| Australia Victoria U21 League | 2023/04/29 09:30 | Port Melbourne U21 v Bentleigh Greens U21 | L | 2-1 |
| Australia Victoria U21 League | 2022/08/12 08:15 | Bentleigh Greens U21 v Port Melbourne U21 | L | 1-2 |
| Australia Victoria U21 League | 2022/05/07 09:30 | Port Melbourne U21 v Bentleigh Greens U21 | L | 5-1 |
| Australia Victoria U21 League | 2021/03/05 07:15 | Bentleigh Greens U21 v Port Melbourne U21 | W | 4-0 |
| Australia Victoria U21 League | 2023/07/22 07:30 | Bentleigh Greens U21 v Hume City U21 | L | 1-2 |
| Australia Victoria U21 League | 2023/07/15 07:30 | Bentleigh Greens U21 v South Melbourne U21 | D | 2-2 |
| Australia Victoria U21 League | 2023/07/08 07:30 | Bentleigh Greens U21 v Oakleigh Cannons U21 | W | 1-0 |
| 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 | 2023/07/22 09:30 | Port Melbourne U21 v South Melbourne U21 | D | 1-1 |
| Australia Victoria U21 League | 2023/07/15 09:30 | Port Melbourne U21 v Oakleigh Cannons U21 | D | 1-1 |
| Australia Victoria U21 League | 2023/07/09 02:30 | St Albans Saints U21 v Port Melbourne U21 | L | 1-0 |
| Australia Victoria U21 League | 2023/07/01 09:30 | Port Melbourne U21 v Heidelberg Utd U21 | W | 4-0 |
| Australia Victoria U21 League | 2023/06/24 09:30 | Port Melbourne U21 v Dandenong Thunder U21 | W | 4-0 |
| Australia Victoria U21 League | 2023/06/18 05:00 | Melbourne Knights U21 v Port Melbourne U21 | W | 1-3 |
| Australia Victoria U21 League | 2023/06/10 04:00 | Port Melbourne U21 v Green Gully U21 | W | 3-1 |
| Australia Victoria U21 League | 2023/06/03 03:00 | Moreland City U21 v Port Melbourne U21 | W | 0-3 |