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| Date | Match | Score |
|---|---|---|
| 28.09.2025 | Chippa United - Stellenbosch | 0 : 0 |
| 30.04.2025 | Stellenbosch - Chippa United | 1 : 0 |
| 23.10.2024 | Chippa United - Stellenbosch | 0 : 2 |
| 01.03.2024 | Stellenbosch - Chippa United | 1 : 1 |
| 11.11.2023 | Chippa United - Stellenbosch | 0 : 0 |
| 21.10.2023 | Chippa United - Stellenbosch | 1 : 2 |
| 04.02.2023 | Chippa United - Stellenbosch | 1 : 2 |
| 30.12.2022 | Stellenbosch - Chippa United | 1 : 1 |
| 17.04.2022 | Chippa United - Stellenbosch | 1 : 0 |
| 25.09.2021 | Stellenbosch - Chippa United | 2 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 11.09.2026 | Stellenbosch - Sekhukhune United | 1 - 1 | D |
| 01.09.2026 | Durban City - Stellenbosch | 0 - 0 | D |
| 26.08.2026 | Golden Arrows - Stellenbosch | 1 - 0 | L |
| 14.08.2026 | Stellenbosch - Marumo Gallants | 3 - 1 | W |
| 11.08.2026 | Polokwane City - Stellenbosch | 3 - 3 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 05.09.2026 | Chippa United - Milford FC | 0 - 0 | D |
| 25.08.2026 | Siwelele - Chippa United | 1 - 1 | D |
| 16.08.2026 | Chippa United - Orlando Pirates | 0 - 3 | L |
| 11.08.2026 | Chippa United - Richards Bay | 1 - 1 | D |
| 01.08.2026 | Golden Arrows - Chippa United | 0 - 0 | D |