[8] Highlands Park 0-2 Supersport United [5] 2020-02-19 05:30
Stadium: Makhulong Stadium Round: 1
Referee: Luxolo Badi Home Manager: Owen Da Gama Away Manager: Kaitano Tembo
Head to Head
| South Africa Premier | 2019/12/06 18:00 | Supersport United v Highlands Park | L | 2-0 |
| South Africa Supa 8 Cup | 2019/10/05 16:00 | Highlands Park v Supersport United | L | 0-1 |
| South Africa Premier | 2019/05/11 13:00 | Supersport United v Highlands Park | W | 0-2 |
| 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 | L | 0-1 |
| South Africa Premier | 2016/10/16 13:30 | Supersport United v Highlands Park | L | 4-1 |
Home History
| South Africa Premier | 2020/02/15 13:30 | Highlands Park v Bloem Celtic | W | 2-0 |
| South Africa Cup | 2020/02/08 18:15 | Highlands Park v UTHONGATHI FC | W | 2-0 |
| South Africa Premier | 2020/02/01 18:15 | Highlands Park v Baroka FC | W | 1-0 |
| South Africa Premier | 2020/01/18 16:00 | Orlando Pirates v Highlands Park | L | 3-1 |
| South Africa Premier | 2020/01/11 13:30 | Highlands Park v Stellenbosch FC | L | 1-4 |
| South Africa Premier | 2020/01/08 17:30 | Kaizer Chiefs v Highlands Park | L | 3-0 |
| South Africa Premier | 2020/01/05 13:30 | Highlands Park v Black Leopards | W | 2-1 |
| South Africa Premier | 2019/12/21 13:30 | Highlands Park v Golden Arrows | W | 2-0 |
Away History
| South Africa Premier | 2020/02/14 18:00 | Stellenbosch FC v Supersport United | L | 1-0 |
| South Africa Cup | 2020/02/08 18:15 | Mamelodi Sundowns v Supersport United | L | 1-0 |
| South Africa Premier | 2020/02/01 13:30 | Golden Arrows v Supersport United | L | 1-0 |
| South Africa Premier | 2020/01/24 18:00 | Supersport United v Chippa United | W | 3-0 |
| South Africa Premier | 2020/01/19 13:30 | Supersport United v Mamelodi Sundowns | L | 1-2 |
| South Africa Premier | 2020/01/12 13:30 | Amazulu v Supersport United | W | 0-2 |
| South Africa Premier | 2020/01/08 17:30 | Supersport United v Maritzburg Utd | D | 2-2 |
| South Africa Premier | 2020/01/04 16:00 | Supersport United v Kaizer Chiefs | W | 2-1 |