| South Africa Diski Challenge | 2019/09/08 10:00 | Siwelele FC Reserves v Kaizer Chiefs Reserves | W | 1-7 |
| South Africa Diski Challenge | 2019/02/23 11:00 | Kaizer Chiefs Reserves v Siwelele FC Reserves | L | 1-3 |
| South Africa Diski Challenge | 2017/01/22 11:48 | Siwelele FC Reserves v Kaizer Chiefs Reserves | D | 2-2 |
| South Africa Diski Challenge | 2020/01/12 10:04 | Highlands Park Reserves v Kaizer Chiefs Reserves | W | 1-4 |
| South Africa Diski Challenge | 2019/12/16 13:00 | Polokwane City Reserves v Kaizer Chiefs Reserves | L | 2-0 |
| South Africa Diski Challenge | 2019/12/08 10:01 | Kaizer Chiefs Reserves v Golden Arrows Reserves | W | 5-1 |
| South Africa Diski Challenge | 2019/11/30 11:00 | Kaizer Chiefs Reserves v Durban City Reserves | W | 3-0 |
| South Africa Diski Challenge | 2019/11/24 11:00 | Amazulu Reserves v Kaizer Chiefs Reserves | D | 2-2 |
| South Africa Diski Challenge | 2019/11/16 13:00 | Kaizer Chiefs Reserves v Orlando Pirates Reserves | L | 0-1 |
| South Africa Diski Challenge | 2019/10/26 08:00 | Stellenbosch FC Reserves v Kaizer Chiefs Reserves | D | 1-1 |
| South Africa Diski Challenge | 2019/10/20 08:00 | Kaizer Chiefs Reserves v Chippa United Reserves | W | 5-2 |
| South Africa Diski Challenge | 2019/12/15 08:02 | Golden Arrows Reserves v Siwelele FC Reserves | D | 2-2 |
| South Africa Diski Challenge | 2019/12/08 08:00 | Siwelele FC Reserves v Black Leopards Reserves | W | 3-1 |
| South Africa Diski Challenge | 2019/12/01 07:58 | Supersport United Reserves v Siwelele FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2019/11/23 08:00 | Siwelele FC Reserves v Highlands Park Reserves | L | 0-2 |
| South Africa Diski Challenge | 2019/11/16 07:59 | Durban City Reserves v Siwelele FC Reserves | W | 0-1 |
| South Africa Diski Challenge | 2019/11/02 07:59 | Chippa United Reserves v Siwelele FC Reserves | L | 3-2 |
| South Africa Diski Challenge | 2019/10/20 08:01 | Black Leopards Reserves v Siwelele FC Reserves | D | 4-4 |
| South Africa Diski Challenge | 2019/10/13 10:00 | Siwelele FC Reserves v Cape Town City FC Reserves | W | 5-0 |