| 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 | W | 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 | 2023/04/01 06:00 | Oakleigh Cannons U21 v South Melbourne U21 | W | 2-0 |
| Australia Victoria U21 League | 2023/03/25 06:45 | Oakleigh Cannons U21 v Hume City U21 | L | 1-2 |
| Australia Victoria U21 League | 2023/03/19 03:30 | St Albans Saints U21 v Oakleigh Cannons U21 | W | 1-2 |
| Australia Victoria U21 League | 2023/03/10 07:15 | Heidelberg Utd U21 v Oakleigh Cannons U21 | L | 2-1 |
| Australia Victoria U21 League | 2023/03/04 05:45 | Dandenong Thunder U21 v Oakleigh Cannons U21 | W | 2-3 |
| Australia Victoria U21 League | 2023/02/26 04:00 | Melbourne Knights U21 v Oakleigh Cannons U21 | W | 1-2 |
| Australia Victoria U21 League | 2023/02/17 07:15 | Oakleigh Cannons U21 v Green Gully U21 | W | 2-0 |
| Australia Victoria U21 League | 2022/08/27 03:00 | Avondale U21 v Oakleigh Cannons U21 | L | 2-0 |
| Australia Victoria U21 League | 2023/04/01 02:00 | Bentleigh Greens U21 v St Albans Saints U21 | W | 3-0 |
| Australia Victoria U21 League | 2023/03/24 07:15 | Heidelberg Utd U21 v Bentleigh Greens U21 | W | 1-3 |
| Australia Victoria U21 League | 2023/03/18 01:30 | Bentleigh Greens U21 v Dandenong Thunder U21 | L | 0-1 |
| Australia Victoria U21 League | 2023/03/12 06:00 | Melbourne Knights U21 v Bentleigh Greens U21 | L | 6-0 |
| Australia Victoria U21 League | 2023/03/04 02:00 | Bentleigh Greens U21 v Green Gully U21 | D | 1-1 |
| Australia Victoria U21 League | 2023/02/25 02:00 | Moreland City U21 v Bentleigh Greens U21 | D | 0-0 |
| Australia Victoria U21 League | 2023/02/18 02:00 | Bentleigh Greens U21 v North Geelong U21 | W | 4-1 |
| Australia Victoria U21 League | 2022/08/21 02:30 | Dandenong City U21 v Bentleigh Greens U21 | L | 2-1 |