| 1. Round | 12/08/2023 | Arsenal FC [U18] | - | West Ham United [U18] | 2:0 |  |
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| 2. Round | 19/08/2023 | West Bromwich Albion [U18] | - | Arsenal FC [U18] | 1:1 |  |
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| 3. Round | 26/08/2023 | Arsenal FC [U18] | - | Tottenham Hotspur [U18] | 2:4 | |
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| 8. Round | 28/10/2023 | Crystal Palace [U18] | - | Arsenal FC [U18] | 3:3 | ||||
| 10. Round | 11/11/2023 | Arsenal FC [U18] | - | Norwich City [U18] | 4:3 | ||||
| 13. Round | 06/01/2024 | Aston Villa [U18] | - | Arsenal FC [U18] | 2:3 | ||||
| 14. Round | 13/01/2024 | Arsenal FC [U18] | - | Reading FC [U18] | 3:0 | |
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| 15. Round | 27/01/2024 | Leicester City [U18] | - | Arsenal FC [U18] | 0:4 | |
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| 19. Round | 09/03/2024 | Fulham FC [U18] | - | Arsenal FC [U18] | 1:0 | ||||
| 20. Round | 16/03/2024 | Arsenal FC [U18] | - | Crystal Palace [U18] | 8:3 | |
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| 21. Round | 06/04/2024 | Arsenal FC [U18] | - | West Bromwich Albion [U18] | 2:2 | ||||
| 22. Round | 13/04/2024 | West Ham United [U18] | - | Arsenal FC [U18] | 1:8 | |
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| 23. Round | 20/04/2024 | Arsenal FC [U18] | - | Aston Villa [U18] | 4:2 | ||||
| 25. Round | 04/05/2024 | Tottenham Hotspur [U18] | - | Arsenal FC [U18] | 3:2 |
England