Head to Head
| Südafrika - Diski Challenge | 2023/03/12 08:00 | Cape Town City FC - Reserve v Orlando Pirates - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2022/09/24 10:00 | Orlando Pirates - Reserve v Cape Town City FC - Reserve | L | 0-2 |
| Südafrika - Diski Challenge | 2020/01/19 08:04 | Cape Town City FC - Reserve v Orlando Pirates - Reserve | W | 0-1 |
| Südafrika - Diski Challenge | 2019/09/28 07:58 | Orlando Pirates - Reserve v Cape Town City FC - Reserve | L | 2-3 |
Home History
| Südafrika - Diski Challenge | 2024/04/21 07:30 | Chippa United - Reserve v Orlando Pirates - Reserve | W | 0-1 |
| Südafrika - Diski Challenge | 2024/04/14 08:00 | Orlando Pirates - Reserve v Stellenbosch FC - Reserve | L | 0-1 |
| Südafrika - Diski Challenge | 2024/04/06 10:00 | Moroka Swallows - Reserve v Orlando Pirates - Reserve | W | 0-4 |
| Südafrika - Diski Challenge | 2024/03/30 10:00 | Sekhukhune United - Reserve v Orlando Pirates - Reserve | D | 0-0 |
| Südafrika - Diski Challenge | 2024/03/24 13:00 | Orlando Pirates - Reserve v Kaizer Chiefs - Reserve | L | 0-2 |
| Südafrika - Diski Challenge | 2024/03/10 08:00 | Cape Town Spurs - Reserve v Orlando Pirates - Reserve | L | 2-1 |
| Südafrika - Diski Challenge | 2024/02/24 10:00 | Royal AM - Reserve v Orlando Pirates - Reserve | W | 3-5 |
| Südafrika - Diski Challenge | 2024/02/11 12:00 | Mamelodi Sundowns - Reserve v Orlando Pirates - Reserve | L | 1-0 |
Away History
| Südafrika - Diski Challenge | 2024/04/28 08:00 | Cape Town City FC - Reserve v Cape Town Spurs - Reserve | W | 3-1 |
| Südafrika - Diski Challenge | 2024/04/21 10:00 | Stellenbosch FC - Reserve v Cape Town City FC - Reserve | L | 4-0 |
| Südafrika - Diski Challenge | 2024/04/13 08:00 | Golden Arrows - Reserve v Cape Town City FC - Reserve | W | 1-2 |
| Südafrika - Diski Challenge | 2024/04/07 08:00 | Cape Town City FC - Reserve v Royal AM - Reserve | W | 8-0 |
| Südafrika - Diski Challenge | 2024/03/30 08:00 | Supersport United - Reserve v Cape Town City FC - Reserve | L | 1-0 |
| Südafrika - Diski Challenge | 2024/03/24 08:00 | Cape Town City FC - Reserve v Chippa United - Reserve | W | 4-1 |
| Südafrika - Diski Challenge | 2024/03/17 08:00 | Amazulu - Reserve v Cape Town City FC - Reserve | L | 3-2 |
| Südafrika - Diski Challenge | 2024/03/10 08:00 | Cape Town City FC - Reserve v Polokwane City - Reserve | W | 6-1 |