| 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 | 2023/11/26 08:00 | Cape Town City FC Reserves v Moroka Swallows Reserves | W | 4-1 |
| 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 | 2023/11/25 08:00 | Orlando Pirates Reserves v Cape Town Spurs Reserves | L | 3-1 |
| South Africa Diski Challenge | 2023/11/12 08:00 | Cape Town Spurs Reserves v Supersport United Reserves | W | 3-1 |
| South Africa Diski Challenge | 2023/11/05 08:00 | Cape Town Spurs Reserves v Mamelodi Sundowns Reserves | D | 2-2 |
| South Africa Diski Challenge | 2023/10/21 11:00 | Cape Town Spurs Reserves v Golden Arrows Reserves | W | 1-0 |
| South Africa Diski Challenge | 2023/10/15 11:00 | Moroka Swallows Reserves v Cape Town Spurs Reserves | L | 3-0 |
| South Africa Diski Challenge | 2023/10/08 10:00 | Stellenbosch FC Reserves v Cape Town Spurs Reserves | L | 2-0 |
| South Africa Diski Challenge | 2023/10/01 08:00 | Cape Town Spurs Reserves v Amazulu Reserves | W | 7-0 |
| South Africa Diski Challenge | 2023/09/24 08:00 | Cape Town Spurs Reserves v Royal AM Reserves | L | 2-4 |