| 2. Round | 17/08/2024 | Charlton Athletic | - | Leyton Orient | 1:0 | ||||
| 7. Round | 21/09/2024 | Stockport County | - | Leyton Orient | 1:4 | ||||
| 5. Round | 24/09/2024 | Leyton Orient | - | Peterborough United | 2:2 | ||||
| 9. Round | 01/10/2024 | Leyton Orient | - | Exeter City | 0:1 | ||||
| 14. Round | 26/10/2024 | Wycombe Wanderers | - | Leyton Orient | 3:0 | ||||
| 15. Round | 09/11/2024 | Leyton Orient | - | Blackpool FC | 3:0 | ||||
| 17. Round | 23/11/2024 | Stevenage FC | - | Leyton Orient | 0:0 |  |
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| 11. Round | 26/11/2024 | Leyton Orient | - | Huddersfield Town | 0:2 |
England