| Australia Victoria U21 League | 2022/06/25 09:30 | Port Melbourne U21 v Oakleigh Cannons U21 | W | 0-1 |
| Australia Victoria U21 League | 2022/03/25 07:15 | Oakleigh Cannons U21 v Port Melbourne U21 | W | 3-2 |
| Australia Victoria U21 League | 2021/07/30 08:15 | Oakleigh Cannons U21 v Port Melbourne U21 | L | 0-1 |
| Australia Victoria U21 League | 2021/05/01 03:00 | Port Melbourne U21 v Oakleigh Cannons U21 | W | 1-2 |
| Australia Victoria U21 League | 2023/04/10 04:30 | Oakleigh Cannons U21 v Bentleigh Greens U21 | W | 2-1 |
| 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 | 2023/04/08 09:30 | Port Melbourne U21 v St Albans Saints U21 | W | 3-0 |
| Australia Victoria U21 League | 2023/03/31 07:15 | Heidelberg Utd U21 v Port Melbourne U21 | W | 0-2 |
| Australia Victoria U21 League | 2023/03/25 05:45 | Dandenong Thunder U21 v Port Melbourne U21 | W | 0-3 |
| Australia Victoria U21 League | 2023/03/18 08:30 | Port Melbourne U21 v Melbourne Knights U21 | W | 2-1 |
| Australia Victoria U21 League | 2023/03/11 04:00 | Green Gully U21 v Port Melbourne U21 | W | 0-2 |
| Australia Victoria U21 League | 2023/03/04 09:00 | Port Melbourne U21 v Moreland City U21 | W | 1-0 |
| Australia Victoria U21 League | 2023/02/25 03:45 | North Geelong U21 v Port Melbourne U21 | W | 0-5 |
| Australia Victoria U21 League | 2023/02/18 09:00 | Port Melbourne U21 v Avondale U21 | W | 3-0 |