| Zuid-Afrika - Diski Challenge | 2023/04/01 10:00 | Stellenbosch FC - Reserves v Chippa United - Reserves | W | 2-1 |
| Zuid-Afrika - Diski Shield | 2022/07/16 08:00 | Chippa United - Reserves v Stellenbosch FC - Reserves | W | 0-1 |
| Zuid-Afrika - Diski Challenge | 2019/12/14 07:55 | Chippa United - Reserves v Stellenbosch FC - Reserves | L | 2-1 |
| Zuid-Afrika - Diski Challenge | 2019/08/09 07:53 | Stellenbosch FC - Reserves v Chippa United - Reserves | W | 2-1 |
| Zuid-Afrika - Diski Challenge | 2023/05/13 08:00 | Stellenbosch FC - Reserves v Sekhukhune United - Reserves | L | 0-1 |
| Zuid-Afrika - Diski Challenge | 2023/04/30 10:00 | Stellenbosch FC - Reserves v Royal AM - Reserves | W | 5-0 |
| Zuid-Afrika - Diski Challenge | 2023/04/23 10:00 | Stellenbosch FC - Reserves v Kaizer Chiefs - Reserves | W | 5-2 |
| Zuid-Afrika - Diski Challenge | 2023/04/08 10:00 | Stellenbosch FC - Reserves v TS Galaxy - Reserves | L | 0-3 |
| Zuid-Afrika - Diski Challenge | 2023/04/01 10:00 | Stellenbosch FC - Reserves v Chippa United - Reserves | W | 2-1 |
| Zuid-Afrika - Diski Challenge | 2023/03/26 07:00 | Cape Town City FC - Reserves v Stellenbosch FC - Reserves | L | 3-2 |
| Zuid-Afrika - Diski Challenge | 2023/03/19 10:00 | Stellenbosch FC - Reserves v Orlando Pirates - Reserves | D | 2-2 |
| Zuid-Afrika - Diski Challenge | 2023/03/11 08:00 | Maritzburg United - Reserves v Stellenbosch FC - Reserves | W | 0-1 |
| Zuid-Afrika - Diski Challenge | 2023/04/29 08:00 | TS Galaxy - Reserves v Chippa United - Reserves | L | 2-0 |
| Zuid-Afrika - Diski Challenge | 2023/04/16 08:00 | Royal AM - Reserves v Chippa United - Reserves | L | 2-1 |
| Zuid-Afrika - Diski Challenge | 2023/04/01 10:00 | Stellenbosch FC - Reserves v Chippa United - Reserves | L | 2-1 |
| Zuid-Afrika - Diski Challenge | 2023/03/12 08:00 | Supersport United - Reserves v Chippa United - Reserves | L | 5-2 |
| Zuid-Afrika - Diski Challenge | 2023/02/19 08:00 | Moroka Swallows - Reserves v Chippa United - Reserves | L | 1-0 |
| Zuid-Afrika - Diski Challenge | 2023/01/29 08:00 | Maritzburg United - Reserves v Chippa United - Reserves | L | 1-0 |
| Zuid-Afrika - Diski Challenge | 2023/01/22 10:00 | Richards Bay FC - Reserves v Chippa United - Reserves | L | 3-1 |
| Zuid-Afrika - Diski Challenge | 2023/01/07 08:00 | Orlando Pirates - Reserves v Chippa United - Reserves | L | 3-1 |