| South Africa Diski Challenge | 2024/02/10 12:00 | Supersport United Reserves v Kaizer Chiefs Reserves | W | 1-0 |
| South Africa Diski Challenge | 2023/09/24 08:00 | Kaizer Chiefs Reserves v Supersport United Reserves | L | 4-3 |
| South Africa Diski Challenge | 2023/05/13 09:30 | Kaizer Chiefs Reserves v Supersport United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/01/22 10:30 | Supersport United Reserves v Kaizer Chiefs Reserves | W | 2-0 |
| South Africa Diski Shield | 2022/07/10 09:30 | Kaizer Chiefs Reserves v Supersport United Reserves | L | 4-2 |
| South Africa Diski Challenge | 2022/04/30 07:30 | Supersport United Reserves v Kaizer Chiefs Reserves | W | 4-3 |
| South Africa Diski Challenge | 2021/11/20 08:00 | Kaizer Chiefs Reserves v Supersport United Reserves | W | 1-2 |
| South Africa Diski Challenge | 2020/01/19 09:55 | Kaizer Chiefs Reserves v Supersport United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2024/05/11 08:00 | Amazulu Reserves v Supersport United Reserves | W | 1-5 |
| South Africa Diski Challenge | 2024/05/05 08:00 | Supersport United Reserves v Richards Bay FC Reserves | W | 4-2 |
| South Africa Diski Challenge | 2024/04/27 10:00 | Sekhukhune United Reserves v Supersport United Reserves | L | 5-0 |
| South Africa Diski Challenge | 2024/04/20 08:00 | Supersport United Reserves v Royal AM Reserves | W | 3-2 |
| South Africa Diski Challenge | 2024/04/14 10:00 | Supersport United Reserves v Moroka Swallows Reserves | W | 1-0 |
| South Africa Diski Challenge | 2024/04/06 08:00 | TS Galaxy Reserves v Supersport United Reserves | W | 2-3 |
| South Africa Diski Challenge | 2024/03/30 08:00 | Supersport United Reserves v Cape Town City FC Reserves | W | 1-0 |
| South Africa Diski Challenge | 2024/03/23 13:00 | Supersport United Reserves v Mamelodi Sundowns Reserves | L | 0-3 |
| South Africa Diski Challenge | 2024/05/11 08:00 | Cape Town City FC Reserves v Kaizer Chiefs Reserves | L | 1-0 |
| South Africa Diski Challenge | 2024/05/04 08:00 | Kaizer Chiefs Reserves v Sekhukhune United Reserves | W | 4-1 |
| South Africa Diski Challenge | 2024/04/28 10:00 | Stellenbosch FC Reserves v Kaizer Chiefs Reserves | L | 3-0 |
| South Africa Diski Challenge | 2024/04/21 09:30 | Mamelodi Sundowns Reserves v Kaizer Chiefs Reserves | D | 2-2 |
| South Africa Diski Challenge | 2024/04/07 08:00 | Kaizer Chiefs Reserves v Cape Town Spurs Reserves | L | 1-3 |
| South Africa Diski Challenge | 2024/03/24 13:00 | Orlando Pirates Reserves v Kaizer Chiefs Reserves | W | 0-2 |
| South Africa Diski Challenge | 2024/03/16 08:00 | Kaizer Chiefs Reserves v Golden Arrows Reserves | D | 1-1 |
| South Africa Diski Challenge | 2024/03/03 10:00 | TS Galaxy Reserves v Kaizer Chiefs Reserves | W | 0-1 |