2. Round | 16/08/2008 | Colchester United | - | Huddersfield Town | 0:0 | ||||
3. Round | 23/08/2008 | Swindon Town | - | Colchester United | 1:3 | ||||
4. Round | 30/08/2008 | Colchester United | - | Oldham Athletic | 2:2 | ||||
6. Round | 13/09/2008 | Crewe Alexandra | - | Colchester United | 2:0 | ||||
8. Round | 26/09/2008 | Tranmere Rovers | - | Colchester United | 3:4 | ||||
5. Round | 30/09/2008 | Colchester United | - | Leicester City | 0:1 | ||||
9. Round | 04/10/2008 | Colchester United | - | Bristol Rovers | 0:1 | ||||
10. Round | 11/10/2008 | Cheltenham Town | - | Colchester United | 4:3 | ||||
15. Round | 01/11/2008 | Southend United | - | Colchester United | 3:3 | ||||
17. Round | 22/11/2008 | Peterborough United | - | Colchester United | 2:1 | ||||
33. Round | 21/02/2009 | Colchester United | - | Southend United | 0:1 | ||||
44. Round | 18/04/2009 | Hereford United | - | Colchester United | 0:2 | ||||
45. Round | 25/04/2009 | Colchester United | - | Peterborough United | 0:1 | ||||
46. Round | 02/05/2009 | Yeovil Town | - | Colchester United | 0:2 |