| Südafrika - Diski Challenge | 2019/01/12 08:20 | Highlands Park - Reserve v Black Leopards - Reserve | L | 1-4 |
| Südafrika - Diski Challenge | 2019/10/06 08:00 | Golden Arrows - Reserve v Highlands Park - Reserve | W | 0-4 |
| Südafrika - Diski Challenge | 2019/09/28 08:12 | Highlands Park - Reserve v Chippa United - Reserve | D | 1-1 |
| Südafrika - Diski Challenge | 2019/09/14 09:59 | Highlands Park - Reserve v Stellenbosch FC - Reserve | W | 3-1 |
| Südafrika - Diski Challenge | 2019/09/07 10:00 | Highlands Park - Reserve v Orlando Pirates - Reserve | W | 1-0 |
| Südafrika - Diski Challenge | 2019/08/31 10:01 | Mamelodi Sundowns - Reserve v Highlands Park - Reserve | L | 1-0 |
| Südafrika - Diski Challenge | 2019/08/25 08:00 | Highlands Park - Reserve v Polokwane City - Reserve | W | 3-1 |
| Südafrika - Diski Challenge | 2019/08/11 10:00 | Highlands Park - Reserve v Baroka FC - Reserve | L | 0-3 |
| Südafrika - Diski Shield | 2019/04/13 07:58 | Bidvest Wits - Reserve v Highlands Park - Reserve | L | 4-2 |
| Südafrika - Diski Challenge | 2019/10/05 07:58 | Black Leopards - Reserve v Mamelodi Sundowns - Reserve | L | 0-2 |
| Südafrika - Diski Challenge | 2019/09/29 08:00 | Kaizer Chiefs - Reserve v Black Leopards - Reserve | D | 0-0 |
| Südafrika - Diski Challenge | 2019/09/14 08:00 | Black Leopards - Reserve v Amazulu - Reserve | L | 0-1 |
| Südafrika - Diski Challenge | 2019/03/31 07:59 | Black Leopards - Reserve v Mamelodi Sundowns - Reserve | L | 0-2 |
| Südafrika - Diski Challenge | 2019/01/27 08:04 | Black Leopards - Reserve v Golden Arrows - Reserve | L | 0-3 |
| Südafrika - Diski Challenge | 2019/01/12 08:20 | Highlands Park - Reserve v Black Leopards - Reserve | W | 1-4 |
| Südafrika - Diski Challenge | 2018/12/01 07:59 | Black Leopards - Reserve v Bloem Celtic - Reserve | L | 1-3 |
| Südafrika - Reserveliga | 2018/10/13 07:59 | Supersport United - Reserve v Black Leopards - Reserve | L | 2-0 |