| 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 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 Challenge | 2020/02/29 07:59 | Siwelele FC Reserves v Chippa United Reserves | W | 0-1 |
| South Africa Diski Challenge | 2020/02/22 07:54 | Chippa United Reserves v Supersport United Reserves | W | 4-2 |
| South Africa Diski Challenge | 2020/02/15 07:59 | Durban City Reserves v Chippa United Reserves | D | 2-2 |
| South Africa Diski Challenge | 2020/02/09 07:00 | Amazulu Reserves v Chippa United Reserves | L | 2-1 |
| 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 |
| South Africa Diski Challenge | 2021/04/24 07:30 | Durban City Reserves v Stellenbosch FC Reserves | D | 3-3 |
| South Africa Diski Challenge | 2020/03/15 10:03 | Stellenbosch FC Reserves v Durban City Reserves | W | 2-1 |
| South Africa Diski Challenge | 2020/03/15 08:00 | Stellenbosch FC Reserves v Durban City Reserves | W | 2-1 |
| South Africa Diski Challenge | 2020/02/22 10:00 | Stellenbosch FC Reserves v Black Leopards Reserves | W | 3-1 |
| South Africa Diski Challenge | 2020/02/16 07:58 | Cape Town City FC Reserves v Stellenbosch FC Reserves | L | 3-1 |