| N | Torneo | Jornada | Fecha | Local | Result. | Visita | Estadio | Arbitro | Público | Fuente | Obs |
|---|---|---|---|---|---|---|---|---|---|---|---|
| 1 | FA Cup 2008/09 | Third Round Proper - 1 | 03/01/2009 | Chelsea | 1 - 1 | Southend United | [33] | ||||
| 2 | FA Cup 2008/09 | Third Round Proper - 2 | 14/01/2009 | Southend United | 1 - 4 | Chelsea | [33] | ||||
| 3 | FA Cup 2008/09 | Fourth Round Proper - 1 | 24/01/2009 | Chelsea | 3 - 1 | Ipswich Town | [33] | ||||
| 4 | FA Cup 2008/09 | Fifth Round Proper - 1 | 14/02/2009 | Watford | 1 - 3 | Chelsea | [33] | ||||
| 5 | FA Cup 2008/09 | Sixth Round Proper - 1 | 07/03/2009 | Coventry City | 0 - 2 | Chelsea | [33] | ||||
| 6 | FA Cup 2008/09 | Semifinal - 1 | 18/04/2009 | Chelsea | 2 - 1 | Arsenal | Wembley (new), London | 88103 | [33] | ||
| 7 | FA Cup 2008/09 | Final - 1 | 30/05/2009 | Chelsea | 2 - 1 | Everton | Wembley (new), London | 89391 | [33] |
