| South Africa Diski Challenge | 2019/01/12 08:20 | Highlands Park Reserves v Black Leopards Reserves | L | 1-4 |
| South Africa Diski Shield | 2019/04/13 07:58 | Bidvest Wits Reserves v Highlands Park Reserves | L | 4-2 |
| South Africa Diski Challenge | 2019/04/07 09:58 | Orlando Pirates Reserves v Highlands Park Reserves | L | 2-1 |
| South Africa Diski Challenge | 2019/03/31 10:11 | Highlands Park Reserves v Kaizer Chiefs Reserves | L | 1-3 |
| 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 | 2019/03/31 07:59 | Black Leopards Reserves v Mamelodi Sundowns Reserves | L | 0-2 |
| South Africa Diski Challenge | 2019/01/27 08:04 | Black Leopards Reserves v Golden Arrows Reserves | L | 0-3 |
| South Africa Diski Challenge | 2019/01/12 08:20 | Highlands Park Reserves v Black Leopards Reserves | W | 1-4 |
| South Africa Diski Challenge | 2018/12/01 07:59 | Black Leopards Reserves v Siwelele FC Reserves | L | 1-3 |
| South Africa Reserve League | 2018/10/13 07:59 | Supersport United Reserves v Black Leopards Reserves | L | 2-0 |