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 | ||||
34. Round | 28/02/2009 | Colchester United | - | Hartlepool United | 1:1 | ||||
35. Round | 03/03/2009 | Huddersfield Town | - | Colchester United | 2:2 | ||||
40. Round | 28/03/2009 | Scunthorpe United | - | Colchester United | 3:0 | ||||
41. Round | 04/04/2009 | Colchester United | - | Leeds United | 0:1 | ||||
42. Round | 11/04/2009 | Leyton Orient | - | Colchester United | 2:1 |