| Zimbabwe Premier Soccer League | 2022/05/08 13:00 | Bulawayo Chiefs FC v Highlanders FC | D | 2-2 |
| Zimbabwe Premier Soccer League | 2022/02/27 13:00 | Bulawayo Chiefs FC v Highlanders FC | L | 1-0 |
| 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 | W | 1-0 |
| Zimbabwe Premier Soccer League | 2019/12/11 13:00 | Highlanders FC v Bulawayo Chiefs FC | L | 0-1 |
| Zimbabwe Premier Soccer League | 2019/09/25 13:00 | Bulawayo Chiefs FC v Highlanders FC | W | 1-3 |
| Zimbabwe Premier Soccer League | 2018/11/18 13:00 | Bulawayo Chiefs FC v Highlanders FC | W | 2-3 |
| Zimbabwe Premier Soccer League | 2018/06/10 13:00 | Highlanders FC v Bulawayo Chiefs FC | L | 0-1 |
| Zimbabwe Premier Soccer League | 2022/07/10 13:00 | Highlanders FC v Manica Diamonds FC | W | 3-0 |
| Zimbabwe Premier Soccer League | 2022/07/03 13:00 | Ngezi Platinum FC v Highlanders FC | D | 1-1 |
| Zimbabwe Premier Soccer League | 2022/06/26 13:00 | Highlanders FC v Black Rhinos FC | W | 3-2 |
| Zimbabwe Premier Soccer League | 2022/06/05 13:00 | Highlanders FC v Harare City | W | 1-0 |
| Zimbabwe Premier Soccer League | 2022/05/28 11:00 | ZPC Kariba FC v Highlanders FC | D | 0-0 |
| Zimbabwe Premier Soccer League | 2022/05/08 13:00 | Bulawayo Chiefs FC v Highlanders FC | D | 2-2 |
| Zimbabwe Premier Soccer League | 2022/05/01 13:00 | Highlanders FC v Chicken Inn FC | D | 1-1 |
| Zimbabwe Premier Soccer League | 2022/04/23 13:00 | FC Platinum v Highlanders FC | L | 3-0 |
| Zimbabwe Premier Soccer League | 2022/07/09 13:00 | FC Platinum v Bulawayo Chiefs FC | L | 1-0 |
| Zimbabwe Premier Soccer League | 2022/07/03 13:00 | Bulawayo Chiefs FC v Cranborne Bullets FC | L | 0-1 |
| Zimbabwe Premier Soccer League | 2022/06/26 13:00 | Triangle United v Bulawayo Chiefs FC | D | 2-2 |
| Zimbabwe Premier Soccer League | 2022/06/03 13:00 | Yadah FC v Bulawayo Chiefs FC | W | 0-1 |
| Zimbabwe Premier Soccer League | 2022/05/29 13:00 | Bulawayo Chiefs FC v CAPS United | W | 2-0 |
| Zimbabwe Premier Soccer League | 2022/05/14 13:00 | Herentals FC v Bulawayo Chiefs FC | D | 1-1 |
| Zimbabwe Premier Soccer League | 2022/05/08 13:00 | Bulawayo Chiefs FC v Highlanders FC | D | 2-2 |
| Zimbabwe Premier Soccer League | 2022/04/30 13:00 | Bulawayo City FC v Bulawayo Chiefs FC | W | 0-1 |