[6] Supersport United 0-2 Highlands Park [8] 2019-05-11 13:00
Stadium: Lucas Moripe Stadium Round: 1
Referee: Jelly Chavani Home Manager: Kaitano Tembo Away Manager: Owen Da Gama
Head to Head
| South Africa Premier | 2018/12/23 13:30 | Highlands Park v Supersport United | D | 1-1 |
| South Africa Premier | 2017/02/25 18:15 | Highlands Park v Supersport United | W | 0-1 |
| South Africa Premier | 2016/10/16 13:30 | Supersport United v Highlands Park | W | 4-1 |
Home History
| 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 |
| South Africa Premier | 2019/03/03 13:30 | Chippa United v Supersport United | W | 0-1 |
Away History
| South Africa Premier | 2019/05/04 13:00 | Highlands Park v Bloem Celtic | W | 1-0 |
| South Africa Premier | 2019/04/27 13:00 | Highlands Park v Polokwane City | L | 0-2 |
| South Africa Premier | 2019/04/23 17:30 | Cape Town City v Highlands Park | D | 1-1 |
| South Africa Premier | 2019/04/17 17:30 | Highlands Park v Free State Stars | D | 1-1 |
| South Africa Premier | 2019/04/13 13:00 | Highlands Park v Maritzburg Utd | W | 1-0 |
| South Africa Premier | 2019/03/17 13:30 | Chippa United v Highlands Park | D | 1-1 |
| South Africa Premier | 2019/03/09 13:30 | Highlands Park v Baroka FC | W | 2-1 |
| South Africa Premier | 2019/03/02 16:00 | Kaizer Chiefs v Highlands Park | L | 3-2 |