| Südafrika - Diski Challenge | 2023/03/19 08:00 | Richards Bay FC - Reserve v Cape Town City FC - Reserve | W | 2-1 |
| Südafrika - Diski Challenge | 2023/01/15 09:00 | Cape Town City FC - Reserve v Richards Bay FC - Reserve | L | 1-0 |
| Südafrika - Diski Challenge | 2023/09/24 08:00 | Mamelodi Sundowns - Reserve v Richards Bay FC - Reserve | L | 3-1 |
| Südafrika - Diski Challenge | 2023/09/10 08:00 | Richards Bay FC - Reserve v Royal AM - Reserve | L | 1-2 |
| Südafrika - Diski Challenge | 2023/05/06 10:00 | Richards Bay FC - Reserve v Orlando Pirates - Reserve | D | 0-0 |
| Südafrika - Diski Challenge | 2023/05/03 08:00 | Kaizer Chiefs - Reserve v Richards Bay FC - Reserve | L | 4-1 |
| Südafrika - Diski Challenge | 2023/04/30 08:00 | Richards Bay FC - Reserve v Amazulu - Reserve | L | 0-1 |
| Südafrika - Diski Challenge | 2023/04/16 10:00 | Richards Bay FC - Reserve v Maritzburg United - Reserve | D | 0-0 |
| Südafrika - Diski Challenge | 2023/04/09 08:00 | Richards Bay FC - Reserve v Moroka Swallows - Reserve | L | 0-2 |
| Südafrika - Diski Challenge | 2023/04/01 07:00 | Golden Arrows - Reserve v Richards Bay FC - Reserve | W | 1-3 |
| Südafrika - Diski Challenge | 2023/09/17 08:00 | Cape Town City FC - Reserve v Stellenbosch FC - Reserve | W | 2-0 |
| Südafrika - Diski Challenge | 2023/09/10 08:00 | Cape Town Spurs - Reserve v Cape Town City FC - Reserve | L | 2-0 |
| Südafrika - Diski Challenge | 2023/05/13 08:00 | Mamelodi Sundowns - Reserve v Cape Town City FC - Reserve | L | 4-1 |
| Südafrika - Diski Challenge | 2023/05/07 08:00 | Cape Town City FC - Reserve v TS Galaxy - Reserve | L | 1-2 |
| Südafrika - Diski Challenge | 2023/04/30 10:00 | Kaizer Chiefs - Reserve v Cape Town City FC - Reserve | D | 2-2 |
| Südafrika - Diski Challenge | 2023/04/23 08:00 | Cape Town City FC - Reserve v Maritzburg United - Reserve | L | 0-1 |
| Südafrika - Diski Challenge | 2023/04/16 10:00 | Supersport United - Reserve v Cape Town City FC - Reserve | D | 3-3 |
| Südafrika - Diski Challenge | 2023/04/02 08:00 | Cape Town City FC - Reserve v Moroka Swallows - Reserve | W | 5-1 |