Head to Head
| 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 Challenge | 2019/11/30 11:00 | Orlando Pirates Reserves v Amazulu Reserves | W | 1-0 |
| South Africa Diski Challenge | 2019/11/23 10:00 | Maritzburg United Reserves v Orlando Pirates Reserves | L | 3-1 |
| South Africa Diski Challenge | 2019/11/16 13:00 | Kaizer Chiefs Reserves v Orlando Pirates Reserves | W | 0-1 |
| South Africa Diski Challenge | 2019/11/02 09:59 | Orlando Pirates Reserves v Stellenbosch FC Reserves | W | 2-0 |
| South Africa Diski Challenge | 2019/10/27 10:00 | Golden Arrows Reserves v Orlando Pirates Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/10/13 12:59 | Mamelodi Sundowns Reserves v Orlando Pirates Reserves | D | 2-2 |
| South Africa Diski Challenge | 2019/10/05 09:58 | Baroka FC Reserves v Orlando Pirates Reserves | L | 1-0 |
| South Africa Diski Challenge | 2019/09/28 07:58 | Orlando Pirates Reserves v Cape Town City FC Reserves | L | 2-3 |
Away History
| South Africa Diski Challenge | 2019/11/30 08:01 | Chippa United Reserves v Highlands Park Reserves | L | 1-3 |
| South Africa Diski Challenge | 2019/11/23 07:50 | Chippa United Reserves v Baroka FC Reserves | L | 0-1 |
| South Africa Diski Challenge | 2019/11/17 07:58 | Black Leopards Reserves v Chippa United Reserves | D | 2-2 |
| South Africa Diski Challenge | 2019/11/02 07:59 | Chippa United Reserves v Bloem Celtic Reserves | W | 3-2 |
| South Africa Diski Challenge | 2019/10/20 08:00 | Kaizer Chiefs Reserves v Chippa United Reserves | L | 5-2 |
| South Africa Diski Challenge | 2019/09/28 08:12 | Highlands Park Reserves v Chippa United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/09/24 10:00 | Chippa United Reserves v Orlando Pirates Reserves | L | 0-2 |
| South Africa Diski Challenge | 2019/09/07 08:02 | Supersport United Reserves v Chippa United Reserves | L | 4-0 |