1. Round | 09/08/2009 | Coventry City | - | Ipswich Town | 2:1 | ||||
8. Round | 19/09/2009 | Preston North End | - | Coventry City | 3:2 | ||||
9. Round | 26/09/2009 | Coventry City | - | Middlesbrough FC | 2:2 | ||||
10. Round | 29/09/2009 | Watford FC | - | Coventry City | 2:3 | ||||
11. Round | 03/10/2009 | Coventry City | - | Leicester City | 1:1 | ||||
12. Round | 17/10/2009 | Sheffield Wednesday | - | Coventry City | 2:0 | ||||
16. Round | 06/11/2009 | Derby County | - | Coventry City | 2:1 | ||||
22. Round | 19/12/2009 | Plymouth Argyle | - | Coventry City | 0:1 |