14. Round | 29/11/2008 | Northampton Town | - | Colchester United | 1:2 | ||||
19. Round | 06/12/2008 | Colchester United | - | Hereford United | 1:2 | ||||
20. Round | 13/12/2008 | Leeds United | - | Colchester United | 1:2 | ||||
21. Round | 20/12/2008 | Colchester United | - | Scunthorpe United | 0:0 | ||||
22. Round | 26/12/2008 | Brighton & Hove Albion | - | Colchester United | 1:2 | ||||
23. Round | 28/12/2008 | Colchester United | - | Leyton Orient | 1:0 | ||||
25. Round | 12/01/2009 | Milton Keynes Dons | - | Colchester United | 1:1 | ||||
26. Round | 17/01/2009 | Colchester United | - | Cheltenham Town | 3:1 | ||||
27. Round | 24/01/2009 | Bristol Rovers | - | Colchester United | 0:0 | ||||
28. Round | 27/01/2009 | Colchester United | - | Northampton Town | 2:1 | ||||
29. Round | 31/01/2009 | Carlisle United | - | Colchester United | 0:2 | ||||
24. Round | 10/02/2009 | Colchester United | - | Tranmere Rovers | 0:1 | ||||
32. Round | 14/02/2009 | Walsall FC | - | Colchester United | 2:0 | ||||
33. Round | 21/02/2009 | Colchester United | - | Southend United | 0:1 | ||||
31. Round | 24/02/2009 | Colchester United | - | Stockport County | 1:0 | ||||
34. Round | 28/02/2009 | Colchester United | - | Hartlepool United | 1:1 |