| South Africa Diski Challenge | 2022/11/19 08:00 | Chippa United Reserves v Moroka Swallows Reserves | L | 3-0 |
| South Africa Diski Challenge | 2022/05/08 08:00 | Moroka Swallows Reserves v Chippa United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/02/12 11:00 | Stellenbosch FC Reserves v Moroka Swallows Reserves | L | 1-0 |
| South Africa Diski Challenge | 2023/02/04 09:00 | Moroka Swallows Reserves v TS Galaxy Reserves | W | 3-0 |
| South Africa Diski Challenge | 2023/01/28 08:00 | Royal AM Reserves v Moroka Swallows Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/01/22 08:00 | Moroka Swallows Reserves v Stellenbosch FC Reserves | W | 2-1 |
| South Africa Diski Challenge | 2023/01/08 08:00 | Moroka Swallows Reserves v Mamelodi Sundowns Reserves | W | 1-0 |
| South Africa Diski Challenge | 2022/11/19 08:00 | Chippa United Reserves v Moroka Swallows Reserves | L | 3-0 |
| South Africa Diski Challenge | 2022/11/06 08:00 | Sekhukhune United Reserves v Moroka Swallows Reserves | L | 3-1 |
| South Africa Diski Challenge | 2022/10/30 08:00 | Moroka Swallows Reserves v Amazulu Reserves | L | 0-1 |
| South Africa Diski Challenge | 2023/01/29 08:00 | Maritzburg United Reserves v Chippa United Reserves | L | 1-0 |
| South Africa Diski Challenge | 2023/01/22 10:00 | Richards Bay FC Reserves v Chippa United Reserves | L | 3-1 |
| South Africa Diski Challenge | 2023/01/07 08:00 | Orlando Pirates Reserves v Chippa United Reserves | L | 3-1 |
| South Africa Diski Challenge | 2022/11/19 08:00 | Chippa United Reserves v Moroka Swallows Reserves | W | 3-0 |
| South Africa Diski Challenge | 2022/10/22 08:00 | Golden Arrows Reserves v Chippa United Reserves | L | 3-2 |
| South Africa Diski Challenge | 2022/10/15 08:00 | Chippa United Reserves v Mamelodi Sundowns Reserves | L | 0-1 |
| South Africa Diski Challenge | 2022/10/09 08:00 | Cape Town City FC Reserves v Chippa United Reserves | L | 3-1 |
| South Africa Diski Challenge | 2022/09/25 12:00 | Kaizer Chiefs Reserves v Chippa United Reserves | D | 1-1 |