[3] Mamelodi Sundowns 1-0 Highlands Park [5] 2019-10-23 17:30
Stadium: Loftus Versfeld Stadium Round: 1
Home Manager: Pitso Mosimane Away Manager: Owen Da Gama
Head to Head
| South Africa Premier | 2019/01/22 17:30 | Highlands Park v Mamelodi Sundowns | W | 1-2 |
| South Africa Premier | 2018/08/22 17:30 | Mamelodi Sundowns v Highlands Park | D | 0-0 |
| South Africa Premier | 2017/05/27 13:00 | Highlands Park v Mamelodi Sundowns | D | 2-2 |
| South Africa Premier | 2016/11/27 13:30 | Mamelodi Sundowns v Highlands Park | W | 5-0 |
| South Africa Cup | 2016/03/06 13:00 | Highlands Park v Mamelodi Sundowns | W | 0-1 |
Home History
| South Africa League Cup | 2019/10/20 13:00 | Mamelodi Sundowns v Amazulu | W | 5-0 |
| Club Friendly List | 2019/10/12 14:00 | Kaizer Chiefs v Mamelodi Sundowns | L | 4-2 |
| South Africa Premier | 2019/10/02 17:30 | Black Leopards v Mamelodi Sundowns | W | 1-2 |
| CAF Champions League | 2019/09/27 17:00 | Mamelodi Sundowns v Cote D'or FC | W | 11-1 |
| South Africa Premier | 2019/09/21 16:00 | Mamelodi Sundowns v Maritzburg Utd | W | 2-1 |
| South Africa Supa 8 Cup | 2019/09/18 17:30 | Mamelodi Sundowns v Supersport United | L | 0-2 |
| CAF Champions League | 2019/09/14 12:00 | Cote D'or FC v Mamelodi Sundowns | W | 0-5 |
| South Africa Supa 8 Cup | 2019/09/01 13:00 | Supersport United v Mamelodi Sundowns | D | 1-1 |
Away History
| South Africa League Cup | 2019/10/20 13:00 | Highlands Park v Black Leopards | W | 6-5 |
| South Africa Supa 8 Cup | 2019/10/05 16:00 | Highlands Park v Supersport United | L | 0-1 |
| South Africa Premier | 2019/09/29 13:00 | Highlands Park v Polokwane City | W | 2-0 |
| South Africa Premier | 2019/09/22 13:00 | Baroka FC v Highlands Park | W | 1-2 |
| South Africa Supa 8 Cup | 2019/09/17 17:30 | Highlands Park v Polokwane City | W | 4-3 |
| South Africa Supa 8 Cup | 2019/08/31 13:00 | Polokwane City v Highlands Park | D | 0-0 |
| South Africa Premier | 2019/08/27 17:30 | Highlands Park v Amazulu | W | 2-1 |
| South Africa Premier | 2019/08/24 13:00 | Black Leopards v Highlands Park | D | 1-1 |