| 26. Round | 11/01/2014 | Oxford United | - | Portsmouth FC | 0:0 |  |
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| 27. Round | 18/01/2014 | Portsmouth FC | - | Mansfield Town | 1:1 | ||||
| 28. Round | 25/01/2014 | Morecambe FC | - | Portsmouth FC | 2:2 | ||||
| 29. Round | 28/01/2014 | Wycombe Wanderers | - | Portsmouth FC | 0:1 | ||||
| 30. Round | 01/02/2014 | Portsmouth FC | - | Torquay United | 0:1 | ||||
| 31. Round | 08/02/2014 | Exeter City | - | Portsmouth FC | 1:1 | ||||
| 32. Round | 15/02/2014 | Portsmouth FC | - | AFC Wimbledon | 1:0 | ||||
| 33. Round | 22/02/2014 | Scunthorpe United | - | Portsmouth FC | 5:1 | ||||
| 25. Round | 25/02/2014 | Portsmouth FC | - | Accrington Stanley | 1:0 | ||||
| 37. Round | 15/03/2014 | Fleetwood Town | - | Portsmouth FC | 3:1 | ||||
| 38. Round | 22/03/2014 | Portsmouth FC | - | York City | 0:1 | |
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| 39. Round | 25/03/2014 | Rochdale AFC | - | Portsmouth FC | 3:0 | ||||
| 40. Round | 29/03/2014 | Newport County | - | Portsmouth FC | 1:2 | ||||
| 42. Round | 12/04/2014 | Dagenham & Redbridge | - | Portsmouth FC | 1:4 | ||||
| 44. Round | 21/04/2014 | Northampton Town | - | Portsmouth FC | 0:1 |
Wales
