Head to Head
| South Africa Supa 8 Cup | 2024/08/31 13:00 | Orlando Pirates v Cape Town City | L | 2-0 |
| South Africa Supa 8 Cup | 2024/08/28 16:00 | Cape Town City v Orlando Pirates | D | 1-1 |
| South Africa Premier | 2024/05/01 13:00 | Cape Town City v Orlando Pirates | L | 0-2 |
| South Africa Premier | 2023/08/29 17:30 | Orlando Pirates v Cape Town City | L | 2-0 |
| South Africa Premier | 2023/04/22 13:00 | Orlando Pirates v Cape Town City | L | 2-1 |
| South Africa Premier | 2023/01/07 15:30 | Cape Town City v Orlando Pirates | W | 2-1 |
| South Africa Premier | 2022/03/02 15:30 | Orlando Pirates v Cape Town City | D | 0-0 |
| South Africa Premier | 2021/10/02 15:30 | Cape Town City v Orlando Pirates | D | 1-1 |
Home History
| South Africa League Cup | 2024/11/02 13:00 | Richards Bay FC v Cape Town City | D | 0-0 |
| South Africa Premier | 2024/10/30 17:30 | Mamelodi Sundowns v Cape Town City | L | 3-0 |
| South Africa Premier | 2024/10/27 13:00 | Cape Town City v Magesi FC | D | 0-0 |
| South Africa League Cup | 2024/10/19 18:00 | Cape Town City v Royal AM FC | W | 3-0 |
| South Africa Premier | 2024/09/28 18:00 | Cape Town City v Supersport United | W | 1-0 |
| South Africa Premier | 2024/09/25 17:30 | Stellenbosch FC v Cape Town City | L | 3-0 |
| South Africa Premier | 2024/09/14 13:00 | Royal AM FC v Cape Town City | D | 1-1 |
| South Africa Supa 8 Cup | 2024/08/31 13:00 | Orlando Pirates v Cape Town City | L | 2-0 |
Away History
| South Africa Premier | 2024/11/05 17:30 | Orlando Pirates v Richards Bay FC | W | 1-0 |
| South Africa Premier | 2024/10/29 17:30 | TS Galaxy v Orlando Pirates | W | 0-2 |
| South Africa Premier | 2024/10/25 17:30 | Orlando Pirates v Amazulu | W | 2-1 |
| South Africa Premier | 2024/10/22 17:30 | Orlando Pirates v Supersport United | W | 2-0 |
| South Africa League Cup | 2024/10/19 13:00 | Orlando Pirates v Magesi FC | L | 2-3 |
| South Africa Supa 8 Cup | 2024/10/05 16:00 | Orlando Pirates v Stellenbosch FC | W | 3-1 |
| South Africa Premier | 2024/09/29 13:00 | Richards Bay FC v Orlando Pirates | W | 0-1 |
| South Africa Premier | 2024/09/24 13:00 | Orlando Pirates v Polokwane City | W | 3-0 |