Head to Head
| South Africa Diski Challenge | 2019/09/28 07:58 | Orlando Pirates Reserves v Cape Town City FC Reserves | W | 2-3 |
Home History
| South Africa Diski Challenge | 2019/12/14 09:58 | Highlands Park Reserves v Cape Town City FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2019/12/08 08:00 | Cape Town City FC Reserves v Polokwane City Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/12/01 08:00 | Cape Town City FC Reserves v Baroka FC Reserves | L | 1-2 |
| South Africa Diski Challenge | 2019/11/24 07:59 | Supersport United Reserves v Cape Town City FC Reserves | L | 3-2 |
| 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 |
Away History
| South Africa Diski Challenge | 2020/01/11 10:00 | Orlando Pirates Reserves v Mamelodi Sundowns Reserves | W | 1-0 |
| South Africa Diski Challenge | 2019/12/15 14:00 | Black Leopards Reserves v Orlando Pirates Reserves | W | 0-4 |
| South Africa Diski Challenge | 2019/12/07 08:00 | Orlando Pirates Reserves v Chippa United Reserves | W | 3-2 |
| 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 |