| Südafrika - Diski Challenge | 2022/10/30 08:00 | Cape Town City FC - Reserve v Supersport United - Reserve | D | 0-0 |
| Südafrika - Diski Challenge | 2022/02/06 08:00 | Cape Town City FC - Reserve v Supersport United - Reserve | W | 0-1 |
| Südafrika - Diski Challenge | 2020/02/09 08:00 | Cape Town City FC - Reserve v Supersport United - Reserve | W | 1-4 |
| Südafrika - Diski Challenge | 2019/11/24 07:59 | Supersport United - Reserve v Cape Town City FC - Reserve | W | 3-2 |
| Südafrika - Diski Challenge | 2019/03/31 09:27 | Cape Town City FC - Reserve v Supersport United - Reserve | W | 1-2 |
| Südafrika - Diski Challenge | 2018/11/25 08:00 | Cape Town City FC - Reserve v Supersport United - Reserve | L | 2-1 |
| Südafrika - Diski Challenge | 2023/04/09 08:00 | Supersport United - Reserve v Amazulu - Reserve | W | 3-0 |
| Südafrika - Diski Challenge | 2023/04/02 08:00 | Sekhukhune United - Reserve v Supersport United - Reserve | W | 1-2 |
| Südafrika - Diski Challenge | 2023/03/25 08:00 | Mamelodi Sundowns - Reserve v Supersport United - Reserve | L | 2-0 |
| Südafrika - Diski Challenge | 2023/03/19 08:00 | Supersport United - Reserve v Maritzburg United - Reserve | W | 2-1 |
| Südafrika - Diski Challenge | 2023/03/12 08:00 | Supersport United - Reserve v Chippa United - Reserve | W | 5-2 |
| Südafrika - Diski Challenge | 2023/03/04 08:00 | Orlando Pirates - Reserve v Supersport United - Reserve | W | 0-2 |
| Südafrika - Diski Challenge | 2023/02/18 08:00 | TS Galaxy - Reserve v Supersport United - Reserve | W | 0-4 |
| Südafrika - Diski Challenge | 2023/02/11 09:00 | Supersport United - Reserve v Richards Bay FC - Reserve | W | 3-0 |
| Südafrika - Diski Challenge | 2023/04/02 08:00 | Cape Town City FC - Reserve v Moroka Swallows - Reserve | W | 5-1 |
| Südafrika - Diski Challenge | 2023/03/26 07:00 | Cape Town City FC - Reserve v Stellenbosch FC - Reserve | W | 3-2 |
| Südafrika - Diski Challenge | 2023/03/19 08:00 | Richards Bay FC - Reserve v Cape Town City FC - Reserve | L | 2-1 |
| Südafrika - Diski Challenge | 2023/03/12 08:00 | Cape Town City FC - Reserve v Orlando Pirates - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2023/03/05 08:00 | Cape Town City FC - Reserve v Royal AM - Reserve | W | 1-0 |
| Südafrika - Diski Challenge | 2023/02/26 08:00 | Amazulu - Reserve v Cape Town City FC - Reserve | W | 0-1 |
| Südafrika - Diski Challenge | 2023/02/19 08:00 | Cape Town City FC - Reserve v Marumo Gallants - Reserve | D | 0-0 |
| Südafrika - Diski Challenge | 2023/02/11 09:00 | Golden Arrows - Reserve v Cape Town City FC - Reserve | L | 3-2 |