| South Africa Diski Challenge | 2018/11/25 08:01 | Chippa United Reserves v Mamelodi Sundowns Reserves | W | 5-4 |
| South Africa Diski Challenge | 2020/01/12 08:00 | Golden Arrows Reserves v Chippa United Reserves | D | 4-4 |
| South Africa Diski Challenge | 2019/12/14 07:55 | Chippa United Reserves v Stellenbosch FC Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/12/07 08:00 | Orlando Pirates Reserves v Chippa United Reserves | L | 3-2 |
| 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 | 2020/01/11 10:00 | Orlando Pirates Reserves v Mamelodi Sundowns Reserves | L | 1-0 |
| South Africa Diski Challenge | 2019/12/16 09:00 | Baroka FC Reserves v Mamelodi Sundowns Reserves | W | 0-3 |
| South Africa Diski Challenge | 2019/12/07 07:57 | Mamelodi Sundowns Reserves v Amazulu Reserves | W | 3-1 |
| South Africa Diski Challenge | 2019/12/01 10:58 | Mamelodi Sundowns Reserves v Bidvest Wits Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/11/24 09:00 | Golden Arrows Reserves v Mamelodi Sundowns Reserves | W | 1-2 |
| South Africa Diski Challenge | 2019/11/16 11:00 | Mamelodi Sundowns Reserves v Supersport United Reserves | W | 6-3 |
| South Africa Diski Challenge | 2019/11/03 08:00 | Mamelodi Sundowns Reserves v Maritzburg United Reserves | W | 1-0 |
| South Africa Diski Challenge | 2019/10/27 08:00 | Bidvest Wits Reserves v Mamelodi Sundowns Reserves | W | 1-2 |