| África do Sul - Diski Challenge | 2018/09/08 10:00 | Highlands Park - Reservas v Cape Town City FC - Reservas | W | 0-3 |
| África do Sul - Diski Challenge | 2019/10/13 10:00 | Bloem Celtic - Reservas v Cape Town City FC - Reservas | L | 5-0 |
| África do Sul - Diski Challenge | 2019/09/28 07:58 | Orlando Pirates - Reservas v Cape Town City FC - Reservas | W | 2-3 |
| África do Sul - Diski Challenge | 2019/09/24 13:00 | Cape Town City FC - Reservas v Kaizer Chiefs - Reservas | L | 2-4 |
| África do Sul - Diski Challenge | 2019/09/14 08:00 | Maritzburg United - Reservas v Cape Town City FC - Reservas | W | 0-2 |
| África do Sul - Diski Challenge | 2019/09/07 07:57 | Polokwane City - Reservas v Cape Town City FC - Reservas | W | 2-3 |
| África do Sul - Diski Challenge | 2019/08/24 08:00 | Cape Town City FC - Reservas v Chippa United - Reservas | L | 0-3 |
| África do Sul - Diski Shield | 2019/04/13 08:00 | Cape Town City FC - Reservas v Bloem Celtic - Reservas | D | 1-1 |
| África do Sul - Diski Challenge | 2019/03/31 09:27 | Cape Town City FC - Reservas v Supersport United - Reservas | L | 1-2 |
| África do Sul - Diski Challenge | 2019/10/19 09:59 | Highlands Park - Reservas v Maritzburg United - Reservas | D | 1-1 |
| África do Sul - Diski Challenge | 2019/10/12 10:00 | Highlands Park - Reservas v Black Leopards - Reservas | W | 1-0 |
| África do Sul - Diski Challenge | 2019/10/06 08:00 | Golden Arrows - Reservas v Highlands Park - Reservas | W | 0-4 |
| África do Sul - Diski Challenge | 2019/09/28 08:12 | Highlands Park - Reservas v Chippa United - Reservas | D | 1-1 |
| África do Sul - Diski Challenge | 2019/09/14 09:59 | Highlands Park - Reservas v Stellenbosch FC - Reservas | W | 3-1 |
| África do Sul - Diski Challenge | 2019/09/07 10:00 | Highlands Park - Reservas v Orlando Pirates - Reservas | W | 1-0 |
| África do Sul - Diski Challenge | 2019/08/31 10:01 | Mamelodi Sundowns - Reservas v Highlands Park - Reservas | L | 1-0 |
| África do Sul - Diski Challenge | 2019/08/25 08:00 | Highlands Park - Reservas v Polokwane City - Reservas | W | 3-1 |