Head to Head
| Zimbabwe Premier Soccer League | 2019/08/25 13:00 | Highlanders FC v Harare City | L | 0-1 |
| Zimbabwe Premier Soccer League | 2019/04/13 13:00 | Harare City v Highlanders FC | L | 3-1 |
| Zimbabwe Premier Soccer League | 2018/11/04 13:00 | Highlanders FC v Harare City | W | 2-0 |
| Zimbabwe Premier Soccer League | 2018/06/02 13:00 | Harare City v Highlanders FC | W | 1-2 |
| Zimbabwe Cup | 2017/09/24 12:58 | Highlanders FC v Harare City | L | 1-2 |
| Zimbabwe Premier Soccer League | 2017/08/06 12:57 | Highlanders FC v Harare City | D | 0-0 |
Home History
| Zimbabwe Premier Soccer League | 2021/12/19 13:00 | Manica Diamonds FC v Highlanders FC | L | 1-0 |
| Zimbabwe Premier Soccer League | 2021/11/28 13:00 | Highlanders FC v Ngezi Platinum FC | D | 0-0 |
| Zimbabwe Premier Soccer League | 2021/11/06 13:00 | Black Rhinos FC v Highlanders FC | L | 2-0 |
| Zimbabwe Cup | 2021/10/30 13:00 | FC Platinum v Highlanders FC | L | 1-0 |
| Zimbabwe Super Cup | 2021/09/30 11:00 | Highlanders FC v Bulawayo Chiefs FC | D | 1-1 |
| Zimbabwe Super Cup | 2021/06/06 11:00 | Highlanders FC v Bulawayo City FC | W | 1-0 |
| Zimbabwe Super Cup | 2021/05/30 11:00 | Chicken Inn FC v Highlanders FC | D | 0-0 |
| Zimbabwe Cup | 2021/05/23 11:02 | Highlanders FC v Bulawayo Chiefs FC | W | 1-0 |
Away History
| Zimbabwe Premier Soccer League | 2021/12/17 13:00 | Harare City v Yadah FC | D | 1-1 |
| Zimbabwe Premier Soccer League | 2021/11/28 13:00 | CAPS United v Harare City | D | 0-0 |
| Zimbabwe Premier Soccer League | 2021/11/05 13:00 | Harare City v Herentals FC | L | 0-1 |
| Zimbabwe Cup | 2021/10/17 09:00 | Herentals FC v Harare City | L | 3-0 |
| Zimbabwe Cup | 2021/10/10 09:00 | ZPC Kariba FC v Harare City | D | 1-1 |
| Zimbabwe Super Cup | 2021/09/30 13:00 | Harare City v CAPS United | W | 1-0 |
| Zimbabwe Cup | 2021/06/05 09:00 | Harare City v Herentals FC | W | 2-1 |
| Zimbabwe Super Cup | 2021/06/02 09:00 | Harare City v Yadah FC | D | 0-0 |
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