Weather: Cloudy Pitch: Regular
| South Africa Diski Challenge | 2019/10/05 08:00 | Supersport United Reserves v Polokwane City Reserves | W | 1-0 |
| South Africa Diski Challenge | 2019/09/29 10:00 | Amazulu Reserves v Supersport United Reserves | W | 3-4 |
| South Africa Diski Challenge | 2019/09/07 08:02 | Supersport United Reserves v Chippa United Reserves | W | 4-0 |
| South Africa Diski Challenge | 2019/09/01 09:58 | Baroka FC Reserves v Supersport United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/08/10 08:00 | Maritzburg United Reserves v Supersport United Reserves | W | 1-5 |
| South Africa Diski Shield | 2019/05/12 08:00 | Supersport United Reserves v Orlando Pirates Reserves | W | 2-0 |
| South Africa Diski Shield | 2019/05/01 10:00 | Supersport United Reserves v Mamelodi Sundowns Reserves | L | 0-1 |
| South Africa Diski Shield | 2019/04/14 08:00 | Supersport United Reserves v Free State Stars Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/10/27 09:59 | Cape Town City FC Reserves v Highlands Park Reserves | L | 2-1 |
| South Africa Diski Challenge | 2019/10/19 09:59 | Highlands Park Reserves v Maritzburg United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/10/12 10:00 | Highlands Park Reserves v Black Leopards Reserves | W | 1-0 |
| South Africa Diski Challenge | 2019/10/06 08:00 | Golden Arrows Reserves v Highlands Park Reserves | W | 0-4 |
| South Africa Diski Challenge | 2019/09/28 08:12 | Highlands Park Reserves v Chippa United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/09/14 09:59 | Highlands Park Reserves v Stellenbosch FC Reserves | W | 3-1 |
| South Africa Diski Challenge | 2019/09/07 10:00 | Highlands Park Reserves v Orlando Pirates Reserves | W | 1-0 |
| South Africa Diski Challenge | 2019/08/31 10:01 | Mamelodi Sundowns Reserves v Highlands Park Reserves | L | 1-0 |