[6] Cape Town City 0-3 Stellenbosch FC [3] 2021-09-18 15:00
Stadium: Cape Town Stadium Round: 1
Referee: Tinyiko Victor Hlungwani Home Manager: Eric Tinkler Away Manager: Steve Barker
Head to Head
| South Africa Premier | 2021/03/06 13:00 | Cape Town City v Stellenbosch FC | L | 1-2 |
| South Africa Premier | 2020/12/15 17:30 | Stellenbosch FC v Cape Town City | W | 1-2 |
| South Africa Premier | 2020/08/20 16:00 | Stellenbosch FC v Cape Town City | L | 1-0 |
| South Africa Premier | 2019/08/10 16:00 | Cape Town City v Stellenbosch FC | W | 1-0 |
Home History
| South Africa Supa 8 Cup | 2021/08/29 13:00 | Cape Town City v Moroka Swallows | D | 0-0 |
| South Africa Premier | 2021/08/25 15:00 | Royal AM FC v Cape Town City | W | 1-2 |
| South Africa Premier | 2021/08/21 15:00 | Cape Town City v Supersport United | D | 0-0 |
| South Africa Supa 8 Cup | 2021/08/15 16:00 | Amazulu v Cape Town City | W | 1-2 |
| South Africa Premier | 2021/06/05 13:00 | Mamelodi Sundowns v Cape Town City | L | 3-0 |
| South Africa Premier | 2021/06/02 15:00 | Cape Town City v Black Leopards | W | 3-1 |
| South Africa Premier | 2021/05/19 15:00 | Cape Town City v Maritzburg Utd | D | 0-0 |
| South Africa Premier | 2021/05/12 13:00 | Bloem Celtic v Cape Town City | D | 0-0 |
Away History
| South Africa Premier | 2021/09/11 15:00 | Sekhukhune United FC v Stellenbosch FC | D | 1-1 |
| South Africa Premier | 2021/08/25 15:00 | Stellenbosch FC v TS Galaxy | W | 1-0 |
| South Africa Premier | 2021/08/21 13:00 | Orlando Pirates v Stellenbosch FC | D | 2-2 |
| South Africa Premier | 2021/06/05 13:00 | Golden Arrows v Stellenbosch FC | D | 0-0 |
| South Africa Premier | 2021/06/02 15:00 | Stellenbosch FC v TS Galaxy | D | 0-0 |
| South Africa Premier | 2021/05/18 13:00 | Moroka Swallows v Stellenbosch FC | D | 0-0 |
| South Africa Premier | 2021/05/11 13:00 | Stellenbosch FC v Orlando Pirates | D | 0-0 |
| South Africa Premier | 2021/05/01 13:00 | Chippa United v Stellenbosch FC | L | 1-0 |