| 30. Ronde | 27.01.2024 | Reading FC | - | Leyton Orient | 1:1 | ||||
| 31. Ronde | 03.02.2024 | Leyton Orient | - | Carlisle United | 3:2 | ||||
| 18. Ronde | 06.02.2024 | Port Vale FC | - | Leyton Orient | 0:1 | ||||
| 32. Ronde | 10.02.2024 | Barnsley FC | - | Leyton Orient | 2:1 |  |
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| 33. Ronde | 13.02.2024 | Leyton Orient | - | Northampton Town | 4:3 |  |
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| 34. Ronde | 17.02.2024 | Leyton Orient | - | Burton Albion | 1:2 | ||||
| 35. Ronde | 24.02.2024 | Oxford United | - | Leyton Orient | 1:2 | |
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| 27. Ronde | 27.02.2024 | Leyton Orient | - | Blackpool FC | 1:0 | |
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| 36. Ronde | 02.03.2024 | Leyton Orient | - | Bristol Rovers | 0:1 | ||||
| 37. Ronde | 09.03.2024 | Wigan Athletic | - | Leyton Orient | 1:0 | ||||
| 38. Ronde | 12.03.2024 | Leyton Orient | - | Port Vale FC | 0:0 | ||||
| 41. Ronde | 29.03.2024 | Lincoln City | - | Leyton Orient | 1:0 | ||||
| 42. Ronde | 01.04.2024 | Leyton Orient | - | Peterborough United | 1:2 | ||||
| 43. Ronde | 06.04.2024 | Leyton Orient | - | Cheltenham Town | 3:1 | |
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| 40. Ronde | 09.04.2024 | Leyton Orient | - | Exeter City | 2:2 | |
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| 44. Ronde | 13.04.2024 | Derby County | - | Leyton Orient | 3:0 | ||||
| 45. Ronde | 20.04.2024 | Leyton Orient | - | Fleetwood Town | 0:1 |
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