| 6. Round | 28/10/2014 | Leyton Orient | - | Preston North End | 0:2 | ||||
| 16. Round | 01/11/2014 | Leyton Orient | - | Coventry City | 2:2 | ||||
| 17. Round | 15/11/2014 | Gillingham FC | - | Leyton Orient | 3:2 |  |
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| 18. Round | 22/11/2014 | Leyton Orient | - | Crewe Alexandra | 4:1 | |
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| 19. Round | 29/11/2014 | Bradford City | - | Leyton Orient | 3:1 | ||||
| 21. Round | 20/12/2014 | Barnsley FC | - | Leyton Orient | 2:0 | ||||
| 25. Round | 10/01/2015 | Leyton Orient | - | Fleetwood Town | 0:1 |  |
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| 26. Round | 16/01/2015 | Preston North End | - | Leyton Orient | 2:2 | ||||
| 27. Round | 24/01/2015 | Colchester United | - | Leyton Orient | 2:0 | ||||
| 28. Round | 31/01/2015 | Leyton Orient | - | Scunthorpe United | 1:4 | ||||
| 34. Round | 03/03/2015 | Leyton Orient | - | Bristol City | 1:3 | ||||
| 39. Round | 28/03/2015 | Leyton Orient | - | Port Vale FC | 3:1 | ||||
| 42. Round | 11/04/2015 | Crewe Alexandra | - | Leyton Orient | 1:1 | ||||
| 44. Round | 18/04/2015 | Milton Keynes Dons | - | Leyton Orient | 6:1 |
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