| 2. Round | 18/08/2009 | Sunderland AFC | - | Chelsea FC | 1:3 | ||||
| 10. Round | 24/10/2009 | Chelsea FC | - | Blackburn Rovers | 5:0 | ||||
| 18. Round | 20/12/2009 | West Ham United | - | Chelsea FC | 1:1 | ||||
| 19. Round | 26/12/2009 | Birmingham City | - | Chelsea FC | 0:0 | ||||
| 20. Round | 28/12/2009 | Chelsea FC | - | Fulham FC | 2:1 | ||||
| 23. Round | 27/01/2010 | Chelsea FC | - | Birmingham City | 3:0 | ||||
| 24. Round | 30/01/2010 | Burnley FC | - | Chelsea FC | 1:2 | ||||
| 21. Round | 02/02/2010 | Hull City | - | Chelsea FC | 1:1 | ||||
| 26. Round | 10/02/2010 | Everton FC | - | Chelsea FC | 2:1 | ||||
| 28. Round | 27/02/2010 | Chelsea FC | - | Manchester City | 2:4 | ||||
| 31. Round | 21/03/2010 | Blackburn Rovers | - | Chelsea FC | 1:1 | ||||
| 29. Round | 24/03/2010 | Portsmouth FC | - | Chelsea FC | 0:5 | ||||
| 36. Round | 25/04/2010 | Chelsea FC | - | Stoke City | 7:0 |  |
England
