| Australia Victoria U21 League | 2023/04/17 07:15 | Oakleigh Cannons U21 v Port Melbourne U21 | W | 1-4 |
| Australia Victoria U21 League | 2022/06/25 09:30 | Port Melbourne U21 v Oakleigh Cannons U21 | L | 0-1 |
| Australia Victoria U21 League | 2022/03/25 07:15 | Oakleigh Cannons U21 v Port Melbourne U21 | L | 3-2 |
| Australia Victoria U21 League | 2021/07/30 08:15 | Oakleigh Cannons U21 v Port Melbourne U21 | W | 0-1 |
| Australia Victoria U21 League | 2021/05/01 03:00 | Port Melbourne U21 v Oakleigh Cannons U21 | L | 1-2 |
| 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 |
| Australia Victoria U21 League | 2023/05/20 02:00 | Avondale U21 v Port Melbourne U21 | W | 0-1 |
| Australia Victoria U21 League | 2023/05/13 06:15 | Altona Magic U21 v Port Melbourne U21 | W | 1-4 |
| Australia Victoria U21 League | 2023/07/08 07:30 | Bentleigh Greens U21 v Oakleigh Cannons U21 | L | 1-0 |
| 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 |