 |
| Australia Victoria U21 League | 2023/06/02 08:15 | Oakleigh Cannons U21 v Dandenong Thunder U21 | W | 3-0 |
| Australia Victoria U21 League | 2023/05/26 08:15 | Oakleigh Cannons U21 v Melbourne Knights U21 | W | 5-4 |
| Australia Victoria U21 League | 2023/05/20 05:00 | Green Gully U21 v Oakleigh Cannons U21 | W | 1-3 |
| Australia Victoria U21 League | 2023/05/13 03:00 | Moreland City U21 v Oakleigh Cannons U21 | W | 0-4 |