| 19. Round | 26/11/2005 | Boston United | - | Wrexham AFC | 2:1 | ||||
| 20. Round | 06/12/2005 | Wycombe Wanderers | - | Boston United | 1:1 | ||||
| 21. Round | 10/12/2005 | Shrewsbury Town | - | Boston United | 1:1 |  |
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| 26. Round | 02/01/2006 | Boston United | - | Leyton Orient | 1:2 | ||||
| 27. Round | 07/01/2006 | Boston United | - | Macclesfield Town | 3:1 | ||||
| 28. Round | 14/01/2006 | Chester City | - | Boston United | 0:1 | ||||
| 24. Round | 18/01/2006 | Boston United | - | Carlisle United | 0:5 | ||||
| 37. Round | 11/03/2006 | Mansfield Town | - | Boston United | 5:0 | ||||
| 42. Round | 15/04/2006 | Peterborough United | - | Boston United | 0:1 | ||||
| 43. Round | 17/04/2006 | Boston United | - | Oxford United | 1:0 | ||||
| 44. Round | 22/04/2006 | Bristol Rovers | - | Boston United | 3:1 | ||||
| 45. Round | 29/04/2006 | Boston United | - | Rushden & Diamonds FC | 2:0 |
England