| 17. Round | 12/11/2005 | Notts County | - | Cheltenham Town | 2:3 | ||||
| 18. Round | 18/11/2005 | Cheltenham Town | - | Lincoln City | 4:1 |  |
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| 19. Round | 26/11/2005 | Bury FC | - | Cheltenham Town | 0:1 | ||||
| 20. Round | 06/12/2005 | Cheltenham Town | - | Oxford United | 1:2 | ||||
| 21. Round | 10/12/2005 | Cheltenham Town | - | Macclesfield Town | 2:2 |  |
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| 24. Round | 28/12/2005 | Rushden & Diamonds FC | - | Cheltenham Town | 0:1 | ||||
| 25. Round | 31/12/2005 | Cheltenham Town | - | Shrewsbury Town | 1:0 | |
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| 28. Round | 14/01/2006 | Cheltenham Town | - | Bristol Rovers | 2:3 | |
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| 29. Round | 21/01/2006 | Carlisle United | - | Cheltenham Town | 1:1 | ||||
| 31. Round | 04/02/2006 | Peterborough United | - | Cheltenham Town | 1:0 |  |
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| 35. Round | 25/02/2006 | Cheltenham Town | - | Rochdale AFC | 1:1 | ||||
| 36. Round | 04/03/2006 | Cheltenham Town | - | Wycombe Wanderers | 2:1 | |
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| 37. Round | 11/03/2006 | Leyton Orient | - | Cheltenham Town | 1:0 | ||||
| 46. Round | 06/05/2006 | Mansfield Town | - | Cheltenham Town | 0:5 | |
England