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| Date | Match | Score |
|---|---|---|
| 04.10.2025 | Sekhukhune United U23 - Orlando Pirates U23 | 0 : 2 |
| 02.02.2025 | Sekhukhune United U23 - Orlando Pirates U23 | 2 : 1 |
| 21.09.2024 | Orlando Pirates U23 - Sekhukhune United U23 | 1 : 0 |
| 30.03.2024 | Sekhukhune United U23 - Orlando Pirates U23 | 0 : 0 |
| 21.10.2023 | Orlando Pirates U23 - Sekhukhune United U23 | 1 : 1 |
| 18.02.2023 | Orlando Pirates U23 - Sekhukhune United U23 | 3 : 0 |
| 19.11.2022 | Sekhukhune United U23 - Orlando Pirates U23 | 0 : 2 |
| 13.11.2021 | Sekhukhune United U23 - Orlando Pirates U23 | 0 : 3 |
| 25.09.2021 | Orlando Pirates U23 - Sekhukhune United U23 | 1 : 0 |
| Date | Match | Score | Res |
|---|---|---|---|
| 09.05.2026 | Orlando Pirates U23 - Mamelodi Sundowns U23 | 2 - 0 | W |
| 02.05.2026 | Chippa United U23 - Orlando Pirates U23 | 0 - 2 | W |
| 25.04.2026 | Magesi U23 - Orlando Pirates U23 | 0 - 0 | D |
| 18.04.2026 | Orlando Pirates U23 - AmaZulu U23 | 2 - 1 | W |
| 12.04.2026 | Richards Bay U23 - Orlando Pirates 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 |