[13] Highlands Park 2-2 Free State Stars [14] 2016-10-30 13:30
Weather: Sunny Stadium: Balfour Park Stadium Pitch: Excellent Round: 1
Home History
| South Africa League Cup | 2016/10/21 18:00 | Highlands Park v Chippa United | W | 2-0 |
| South Africa Premier | 2016/10/16 13:30 | Supersport United v Highlands Park | L | 4-1 |
| South Africa Premier | 2016/09/27 17:30 | Highlands Park v Cape Town City | D | 1-1 |
| South Africa Premier | 2016/09/24 13:00 | Polokwane City v Highlands Park | L | 3-2 |
| South Africa Premier | 2016/09/21 17:30 | Highlands Park v Kaizer Chiefs | L | 0-1 |
| South Africa Premier | 2016/09/13 17:30 | Highlands Park v Baroka FC | W | 2-1 |
| South Africa Play-Offs | 2016/06/22 13:00 | Pretoria University v Highlands Park | D | 0-0 |
| South Africa Play-Offs | 2016/06/15 13:00 | Highlands Park v Mbombela United | W | 2-0 |
Away History
| South Africa League Cup | 2016/10/22 13:00 | Free State Stars v Bidvest Wits | W | 3-1 |
| South Africa Premier | 2016/10/15 13:30 | Free State Stars v Maritzburg Utd | D | 1-1 |
| South Africa Premier | 2016/09/28 17:30 | Free State Stars v Kaizer Chiefs | L | 0-2 |
| South Africa Premier | 2016/09/24 18:15 | Supersport United v Free State Stars | D | 0-0 |
| South Africa Premier | 2016/09/21 16:00 | Free State Stars v Golden Arrows | L | 0-1 |
| South Africa Premier | 2016/09/14 17:30 | Free State Stars v Bloem Celtic | D | 0-0 |
| South Africa Premier | 2016/08/23 17:30 | Chippa United v Free State Stars | L | 2-1 |
| South Africa Premier | 2016/05/21 13:00 | Black Aces v Free State Stars | L | 1-0 |