| South Africa Diski Challenge | 2019/01/12 08:20 | Highlands Park Reserves v Black Leopards Reserves | L | 1-4 |
| South Africa Diski Challenge | 2019/10/06 08:00 | Golden Arrows Reserves v Highlands Park Reserves | W | 0-4 |
| South Africa Diski Challenge | 2019/09/28 08:12 | Highlands Park Reserves v Chippa United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/09/14 09:59 | Highlands Park Reserves v Stellenbosch FC Reserves | W | 3-1 |
| South Africa Diski Challenge | 2019/09/07 10:00 | Highlands Park Reserves v Orlando Pirates Reserves | W | 1-0 |
| South Africa Diski Challenge | 2019/08/31 10:01 | Mamelodi Sundowns Reserves v Highlands Park Reserves | L | 1-0 |
| South Africa Diski Challenge | 2019/08/25 08:00 | Highlands Park Reserves v Polokwane City Reserves | W | 3-1 |
| South Africa Diski Challenge | 2019/08/11 10:00 | Highlands Park Reserves v Baroka FC Reserves | L | 0-3 |
| South Africa Diski Shield | 2019/04/13 07:58 | Bidvest Wits Reserves v Highlands Park Reserves | L | 4-2 |
| South Africa Diski Challenge | 2019/10/05 07:58 | Black Leopards Reserves v Mamelodi Sundowns Reserves | L | 0-2 |
| South Africa Diski Challenge | 2019/09/29 08:00 | Kaizer Chiefs Reserves v Black Leopards Reserves | D | 0-0 |
| South Africa Diski Challenge | 2019/09/14 08:00 | Black Leopards Reserves v Amazulu Reserves | L | 0-1 |
| 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 Bloem Celtic Reserves | L | 1-3 |
| South Africa Reserve League | 2018/10/13 07:59 | Supersport United Reserves v Black Leopards Reserves | L | 2-0 |