Head to Head
| Australia South Australia State League 1 | 2025/05/10 08:30 | Adelaide Olympic v Cumberland United | L | 2-1 |
| Australia South Australia Premier League | 2022/08/06 08:30 | Adelaide Olympic v Cumberland United | W | 2-3 |
| Australia South Australia Premier League | 2022/05/14 05:30 | Cumberland United v Adelaide Olympic | W | 3-2 |
| Australia South Australia Premier League | 2021/07/10 08:30 | Adelaide Olympic v Cumberland United | D | 1-1 |
| Australia South Australia Premier League | 2021/04/10 05:30 | Cumberland United v Adelaide Olympic | W | 3-0 |
| Australia South Australia Premier League | 2020/09/26 05:30 | Cumberland United v Adelaide Olympic | W | 2-1 |
| Australia South Australia Premier League | 2020/08/08 08:30 | Adelaide Olympic v Cumberland United | D | 0-0 |
| Australia FFA Cup | 2019/05/04 07:33 | Cumberland United v Adelaide Olympic | L | 2-3 |
| Australia FFA Cup | 2018/05/05 05:01 | Cumberland United v Adelaide Olympic | W | 2-1 |
| Australia South Australia Premier League | 2017/07/08 09:30 | Cumberland United v Adelaide Olympic | L | 1-2 |
| Australia South Australia Premier League | 2017/04/01 08:30 | Adelaide Olympic v Cumberland United | L | 3-2 |