Head to Head
| South Africa Premier | 2016/09/27 17:30 | Highlands Park v Cape Town City | D | 1-1 |
Home History
| South Africa Premier | 2016/12/21 17:30 | Free State Stars v Cape Town City | L | 1-0 |
| South Africa Premier | 2016/12/16 16:00 | Cape Town City v Supersport United | D | 1-1 |
| South Africa Premier | 2016/12/13 17:30 | Cape Town City v Platinum Stars | L | 0-4 |
| South Africa League Cup | 2016/12/10 15:00 | Supersport United v Cape Town City | W | 1-2 |
| South Africa Premier | 2016/12/02 18:00 | Bidvest Wits v Cape Town City | W | 2-3 |
| South Africa Premier | 2016/11/29 17:30 | Kaizer Chiefs v Cape Town City | D | 1-1 |
| South Africa League Cup | 2016/11/26 12:00 | Cape Town City v Free State Stars | W | 4-1 |
| South Africa Premier | 2016/11/22 17:30 | Cape Town City v Maritzburg Utd | W | 3-2 |
Away History
| South Africa Premier | 2016/12/20 17:30 | Highlands Park v Platinum Stars | D | 2-2 |
| South Africa Premier | 2016/12/17 13:30 | Chippa United v Highlands Park | L | 2-0 |
| South Africa Premier | 2016/12/14 17:30 | Highlands Park v Cape Town Spurs | W | 2-1 |
| South Africa Premier | 2016/12/07 17:30 | Highlands Park v Bloem Celtic | D | 1-1 |
| South Africa Premier | 2016/12/03 18:15 | Orlando Pirates v Highlands Park | D | 2-2 |
| South Africa Premier | 2016/11/27 13:30 | Mamelodi Sundowns v Highlands Park | L | 5-0 |
| South Africa Premier | 2016/11/23 17:30 | Bidvest Wits v Highlands Park | D | 2-2 |
| South Africa Premier | 2016/11/20 13:30 | Highlands Park v Golden Arrows | L | 0-1 |