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