| South Africa Diski Challenge | 2019/02/02 19:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 0-3 |
| 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 |
| South Africa Diski Challenge | 2019/08/24 08:00 | Cape Town City FC Reserves v Chippa United Reserves | L | 0-3 |
| South Africa Diski Shield | 2019/04/13 08:00 | Cape Town City FC Reserves v Bloem Celtic Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/03/31 09:27 | Cape Town City FC Reserves v Supersport United Reserves | L | 1-2 |
| South Africa Diski Challenge | 2019/02/23 10:00 | Cape Town City FC Reserves v Polokwane City Reserves | D | 2-2 |
| South Africa Diski Challenge | 2019/02/02 19:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 0-3 |
| South Africa Diski Challenge | 2019/01/26 07:51 | Bloem Celtic Reserves v Cape Town City FC Reserves | L | 1-0 |
| South Africa Diski Challenge | 2019/09/08 10:00 | Bloem Celtic Reserves v Kaizer Chiefs Reserves | W | 1-7 |
| South Africa Diski Challenge | 2019/08/31 07:59 | Bidvest Wits Reserves v Kaizer Chiefs Reserves | L | 4-2 |
| South Africa Diski Challenge | 2019/08/25 10:00 | Kaizer Chiefs Reserves v Mamelodi Sundowns Reserves | L | 0-3 |
| South Africa Diski Challenge | 2019/08/10 10:00 | Golden Arrows Reserves v Kaizer Chiefs Reserves | W | 1-4 |
| South Africa Diski Challenge | 2019/04/14 10:02 | Orlando Pirates Reserves v Kaizer Chiefs Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/03/31 10:11 | Highlands Park Reserves v Kaizer Chiefs Reserves | W | 1-3 |
| South Africa Diski Challenge | 2019/02/23 11:00 | Kaizer Chiefs Reserves v Bloem Celtic Reserves | L | 1-3 |
| South Africa Diski Challenge | 2019/02/02 19:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | W | 0-3 |