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