3. Round | 03/01/2009 | Chelsea FC | - | Southend United | 1:1 | ||||
3. Round | 14/01/2009 | Southend United | - | Chelsea FC | 1:4 | ||||
4. Round | 24/01/2009 | Chelsea FC | - | Ipswich Town | 3:1 | ||||
Round of 16 | 14/02/2009 | Watford FC | - | Chelsea FC | 1:3 | ||||
Quarter-finals | 07/03/2009 | Coventry City | - | Chelsea FC | 0:2 | ||||
Semi-finals | 18/04/2009 | Arsenal FC | - | Chelsea FC | 1:2 | ||||
Final | 30/05/2009 | Chelsea FC | - | Everton FC | 2:1 |