[8] Highlands Park 0-2 Supersport United [5] 2020-03-08 13:30
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 |