| South Africa Diski Challenge | 2023/04/02 08:00 | Cape Town City FC Reserves v Moroka Swallows Reserves | W | 5-1 |
| South Africa Diski Challenge | 2022/05/01 08:00 | Moroka Swallows Reserves v Cape Town City FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2022/01/23 08:00 | Cape Town City FC Reserves v Moroka Swallows Reserves | L | 1-2 |
| South Africa Diski Challenge | 2023/11/19 10:00 | Kaizer Chiefs Reserves v Cape Town City FC Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/11/12 08:00 | Sekhukhune United Reserves v Cape Town City FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2023/11/05 08:00 | Cape Town City FC Reserves v Amazulu Reserves | W | 1-0 |
| South Africa Diski Challenge | 2023/10/22 08:00 | Cape Town City FC Reserves v Supersport United Reserves | W | 5-2 |
| South Africa Diski Challenge | 2023/09/30 08:00 | Richards Bay FC Reserves v Cape Town City FC Reserves | L | 3-1 |
| South Africa Diski Challenge | 2023/09/17 08:00 | Cape Town City FC Reserves v Stellenbosch FC Reserves | W | 2-0 |
| South Africa Diski Challenge | 2023/09/10 08:00 | Cape Town Spurs Reserves v Cape Town City FC Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/05/13 08:00 | Mamelodi Sundowns Reserves v Cape Town City FC Reserves | L | 4-1 |
| South Africa Diski Challenge | 2023/11/18 08:00 | Moroka Swallows Reserves v Golden Arrows Reserves | L | 0-2 |
| South Africa Diski Challenge | 2023/11/11 08:00 | Moroka Swallows Reserves v Chippa United Reserves | L | 1-2 |
| South Africa Diski Challenge | 2023/10/29 10:00 | Stellenbosch FC Reserves v Moroka Swallows Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/10/21 10:00 | Moroka Swallows Reserves v Kaizer Chiefs Reserves | D | 1-1 |
| South Africa Diski Challenge | 2023/10/15 11:00 | Moroka Swallows Reserves v Cape Town Spurs Reserves | W | 3-0 |
| South Africa Diski Challenge | 2023/09/30 10:00 | Moroka Swallows Reserves v Mamelodi Sundowns Reserves | L | 1-2 |
| South Africa Diski Challenge | 2023/09/23 08:00 | Orlando Pirates Reserves v Moroka Swallows Reserves | L | 4-0 |
| South Africa Diski Challenge | 2023/09/17 10:00 | Royal AM Reserves v Moroka Swallows Reserves | L | 2-0 |