| South Africa Diski Challenge | 2019/08/31 10:01 | Mamelodi Sundowns Reserves v Highlands Park Reserves | L | 1-0 |
| South Africa Diski Challenge | 2020/02/01 07:59 | Polokwane City Reserves v Highlands Park Reserves | W | 0-1 |
| South Africa Diski Challenge | 2020/01/18 10:00 | Highlands Park Reserves v Bloem Celtic Reserves | W | 1-0 |
| South Africa Diski Challenge | 2020/01/12 10:04 | Highlands Park Reserves v Kaizer Chiefs Reserves | L | 1-4 |
| South Africa Diski Challenge | 2019/12/14 09:58 | Highlands Park Reserves v Cape Town City FC Reserves | L | 0-1 |
| South Africa Diski Challenge | 2019/12/07 07:58 | Maritzburg United Reserves v Highlands Park Reserves | W | 0-2 |
| South Africa Diski Challenge | 2019/11/30 08:01 | Chippa United Reserves v Highlands Park Reserves | W | 1-3 |
| South Africa Diski Challenge | 2019/11/23 08:00 | Bloem Celtic Reserves v Highlands Park Reserves | W | 0-2 |
| South Africa Diski Challenge | 2019/11/16 07:59 | Highlands Park Reserves v Bidvest Wits Reserves | L | 1-4 |
| South Africa Diski Challenge | 2020/02/02 07:52 | Mamelodi Sundowns Reserves v Black Leopards Reserves | W | 4-1 |
| South Africa Diski Challenge | 2020/01/26 10:05 | Mamelodi Sundowns Reserves v Kaizer Chiefs Reserves | W | 4-3 |
| South Africa Diski Challenge | 2020/01/18 08:00 | Chippa United Reserves v Mamelodi Sundowns Reserves | L | 3-1 |
| 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 |