| Südafrika - Diski Challenge | 2023/09/30 08:00 | Richards Bay FC - Reserve v Cape Town City FC - Reserve | L | 3-1 |
| Südafrika - Diski Challenge | 2023/03/19 08:00 | Richards Bay FC - Reserve v Cape Town City FC - Reserve | L | 2-1 |
| Südafrika - Diski Challenge | 2023/01/15 09:00 | Cape Town City FC - Reserve v Richards Bay FC - Reserve | W | 1-0 |
| Südafrika - Diski Challenge | 2024/02/10 08:00 | Moroka Swallows - Reserve v Cape Town City FC - Reserve | D | 0-0 |
| Südafrika - Diski Challenge | 2024/02/04 08:00 | Cape Town City FC - Reserve v TS Galaxy - Reserve | W | 3-0 |
| Südafrika - Diski Challenge | 2024/01/28 09:00 | Cape Town City FC - Reserve v Mamelodi Sundowns - Reserve | L | 0-2 |
| Südafrika - Diski Challenge | 2024/01/21 11:00 | Royal AM - Reserve v Cape Town City FC - Reserve | W | 3-4 |
| Südafrika - Diski Challenge | 2024/01/14 08:00 | Cape Town City FC - Reserve v Golden Arrows - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2023/11/26 08:00 | Cape Town City FC - Reserve v Moroka Swallows - Reserve | W | 4-1 |
| Südafrika - Diski Challenge | 2023/11/19 10:00 | Kaizer Chiefs - Reserve v Cape Town City FC - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2023/11/12 08:00 | Sekhukhune United - Reserve v Cape Town City FC - Reserve | L | 3-1 |
| Südafrika - Diski Challenge | 2024/02/10 08:00 | Richards Bay FC - Reserve v Chippa United - Reserve | L | 1-3 |
| Südafrika - Diski Challenge | 2024/02/03 11:00 | Polokwane City - Reserve v Richards Bay FC - Reserve | W | 0-4 |
| Südafrika - Diski Challenge | 2024/01/28 10:00 | Richards Bay FC - Reserve v Moroka Swallows - Reserve | W | 2-1 |
| Südafrika - Diski Challenge | 2024/01/14 08:00 | Cape Town Spurs - Reserve v Richards Bay FC - Reserve | W | 1-2 |
| Südafrika - Diski Challenge | 2023/11/26 10:00 | Richards Bay FC - Reserve v Amazulu - Reserve | W | 1-0 |
| Südafrika - Diski Challenge | 2023/11/18 10:00 | TS Galaxy - Reserve v Richards Bay FC - Reserve | D | 2-2 |
| Südafrika - Diski Challenge | 2023/11/11 08:00 | Richards Bay FC - Reserve v Polokwane City - Reserve | W | 5-3 |
| Südafrika - Diski Challenge | 2023/11/04 08:00 | Kaizer Chiefs - Reserve v Richards Bay FC - Reserve | D | 0-0 |