| South Africa Diski Challenge | 2019/10/19 09:59 | Highlands Park Reserves v Maritzburg United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/11/30 11:00 | Kaizer Chiefs Reserves v Maritzburg United Reserves | L | 3-0 |
| South Africa Diski Challenge | 2019/11/23 10:00 | Maritzburg United Reserves v Orlando Pirates Reserves | W | 3-1 |
| South Africa Diski Challenge | 2019/11/16 07:59 | Maritzburg United Reserves v Bloem Celtic Reserves | L | 0-1 |
| South Africa Diski Challenge | 2019/11/03 08:00 | Mamelodi Sundowns Reserves v Maritzburg United Reserves | L | 1-0 |
| South Africa Diski Challenge | 2019/10/19 09:59 | Highlands Park Reserves v Maritzburg United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/10/12 08:00 | Polokwane City Reserves v Maritzburg United Reserves | L | 2-1 |
| South Africa Diski Challenge | 2019/09/22 08:00 | Bidvest Wits Reserves v Maritzburg United Reserves | L | 2-1 |
| South Africa Diski Challenge | 2019/09/14 08:00 | Maritzburg United Reserves v Cape Town City FC Reserves | L | 0-2 |
| South Africa Diski Challenge | 2019/11/30 08:01 | Chippa United Reserves v Highlands Park Reserves | W | 1-3 |
| South Africa Diski Challenge | 2019/11/23 08:00 | Bloem Celtic Reserves v Highlands Park Reserves | W | 0-2 |
| South Africa Diski Challenge | 2019/11/16 07:59 | Highlands Park Reserves v Bidvest Wits Reserves | L | 1-4 |
| South Africa Diski Challenge | 2019/11/02 08:06 | Supersport United Reserves v Highlands Park Reserves | W | 0-2 |
| South Africa Diski Challenge | 2019/10/27 09:59 | Cape Town City FC Reserves v Highlands Park Reserves | L | 2-1 |
| South Africa Diski Challenge | 2019/10/19 09:59 | Highlands Park Reserves v Maritzburg United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/10/12 10:00 | Highlands Park Reserves v Black Leopards Reserves | W | 1-0 |
| South Africa Diski Challenge | 2019/10/06 08:00 | Golden Arrows Reserves v Highlands Park Reserves | W | 0-4 |