Head to Head
| 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 | 2019/08/18 13:00 | CAPS United v Highlanders FC | L | 2-1 |
| Zimbabwe Premier Soccer League | 2019/08/10 11:00 | Highlanders FC v Black Rhinos FC | W | 1-0 |
| Zimbabwe Premier Soccer League | 2019/08/07 13:00 | Highlanders FC v Chapungu FC | W | 1-0 |
| Zimbabwe Premier Soccer League | 2019/07/21 13:00 | Manica Diamonds FC v Highlanders FC | D | 1-1 |
| Zimbabwe Premier Soccer League | 2019/07/14 12:00 | Highlanders FC v FC Platinum | D | 1-1 |
| Zimbabwe Premier Soccer League | 2019/07/06 12:00 | Ngezi Platinum FC v Highlanders FC | D | 1-1 |
| Zimbabwe Premier Soccer League | 2019/06/16 13:00 | Highlanders FC v Dynamos FC | W | 1-0 |
| Zimbabwe Premier Soccer League | 2019/06/08 13:00 | Yadah FC v Highlanders FC | L | 1-0 |
Away History
| Zimbabwe Premier Soccer League | 2019/08/17 13:00 | Harare City v Manica Diamonds FC | L | 1-2 |
| Zimbabwe Premier Soccer League | 2019/08/14 13:00 | FC Platinum v Harare City | L | 2-0 |
| Zimbabwe Premier Soccer League | 2019/08/03 13:00 | Ngezi Platinum FC v Harare City | L | 2-0 |
| Zimbabwe Premier Soccer League | 2019/07/27 13:00 | Harare City v Dynamos FC | L | 0-1 |
| Zimbabwe Premier Soccer League | 2019/07/20 13:00 | Yadah FC v Harare City | D | 1-1 |
| Zimbabwe Premier Soccer League | 2019/07/13 12:00 | Harare City v ZPC Kariba FC | D | 0-0 |
| Zimbabwe Premier Soccer League | 2019/07/07 12:00 | Telone FC v Harare City | D | 1-1 |
| Zimbabwe Premier Soccer League | 2019/06/15 13:00 | Harare City v Herentals FC | L | 1-2 |