| South Africa Diski Challenge | 2019/12/14 07:55 | Chippa United Reserves v Stellenbosch FC Reserves | W | 2-1 |
| South Africa Diski Challenge | 2019/08/09 07:53 | Stellenbosch FC Reserves v Chippa United Reserves | L | 2-1 |
| South Africa Diski Shield | 2022/07/09 08:00 | TS Galaxy Reserves v Chippa United Reserves | W | 0-1 |
| South Africa Diski Challenge | 2022/05/08 08:00 | Moroka Swallows Reserves v Chippa United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2022/04/24 08:00 | Cape Town City FC Reserves v Chippa United Reserves | W | 1-3 |
| South Africa Diski Challenge | 2022/04/16 08:00 | Maritzburg United Reserves v Chippa United Reserves | W | 3-6 |
| South Africa Diski Challenge | 2022/01/23 10:30 | Chippa United Reserves v Kaizer Chiefs Reserves | L | 1-4 |
| South Africa Diski Challenge | 2021/10/10 08:00 | Baroka FC Reserves v Chippa United Reserves | W | 0-1 |
| South Africa Diski Challenge | 2020/12/05 09:00 | Chippa United Reserves v Black Leopards Reserves | W | 3-1 |
| South Africa Diski Challenge | 2020/03/14 08:00 | Baroka FC Reserves v Chippa United Reserves | W | 1-2 |
| South Africa Diski Shield | 2022/07/10 07:30 | Stellenbosch FC Reserves v Maritzburg United Reserves | W | 2-1 |
| South Africa Diski Challenge | 2022/05/14 10:00 | TS Galaxy Reserves v Stellenbosch FC Reserves | W | 1-2 |
| South Africa Diski Challenge | 2022/05/07 08:00 | Stellenbosch FC Reserves v Maritzburg United Reserves | W | 4-2 |
| South Africa Diski Challenge | 2022/04/30 10:00 | Orlando Pirates Reserves v Stellenbosch FC Reserves | W | 1-2 |
| South Africa Diski Challenge | 2022/04/23 08:00 | Stellenbosch FC Reserves v Moroka Swallows Reserves | W | 4-1 |
| South Africa Diski Challenge | 2022/02/12 08:00 | Moroka Swallows Reserves v Stellenbosch FC Reserves | W | 2-4 |
| South Africa Diski Challenge | 2021/11/21 10:30 | Amazulu Reserves v Stellenbosch FC Reserves | L | 1-0 |
| South Africa Diski Challenge | 2021/10/09 10:30 | Stellenbosch FC Reserves v Kaizer Chiefs Reserves | W | 4-1 |