Head to Head
| Zimbabwe Super Cup | 2021/09/30 11:00 | Highlanders FC v Bulawayo Chiefs FC | D | 1-1 |
| Zimbabwe Cup | 2021/05/23 11:02 | Highlanders FC v Bulawayo Chiefs FC | L | 1-0 |
| Zimbabwe Premier Soccer League | 2019/12/11 13:00 | Highlanders FC v Bulawayo Chiefs FC | W | 0-1 |
| Zimbabwe Premier Soccer League | 2019/09/25 13:00 | Bulawayo Chiefs FC v Highlanders FC | L | 1-3 |
| Zimbabwe Premier Soccer League | 2018/11/18 13:00 | Bulawayo Chiefs FC v Highlanders FC | L | 2-3 |
| Zimbabwe Premier Soccer League | 2018/06/10 13:00 | Highlanders FC v Bulawayo Chiefs FC | W | 0-1 |
Home History
| Zimbabwe Premier Soccer League | 2021/11/26 13:00 | Cranborne Bullets FC v Bulawayo Chiefs FC | D | 0-0 |
| Zimbabwe Premier Soccer League | 2021/11/07 13:00 | Bulawayo Chiefs FC v Triangle United | W | 1-0 |
| Zimbabwe Super Cup | 2021/09/30 11:00 | Highlanders FC v Bulawayo Chiefs FC | D | 1-1 |
| Zimbabwe Super Cup | 2021/06/05 13:00 | Bulawayo Chiefs FC v Chicken Inn FC | L | 0-2 |
| Zimbabwe Super Cup | 2021/05/29 09:00 | Bulawayo City FC v Bulawayo Chiefs FC | D | 2-2 |
| Zimbabwe Cup | 2021/05/23 11:02 | Highlanders FC v Bulawayo Chiefs FC | L | 1-0 |
| Zimbabwe Premier Soccer League | 2019/12/14 13:00 | Bulawayo Chiefs FC v Herentals FC | L | 0-1 |
| Zimbabwe Premier Soccer League | 2019/12/11 13:00 | Highlanders FC v Bulawayo Chiefs FC | W | 0-1 |
Away 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 |
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