| 4. Round | 23/08/2014 | AFC Wimbledon | - | Hartlepool United | 1:2 |  |
|||
| 5. Round | 30/08/2014 | Cheltenham Town | - | Hartlepool United | 1:0 | ||||
| 6. Round | 06/09/2014 | Hartlepool United | - | Shrewsbury Town | 2:0 | |
|||
| 7. Round | 13/09/2014 | Hartlepool United | - | Tranmere Rovers | 0:0 | ||||
| 8. Round | 16/09/2014 | Northampton Town | - | Hartlepool United | 5:1 | |
|||
| 10. Round | 27/09/2014 | Hartlepool United | - | Portsmouth FC | 0:0 | ||||
| 11. Round | 04/10/2014 | Hartlepool United | - | Carlisle United | 0:3 | ||||
| 12. Round | 11/10/2014 | Exeter City | - | Hartlepool United | 1:2 | |
|||
| 13. Round | 18/10/2014 | Hartlepool United | - | Luton Town | 1:2 | ||||
| 14. Round | 21/10/2014 | Accrington Stanley | - | Hartlepool United | 3:1 | ||||
| 15. Round | 25/10/2014 | Cambridge United | - | Hartlepool United | 2:1 | ||||
| 16. Round | 01/11/2014 | Hartlepool United | - | Newport County | 2:2 | ||||
| 17. Round | 15/11/2014 | Southend United | - | Hartlepool United | 1:0 |
England