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| Date | Match | Score |
|---|---|---|
| 18.10.2025 | Sekhukhune United U23 - Chippa United U23 | 1 : 2 |
| 04.05.2025 | Chippa United U23 - Sekhukhune United U23 | 0 : 1 |
| 05.10.2024 | Sekhukhune United U23 - Chippa United U23 | 5 : 1 |
| 16.03.2024 | Chippa United U23 - Sekhukhune United U23 | 1 : 1 |
| 29.10.2023 | Sekhukhune United U23 - Chippa United U23 | 4 : 2 |
| 07.05.2023 | Sekhukhune United U23 - Chippa United U23 | 2 : 3 |
| 14.01.2023 | Chippa United U23 - Sekhukhune United U23 | 0 : 2 |
| 12.03.2022 | Sekhukhune United U23 - Chippa United U23 | 0 : 1 |
| 20.11.2021 | Chippa United U23 - Sekhukhune United U23 | 1 : 0 |
| 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 |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.05.2026 | Sekhukhune United U23 - Richards Bay U23 | 0 - 4 | L |
| 02.05.2026 | Siwelele U23 - Sekhukhune United U23 | 2 - 1 | L |
| 25.04.2026 | Sekhukhune United U23 - Marumo Gallants U23 | 0 - 0 | D |
| 18.04.2026 | Stellenbosch U23 - Sekhukhune United U23 | 1 - 2 | W |
| 12.04.2026 | Sekhukhune United U23 - AmaZulu U23 | 0 - 0 | D |