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| Date | Match | Score |
|---|---|---|
| 29.08.2025 | Sheffield United U21 - Charlton Athletic U21 | 3 : 1 |
| 01.04.2025 | Charlton Athletic U21 - Sheffield United U21 | 1 : 1 |
| 22.04.2024 | Charlton Athletic U21 - Sheffield United U21 | 2 : 3 |
| 15.08.2022 | Charlton Athletic U21 - Sheffield United U21 | 5 : 3 |
| Date | Match | Score | Res |
|---|---|---|---|
| 13.09.2026 | Sheffield Wednesday U21 - Charlton Athletic U21 | 2 - 2 | D |
| 04.09.2026 | Charlton Athletic U21 - Leeds United U21 | 1 - 0 | W |
| 01.09.2026 | Charlton Athletic U21 - Wigan Athletic U21 | 2 - 2 | D |
| 26.08.2026 | Stockport County U21 - Charlton Athletic U21 | 1 - 2 | W |
| 23.08.2026 | Barnsley U21 - Charlton Athletic U21 | 2 - 2 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 14.09.2026 | Sheffield United U21 - Cardiff City U21 | 1 - 1 | D |
| 08.09.2026 | Millwall U21 - Sheffield United U21 | 0 - 0 | D |
| 01.09.2026 | Bristol City U21 - Sheffield United U21 | 3 - 1 | L |
| 25.08.2026 | Sheffield United U21 - West Ham United U21 | 3 - 1 | W |
| 17.08.2026 | Swansea City U21 - Sheffield United U21 | 0 - 2 | W |