| 1. Round | 11/08/2023 | Brighton & Hove Albion U21 | - | Leeds United U21 | 2:4 |  |
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| 2. Round | 18/08/2023 | Manchester United U21 | - | Leeds United U21 | 1:2 | |
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| 3. Round | 25/08/2023 | Leeds United U21 | - | West Ham United U21 | 2:5 | |
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| 4. Round | 01/09/2023 | Leeds United U21 | - | Stoke City U21 | 2:1 | ||||
| 5. Round | 22/09/2023 | Reading FC U21 | - | Leeds United U21 | 3:2 | |
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| 6. Round | 02/10/2023 | Wolverhampton Wanderers U21 | - | Leeds United U21 | 2:0 | ||||
| 7. Round | 29/10/2023 | Leeds United U21 | - | Liverpool FC U21 | 2:2 | ||||
| 8. Round | 03/11/2023 | Leeds United U21 | - | Crystal Palace U21 | 1:7 | ||||
| 10. Round | 18/12/2023 | Tottenham Hotspur U21 | - | Leeds United U21 | 1:0 |
Scotland