| South Africa Diski Shield | 2022/07/16 08:00 | Chippa United - B v Stellenbosch FC - B | W | 0-1 |
| Sudáfrica - Diski Challenge | 2019/12/14 07:55 | Chippa United - B v Stellenbosch FC - B | L | 2-1 |
| Sudáfrica - Diski Challenge | 2019/08/09 07:53 | Stellenbosch FC - B v Chippa United - B | W | 2-1 |
| Sudáfrica - Diski Challenge | 2023/03/26 07:00 | Cape Town City FC - B v Stellenbosch FC - B | L | 3-2 |
| Sudáfrica - Diski Challenge | 2023/03/19 10:00 | Stellenbosch FC - B v Orlando Pirates - B | D | 2-2 |
| Sudáfrica - Diski Challenge | 2023/03/11 08:00 | Maritzburg United - B v Stellenbosch FC - B | W | 0-1 |
| Sudáfrica - Diski Challenge | 2023/02/25 08:00 | Golden Arrows - B v Stellenbosch FC - B | W | 1-3 |
| Sudáfrica - Diski Challenge | 2023/02/22 08:00 | Richards Bay FC - B v Stellenbosch FC - B | D | 2-2 |
| Sudáfrica - Diski Challenge | 2023/02/12 11:00 | Stellenbosch FC - B v Moroka Swallows - B | W | 1-0 |
| Sudáfrica - Diski Challenge | 2023/01/29 08:00 | Sekhukhune United F.C. - B v Stellenbosch FC - B | D | 3-3 |
| Sudáfrica - Diski Challenge | 2023/01/22 08:00 | Moroka Swallows - B v Stellenbosch FC - B | L | 2-1 |
| Sudáfrica - Diski Challenge | 2023/03/12 08:00 | Supersport United - B v Chippa United - B | L | 5-2 |
| Sudáfrica - Diski Challenge | 2023/02/19 08:00 | Moroka Swallows - B v Chippa United - B | L | 1-0 |
| Sudáfrica - Diski Challenge | 2023/01/29 08:00 | Maritzburg United - B v Chippa United - B | L | 1-0 |
| Sudáfrica - Diski Challenge | 2023/01/22 10:00 | Richards Bay FC - B v Chippa United - B | L | 3-1 |
| Sudáfrica - Diski Challenge | 2023/01/07 08:00 | Orlando Pirates - B v Chippa United - B | L | 3-1 |
| Sudáfrica - Diski Challenge | 2022/11/19 08:00 | Chippa United - B v Moroka Swallows - B | W | 3-0 |
| Sudáfrica - Diski Challenge | 2022/10/22 08:00 | Golden Arrows - B v Chippa United - B | L | 3-2 |
| Sudáfrica - Diski Challenge | 2022/10/15 08:00 | Chippa United - B v Mamelodi Sundowns - B | L | 0-1 |