| Northern Territory FFA Cup Preliminary | - | 2024-05-28 17:45 | Darwin Olympic | 1-3 | Darwin Hearts | 1-1 |
| Northern Territory FFA Cup Preliminary | - | 2024-05-07 17:45 | Darwin Olympic | 1-0 | Casuarina | 0-0 |
| Northern Territory FFA Cup Preliminary | - | 2024-03-19 17:45 | Darwin Olympic | 7-1 | Port Darwin | |
| Northern Territory FFA Cup Preliminary | - | 2023-04-18 17:45 | Darwin Olympic | 2-3 | Darwin Hearts | |
| Northern Territory FFA Cup Preliminary | - | 2022-03-29 17:45 | Darwin Olympic | 1-2 | Garuda | |
| Northern Territory FFA Cup Preliminary | - | 2021-05-11 17:45 | Uni Azzurri | 5-3 | Darwin Olympic | |
| Northern Territory FFA Cup Preliminary | - | 2021-04-06 17:45 | Darwin Olympic | 9-1 | Palmerston Rovers | |
| 澳大利亚足总杯 | - | 2019-07-24 17:30 | Darwin Olympic | 0-3 | 埃奇沃斯伊格斯 | 0-2 |
| Northern Territory FFA Cup Preliminary | - | 2019-06-25 18:00 | Uni Azzurri | 1-1 | Darwin Olympic | |
| Northern Territory FFA Cup Preliminary | - | 2019-06-15 18:30 | Verdi | 1-6 | Darwin Olympic | |
| Northern Territory FFA Cup Preliminary | - | 2019-05-14 18:00 | Hellenic Athletic | 2-2 | Darwin Olympic | |
| Northern Territory FFA Cup Preliminary | - | 2019-04-17 18:00 | Darwin Olympic | 2-0 | Darwin Hearts | |
