| South Africa Diski Challenge | 2019/03/31 09:27 | Cape Town City FC Reserves v Supersport United Reserves | W | 1-2 |
| South Africa Diski Challenge | 2018/11/25 08:00 | Cape Town City FC Reserves v Supersport United Reserves | L | 2-1 |
| South Africa Diski Challenge | 2019/11/16 11:00 | Mamelodi Sundowns Reserves v Supersport United Reserves | L | 6-3 |
| South Africa Diski Challenge | 2019/11/02 08:06 | Supersport United Reserves v Highlands Park Reserves | L | 0-2 |
| 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 Challenge | 2019/11/17 07:59 | Stellenbosch FC Reserves v Cape Town City FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2019/11/03 10:00 | Cape Town City FC Reserves v Bidvest Wits Reserves | L | 1-2 |
| South Africa Diski Challenge | 2019/10/27 09:59 | Cape Town City FC Reserves v Highlands Park Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/10/13 10:00 | Bloem Celtic Reserves v Cape Town City FC Reserves | L | 5-0 |
| South Africa Diski Challenge | 2019/09/28 07:58 | Orlando Pirates Reserves v Cape Town City FC Reserves | W | 2-3 |
| South Africa Diski Challenge | 2019/09/24 13:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 2-4 |
| South Africa Diski Challenge | 2019/09/14 08:00 | Maritzburg United Reserves v Cape Town City FC Reserves | W | 0-2 |
| South Africa Diski Challenge | 2019/09/07 07:57 | Polokwane City Reserves v Cape Town City FC Reserves | W | 2-3 |