| FA Cup | Sp. | S | U | N | Tore | |||
| Zu Hause | 2 | 1 | 1 | 0 | 6 | : | 3 | |
| Auswärts | 1 | 1 | 0 | 0 | 4 | : | 1 | |
| ∑ | 3 | 2 | 1 | 0 | 10 | : | 4 | |
| League Cup | Sp. | S | U | N | Tore | |||
| Auswärts | 1 | 1 | 0 | 0 | 1 | : | 0 | |
| ∑ | 1 | 1 | 0 | 0 | 1 | : | 0 | |
| GESAMT | Sp. | S | U | N | Tore | |||
| Zu Hause | 2 | 1 | 1 | 0 | 6 | : | 3 | |
| Auswärts | 2 | 2 | 0 | 0 | 5 | : | 1 | |
| Neutraler Ort | 0 | 0 | 0 | 0 | 0 | : | 0 | |
| ∑ | 4 | 3 | 1 | 0 | 11 | : | 4 | |
| FA Cup | |||||
| 2008/2009 | 3. Runde | Southend United | - | Chelsea FC | 1:4 (1:1) |
| 2008/2009 | 3. Runde | Chelsea FC | - | Southend United | 1:1 (1:0) |
| 1912/1913 | 1. Runde | Chelsea FC | - | Southend United | 5:2 |
| League Cup | |||||
| 1972/1973 | 2. Runde | Southend United | - | Chelsea FC | 0:1 |
|
Für Spiele, die im Elfmeterschießen entschieden wurden, geht der Spielstand nach 120 Minuten in diese Wertung ein. |
England 
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