| Terminé |   Oakleigh Cannons vs Bentleigh Greens | 4 - 0 | Victoria NPL
Phase : J10 | 2026 | Jack Edwards Reserve |
| Terminé |  Melbourne Knights vs Oakleigh Cannons | 3 - 3 | Victoria NPL
Phase : J17 | 2025 | Stade Tompsett |
| Terminé |  Oakleigh Cannons vs Melbourne Victory II | 2 - 5 | Victoria NPL
Phase : J18 | 2025 | Jack Edwards Reserve |
| Terminé |  Oakleigh Cannons vs Port Melbourne | 4 - 1 | Victoria NPL
Phase : J16 | 2025 | Jack Edwards Reserve |
| Terminé | Melbourne Victory II vs Oakleigh Cannons | 0 - 3 | Victoria NPL
Phase : J5 | 2025 | Kingston Heath Soccer Complex |
| Terminé | Oakleigh Cannons vs Melbourne Knights | 3 - 0 | Victoria NPL
Phase : J4 | 2025 | Jack Edwards Reserve |
| Terminé | Port Melbourne vs Oakleigh Cannons | 0 - 2 | Victoria NPL
Phase : J3 | 2025 | SS Anderson Reserve |
| Terminé | Oakleigh Cannons vs Melbourne Knights | 3 - 1 | Victoria NPL
Phase : J24 | 2024 | Jack Edwards Reserve |
| Terminé | Port Melbourne vs Oakleigh Cannons | 1 - 2 | Victoria NPL
Phase : J21 | 2024 | SS Anderson Reserve |
| Terminé |  Manningham United Blues vs Oakleigh Cannons | 1 - 4 | Victoria NPL
Phase : J14 | 2024 | Pettys Reserve Pitch 1 |
| Terminé | Melbourne Knights vs Oakleigh Cannons | 0 - 1 | Victoria NPL
Phase : J11 | 2024 | Stade Knights |
| Terminé | Oakleigh Cannons vs Port Melbourne | 3 - 0 | Victoria NPL
Phase : J8 | 2024 | Jack Edwards Reserve |
| Terminé | Oakleigh Cannons vs Manningham United Blues | 3 - 0 | Victoria NPL
Phase : J1 | 2024 | Jack Edwards Reserve |
| Terminé | Port Melbourne vs Oakleigh Cannons | 2 - 0 | Victoria NPL
Phase : J22 | 2023 | SS Anderson Reserve |
| Terminé | Oakleigh Cannons vs Melbourne Knights | 2 - 2 | Victoria NPL
Phase : J15 | 2023 | Jack Edwards Reserve |
| Terminé | Oakleigh Cannons vs Port Melbourne | 3 - 2 | Victoria NPL
Phase : J9 | 2023 | Jack Edwards Reserve |
| Terminé après prolongation | Port Melbourne vs Oakleigh Cannons | 1 - 2 | Victoria NPL
Phase : Demi-finale | 2022 | SS Anderson Reserve |
