| 1. Round | 05/08/2006 | Swansea City | - | Cheltenham Town | 1:2 |  |
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| 2. Round | 08/08/2006 | Cheltenham Town | - | Tranmere Rovers | 1:0 | ||||
| 3. Round | 12/08/2006 | Cheltenham Town | - | Port Vale FC | 0:1 | ||||
| 4. Round | 19/08/2006 | AFC Bournemouth | - | Cheltenham Town | 2:1 | |
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| 5. Round | 26/08/2006 | Cheltenham Town | - | Millwall FC | 3:2 | |
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| 7. Round | 09/09/2006 | Cheltenham Town | - | Huddersfield Town | 2:1 | |
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| 8. Round | 12/09/2006 | Crewe Alexandra | - | Cheltenham Town | 3:1 |  |
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| 9. Round | 16/09/2006 | Scunthorpe United | - | Cheltenham Town | 1:0 | ||||
| 10. Round | 23/09/2006 | Cheltenham Town | - | Bradford City | 1:2 | |
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| 11. Round | 26/09/2006 | Cheltenham Town | - | Northampton Town | 0:2 | ||||
| 12. Round | 30/09/2006 | Gillingham FC | - | Cheltenham Town | 2:1 | |
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| 14. Round | 14/10/2006 | Cheltenham Town | - | Doncaster Rovers | 0:2 | ||||
| 15. Round | 21/10/2006 | Leyton Orient | - | Cheltenham Town | 2:0 | |
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| 16. Round | 28/10/2006 | Cheltenham Town | - | Nottingham Forest | 0:2 | ||||
| 17. Round | 04/11/2006 | Cheltenham Town | - | Oldham Athletic | 1:2 | |
Northern Ireland