 |
| League One | 16/08/2008 | Colchester United | - | Huddersfield Town | 0:0 | 5.340 |
| League One | 30/08/2008 | Colchester United | - | Oldham Athletic | 2:2 | 4.708 |
| League One | 20/09/2008 | Colchester United | - | Milton Keynes Dons | 0:3 | 4.888 |
| League One | 30/09/2008 | Colchester United | - | Leicester City | 0:1 | 5.133 |
| League One | 04/10/2008 | Colchester United | - | Bristol Rovers | 0:1 | 4.811 |
| League One | 21/10/2008 | Colchester United | - | Millwall FC | 1:2 | 5.506 |
| League One | 25/10/2008 | Colchester United | - | Carlisle United | 5:0 | 5.152 |
| FA Cup | 08/11/2008 | Colchester United | - | Leyton Orient | 0:1 | 4.600 |
| League One | 15/11/2008 | Colchester United | - | Walsall FC | 0:2 | 4.071 |
| Friendlies [U19] | 18/11/2008 | England | - | Germany | 1:0 | 9.692 |
| League One | 25/11/2008 | Colchester United | - | Yeovil Town | 1:0 | 3.214 |
| League One | 06/12/2008 | Colchester United | - | Hereford United | 1:2 | 4.794 |
| League One | 20/12/2008 | Colchester United | - | Scunthorpe United | 0:0 | 4.606 |
| League One | 28/12/2008 | Colchester United | - | Leyton Orient | 1:0 | 6.290 |
England