| 2. Round | 16/08/2014 | Portsmouth FC | - | Cambridge United | 2:1 | ||||
| 3. Round | 19/08/2014 | Portsmouth FC | - | Northampton Town | 2:0 | ||||
| 4. Round | 23/08/2014 | Oxford United | - | Portsmouth FC | 0:1 |  |
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| 5. Round | 30/08/2014 | Portsmouth FC | - | Newport County | 0:1 | ||||
| 6. Round | 07/09/2014 | Burton Albion | - | Portsmouth FC | 2:0 | ||||
| 7. Round | 13/09/2014 | Southend United | - | Portsmouth FC | 2:0 | |
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| 13. Round | 18/10/2014 | Bury FC | - | Portsmouth FC | 3:0 | ||||
| 14. Round | 21/10/2014 | Portsmouth FC | - | Stevenage FC | 3:2 | ||||
| 15. Round | 25/10/2014 | Shrewsbury Town | - | Portsmouth FC | 2:1 | ||||
| 16. Round | 01/11/2014 | Portsmouth FC | - | Carlisle United | 3:0 | ||||
| 17. Round | 15/11/2014 | Plymouth Argyle | - | Portsmouth FC | 3:0 | ||||
| 19. Round | 29/11/2014 | Tranmere Rovers | - | Portsmouth FC | 3:1 | ||||
| 20. Round | 13/12/2014 | Portsmouth FC | - | Accrington Stanley | 2:3 |
England