15. Round | 31/10/2009 | Leyton Orient | - | Southampton FC | 2:2 | ||||
16. Round | 14/11/2009 | Hartlepool United | - | Leyton Orient | 1:0 | ||||
17. Round | 21/11/2009 | Leyton Orient | - | Tranmere Rovers | 2:1 | ||||
18. Round | 24/11/2009 | Leeds United | - | Leyton Orient | 1:0 | ||||
20. Round | 05/12/2009 | Swindon Town | - | Leyton Orient | 3:2 | ||||
21. Round | 12/12/2009 | Leyton Orient | - | Milton Keynes Dons | 1:2 |