[6] Supersport United 3-3 Cape Town City [9] 2019-06-09 16:15
Stadium: Lucas Moripe Stadium Round: 1
Home Manager: Kaitano Tembo Away Manager: Benni McCarthy
Head to Head
| South Africa Cup | 2019/01/26 18:15 | Cape Town City v Supersport United | L | 2-0 |
| South Africa Premier | 2019/01/05 18:15 | Supersport United v Cape Town City | L | 0-1 |
| South Africa Supa 8 Cup | 2018/09/29 17:00 | Supersport United v Cape Town City | L | 1-4 |
| South Africa Premier | 2018/08/04 16:00 | Cape Town City v Supersport United | L | 2-0 |
| South Africa Premier | 2018/04/14 18:15 | Cape Town City v Supersport United | D | 0-0 |
| South Africa Premier | 2017/12/09 13:30 | Supersport United v Cape Town City | D | 1-1 |
| South Africa Supa 8 Cup | 2017/10/14 17:00 | Cape Town City v Supersport United | W | 3-5 |
| South Africa Premier | 2017/05/09 17:30 | Supersport United v Cape Town City | W | 4-2 |
Home History
| South Africa Premier | 2019/05/11 13:00 | Supersport United v Highlands Park | L | 0-2 |
| South Africa Premier | 2019/05/04 13:00 | Maritzburg Utd v Supersport United | L | 3-1 |
| South Africa Premier | 2019/04/27 16:00 | Supersport United v Bidvest Wits | D | 1-1 |
| South Africa Premier | 2019/04/24 17:30 | Amazulu v Supersport United | L | 2-0 |
| South Africa Premier | 2019/04/17 17:30 | Mamelodi Sundowns v Supersport United | W | 0-2 |
| South Africa Premier | 2019/04/13 18:15 | Supersport United v Polokwane City | D | 0-0 |
| South Africa Premier | 2019/03/15 18:00 | Supersport United v Kaizer Chiefs | D | 1-1 |
| South Africa Premier | 2019/03/10 13:30 | Supersport United v Free State Stars | W | 1-0 |
Away History
| South Africa Premier | 2019/05/11 13:00 | Black Leopards v Cape Town City | L | 1-0 |
| South Africa Premier | 2019/05/04 13:00 | Cape Town City v Orlando Pirates | D | 2-2 |
| South Africa Premier | 2019/04/26 18:00 | Chippa United v Cape Town City | W | 0-2 |
| South Africa Premier | 2019/04/23 17:30 | Cape Town City v Highlands Park | D | 1-1 |
| South Africa Premier | 2019/04/14 13:00 | Bloem Celtic v Cape Town City | W | 0-3 |
| South Africa Premier | 2019/04/06 13:00 | Golden Arrows v Cape Town City | L | 1-0 |
| South Africa Cup | 2019/03/31 13:00 | Kaizer Chiefs v Cape Town City | L | 2-0 |
| South Africa Premier | 2019/03/15 18:00 | Cape Town City v Polokwane City | D | 0-0 |