| South Africa Diski Challenge | 2023/02/19 08:00 | Moroka Swallows Reserves v Chippa United 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 | 2022/05/08 08:00 | Moroka Swallows Reserves v Chippa United Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/09/09 13:00 | TS Galaxy Reserves v Moroka Swallows Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/05/13 08:00 | Moroka Swallows Reserves v Marumo Gallants Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/05/06 08:00 | Supersport United Reserves v Moroka Swallows Reserves | L | 3-0 |
| South Africa Diski Challenge | 2023/04/30 08:00 | Moroka Swallows Reserves v Sekhukhune United Reserves | L | 2-4 |
| South Africa Diski Challenge | 2023/04/23 08:00 | Orlando Pirates Reserves v Moroka Swallows Reserves | W | 0-1 |
| South Africa Diski Challenge | 2023/04/15 08:00 | Moroka Swallows Reserves v Golden Arrows Reserves | L | 0-5 |
| South Africa Diski Challenge | 2023/04/09 08:00 | Richards Bay FC Reserves v Moroka Swallows Reserves | W | 0-2 |
| South Africa Diski Challenge | 2023/04/02 08:00 | Cape Town City FC Reserves v Moroka Swallows Reserves | L | 5-1 |
| South Africa Diski Challenge | 2023/09/09 08:00 | Stellenbosch FC Reserves v Chippa United Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/04/29 08:00 | TS Galaxy Reserves v Chippa United Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/04/16 08:00 | Royal AM Reserves v Chippa United Reserves | L | 2-1 |
| South Africa Diski Challenge | 2023/04/01 10:00 | Stellenbosch FC Reserves v Chippa United Reserves | L | 2-1 |
| South Africa Diski Challenge | 2023/03/12 08:00 | Supersport United Reserves v Chippa United Reserves | L | 5-2 |
| South Africa Diski Challenge | 2023/02/19 08:00 | Moroka Swallows Reserves v Chippa United Reserves | L | 1-0 |
| South Africa Diski Challenge | 2023/01/29 08:00 | Durban City 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 |