| South Africa Diski Challenge | 2018/09/24 11:00 | Highlands Park Reserves v Kaizer Chiefs Reserves | D | 0-0 |
| South Africa Diski Challenge | 2019/02/02 07:57 | Highlands Park Reserves v Chippa United Reserves | W | 4-1 |
| South Africa Diski Challenge | 2019/01/27 09:59 | Highlands Park Reserves v Orlando Pirates Reserves | D | 0-0 |
| South Africa Diski Challenge | 2019/01/19 08:01 | Highlands Park Reserves v Polokwane City Reserves | L | 1-2 |
| South Africa Diski Challenge | 2019/01/12 08:20 | Highlands Park Reserves v Black Leopards Reserves | L | 1-4 |
| South Africa Diski Challenge | 2018/11/24 08:00 | Baroka FC Reserves v Highlands Park Reserves | L | 2-1 |
| South Africa Diski Challenge | 2018/11/17 08:01 | Highlands Park Reserves v Bidvest Wits Reserves | W | 1-0 |
| South Africa Reserve League | 2018/10/14 08:00 | Golden Arrows Reserves v Highlands Park Reserves | D | 0-0 |
| South Africa Reserve League | 2018/10/07 10:01 | Amazulu Reserves v Highlands Park Reserves | L | 2-1 |
| South Africa Diski Challenge | 2019/02/23 11:00 | Kaizer Chiefs Reserves v Bloem Celtic Reserves | L | 1-3 |
| South Africa Diski Challenge | 2019/02/02 19:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | W | 0-3 |
| South Africa Diski Challenge | 2019/01/26 10:02 | Kaizer Chiefs Reserves v Polokwane City Reserves | W | 4-3 |
| South Africa Diski Challenge | 2019/01/19 10:00 | Kaizer Chiefs Reserves v Amazulu Reserves | W | 4-1 |
| South Africa Diski Challenge | 2018/12/02 09:56 | Mamelodi Sundowns Reserves v Kaizer Chiefs Reserves | L | 2-1 |
| South Africa Diski Challenge | 2018/11/24 09:58 | Kaizer Chiefs Reserves v Maritzburg United Reserves | W | 6-0 |
| South Africa Reserve League | 2018/11/11 07:56 | Bidvest Wits Reserves v Kaizer Chiefs Reserves | L | 2-1 |
| South Africa Reserve League | 2018/10/27 08:04 | Kaizer Chiefs Reserves v Chippa United Reserves | W | 10-0 |