Head to Head
| South Africa Diski Challenge | 2019/12/07 08:00 | Orlando Pirates Reserves v Chippa United Reserves | W | 3-2 |
| South Africa Diski Challenge | 2019/09/24 10:00 | Chippa United Reserves v Orlando Pirates Reserves | W | 0-2 |
| South Africa Diski Challenge | 2019/01/13 10:04 | Chippa United Reserves v Orlando Pirates Reserves | W | 1-2 |
Home History
| South Africa Diski Shield | 2022/07/09 10:30 | Orlando Pirates Reserves v Mamelodi Sundowns Reserves | L | 1-2 |
| South Africa Diski Challenge | 2022/05/14 07:30 | Orlando Pirates Reserves v Moroka Swallows Reserves | W | 2-0 |
| South Africa Diski Challenge | 2022/05/08 10:30 | Baroka FC Reserves v Orlando Pirates Reserves | W | 0-1 |
| South Africa Diski Challenge | 2022/04/30 10:00 | Orlando Pirates Reserves v Stellenbosch FC Reserves | L | 1-2 |
| South Africa Diski Challenge | 2022/04/16 08:00 | Orlando Pirates Reserves v Mamelodi Sundowns Reserves | L | 2-3 |
| South Africa Diski Challenge | 2022/04/02 10:30 | Orlando Pirates Reserves v Kaizer Chiefs Reserves | D | 0-0 |
| South Africa Diski Challenge | 2022/03/13 10:30 | TS Galaxy Reserves v Orlando Pirates Reserves | W | 0-2 |
| South Africa Diski Challenge | 2022/01/09 12:30 | Mamelodi Sundowns Reserves v Orlando Pirates Reserves | W | 2-3 |
Away History
| South Africa Diski Shield | 2022/07/16 08:00 | Chippa United Reserves v Stellenbosch FC Reserves | L | 0-1 |
| South Africa Diski Shield | 2022/07/09 08:00 | TS Galaxy Reserves v Chippa United Reserves | W | 0-1 |
| South Africa Diski Challenge | 2022/05/08 08:00 | Moroka Swallows Reserves v Chippa United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2022/04/24 08:00 | Cape Town City FC Reserves v Chippa United Reserves | W | 1-3 |
| South Africa Diski Challenge | 2022/04/16 08:00 | Durban City Reserves v Chippa United Reserves | W | 3-6 |
| South Africa Diski Challenge | 2022/01/23 10:30 | Chippa United Reserves v Kaizer Chiefs Reserves | L | 1-4 |
| South Africa Diski Challenge | 2021/10/10 08:00 | Baroka FC Reserves v Chippa United Reserves | W | 0-1 |
| South Africa Diski Challenge | 2020/12/05 09:00 | Chippa United Reserves v Black Leopards Reserves | W | 3-1 |