| Sydafrika - Diski Challenge | 2022/04/24 08:00 | Cape Town City FC reserver v Chippa United reserver | L | 1-3 |
| Sydafrika - Diski Challenge | 2019/08/24 08:00 | Cape Town City FC reserver v Chippa United reserver | L | 0-3 |
| Sydafrika - Diski Challenge | 2018/11/18 08:01 | Cape Town City FC reserver v Chippa United reserver | W | 3-2 |
| Sydafrika - Diski Challenge | 2022/10/02 08:00 | Maritzburg United reserver v Cape Town City FC reserver | W | 0-3 |
| Sydafrika - Diski Challenge | 2022/09/24 10:00 | Orlando Pirates reserver v Cape Town City FC reserver | W | 0-2 |
| Sydafrika - Diski Challenge | 2022/09/18 08:00 | Cape Town City FC reserver v Kaizer Chiefs reserver | W | 2-0 |
| Sydafrika - Diski Challenge | 2022/09/10 08:00 | Stellenbosch FC reserver v Cape Town City FC reserver | W | 2-3 |
| Sydafrika - Diski Challenge | 2022/05/07 08:00 | Marumo Gallants reserver v Cape Town City FC reserver | D | 2-2 |
| Sydafrika - Diski Challenge | 2022/05/01 08:00 | Moroka Swallows reserver v Cape Town City FC reserver | L | 3-1 |
| Sydafrika - Diski Challenge | 2022/04/24 08:00 | Cape Town City FC reserver v Chippa United reserver | L | 1-3 |
| Sydafrika - Diski Challenge | 2022/04/03 08:00 | Cape Town City FC reserver v Golden Arrows reserver | D | 0-0 |
| Sydafrika - Diski Challenge | 2022/09/25 12:00 | Kaizer Chiefs reserver v Chippa United reserver | D | 1-1 |
| Sydafrika - Diski Challenge | 2022/09/18 10:00 | Amazulu reserver v Chippa United reserver | W | 0-1 |
| Sydafrika - Diski Shield | 2022/07/16 08:00 | Chippa United reserver v Stellenbosch FC reserver | L | 0-1 |
| Sydafrika - Diski Shield | 2022/07/09 08:00 | TS Galaxy reserver v Chippa United reserver | W | 0-1 |
| Sydafrika - Diski Challenge | 2022/05/08 08:00 | Moroka Swallows reserver v Chippa United reserver | D | 1-1 |
| Sydafrika - Diski Challenge | 2022/04/24 08:00 | Cape Town City FC reserver v Chippa United reserver | W | 1-3 |
| Sydafrika - Diski Challenge | 2022/04/16 08:00 | Maritzburg United reserver v Chippa United reserver | W | 3-6 |
| Sydafrika - Diski Challenge | 2022/01/23 10:30 | Chippa United reserver v Kaizer Chiefs reserver | L | 1-4 |