[6] Supersport United 3-3 Cape Town City [9] 2019-09-14 18:15
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 Supa 8 Cup | 2019/09/01 13:00 | Supersport United v Mamelodi Sundowns | D | 1-1 |
| South Africa Premier | 2019/08/28 17:30 | Baroka FC v Supersport United | W | 0-2 |
| South Africa Premier | 2019/08/24 16:00 | Kaizer Chiefs v Supersport United | D | 1-1 |
| South Africa Supa 8 Cup | 2019/08/18 13:00 | Bidvest Wits v Supersport United | W | 0-3 |
| South Africa Premier | 2019/08/14 17:30 | Supersport United v Orlando Pirates | W | 3-0 |
| South Africa Premier | 2019/08/03 13:00 | Mamelodi Sundowns v Supersport United | L | 2-0 |
| 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 |
Away History
| South Africa Premier | 2019/08/27 17:30 | Cape Town City v Kaizer Chiefs | L | 1-2 |
| South Africa Premier | 2019/08/20 17:30 | Mamelodi Sundowns v Cape Town City | D | 1-1 |
| South Africa Supa 8 Cup | 2019/08/17 13:00 | Cape Town City v Polokwane City | L | 0-2 |
| South Africa Premier | 2019/08/10 16:00 | Cape Town City v Stellenbosch FC | W | 1-0 |
| South Africa Premier | 2019/08/03 13:00 | Baroka FC v Cape Town City | D | 2-2 |
| 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 |