| 1. Round | 08/08/2009 | Charlton Athletic | - | Wycombe Wanderers | 3:2 |  |
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| 2. Round | 15/08/2009 | Wycombe Wanderers | - | Leeds United | 0:1 | ||||
| 3. Round | 18/08/2009 | Wycombe Wanderers | - | Southend United | 1:1 | ||||
| 4. Round | 22/08/2009 | Norwich City | - | Wycombe Wanderers | 5:2 | ||||
| 5. Round | 29/08/2009 | Wycombe Wanderers | - | Bristol Rovers | 2:1 | ||||
| 6. Round | 05/09/2009 | Brighton & Hove Albion | - | Wycombe Wanderers | 1:0 | ||||
| 7. Round | 12/09/2009 | Hartlepool United | - | Wycombe Wanderers | 1:1 | ||||
| 8. Round | 19/09/2009 | Wycombe Wanderers | - | Milton Keynes Dons | 0:1 | ||||
| 9. Round | 26/09/2009 | Swindon Town | - | Wycombe Wanderers | 1:1 |  |
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| 10. Round | 29/09/2009 | Wycombe Wanderers | - | Tranmere Rovers | 0:1 | ||||
| 11. Round | 03/10/2009 | Wycombe Wanderers | - | Leyton Orient | 0:1 | ||||
| 12. Round | 10/10/2009 | Gillingham FC | - | Wycombe Wanderers | 3:2 | ||||
| 13. Round | 17/10/2009 | Wycombe Wanderers | - | Colchester United | 1:1 | ||||
| 14. Round | 24/10/2009 | Exeter City | - | Wycombe Wanderers | 1:1 | ||||
| 15. Round | 31/10/2009 | Wycombe Wanderers | - | Walsall FC | 2:3 | |
England