[7] Highlands Park 2-1 Black Leopards [12] 2020-01-05 13:30
Stadium: Makhulong Stadium Round: 1
Referee: Victor Miguel De Freitas Gomes Home Manager: Owen Da Gama Away Manager: Luc Eymael
Head to Head
| South Africa League Cup | 2019/10/20 13:00 | Highlands Park v Black Leopards | W | 6-5 |
| South Africa Premier | 2019/08/24 13:00 | Black Leopards v Highlands Park | D | 1-1 |
| South Africa Premier | 2019/02/24 13:30 | Black Leopards v Highlands Park | D | 0-0 |
| South Africa Premier | 2018/08/09 13:00 | Highlands Park v Black Leopards | D | 2-2 |
| South Africa National Div 1 | 2018/04/29 13:00 | Highlands Park v Black Leopards | W | 2-1 |
| South Africa National Div 1 | 2017/10/28 13:30 | Black Leopards v Highlands Park | W | 0-1 |
| South Africa National Div 1 | 2016/05/07 13:00 | Highlands Park v Black Leopards | W | 2-0 |
| South Africa National Div 1 | 2015/10/28 13:30 | Black Leopards v Highlands Park | W | 0-1 |
Home History
| South Africa Premier | 2019/12/21 13:30 | Highlands Park v Golden Arrows | W | 2-0 |
| South Africa Premier | 2019/12/06 18:00 | Supersport United v Highlands Park | L | 2-0 |
| South Africa Premier | 2019/11/30 16:00 | Cape Town City v Highlands Park | D | 0-0 |
| South Africa Premier | 2019/11/26 17:30 | Highlands Park v Bidvest Wits | D | 1-1 |
| South Africa Premier | 2019/11/09 13:30 | Stellenbosch FC v Highlands Park | D | 0-0 |
| South Africa Premier | 2019/11/05 17:30 | Bloem Celtic v Highlands Park | L | 3-1 |
| South Africa League Cup | 2019/11/01 18:00 | Maritzburg Utd v Highlands Park | L | 5-4 |
| South Africa Premier | 2019/10/29 17:30 | Highlands Park v Orlando Pirates | L | 0-1 |
Away History
| South Africa Premier | 2019/12/21 13:30 | Orlando Pirates v Black Leopards | L | 3-1 |
| South Africa Premier | 2019/12/07 13:30 | Black Leopards v Amazulu | D | 0-0 |
| South Africa Premier | 2019/11/30 16:00 | Black Leopards v Golden Arrows | W | 2-1 |
| South Africa Premier | 2019/11/27 17:30 | Chippa United v Black Leopards | L | 3-0 |
| South Africa Premier | 2019/11/10 13:30 | Black Leopards v Cape Town City | W | 2-1 |
| South Africa Premier | 2019/10/25 18:00 | Supersport United v Black Leopards | D | 2-2 |
| South Africa League Cup | 2019/10/20 13:00 | Highlands Park v Black Leopards | L | 6-5 |
| South Africa Premier | 2019/10/02 17:30 | Black Leopards v Mamelodi Sundowns | L | 1-2 |