| League Two | 19/03/05 | Macclesfield Town | - | Leyton Orient | 3:1 | ||||
| League Two | 09/08/05 | Bury FC | - | Leyton Orient | 1:2 | ||||
| League Two | 12/11/05 | Peterborough United | - | Leyton Orient | 1:1 | ||||
| League One | 10/03/07 | Chesterfield FC | - | Leyton Orient | 0:1 | ||||
| League One | 09/02/08 | Nottingham Forest | - | Millwall FC | 2:0 | ||||
| Playoffs | 09/05/09 | Millwall FC | - | Leeds United | 1:0 |
England