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| Date | Match | Score |
|---|---|---|
| 17.01.2026 | Chippa United U23 - Stellenbosch U23 | 1 : 2 |
| 22.03.2025 | Chippa United U23 - Stellenbosch U23 | 1 : 9 |
| 29.09.2024 | Stellenbosch U23 - Chippa United U23 | 4 : 1 |
| 03.02.2024 | Chippa United U23 - Stellenbosch U23 | 1 : 6 |
| 09.09.2023 | Stellenbosch U23 - Chippa United U23 | 2 : 0 |
| 01.04.2023 | Stellenbosch U23 - Chippa United U23 | 2 : 1 |
| 01.10.2022 | Chippa United U23 - Stellenbosch U23 | 0 : 6 |
| 16.07.2022 | Chippa United U23 - Stellenbosch U23 | 0 : 1 |
| 26.03.2022 | Stellenbosch U23 - Chippa United U23 | 6 : 2 |
| 19.03.2022 | Chippa United U23 - Stellenbosch U23 | 3 : 3 |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.05.2026 | Stellenbosch U23 - Siwelele U23 | 3 - 2 | W |
| 02.05.2026 | Stellenbosch U23 - Marumo Gallants U23 | 4 - 0 | W |
| 26.04.2026 | Kaizer Chiefs U23 - Stellenbosch U23 | 0 - 2 | W |
| 18.04.2026 | Stellenbosch U23 - Sekhukhune United U23 | 1 - 2 | L |
| 11.04.2026 | Mamelodi Sundowns U23 - Stellenbosch U23 | 1 - 0 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.05.2026 | Kaizer Chiefs U23 - Chippa United U23 | 11 - 0 | L |
| 02.05.2026 | Chippa United U23 - Orlando Pirates U23 | 0 - 2 | L |
| 26.04.2026 | AmaZulu U23 - Chippa United U23 | 2 - 1 | L |
| 18.04.2026 | Mamelodi Sundowns U23 - Chippa United U23 | 3 - 2 | L |
| 12.04.2026 | Chippa United U23 - Polokwane City U23 | 0 - 0 | D |